$3,375,000 5 Beds ⋅ 7 Baths Nestled in the serene enclave of Cape St. John, this exquisite coastal residence offers a harmonious blend of luxury and comfort, perfectly designed for an elevated lifestyle. Built in 2012, this stunning detached home showcases timeless architectural elegance with its brick and HardiPlank exterior, inviting you into a world of sophistication. Step inside to discover an expansive open floor plan adorned with rich hardwood and tile flooring, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's dream, featuring a commercial-grade range, stainless steel appliances, and a spacious island, perfect for culinary creations and entertaining. The butler's pantry adds an extra touch of convenience, while the adjoining dining area flows seamlessly into the living space, highlighted by an elegant gas fireplace that provides a cozy ambiance. Waterfront views from every room.The primary suite is a true sanctuary, boasting breathtaking views and a luxurious en-suite bathroom complete with a soaking tub and walk-in shower. Each of the five bedrooms is generously sized with ensuite baths offering ample space for relaxation and privacy. Thoughtful details such as crown moldings, recessed lighting, and wainscoting enhance the home's refined aesthetic. Venture to the fully finished daylight basement, where natural light pours in through large windows, creating an inviting space for recreation or relaxation. This versatile area includes a wet/dry bar, perfect for hosting gatherings or enjoying quiet evenings at home, another bedroom and 2 full baths. Outside, the property is a true oasis. The extensive hardscape is complemented by lush landscaping and an underground lawn sprinkler system, ensuring a vibrant outdoor space year-round. Enjoy evenings on the screened porch or patio, where you can take in the tranquil views of the South River. With private access to the water, indulge in boating, fishing, or simply basking in the beauty of your surroundings. A standout waterfront designed for the boating lifestyle, featuring a 6' × 115' private pier with a spacious 10' × 20' platform and 3' × 12' finger pier - a total of 125 ft. length from the MHWL at the bulkhead. With approximately 10 feet of water at Mean Low Water (MLW) at the slips, the property offers exceptional deep-water access, along with a 12' × 14' boat lift with guide pole and an approximately 18' × 50' mooring slip. A timber bulkhead and riprap-protected shoreline complete this impressive waterfront setting—offering outstanding access to the Chesapeake and everything that comes with life on the water. The pier also includes a dock box, kayak rack, and lighthouse-style power pedestal. Additional features include a two-car attached garage with inside access, energy-efficient appliances, and a comprehensive water treatment system, ensuring comfort and convenience at every turn. This home is not just a residence; it's a lifestyle, offering the perfect blend of luxury, comfort, and natural beauty. Experience the best of coastal living in this remarkable property, where every detail has been thoughtfully curated for your enjoyment. 203 Cape St John Rd, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$349,000 4 Beds ⋅ 3 Baths Located just 5 minutes from Downtown Annapolis in the quiet Gentry subdivision, this contemporary 4-bedroom, 2.5-bath home offers comfortable living across three finished levels. The main level features a bright, open living area, separate dining space, updated powder room, and a cozy kitchen with quartz countertops, modern backsplash, and painted cabinetry. A large sliding glass door fills the living room with natural light and opens to a balcony, perfect for some fresh air in the afternoons. Upstairs, the spacious primary suite includes a walk-in closet, private bath, and separate vanity area with a quartz countertop. Two additional bedrooms and a full hall bath complete the upper level. The finished walk-out lower level offers plenty of flexibility for a rec room, home gym, office, media space, or another bedroom. A separate laundry and utility area provides abundant storage and room for a potential workshop. Fresh paint and thoughtful updates provide a welcoming canvas for you to make this home your own. Enjoy access to the community pool and a convenient Annapolis location close to Downtown, the U.S. Naval Academy, Spa Creek, Quiet Waters Park, shopping, dining, and much more. Easy access to Routes 50 and 97 makes getting around a breeze. 24 Gentry Ct, Annapolis Listing courtesy of Compass. Contact: (410) 886-7342
$414,900 3 Beds ⋅ 4 Baths Nestled in the serene community of Whispering Woods, this charming townhouse offers a perfect blend of comfort and functionality. Built in 1991, this well-maintained home boasts 1,672 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring a harmonious mix of engineered wood and neutral, freshly-painted interiors. Equipped with newer appliances and graced by maple cabinetry, recessed lighting and granite countertops, the kitchen is both practical and stylish. Newer deck overlooks a quite wooded area. Newer architectural-grade roof. The home features three generously sized bedrooms, providing ample space for relaxation and personalization. With two full bathrooms and two convenient half-bathrooms, morning routines will be a breeze. Owner's bedroom delights in an en-suite bath, dressing area and walk-in closet. Natural light floods the home through quality Andersen double-pane windows, a new front storm door, and new sliding glass doors, enhancing the inviting atmosphere and offering lovely views of the surrounding trees and woods. The full basement, complete with a connecting stairway and walkout level, presents endless possibilities. Whether you envision a bedroom, a cozy family room, a home office, or additional storage, this versatile space can be tailored to meet your needs and offers ample storage space and a workshop. The basement outside entrance opens up at grade, adding convenience, making it easy to enjoy the outdoors. The Whispering Woods community offers common grounds and tot lots/playgrounds, perfect for leisurely strolls or enjoying time outdoors. The association fee includes management, ensuring the community remains well-maintained and inviting. Parking is plentiful. The property sits on a lovely, landscaped 0.05-acre lot, providing a serene outdoor living space for gardening or relaxation. This townhouse is not just a house; it's a place to call home. With its blend of comfort, functionality, community amenities, and proximity to all major thoroughfares and the town of Annapolis, it's an exciting opportunity. Experience the tranquility of Whispering Woods and envision your future in this delightful residence. 311 Sloping Woods Ct, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$2,499,500 6 Beds ⋅ 6 Baths There are houses that simply check the boxes—and then there are houses that have a sense of place. Tucked away at the end of a quiet street in the coveted Wardour neighborhood, this beautifully crafted custom home is filled with the details that make a house memorable: gorgeous millwork, custom built-ins, gracious rooms, beautiful gardens and spaces designed for both gathering and retreat. At the heart of the home is a stunning chef’s kitchen that opens seamlessly to the spacious family room and screened porch—equally suited to busy mornings, relaxed weekends and a house full of friends. Custom built-ins surround the breakfast area, while formal living and dining rooms offer elegant spaces for entertaining without feeling overly formal. Upstairs, the expansive primary suite feels like a true retreat, with an oversized walk-in closet and spa-inspired bath featuring dual vanities, a soaking tub and separate shower. Two additional bedroom suites, a generous bonus room perfect for a family room, library, playroom or home office, and a large laundry room complete the second level. The third floor adds two more bedrooms and a full bath, offering tremendous flexibility for guests, work or hobbies. The lower level adds another layer of versatility, with its own private entrance, living room, full kitchen, bedroom, full bath and separate laundry. Ideal for extended family, an au pair or long-term guests, this completely independent apartment has also historically rented for $2,100 per month. Outside, the grounds are every bit as special as the home itself. Beautifully established English-style gardens surround the property, with lush plantings and masses of mature hydrangeas creating a setting that feels almost Nantucket-like in the summer. The screened porch overlooks this private garden retreat and may quickly become your favorite room in the house. A circular driveway provides generous off-street parking, while the oversized two-car garage includes custom built-in storage. And perhaps the most Annapolis detail of all: step outside in the morning and you can hear reveille from the U.S. Naval Academy; in the evening, taps carries through the air. Downtown Annapolis, the Naval Academy, marinas, restaurants and shopping are all just minutes away, with easy access to Route 50 making commuting simple and convenient. As an added benefit, the entire home has historically rented for approximately $16,000 during Naval Academy Commissioning Week—an exceptional opportunity unique to this sought-after Annapolis location. Beautifully built, wonderfully livable and unmistakably Annapolis—this is a home with room for everyone, and then some. 4 Ridge Rd, Annapolis Listing courtesy of Cummings & Co Realtors. Contact: 4108230033
$825,000 3 Beds ⋅ 4 Baths Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3.5-bath Colonial offers a flexible floor plan, finished lower level, two-car garage and inviting indoor and outdoor spaces designed for everyday living and entertaining. Step inside to hardwood floors and light-filled living spaces that flow comfortably throughout the main level. The updated kitchen features granite countertops and opens to the home's gathering areas, while separate living and dining rooms provide plenty of room for entertaining. Just beyond, the screened-in porch overlooks the peaceful, wooded backyard and offers the perfect spot for morning coffee, outdoor dining or relaxing at the end of the day. Upstairs, the spacious primary suite features a vaulted ceiling, oversized walk-in closet and private bath with a sunken tub and separate shower. Three additional bedrooms and a full hall bath complete the upper level. Downstairs, the finished lower level adds even more flexibility with a family/rec room, full bath and generous storage—ideal for guests, a home office, workout space or additional living area. Additional features include a whole-house generator, newer heat pump, water-softening system, two-car garage and custom shed with electricity. Fresh landscaping and new mulch enhance the home's curb appeal, while the wooded backyard provides a private setting for relaxing and entertaining. Just a short walk down Claibourne Road, take in beautiful sights of Lake Heron—one more reminder of the special setting that surrounds this home. Annapolis Roads residents enjoy an exceptional water-privileged lifestyle with access to the community's private beach, boat ramp, piers, waterfront pavilion and picnic area, playground, fire pit, kayak storage, walking trails and neighborhood events. All of this is just minutes from Downtown Annapolis, shopping, dining and commuter routes. Beautifully staged, refreshed and ready for its next chapter—come experience 2691 Claibourne Road for yourself! 2691 Claibourne Rd, Annapolis Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$299,900 2 Beds ⋅ 2 Baths Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offers a blend of comfort and modern living. The open floor plan seamlessly connects the dining and living areas, enhanced by recessed lighting and a cozy wood-burning fireplace, perfect for relaxation. The kitchen is equipped with upgraded countertops and essential appliances, including a built-in microwave, dishwasher, and self-cleaning electric oven. Enjoy the convenience of a stacked washer and dryer within the unit, making laundry days a breeze. The primary suite features a spacious walk-in closet and an en-suite bathroom, providing a private retreat. Step outside to your private deck, ideal for morning coffee or evening gatherings. The community amenities include a refreshing outdoor pool, exercise room, and playground, catering to an active lifestyle. With assigned parking and maintenance services included in the association fee, convenience is at your fingertips. This property is not only a home but a lifestyle, offering a perfect balance of tranquility and accessibility. Experience the best of community living in a well-appointed space that meets all your needs. Schedule a tour today! 20 Greystone Ct Unit #I, Annapolis Listing courtesy of Compass. Contact: (410) 429-7425
$775,000 2 Beds ⋅ 2 Baths There is something special about life on the Chesapeake Bay, and this exceptional end-unit residence captures it beautifully. Ideally positioned where the Channel meets the Marina, the home enjoys an unobstructed view up the Channel toward the Chesapeake Bay and Bay Bridge, with expansive water vistas from nearly every room. A waterside wraparound patio, abundant green space, and fabulous interior upgrades further distinguish this unique waterfront setting. Morning begins with the sun rising over the Bay, visible from the primary bedroom and throughout the residence, while the ever-changing waterfront provides a spectacular backdrop to everyday life. From Wednesday night sailing races and Blue Angels flyovers to fireworks, passing boats, and expansive rainbows over the water, there is always something memorable to take in. Inside, the home feels bright, comfortable, and beautifully connected to its waterfront surroundings. The spacious living room is filled with natural light from an abundance of windows framing the incredible views. The electric fireplace provides a warm, relaxing atmosphere for quiet evenings or gathering with friends. Two bedrooms and two full baths provide a comfortable and versatile floor plan, whether used as a full-time residence, weekend retreat, or easy lock-and-leave Annapolis getaway. Just beyond the living room, the covered wraparound patio extends the living space outdoors and overlooks both the water and a large grassy area, an unexpected luxury in condominium living. A second patio off the kitchen offers its own highly sought-after private, no-stair walkway, allowing access to the beautifully appointed kitchen with an immediate view right out to the Bay Bridge. Together with the surrounding green space and multiple outdoor living areas, the residence offers a wonderful sense of privacy and lives much more like a single-family home than a traditional condo. Beyond the front door, Chesapeake Harbor offers a lifestyle centered around the water. Spend summer days at one of two swimming pools, including the waterfront pool, launch a kayak from the community beach, play tennis or pickleball, or follow the walking trails along the shoreline. When the day winds down, stroll to The Beacon for waterfront dining and return home as the evening light settles over the Bay. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, world class dining, shopping, and historic attractions, this exceptional residence also offers convenient access to Washington, DC, Baltimore, and BWI Airport. Whether as a full-time residence or lock-and-leave waterfront retreat, this is a rare opportunity to experience Chesapeake Harbor from a truly special vantage point. 7026 Channel Village Ct Unit #T2, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$534,000 3 Beds ⋅ 2 Baths Welcome to 1017 Hyde Park Dr, a charming two-story Dutch Colonial nestled in Annapolis, where classic character meets a convenient location. This 3-bedroom, 2-bath home offers 1,272 square feet of living space on a 5,971-square-foot lot, with a basement providing additional flexible space for storage, recreation, hobbies, or a home office. The inviting interior features a cozy fireplace and traditional Dutch Colonial character, creating a warm backdrop for everyday living and entertaining. With its versatile layout and established charm, this home offers an opportunity to personalize the space and make it your own. Enjoy an exceptional Annapolis location just minutes from the Severn River, Annapolis Maritime Museum, and downtown Annapolis. Spend the day exploring waterfront attractions, local shops, restaurants, and historic downtown, or enjoy easy access to the Eastern Shore and major commuter routes to Washington, D.C., Baltimore, and beyond. If you're looking for a home that combines architectural charm, flexible living space, and an outstanding Annapolis location, 1017 Hyde Park Dr is ready to welcome you. Come see all this home and location have to offer! 1017 Hyde Park Dr, Annapolis Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$344,900 2 Beds ⋅ 2 Baths Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the desirable Admiral Reach at Harbor Gates community of Annapolis! Ideally situated just minutes from historic downtown Annapolis, the U.S. Naval Academy, Luminis Health Anne Arundel Medical Center, and major commuter routes including Route 50 and I-97, this inviting third-floor home offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside to a bright and welcoming interior featuring a comfortable open layout with luxury vinyl tile and carpet flooring throughout. The updated kitchen is ready for everyday living and entertaining, featuring new countertops and stainless-steel appliances. Two spacious bedrooms and two full bathrooms provide flexibility for guests, roommates, or a work-from-home arrangement, while the in-unit laundry adds everyday convenience. Step outside onto the private covered balcony and enjoy your own outdoor retreat—perfect for morning coffee, an evening unwind, or simply enjoying the surrounding community. As a third-floor unit, the home offers an elevated perspective while providing the convenience of condo living. Harbor Gates offers an exceptional array of amenities designed to complement an active and social lifestyle. Residents enjoy access to a community swimming pool, exercise room, clubhouse, walking trails, basketball court, tennis courts, and pickleball courts. The combination of recreational amenities, convenient location, and low-maintenance living makes this community an outstanding place to call home. Whether you’re searching for a convenient primary residence, a low-maintenance second home, or an investment opportunity in the Annapolis market, 631 Admiral Drive offers an excellent combination of location, updates, outdoor living, and resort-style community amenities. Come see all this wonderful condo and community have to offer! 631 Admiral Dr Unit #304, Annapolis Listing courtesy of Taylor Properties. Contact:
$449,000 3 Beds ⋅ 3 Baths Open House Saturday 10AM - 12PM! Beautifully updated and move-in ready in an ideal Annapolis location! HVAC, ROOF, & HOT WATER HEATER ALL REPLACED APPROX. 2021. This inviting home has been thoughtfully refreshed with updated kitchen finishes, new flooring, fresh interior paint and beautifully updated bathrooms, creating a bright, fresh feel throughout. The main level offers a comfortable, functional layout with generous living and entertaining spaces and a beautifully updated kitchen at the heart of the home. Upstairs, spacious bedrooms and refreshed bathrooms continue the clean, updated feel. Enjoy additional living space and flexibility throughout the home, along with outdoor space perfect for relaxing or entertaining. Ideally located in Annapolis just minutes from Quiet Waters Park, downtown Annapolis, Eastport, shopping, dining and major commuter routes. With so many of the important updates already completed, this home offers an incredible opportunity to move right in and enjoy everything the Annapolis lifestyle has to offer! 150 Quiet Waters Pl, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$269,900 2 Beds ⋅ 2 Baths This exceptional 2nd level unit, ideally located in North Green Condos offers a harmonious blend of contemporary design and modern amenities. Spanning 1,082 square feet, this well-maintained condo features two spacious bedrooms and two full bathrooms, including a primary bath with walk-in shower. The open floor plan enhances the living space, complemented by wood floors, dining room and a bright breakfast area that invites natural light. The kitchen is equipped with 42inch cabinets, stone countertops, and NEW stainless-steel appliances, including a built-in microwave, dishwasher, and electric oven/range, ensuring a seamless cooking experience. You will appreciate the new luxury carpet in bedrooms and fresh paint throughout. Additional conveniences include in-unit laundry washer and dryer, as well as a walk-in closet for ample storage. Residents can enjoy community amenities such as an outdoor pool, patio area, and beautifully maintained common grounds. The property is surrounded by sidewalks, public transport and fitness center amenities. Situated in a vibrant neighborhood, North Green Condos is conveniently located near shopping centers and local parks, providing recreational opportunities for outdoor enthusiasts. The community is well-served by public services, pet friendly, and is in proximity to schools and recreation facilities, making it a desirable location for those seeking a balanced lifestyle. The association fee covers essential services, including maintenance, building insurance, water/sewer and trash removal, ensuring worry-free living. This property represents an excellent opportunity for those seeking a modern, well-appointed home to enjoy the historic maritime experience of Annapolis. Just minutes from the United States Naval Academy and downtown city dock. 300 Hilltop Ln Unit #300E, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,050,000 2 Beds ⋅ 2 Baths Highly Desirable Eastport Peninsula! Experience the best of the Eastport lifestyle in this charming home, ideally located in the heart of the peninsula. Relax on the inviting front porch and watch the world go by, or step out your door and walk to Eastport’s renowned restaurants, lively bars, boutique shopping, marinas, yacht clubs, and the water taxi to historic downtown Annapolis. Inside, beautiful heart pine floors add warmth and character. The spacious rear yard is a rare find in Eastport and offers plenty of room for entertaining, gardening, pets, or simply enjoying your own private outdoor retreat. The chef’s kitchen features Viking refrigerator and stainless steel appliances, creating a wonderful space for both everyday cooking and entertaining. Thoughtful improvements and major updates throughout the years make this home truly move-in ready while still offering the opportunity to add your own personal touches. Notable improvements include: * Pella rear sliding glass door — 2025 * Carrier first-floor HVAC — 2025 * Washer & dryer — 2024 * Viking refrigerator — 2024 * New roof — 2023 * First-floor bathroom remodeled — 2018 * Front porch replaced and metal roof added — 2018 * First-floor floors and stairs refinished by Beers — 2017 * Rinnai tankless water heater — 2016 * Upstairs bathroom and closet remodeled by Gate One Builders — 2011 * HardiePlank siding — 2009 * Fence — 2005 * Brick foundation repointed — 2004 * Shed — 2003 * Renovation and rear addition — 1998 A wonderful opportunity to own a piece of Eastport—move right in, enjoy the lifestyle, and make it your own. 412 Third St, Annapolis Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$419,900 4 Beds ⋅ 2 Baths Spacious Duplex located in Sought After Revell Downs! Over 1800 square feet of Finished Living Space with Recent Updates Including 35 Year Architectural Shingle Roof, Maple Kitchen Cabinets, Granite Counters, Kitchen Appliances, Marble Floor Tile in Kitchen, Ceramic Wall Tile and Vanities in Bathrooms, Luxury Vinyl Plank in Living and Dining Room and New Washer and Dryer. The Main Level Features 3 Bedrooms, Bathroom, Kitchen, Living Room and Separate Dining. Downstairs you have a Big Family Room with a Fireplace, 4th Bedroom, 1/2 Bath and a Huge Storage/Laundry Room. Outside is Nicely Landscaped and Great for Entertaining with a Fully Fenced Back Yard, Big Custom Sundeck, Three Storage Sheds and a Patio. This Wonderful Community is Just minutes from Schools, Annapolis Mall, Riva Festival Shopping Center, Quiet Waters Park, Sandy Point State Park, and downtown Annapolis, with quick access to Route 50, I-97, and the Naval Academy. You can also enjoy the newly completed Broadneck Peninsula Trail with a Multi-Use path that connects the existing Baltimore and Annapolis Trail directly to Sandy Point State Park! 1660 Secretariat Dr, Annapolis Listing courtesy of ABR. Contact: 4102127332
$9,500,000 6 Beds ⋅ 10 Baths Located on a private 2.5-acre lot in Wimbledon Farms, this waterfront estate home, designed by Cathy Purple Cherry and constructed by West River Builders, is truly a masterpiece in design and quality. The 3-level home – complete with elevator -- takes full advantage of its waterfront setting that includes 400 ft of shoreline. Facing Quiet Waters Park, the ever-changing view includes brilliant fall foliage, deer by the water’s edge, and osprey circling overhead. Stroll down to the 100 ft private pier with deep-water slips. There’s 7 ft water depth at the dock; Harness Creek is a recognized hurricane hole so this is the perfect spot for boats to ride out a storm. The 20 ft x 40 ft saltwater pool has a spacious ipe deck and two Hanso pergolas provide shade with wonderful water views. Six bedrooms, each with a private ensuite bath, a gourmet kitchen, and wrap-around screen porches and decks provide space for both casual living and grand entertaining. Upon entering, there is a gracious paneled foyer that opens to the living room. With Brazilian cherry floors, a gas fireplace with marble surround, and built-in bookcases, this room has fabulous water views and opens to one of the screened porches on this level that invite outdoor living. To the right is the heart of the home – the great room. It includes a just remodeled chef’s kitchen with multiple work areas, a family room, and the dining area. The kitchen includes Taj Mahal leathered countertops, two wall ovens, two Bosch dishwashers, a warming drawer, instant hot dispenser, Wolf 5-burner gas cooktop, and KitchenAid side-by-side refrigerator. There’s also a wet bar with beverage cooler. The family room has a wood-burning fireplace with raised hearth and stone surround; there’s also a spacious workspace with built-in bookshelves. The dining area overlooks the water, and there’s access to both screened porches. The main level also features a fabulous guest suite: there is a large bedroom with water views, walk-in closet, and a private bath with radiant heated floor. In addition, there are two powder rooms and a mudroom with three closets and an abundance of storage space. The main level has 10 ft ceilings and 8 ft interior doors. Upstairs, the primary suite is an owner’s dream escape. There’s a spacious bedroom with water views, dark cherry floors and a gas fireplace. The study, with wet bar, built-in shelves and file drawers, leads to a small reading room – with water views. The spa-like bathroom, with radiant heated floor, includes a separate water closet room, jetted tub with marble surround, oversized steam shower, and separate vanities. Step onto the private screened porch to enjoy a cup of coffee in the morning. The primary suite also includes two large walk-in closets and a laundry room. There are three additional water view bedrooms on the second floor, each with private bathroom and walk-in closet. The main laundry is in a dedicated room with ample storage. There’s also a walk-in cedar closet. All of the bedrooms and closets that have carpeting were re-carpeted in 2026. The walk-out lower level has a huge game room that includes a big screen TV, wet bar, and full bathroom. From here, you can step out to the bluestone patio that leads up to the pool. There is a half-bath off the patio, accessible for pool visitors. The 6th bedroom with ensuite bathroom also has peaceful views, and multiple closets. The main utility room houses the commercial grade water treatment system. It has a garage door for easy access to boat supplies and equipment servicing. A secondary utility room houses the elevator mechanism and reverse osmosis treatment system. A third unfinished area has the camera and internet systems. This exceptional home offers sophisticated waterfront living just minutes from the heart of Annapolis and the Chesapeake Bay. The year-round beauty of this scenic setting and unrivaled design is truly unsurpassed! 3285 Harness Creek Rd, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$995,000 2 Beds ⋅ 3 Baths Experience the best of downtown Annapolis living from this exceptional corner residence in highly sought-after Acton’s Landing. This 2 bedroom, with an extra den unit, offers nearly 2,000 square feet of beautifully designed living space. This extraordinary condominium combines the ease of maintenance-free living with a rare feature that truly sets it apart: its own exterior entrance. Step directly outside and begin enjoying the restaurants, shops, waterfront, events, and unmistakable charm of downtown Annapolis without ever having to walk through the building. The private exterior entrance also provides exceptional convenience for guests, particularly after concierge hours, allowing them to arrive directly at your door. Inside, the spacious, open-concept floor plan has been freshly painted and features brand-new carpeting, abundant natural light, and a wall of windows overlooking the outdoor patio area. The gourmet kitchen is designed for both everyday living and entertaining, with granite countertops, stainless steel appliances—including gas cooktop and a new refrigerator —and a generous island/breakfast bar that opens seamlessly to the main living area. The thoughtfully designed layout provides excellent separation between the two expansive bedroom suites. The primary suite features two closets, including a walk-in, along with a spacious private bath complete with a separate soaking tub. On the opposite side of the residence, the second bedroom offers its own en-suite bath, creating an ideal private retreat for overnight guests. A separate den/office provides valuable additional living space and offers the flexibility to serve as a home office, library, media room, or occasional guest space. A conveniently located powder room makes entertaining especially easy. Adding to the exceptional convenience are two garage parking spaces located just steps from the residence, along with an owned private storage unit—valuable amenities for downtown Annapolis living. Acton’s Landing further enhances the lifestyle with a fitness center, library, recreation/community room, beautifully landscaped courtyard, and concierge service. And when you are ready to venture out, downtown Annapolis is right outside your door. Few residences offer this combination of nearly 2,000 square feet, two garage parking spaces, private storage, luxury amenities, and the rare convenience of a direct entrance/exit with its own outdoor, covered patio—all within walking distance of everything that makes Annapolis such an extraordinary place to live. This is more than simply a downtown condo; it is an opportunity to enjoy the Annapolis lifestyle with the space, comfort, convenience, and accessibility of a true luxury residence. 66 Franklin St Unit #102, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$610,000 4 Beds ⋅ 3 Baths Discover the charm of this beautifully renovated ranch-style home in Hillsmere Estates, where modern comfort meets serene living. Major renovations completed in 2020 have transformed this residence into a warm and inviting retreat, featuring solid hardwood flooring throughout and a fully finished basement that offers ample space for relaxation or entertainment. With four spacious bedrooms and three full bathrooms, this home is designed to accommodate your lifestyle needs. The cozy fireplace in the living area creates a perfect ambiance for gatherings, while the well-appointed kitchen is ready for your culinary adventures. Step outside to enjoy the expansive 0.32-acre lot, where you can unwind in your private outdoor space or explore the community amenities, including a refreshing pool. For water enthusiasts, the property is just 2 miles from the South River, providing easy access for boating, fishing, and kayaking. With multiple slips available by lease, your aquatic adventures are just a stone's throw away. This home also features a convenient driveway for parking and a shed for additional storage. Embrace the lifestyle you've always wanted in a community that offers both tranquility and recreational opportunities. This is more than just a house; it's a place to create lasting memories. Don't miss your chance to make it your own! 301 Cedar Ln, Annapolis Listing courtesy of ExecuHome Realty. Contact:
$175,000 1 Beds ⋅ 2 Baths List Price is Opening bid at Online Auction to be conducted on auctioneer's website. Online Auction Only! Bidding begins Saturday, September 26th and ends Thursday October 1, 2026 at 1:00 PM. Waterfront-Inspired Annapolis Living with Exceptional Community Amenities Experience the appeal of Annapolis living at 2004 Quay Village Court, Unit T-1, a desirable main-level condominium in the water-privileged First Village of Chesapeake Harbour community. Offering an inviting blend of comfort, privacy, and resort-style amenities, this residence presents an exceptional opportunity to create a refined retreat in one of Maryland’s most desirable waterfront communities. Inside, The main-level design offers effortless one-floor living, with an open living and dining area (with a fireplace), Powder room, designated laundry area, and kitchen. The living space extends outdoors via the rear patio, creating a welcoming setting for morning coffee, evening cocktails, or relaxing at the end of the day. The space is completed by the generous primary suite, providing a peaceful private escape, featuring a spacious walk-in closet and large en-suite bathroom. Beyond your doorstep, First Village offers an enviable water-oriented lifestyle with an impressive collection of community amenities. Residents enjoy two swimming pools, four tennis courts, grilling areas, a beach area, and a boat rack, creating countless opportunities for recreation, relaxation, and entertaining without ever straying far from home. The residence offers an opportunity for thoughtful updating, allowing its next owner to introduce their own aesthetic and finishes while taking full advantage of the spacious layout and exceptional community setting. Ideally positioned in Annapolis, this property places you close to the area’s renowned dining, shopping, waterfront destinations, and vibrant coastal lifestyle. A spacious primary suite, private outdoor space, and resort-inspired community amenities come together to offer an exciting opportunity to create your own Annapolis retreat. Property Highlights: • Water Privileged Community • Premier Annapolis Location • Numerous Community Amenities • Main Level Unit • 1bd/1.5ba Please visit auctioneer's website for additional information. 2004 Quay Village Ct Unit #T1, Annapolis Listing courtesy of Alex Cooper Auctioneers, Inc.. Contact:
$2,695,000 4 Beds ⋅ 4 Baths Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and lightly lived in, the home captures everything that makes Eastport so desirable, from its welcoming front porch, charming architectural details, and beautifully curated landscaping to a location just steps from marinas, restaurants, waterfront parks, and the vibrant streets of Downtown Eastport and Annapolis. Lush, thoughtfully designed landscaping brings the property to life, framing the home with color, texture, and greenery and creating an inviting sense of arrival. A gracious front porch sets the tone for the warm and welcoming interiors. Just inside, a dedicated office provides a quiet workspace, while hardwood floors, shiplap accents, custom millwork, and thoughtful details lend character throughout. The open floor plan unfolds into the heart of the home, where a spectacular kitchen features GE Monogram appliances, an expansive island, abundant cabinetry, and generous workspace. The adjoining dining area flows seamlessly into the living room, anchored by a fireplace framed with custom built-ins. Doors extend the living space to a large rear patio surrounded by beautiful landscaping, creating a private and inviting setting for outdoor dining, entertaining, and relaxed evenings at home. The main-level primary suite offers the convenience of one-level living with a beautifully appointed ensuite bath and conveniently located laundry room. A thoughtfully designed mudroom with built-in cubbies provides everyday functionality and an organized transition into the home. Additionally, the home features advanced technology throughout, including a Tesla Powerwall 3 for backup power, Tesla EV charger, and professionally installed Control4 home automation. The integrated system provides centralized control of lighting, climate, security, electronic locks, TVs, and built-in ceiling speakers throughout the home. Upstairs, two spacious bedrooms share a hall bath, while a large finished attic adds a wonderfully flexible dimension to the floor plan. Currently ideal as a bunk room, this charming bonus space can easily adapt as a playroom, additional sleeping quarters, creative studio, or whatever best suits your lifestyle. The finished lower level takes entertaining and recreation to another level with a spacious family room, game area, wet bar, full bath, and golf simulator. A separate bonus room currently serves as a home gym, while an expansive storage area provides the practical space that is often difficult to find in Eastport. Beyond the front door, the best of Annapolis is within easy reach. Launch a kayak from nearby Horn Point Park, stroll to Eastport's celebrated restaurants, pubs, marinas, and street-end parks, or cross the Spa Creek Bridge into Downtown Annapolis and the U.S. Naval Academy. Boaters will appreciate immediate proximity to the Chesapeake Bay and some of the region's most sought-after cruising destinations. Membership at the nearby Annapolis Capital Yacht Club marina also provides permission to enjoy the Chesapeake Landing community swimming pool, adding yet another way to embrace the waterfront lifestyle just steps from home. Offering the charm and personality of an Eastport Craftsman with the advantages of newer construction, beautiful landscaping, a main-level primary suite, exceptional entertaining spaces, and an enviable walkable location, this is a rare opportunity to experience one of Annapolis' most beloved neighborhoods with comfort, style, and ease. Welcome Home! 507 1st St, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$2,795,000 3 Beds ⋅ 3 Baths Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water. Morning coffee, an afternoon breeze through open doors, evenings around the fire—the water sets the pace. Extensively renovated inside and out since 2019, this charming craftsman styled gem in the sought-after Bay Ridge Community offers easy one-floor living and a natural connection to the outdoors. Windows and skylights, French doors and Phantom screens invite the sunshine and bay breeze inside. New Café Elite appliances, induction cooktop, and laundry. Freshly painted, craftsman style trim, molding and shiplap accents. Open floor plan with wide plank hickory flooring. Set on a generous .31 are lot, the flat, manicured backyard leaves plenty of room for games, children and pets. Low-maintenance Ipe deck and rear entry porch made for entertaining. Ample storage for water toys, paddle boards and bikes. Outdoor shower adding another practical touch to life by the water. Oversized parking pad for guests. Detached 2 car garage/studio, heated and cooled, skylight and separate personnel door offers flex space for home gym, office or guests. Functional updates include architectural shingle roofs, Pella windows, Hardie siding, hurricane French doors, blown attic insulation and generator hook- up. Then there is Bay Ridge itself—a walkable waterfront community with the quiet, unhurried character of a New England shore town. Tree lined streets, community beaches, deep water marina, pool and clubhouse are part of the fabric, while effortless biking connects the neighborhood to shoreline points along the South and Severn Rivers. A coveted pool bond conveys. Eastport, with its waterfront restaurants, marinas and distinctly maritime character, is close by, as are the Annapolis Maritime Museum & Park and Quiet Waters Park, with miles of trails and waterfront access. Historic downtown Annapolis, City Dock and the U.S. Naval Academy bring dining, shopping, sailing, history and the traditions of one of the country's most distinctive institutions at your doorstep. Zippy routes south to Washington, DC and Northern Virginia, north toward Baltimore, and across the Chesapeake Bay Bridge to Maryland’s Eastern Shore. BWI Airport and the Amtrak/MARC station are under 35 minutes away. Chesapeake Bay cottage lifestyle with the water in front of you, a community around you and the region within easy reach. Cultivate your existence. The art of uniting human and home. 113 Bay Dr, Annapolis Listing courtesy of Krauss Real Property Brokerage. Contact: (410) 804-7921
$989,000 3 Beds ⋅ 2 Baths 23 Hull Ave, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$419,900 3 Beds ⋅ 3 Baths 3 BEDS | 2.5 BATHS | WHISPERING WOODS | COLONIAL TOWNHOUSE Welcome to This Charming 3-bedroom, 2.5-bathroom Colonial Townhouse in Whispering Woods. Great Lot that Backs to Tranquil, Wooded Views, this Move-In Ready Home Offers a Blend of Style, Comfort, and Functional Living Space. KEY HIGHLIGHTS: Gourmet Kitchen: Quartz Countertops, Stainless Steel Appliances, Hardwood Floors and Seamless Open Flow into the Dining Area—Ideal for Hosting and Entertaining. Spacious Living: Open Main Level with Hardwood Floors Throughout, Recessed Lighting and Ceiling Fans. Outdoor Oasis: Private Deck and Patio Overlooking Trees. Walkout Basement: Full, With Large Family Room with Walkout Access, Full Bath, Laundry and Loads of Storage. Parking and Amenities: Assigned Parking with Ample Overflow Parking and Community Access to Playgrounds and Common Area. HVAC 3 Years Old. Pella Windows and Sliders. Schedule your private tour today! 1740 Woodtree Cir, Annapolis Listing courtesy of Keller Williams Flagship. Contact:
$225,000 3 Beds ⋅ 2 Baths Wonderful Opportunity in Annapolis! Unlock the potential of this 3-bedroom townhome and bring your vision to life. Whether you're looking for your next renovation project or an opportunity to create a home with your own personal style, this property offers outstanding potential. The home features a walkout basement, a spacious backyard with room for outdoor enjoyment, and a convenient location with easy access to shopping, dining, and major commuter routes. This property is ready for renovation and offers an excellent opportunity to add value through updates and improvements. With the right vision, this townhome has the potential to truly shine. Don't miss this chance to transform this Annapolis property into something special. Schedule your showing today and imagine the possibilities! Please see the Documents section for complete offer submission instructions. All offers must be submitted through the VRM Properties offer portal. Agents must register as a user, enter the property address, and select "Start Offer." This property may qualify for Seller Financing (Vendee). If the property was built prior to 1978, Lead-Based Paint Potentially Exists. 608 Greenbriar Ln, Annapolis Listing courtesy of Coast To Coast Home Consultants INC. Contact: 760-927-8001
$335,900 4 Beds ⋅ 4 Baths Bring your vision and unlock the potential of this spacious three-level end-unit townhome in the sought-after community of The Gentry, just off Spa Road. Set amid a wooded landscape, the property features mature trees along the side and rear yard, with the community pool nestled down a small hill and a backdrop of additional trees beyond. This unique setting offers a wonderful sense of privacy and a peaceful backdrop while still being close to everything Annapolis has to offer. The main level features hardwood flooring, full kitchen, a convenient half bath, a wood-burning fireplace, and a bright living area opening to a rear deck overlooking the natural surroundings and pool area; a perfect place to have your morning coffee to start your day. Upstairs, you'll find three bedrooms, including an owner’s suite with a private full bath, plus a full hall bath. The walk-out lower level adds even more versatility with a fourth bedroom, full bath, laundry, storage areas and direct access to the private backyard. The home is being sold "as is" and requires repairs and updating. It is priced accordingly, offering an excellent opportunity for a buyer ready to bring their vision to life and build equity. With its desirable end-unit location, spacious three-level layout, four bedrooms, three-and-a-half baths, outdoor spaces, and proximity to downtown Annapolis, this property offers an ideal canvas to create a home that reflects your own style! 57 Gentry Ct, Annapolis Listing courtesy of Redfin Corp. Contact: 4102028454
$669,000 3 Beds ⋅ 2 Baths Welcome to resort-style coastal living at 2104 Chesapeake Harbour Dr E #202, a turnkey waterfront home in Annapolis' premier gated community. Enjoy serene water views and high-end upgrades from top to bottom. The open, light-filled layout features stylish new LVP flooring (Oct 2024) and contemporary lighting throughout (2024). Cook and entertain in the updated kitchen with custom cabinetry and quartz countertops (Dec 2024), plus brand-new appliances (Jan 2025). Relax in the primary suite with its custom Closet America walk-in closet (Sept 2025). Living in Chesapeake Harbour gives you direct access to a deep-water marina, private beach, pools, tennis courts, 24/7 security, and an on-site waterfront restaurant, all just minutes from historic Downtown Annapolis. 2104 Chesapeake Harbour Dr E Unit #202, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$285,000 3 Beds ⋅ 2 Baths Move-in ready top-floor 3-bedroom, 2-bath condo in Fairwinds of Annapolis, offering comfortable living and an unbeatable location just minutes from Bay Ridge and Downtown Annapolis. This large floorplan home features a bright, open layout and a private balcony. The updated kitchen features a new flooring, countertop, gas cooking, ample cabinet storage, and a new refrigerator to be installed. New flooring in both bathrooms. The HVAC system was replaced in 2022, providing added peace of mind. The spacious primary bedroom offers a private full bath, while the two generously sized secondary bedrooms share an additional full bath. Enjoy the convenience of natural gas for heating, hot water, and cooking, along with access to the community pool and tennis courts. Free off-street parking is available, with reserved off-street parking also available for a fee through the condo association. The location is hard to beat. Walking distance to grocery stores, coffee shops, restaurants, and Rita's Italian Ice. Easy access to shopping, Downtown Annapolis, Eastport, the Naval Academy, and major commuter routes. This won't last long. Schedule a tour today! 142 Georgetown Rd Unit #9, Annapolis Listing courtesy of Redfin Corp. Contact: 4102028454
$750,000 4 Beds ⋅ 3 Baths Welcome to 580 Pinedale Dr, a spacious 4-bedroom, 2.5-bath home set on a beautiful 1.8-acre lot in Annapolis. Offering a comfortable blend of character, functionality, and privacy, this home provides plenty of space for everyday living and entertaining. The impressive lofted living room is filled with natural light and features skylights that create an open, airy atmosphere. The inviting family room offers a propane fireplace, providing a cozy gathering space for relaxing evenings. The spacious kitchen offers plenty of cabinet and counter space, providing a functional and inviting setting for preparing meals and gathering with family and friends. A convenient half bath completes the main level. The spacious primary bedroom features its own ensuite bathroom and private laundry, creating a comfortable retreat with added convenience. Three additional bedrooms provide flexibility for family, guests, a home office, or hobby space. Outside, the expansive 1.8-acre property offers room to enjoy the outdoors and plenty of privacy, while the attached 2-car garage provides ample parking and storage. With its generous lot, versatile floor plan, lofted living space, and sought-after Annapolis location, 580 Pinedale Dr offers an opportunity to enjoy both space and convenience. 580 Pinedale Dr, Annapolis Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$575,000 4 Beds ⋅ 2 Baths EARLY ACCESS! Be among the first to preview this home before it officially goes Active on the MLS. Private showings are available now. Call Lesa Clark at 301-410-6009 for a private tour. Welcome to this beautifully updated split-foyer home nestled on a gorgeous corner lot in the sought-after Cape St. Claire community of Annapolis. Offering an exceptional combination of modern updates, thoughtful improvements, and outstanding community amenities, this move-in ready home has been meticulously maintained inside and out. Inside, you'll enjoy modern fixtures, recessed lighting, granite countertops, and an updated kitchen featuring stainless steel appliances, including a refrigerator, dishwasher, and electric range replaced in 2022. The kitchen flows seamlessly onto a brand-new wood deck (2023, freshly stained in 2026), creating the perfect space for outdoor dining, entertaining, or simply relaxing. The inviting living room is centered around a beautifully renovated wood-burning fireplace (2023), while major system upgrades provide added peace of mind, including a new HVAC system (2024) and a whole-house humidifier (2025) for year-round comfort. The main level offers three bedrooms, including a primary suite with a private bath and two additional bedrooms with a shared hall bath. The finished lower level features a spacious flex area that can easily serve as a recreation room, home office, workout space, guest area, or potential fourth bedroom, along with a dedicated laundry area and convenient side-entry mudroom. Step outside and discover extensive outdoor improvements completed between 2022 and 2024. The property has been professionally regraded and enhanced with retaining walls, a stone walkway, additional gravel parking, and a completely restructured driveway offering improved functionality and expanded parking. An engineered drainage system, including underground front-yard downspouts and a complete backyard French drain, helps keep the property dry and functional throughout the seasons. Thoughtfully selected native, non-invasive flowers and shrubs provide beautiful color and interest throughout the year. Located in the highly desirable Cape St. Claire community of Annapolis, Maryland, residents enjoy access to outstanding neighborhood amenities, including a private community beach, community marina, boat ramp, fishing and crabbing pier, playgrounds, parks, and community events throughout the year. Conveniently located just minutes from downtown Annapolis, Broadneck Park, Sandy Point State Park, the Chesapeake Bay, the U.S. Naval Academy, shopping, dining, waterfront attractions, and everyday conveniences. Commuters will appreciate easy access to Route 50, I-97, Baltimore, Washington, D.C., Fort Meade, and BWI Airport. Whether you're looking for a beautifully updated home, a move-in ready property with major system upgrades, or the lifestyle that comes with living in one of Annapolis' premier water-access communities, this exceptional Cape St. Claire home offers the perfect opportunity to enjoy the very best of Maryland's Chesapeake Bay lifestyle. 1178 Glenwood Dl, Annapolis Listing courtesy of Redfin Corp. Contact: 3016586186
$485,000 3 Beds ⋅ 3 Baths Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis location. Featuring beautiful wood floors, fresh paint throughout, 3 bedrooms, and 2.5 updated baths, this home has been thoughtfully upgraded and lovingly cared for. The remodeled kitchen (2010) serves as the heart of the home, and the bright sunroom addition (2006) provides the perfect space to relax year-round. A brand-new slider installed in 2025 opens to the sunroom, while below, a stamped concrete patio is surrounded by beautifully landscaped gardens and lovely fencing, creating a private outdoor retreat. The finished basement offers additional living space and features a cozy wood stove, perfect for warming up on cool winter evenings. You'll also appreciate the abundant storage throughout the home. Recent updates include: New slider to sunroom (2025) New oven (2025) Water heater (2018) Remodeled kitchen (2010) Remodeled bathrooms The community amenities are equally impressive, with a pool, community center, sidewalks, and wonderful walking areas, all complemented by minimal HOA fees. Ideally situated just minutes from restaurants, grocery stores, banks, pharmacies, and downtown Eastport. Quiet Waters Park is even closer, offering easy access to trails, recreation, and waterfront beauty. There is simply too much to list. Come see this wonderful home for yourself and discover all it has to offer! 213 Georgetown, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$750,000 3 Beds ⋅ 3 Baths Pics are up! Pottery Barn Perfect best describes this perfect house in the sought after community of Hunt Meadow! Everything is done! Move right in! This 3/4 bedroom, 2.5 bath home has barn doors, great moldings, newer siding and windows, great deck overlooking a perfect sized fenced yard with Thermospa Hot Tub. Irrigation with rain sensor. Upgraded lighting. Kitchen and baths are renovated, newer deck. Three bedrooms up. 4th bedroom/office in the lower level with a great theater & Murphy Bed in the Lower level. Hvac unit for garage. Absolutely adorable. Community pool, swim team, events and 5 minutes to downtown Annapolis. 304 Saddle Ridge Rd, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$525,000 4 Beds ⋅ 2 Baths Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer tucked on a private, tree-lined .53-acre lot -noticeably larger than most in the neighborhood - and just a short walk to Broadneck High School. Upstairs, three bedrooms and two full baths include a spacious primary suite, all set off by newer carpet (2024) and a cozy fireplace in the light-filled living room. The eat-in kitchen features oak cabinetry and new stainless steel refrigerator, range, and dishwasher (2025).The updated hall bath offers a clean, modern look with new flooring and fixtures. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room with a new whole-home water filtration/Revers Osmosis system (2025). Major systems are already handled, with a new roof (2024), New water heater (2025), Well Tank (2024), and Well Pump (2025) giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard — plenty of room to entertain, garden, or let kids and pets roam — with a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you'll enjoy access to the community's sought-after amenities, including beaches, boat ramps, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park. 911 Blue Ridge Dr, Annapolis Listing courtesy of HomeSource Pro Real Estate. Contact: (443) 454-1470
$1,950,000 4 Beds ⋅ 4 Baths Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor—all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best. 400 Jefferson St, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$542,900 3 Beds ⋅ 2 Baths Welcome to this beautifully updated Cape St. Claire home, where extensive improvements, stylish finishes, and comfortable living spaces come together in a property that has been carefully maintained inside and out. At the heart of the home is an updated kitchen featuring newer appliances, 42-inch cabinetry, quartz countertops, a custom backsplash, and a farmhouse apron sink. The home features two full bathrooms, including one that was completely renovated from top to bottom with a new tub, tile, flooring, toilet, vanity, and sink. The second full bath has also been refreshed with new flooring, vanity, and sink. Newer luxury vinyl plank flooring and carpeting add a fresh, cohesive feel throughout the interior, while all-new custom window treatments installed throughout the home in 2026 provide a polished finishing touch. The finished lower level offers valuable additional living space with the flexibility to function as a recreation room, home office, or a combination of both. A fireplace adds warmth and character, creating an inviting setting for working, relaxing, or entertaining. A dedicated mini-split system installed in 2025 provides independent climate control for this level. The home has benefited from a substantial list of recent improvements, including a new main-level HVAC system installed in 2024, Hardie siding and shutters in 2025, replacement windows in 2022, and a roof replaced in 2018. The home also includes a garage with a new door installed in 2025. A security system was added in 2026, and an owned whole-house water treatment and softener system was installed in 2024, providing added convenience and value for the next owner. Outdoor living is equally appealing. A new deck completed in 2026 provides an ideal setting for dining, entertaining, or relaxing outdoors, while the fully fenced yard offers added privacy, security, and flexibility for pets or play. An expanded driveway and parking area installed in 2025 adds valuable everyday functionality and additional off-street parking. Tucked along a quiet, lightly traveled street with just five homes, the property enjoys a more private neighborhood setting while remaining only a few blocks from the Cape St. Claire community beach. The location also offers convenient access to Annapolis, shopping, dining, recreation, and major commuter routes while retaining the neighborhood atmosphere that makes Cape St. Claire so sought after. The home is served by the highly regarded Broadneck school district. With an updated kitchen, one fully renovated bath, a refreshed second full bath, extensive recent improvements, newer major systems, dedicated climate control on both finished levels, a garage, and substantial exterior upgrades already completed, this home offers the opportunity to simply move in and enjoy. Years of investment, care, and thoughtful enhancement have created a property where very little remains for the next owner to do. 1155 Spruce Tree Ln, Annapolis Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325
$475,000 2 Beds ⋅ 2 Baths ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GARAGE CONVEYS!!! Spanning 1,588 square feet, this beautifully maintained residence features two spacious bedrooms and two full bathrooms adjoining the brightly lit sunroom providing ample space for relaxation and entertaining. Step inside to discover a gourmet kitchen that is a chef's dream, complete with cherry cabinetry, granite countertops, natural gas cooktop, a built-in microwave and wall oven, all designed to inspire culinary creativity. The open layout flows effortlessly into a cozy dining area and a bright breakfast nook, perfect for enjoying morning coffee or hosting intimate gatherings. The living space is adorned with plush carpeting and ceramic tile, creating a warm and inviting atmosphere throughout. The primary suite is a true retreat, featuring 2 walk-in closets and a luxurious bathroom equipped with 2 separate vanities and both a stall shower and a tub shower, ensuring a spa-like experience at home. Additional interior highlights include 9' ceilings and all window treatments that enhance privacy while allowing natural light to fill the space. Step outside to enjoy the meticulously landscaped grounds, complete with extensive hardscaping, irrigated landscaping and additional outdoor parking for guests. This 55+ adult community boasts an array of amenities designed for an active lifestyle, including a fitness center, tennis/pickleball courts and an executive par 3 nine hole golf course complete with club house and dining facility. For those who enjoy socializing, the waterfront clubhouse known as The Lodge offers indoor and outdoor pools plus a wide range of clubs, social activities, and creative spaces fostering a true sense of community. Condo and HOA fees include access to all community amenities, making for easy, low maintenance living. Water enthusiasts will appreciate the private access to the South River, complete with a community dock and multiple slips for boating adventures. Whether you prefer a leisurely day by the water, pool or an invigorating game of pickleball, golf or tennis, this community caters to all interests. With convenient transportation options and a dedicated parking space in the garage, this property ensures ease of access to historic downtown Annapolis with it's intown dining, shopping, cultural events and activities. Experience the perfect blend of luxury, comfort, and community in this exceptional residence, where every detail has been thoughtfully curated to enhance your lifestyle. Embrace the opportunity to make this exceptional property your own. 940 Astern Way Unit #112, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$379,900 2 Beds ⋅ 2 Baths BRAND-NEW HVAC SYSTEM—ONLY ONE MONTH OLD! Welcome to 1133 Lake Heron Drive, Unit 2B, a beautifully maintained second-level condo situated in one of the neighborhood’s most desirable locations. Tucked beside a large, open grassy field, this home offers a rare sense of privacy with peaceful views of nature from the side windows. Inside, you’ll find high-quality hardwood floors, a beautifully working wood-burning fireplace that creates a warm and inviting focal point, an updated kitchen, and marble bathroom sinks. Enjoy outdoor living from not one, but two balconies—one in the front and one in the back—providing wonderful spaces to relax, enjoy your morning coffee, or unwind at the end of the day. Step outside and enjoy beautiful, scenic jogging and walking paths throughout the community, surrounded by peaceful natural scenery. Community amenities also include an outdoor swimming pool and workout room, making it easy to stay active and enjoy the neighborhood without leaving home. The second-level setting provides an elevated outlook, while the location alongside the open green space makes this unit particularly special. Conveniently located in Annapolis, with easy access to everything the area has to offer, including shopping, dining, recreation, and the charm of downtown Annapolis. A wonderful combination of location, updates, amenities, outdoor space, and natural surroundings! 1133 Lake Heron Dr Unit #2B, Annapolis Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$549,000 4 Beds ⋅ 4 Baths Coming Soon! Gorgeous 4 level townhome on premium lot. 218 Wintergull Ln, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$900,000 5 Beds ⋅ 4 Baths Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memorial Stadium and an easy bike ride to downtown Annapolis. From the moment you step inside, it becomes clear this is anything but an ordinary home. Custom wood trim, designer lighting, hardwood floors, plantation shutters, high-end remote-controlled blinds, and perfectly placed stone accents come together to create a home that feels sophisticated, warm, and completely finished. At the heart of the main level is an impressive kitchen designed equally well for everyday living and entertaining. A six-burner gas cooktop, dual wall ovens, built-in island microwave, wine refrigerator, walk-in pantry and dedicated water connection ready for your coffee or espresso station are just a few of the thoughtful details. The seamless flow from the kitchen to the dining area and family room—and directly outside to an expansive maintenance-free deck and stone patio—creates an incredible indoor/outdoor entertaining experience. If you haven't already fallen in love on the main level, the primary suite may seal the deal. Vaulted ceilings and abundant natural light introduce a retreat that culminates in one of the most impressive primary bathrooms you will find at this price point. An oversized walk-in shower with rain head, separate dual vanities, freestanding soaking tub and private water closet create a true spa-like experience. And then there is the showstopper—the primary walk-in closet. Expansive, beautifully designed, and outfitted with custom organization and its own center island, the space is finished with a perfectly positioned transom window that fills the room with natural light. It is a feature that needs to be seen to be fully appreciated. The upper level continues with three generously sized secondary bedrooms, each featuring double closets with custom organization, a spacious shared bath with dual vanity, and the convenience of a coveted upstairs laundry room. The finished lower level continues the home's theme of exceptional functionality and attention to detail. A large media and recreation room with built-in surround sound, dry bar, and full bathroom provides another fantastic entertaining space, while an additional room offers the flexibility of a fifth bedroom, home gym, or private guest retreat. Your guests may never want to leave. And because no detail was overlooked, the sellers wisely preserved just the right amount of unfinished space for easily accessible storage. Nearly 4,000 square feet, five potential bedrooms, beautifully curated finishes, exceptional indoor and outdoor entertaining spaces, and a primary suite that truly separates this home from the competition—all in an Annapolis location that puts Navy Stadium within walking distance and downtown just a bike ride away. This is a home where thoughtful design, luxury, and location come together beautifully. 215 Windell Ave, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$1,250,000 4 Beds ⋅ 4 Baths Welcome to 700 Miller Road. Discover a truly special property tucked away on a private road, yet just minutes away from historic downtown Annapolis. Located less than a 5-minute walk from the Naval Academy Marine Corps Stadium, this beautifully renovated 2026 home offers the rare combination of privacy, convenience and Annapolis charm. Set on a generous .598-acre tract, the property backs-up to Tawes Gardens, that gives the home a tranquil and private setting. The home has been completely renovated in 2026, both inside and out, offering thoughtful updates while maintaining the integrity of the community. Enjoy the best of Annapolis, all within walking distance or true city living just a short drive away. Welcome home to 700 Miller Road. 700 Miller Rd, Annapolis Listing courtesy of Cottage Street Realty LLC. Contact:
$1,625,000 2 Beds ⋅ 3 Baths Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living. 100 Market St, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$865,000 4 Beds ⋅ 5 Baths Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space, this home delivers an exceptional combination of size, style, updates, and value. The sellers have thoughtfully refreshed the home throughout, highlighted by a completely updated kitchen featuring new appliances, quartz countertops, new flooring, and fresh paint. The adjacent laundry room has also been transformed with new flooring, a deep utility sink, new washer and dryer, fresh paint, and added shelving. Numerous bathrooms throughout the home have been refreshed with new vanities, lighting, flooring, fixtures, and paint, while the primary bath features a new glass shower enclosure and fresh paint. The impressive two-story family room is filled with natural light and enhanced by custom plantation shutters and a dual-sided fireplace shared with a wonderfully cozy home office. The formal living and dining rooms are architecturally open and flowing while still creating distinct, elegant spaces perfect for entertaining and special occasions. Upstairs, you will find a stunning primary suite with a sitting area, dual walk-in closets with custom organization, and a spa-like primary bathroom. All of the secondary bedrooms are generously sized, including one with its own updated ensuite bath. The finished lower level truly feels like an extension of the main home rather than a traditional basement. Tall ceilings and abundant space create an inviting third level featuring a full bathroom, an expansive recreation area with a custom built-in bar, an oversized wine storage closet, and a versatile additional room ideal for an in-home gym, theater, guest space, or potential fifth bedroom. Outside, enjoy a wonderful brick patio overlooking a level, cleared backyard surrounded by a full wood privacy fence—ideal for entertaining, pets, play, or simply relaxing outdoors. Major improvements add peace of mind, including a roof about two years old, upper-level HVAC about two years old, lower-level HVAC about seven years old, and a water heater about seven years old. With wonderfully executed, expansive square footage, extensive updates, impressive entertaining spaces, and a fantastic setting in one of the area's most amenity-rich communities, this Kingsport home offers incredible value. Move right in and enjoy! 729 Crisfield Way, Annapolis Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:
$745,000 3 Beds ⋅ 2 Baths Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location. The main level is filled with natural light and features warm hardwood floors and an open, easy flow between the living spaces. Unlike the more traditional layout, the kitchen has been opened to the living room, creating a connected space that is perfect for everyday living and entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, generous cabinetry with updated hardware, recessed lighting and a large multi-level island with bar seating and built-in wine storage. A door from the kitchen leads directly to the deck and rear yard, making outdoor dining and entertaining easy. The bedrooms on this level are served by a beautifully renovated full bath featuring custom cabinetry, open shelving and beautiful tilework throughout the shower and floor. The finished lower level offers even more room to spread out, with a spacious family room centered around a gas fireplace, an additional bedroom and full bath. Sliding doors open directly to the patio and backyard, while unfinished space provides valuable additional storage. The backyard is truly something special. Designed to be enjoyed, this private, fenced setting offers multiple outdoor living spaces surrounded by mature trees and thoughtfully designed landscaping. Gather on the expansive custom paver patio, dine or relax on the Trex deck, tend the raised garden beds or simply enjoy the peaceful setting. String lights add a fun ambiance in the evening, transforming the patio and deck into an especially inviting place to gather after the sun goes down. A shed provides additional storage, while established plantings and garden areas give the entire yard a welcoming, tucked-away feel. Then there is the Admiral Heights lifestyle. This water-privileged community offers access to Weems Creek with opportunities for kayaking, fishing and swimming, along with community kayak racks and a pier. Membership in the Admiral Heights Improvement Association (AHIA) is voluntary. Separate memberships are available for the Admiral Heights Boat Club and Admiral Heights Swim Club. The Boat Club offers access to its dock and private boat slips, while the Swim Club offers a neighborhood pool and swim team — go Dolphins! All of this is just minutes from West Annapolis, Downtown Annapolis, Navy-Marine Corps Memorial Stadium, shopping and dining, with convenient access to Route 50 and I-97. Thoughtfully improved, beautifully cared for and designed to enjoy both indoors and out, 228 Dewey Drive offers a wonderful opportunity to call Admiral Heights home. 228 Dewey Dr, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$949,999 5 Beds ⋅ 4 Baths Nestled in the charming Admiral Heights neighborhood, this stunning split-level home exudes warmth and character, inviting you to experience its unique design and craftsmanship. Built with everyone in mind, this residence boasts timeless appeal with its classic brick-and-vinyl siding exterior, harmoniously blending with the lush surroundings. Step inside to discover a spacious layout that offers both comfort and functionality. With five generous bedrooms and three and a half bathrooms, this home is perfect for those who appreciate space and versatility. The heart of the home features a cozy fireplace, creating an inviting atmosphere for gatherings and quiet evenings alike. The partially finished basement provides endless possibilities, whether you envision a workshop, a play area, or additional storage. The expansive lot offers ample outdoor space for relaxation and recreation, while the community pool adds a refreshing touch for those warm summer days. Parking is a breeze with an attached carport and additional driveway space, ensuring convenience for you and your guests. This home is not just a place to live; it's a sanctuary where cherished memories are made. Experience the perfect blend of classic design and modern living in this delightful Admiral Heights gem. Don't miss the opportunity to make this house your home! 13 Rickover Ct, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$580,000 3 Beds ⋅ 4 Baths The one you've been waiting for. An elegant townhouse which offers a harmonious blend of luxury and comfort, perfectly suited for those who appreciate low maintenance living with thoughtful upgrades, designed for an effortless, comfortable lifestyle. Meticulously maintained and upgraded by both the previous and current owners, the residence spans 2,088 square feet and showcases a traditional architectural style, enhanced by the brick front. Step inside to discover a warm and inviting interior with high-end finishes. The spacious living area features rich wood floors, crown moldings, floor to ceiling windows, plantation shutters, beautiful paneled walls, all the details that create a beautifully curated home with an atmosphere of quiet luxury. The gourmet kitchen is a culinary enthusiast's dream, equipped with stainless steel appliances, including a five-burner gas cooktop and double ovens. The expansive island and table space invite gatherings, while recessed lighting adds a touch of modern elegance. The home boasts three generously sized bedrooms, including a luxurious primary suite complete with a walk-in closet and beautifully appointed en-suite bathroom with a soaking tub and shower. An additional full bath upstairs is shared by the two other bedrooms and enjoy the convenience of a bedroom level laundry room. The cozy fireplace in the lower living area is a focal point, serving as the perfect retreat for relaxing evenings or a private home office. Outside, the property backs to trees and the deck offers an ideal space for outdoor relaxation or entertaining. The attached rear-entry garage with additional parking in front provides convenience for you and your guests. Adding to peace of mind, the roof is one year old, new washer, nearly new dryer, hot water heater in 2022 and brand new garage door and opener. This residence is more than just a home; with a prime location, easy access to commuter routes, and move in ready appeal, it embodies a lifestyle of comfort, where every detail has been thoughtfully curated. Experience the perfect blend of welcoming elegance in this exceptional property, where you can create lasting memories in a truly inviting setting. 2604 Foremast Aly, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000
$364,900 3 Beds ⋅ 2 Baths Step into this beautifully maintained top-floor 3-bedroom, 2-bath condo in the desirable Scott’s Crossing Condominiums, offering over 1,320 square feet and a prime location just minutes from the vibrant charm of downtown Annapolis. As you enter, you're welcomed by fresh paint throughout (2026), a foyer with a convenient coat closet, and elegant column accents that open into a bright and airy main living space. The kitchen features warm wood cabinetry, granite countertops, a tiled backsplash, and stainless steel appliances, along with a cozy breakfast nook framed by a bay window overlooking peaceful wooded views. Entertain with ease or unwind at the end of the day in the well-appointed living and dining areas, complete with hardwood floors, 9+ ft ceilings, a cozy gas fireplace, and access to a private patio that offers a serene setting to relax and take in the views. The primary suite is a true retreat, showcasing a vaulted ceiling with a lighted fan and a charming bay window, perfect for a reading nook or sitting area with a tranquil backdrop. Two spacious closets and an ensuite bath with a dual sink vanity and tub/shower combo complete the space. Two secondary bedrooms, each with ample closet space, are thoughtfully positioned for added privacy and versatility, whether used as guest rooms or an in-home office, and share a full bath with a large walk-in shower. A dedicated laundry room with additional storage and a full-sized washer and dryer adds everyday convenience. Recent updates include a newer HVAC (2021), water heater (2022), and plush new carpet (2026). Parking is a breeze in the off-street parking lot. Beyond the community, enjoy the nearby Bestgate Park, Trader Joe’s and Annapolis Mall, plus easy access to major highways for a quick commute to Baltimore, DC, and more. Don’t miss this rare find! 2161 Scotts Crossing Ct Unit #302, Annapolis Listing courtesy of Keller Williams Capital Properties. Contact:
$750,000 3 Beds ⋅ 3 Baths Nestled in the charming Eastport neighborhood, this exceptional property blends warmth, character, and versatility. The main residence features 2 bedrooms and 1.5 bathrooms, with rich wood flooring, a cozy fireplace, and an inviting layout designed for comfortable living. A convenient basement laundry area and attached 1-car garage add everyday functionality. Step outside to discover even more possibilities, including a detached 1-bedroom, 1-bath guest house —perfect for guests, extended living, a home office, or additional storage. Set on a generous 0.17-acre lot, the property offers a wonderful balance of privacy, outdoor space, and neighborhood charm. With its desirable Eastport location, flexible living arrangements, and abundant character, this unique property offers an opportunity to enjoy both comfort and convenience in one of the area’s most appealing communities. 906 Jackson St, Annapolis Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,995,000 5 Beds ⋅ 5 Baths Welcome to 14 Hull Avenue, where comfortable modern living meets the coveted Bay Ridge lifestyle. Beautifully maintained and thoughtfully designed, this five/six-bedroom home offers generous, flexible spaces across three finished levels and has been exceptionally well cared for. The spacious primary suite enjoys its own private wing, with a large walk-in closet and an equally generous bath featuring two vanities, a separate shower and a stylish soaking tub. Two additional bedrooms feature en suite baths, with two more bedrooms completing the home's impressive five-bedroom layout. A large second-floor laundry room adds everyday convenience. Upstairs, a spacious family/rec room offers even more flexibility—perfect as a second gathering space, playroom, home gym or a combination of all three. At the heart of the home is a large chef's kitchen, thoughtfully designed with marble countertops, GE Monogram appliances, including dual ovens and a six-burner gas range with griddle, abundant storage and space for casual eat-in dining. A walk-in pantry of your dreams completes the space, with an additional refrigerator and tons of storage to keep everything effortlessly organized. The kitchen opens to a substantial dining area, while the inviting living room is anchored by a gas fireplace. Built-in shutters add another layer of character and thoughtful detail throughout. From the main living spaces, step out to one of the home's best features: a luxurious screened porch overlooking the serene, private backyard. Thoughtful additions make the most of life near the water, including an outdoor shower and a spacious mudroom just off the two-car garage, complete with built-in cubbies for everything that comes along with days spent at the beach and pool. Solar panels with battery backup add another layer of efficiency and convenience. And then there is Bay Ridge. You're just steps from the Chesapeake Bay beaches and only two streets from the beloved Bay Ridge pool and clubhouse overlooking the Bay. Enjoy miles of shoreline, explore the Big Woods, dock your boat at the community marina, or head to the playground, clubhouse or softball field. Year-round events and traditions bring neighbors together throughout the seasons. It's a lifestyle that makes Bay Ridge one of Annapolis's most beloved waterfront communities. Impeccably cared for and designed for comfortable everyday living, this home offers a wonderful combination of space, privacy, outdoor living and the unmistakable Bay Ridge lifestyle. 14 Hull Ave, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$879,990 4 Beds ⋅ 3 Baths Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,225-square-foot corner homesite in the sought-after waterfront community of Cape St. Claire in Annapolis. Builder is offering $5,000 toward closing costs with the use of the builder’s approved lender and title company! The exciting Bancroft model offers approximately 2,411 square feet of above-grade living space and is thoughtfully appointed with the quality features and finishes today’s homebuyers desire. Enjoy a spacious 12’ x 16’ sunroom, 9-foot ceilings on the main level, engineered hardwood flooring throughout the entire first floor, granite or quartz kitchen countertops, and upgraded cabinetry with soft-close doors and drawers. Additional included features include ceramic tile in the bathrooms and laundry room, stainless steel kitchen appliances, a washer and dryer package, upgraded Craftsman-style moldings, Craftsman newel posts with oak handrails and black iron pickets, stone exterior accents, architectural roof shingles, a Wi-Fi-enabled garage door opener, a sodded lawn, a generous landscaping package, and so much more. Best of all, these exceptional features are included as standard! There is also plenty of opportunity to expand your living space with available options, including a finished recreation room, additional basement bedroom, and full bathroom, all available at an additional cost. Come home and enjoy the incredible lifestyle and amenities offered in this water-privileged community. Cape St. Claire offers three community beaches, community docks, a fishing and crabbing pier, picnic areas, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, a community clubhouse, and an outdoor pool available with membership. Conveniently located with easy access to Annapolis, Baltimore, and Washington, D.C., this is a rare opportunity to enjoy new construction in the desirable Cape St. Claire community. A home you will be proud to come home to! Photos and images shown may be representative of the builder’s work, craftsmanship, and quality and may include optional features not included in the base price. Prices, terms, conditions, features, and availability are subject to change without prior written notice. 1049 Sun Valley Dr, Annapolis Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$874,900 4 Beds ⋅ 4 Baths Welcome to 221 Spring Race Court. This home has undergone a transformation of epic proportions. When you enter the home you are greeted with soaring ceiling and windows designed to maximize natural light. The focal point of the main level is the Great Room with soaring ceilings and a stacked stone fireplace flanked by Palladian windows. The kitchen was designed for entertaining with a versatile open floor plan that blends seamlessly into the den and Great Room. No expense was spared with top of the line appliances, quartz countertops and new cabinetry. The main level bedroom and full bath is perfect for multi-generational living. The upper level features two en-suite bedrooms both feature walk in closets. Both bedrooms feature soaring ceiling and incredible architectural features. The guest bath features a vanity with granite countertop and shower with custom tile work. The primary suite offers the ultimate in luxury with a gorgeous Palladian window and skylights. The gorgeous bathroom offers a double vanity with granite tops, shower with custom tile work and high end finishes. The lower Every inch of this property has been updated, including a stunning kitchen renovation that boasts modern finishes and a seamless layout. Gleaming hardwood floors flow throughout the home, paired with elegant chandeliers and recessed lighting that create a warm, inviting ambiance. The living space is anchored by a soaring stacked stoned fireplace which is flanked by Palladian windows. The fully finished walk out basement adds valuable additional living space. The full windows provide tons of natural light in the family room. There is also a spacious bedroom, full bath with high end finishes, an office or exercise room and the laundry. Sought after water privileged community of Riva Trace in an ideal location minutes to Downtown Annapolis but close to major commuter routes. Amenities include tennis and bball courts, tot lot, walking trails and water privileges on Beard's Creek and the South River. 221 Spring Race Ct, Annapolis Listing courtesy of Compass. Contact: (410) 429-7425
$644,900 4 Beds ⋅ 3 Baths You Will Fall In Love with this Huge, 4 Bedroom 2.5 Bath home in the Wonderful Sought after Heritage Community! 2 Family Rooms, Dining Room, Custom Tile bath, Just re-sanded Stunning Hardwood Floors throughout the main level, Master Bedroom with an ensuite bath and walk-in custom shower, New Beautiful Flooring in the lower-level Family Room, Great Rear Deck overlooking the large, fenced backyard and so much more!! The Heritage Community features a community pool is off Forest Dr. There is no HOA, just a Special Taxing district. The special taxes cover the pool. You just pay for the pool passes. heritage.hoaspace .com BE IN YOUR NEW HOME IN JUST 2 WEEKS USING PREFERRED LENDERS! 1430 Catlyn Pl, Annapolis Listing courtesy of Keller Williams Flagship. Contact:
$287,500 2 Beds ⋅ 2 Baths Welcome to Unit 215 at 2900 Shipmaster Way! This inviting 2-bedroom, 2-full-bath condo offers comfortable living in the Heritage Harbour community. The updated kitchen features granite countertops, vinyl flooring and a convenient pass-through window above the sink to the dining/living area, with a pantry located just off the dining area. A spacious walk-in closet provides additional storage. Enjoy two private balconies, including one off the living room and another accessible from a bedroom. Heritage Harbour offers an array of amenities and water privileges, with access to the South River, kayak launch, boat slips, pools, tennis and pickleball courts, golf and clubhouse facilities. Conveniently located near shopping, dining, major routes and Historic Annapolis, Unit 215 offers a wonderful opportunity to enjoy all that Annapolis and Heritage Harbour have to offer. 2900 Shipmaster Way Unit #215, Annapolis Listing courtesy of RE/MAX Leading Edge. Contact:
$950,000 5 Beds ⋅ 4 Baths Newly and beautifully built in 2026, this stone-accented detached Calvert Model by Dorsey Family Homes offers 3,081 finished square feet and is ideally positioned on a quiet cul-de-sac in desirable Rolling Knolls. Offering a sleek, contemporary design and a bright, airy atmosphere, the home provides a sophisticated foundation for any aesthetic. Abundant natural light complements 9-foot ceilings, a refined mix of hardwood flooring and carpet, recessed lighting, crown molding, wainscoting, and spacious open living areas throughout. // Step inside the impressive two-story foyer, where doors open to a private library or home office. Across the foyer, the elegant formal dining room is illuminated by a statement chandelier. Ahead, the heart of the home unfolds into a spacious open-concept great room, featuring a comfortable family room with a gas fireplace and mantel, a cozy breakfast area with sliding glass doors ready for future outdoor living additions, and the beautifully appointed kitchen. // The gourmet eat-in kitchen is designed for both everyday living and effortless entertaining, featuring a generous center island with breakfast bar seating, upgraded countertops, crisp white cabinetry, stainless steel appliances, and a spacious walk-in pantry. Just off the kitchen, find a powder room and a convenient drop zone providing organized storage near the garage entry. Also located on the main level is a private bedroom or versatile bonus room with a walk-in closet, ideal for guests or multigenerational living arrangements. // Upstairs, four generously sized bedroom suites provide comfortable private retreats. The expansive owner’s suite features an elegant tray ceiling, dual walk-in closets—including an exceptionally large one—and a luxurious ensuite bathroom with a Roman soaking tub, dual-sink vanity, walk-in shower, and private water closet. Two secondary bedrooms share a thoughtfully designed dual-entry full bathroom with dual sinks, while the fourth enjoys its own private ensuite bath. All three secondary bedrooms feature walk-in closets, providing abundant storage. A centrally located laundry room completes the upper level. The walk-out lower-level basement offers a versatile blank canvas, ready to be customized to suit your lifestyle. // Outside, the spacious backyard offers a peaceful, tree-lined backdrop and plenty of room to create your ideal outdoor retreat. The attached two-car garage includes a rough-in for an electric vehicle charging station, while the asphalt driveway provides additional parking. 2175 Glencrest Cir, Annapolis Listing courtesy of Keller Williams Lucido Agency. Contact: (410) 465-6900
$1,025,000 4 Beds ⋅ 4 Baths Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive architectural details, and a private wooded setting come together to create a home designed for both everyday comfort and entertaining. The main level opens with a welcoming foyer and hardwood flooring that carries into the formal living and dining rooms, where abundant natural light and classic details create an elegant setting for gatherings. At the heart of the home, the bright kitchen features crisp white cabinetry, expansive counter space, stainless steel appliances, gas cooking, and a center island, along with a casual dining area overlooking the surrounding greenery. The kitchen opens to the dramatic family room, highlighted by soaring ceilings and a floor-to-ceiling stone fireplace that serves as a striking focal point. A private office or study with French doors provides a dedicated space for working from home, while a conveniently located laundry room and powder room complete the level. Upstairs, the expansive primary suite offers a true private retreat with hardwood flooring, a bay of windows filling the room with natural light, and an impressive walk-in closet with extensive built-in storage. Elevator access to the primary-suite level adds an exceptional element of convenience. The spacious ensuite bath features a large soaking tub, separate walk-in shower, and dual vanities. Three additional bedrooms and a full hall bath provide comfortable accommodations for family and guests. The lower level expands the home's versatility with a substantial recreation area filled with natural light, walkout access to the backyard, along with multiple spaces that can adapt to a variety of uses. A mirrored studio offers an ideal setting for a home gym, dance or fitness studio, while an additional bonus area provides even more flexibility. A spa-like full bath with a full shower and a custom-built sauna creates a wellness experience right at home. Generous unfinished utility and storage areas round out this exceptionally functional level. Outside, the property feels tucked away among mature trees, creating a sense of privacy rarely found while remaining convenient to Annapolis. A spacious rear deck overlooks the wooded surroundings and provides plenty of room for outdoor dining, entertaining, or simply enjoying the peaceful setting. The home is further complemented by an oversized attached garage and generous driveway parking. Enjoy the best of the Annapolis lifestyle with convenient access to shopping, dining, recreation, major commuter routes, and the waterfront attractions of Historic Downtown Annapolis and Annapolis City Dock. Outdoor destinations including Truxtun Park and Quiet Waters Park add even more opportunities to enjoy the area's trails, recreation, and waterfront setting. With 1.67 acres, impressive interior spaces, an elevator, custom sauna, expansive primary suite, and a peaceful wooded setting, 640 Sean Drive offers a rare combination of privacy, versatility, and convenience in Annapolis. 640 Sean Dr, Annapolis Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000
$440,000 2 Beds ⋅ 2 Baths Welcome to 919 Yachtsman Way, a charming two-bedroom, two full bath duplex-style home tucked away on a cul-de-sac in the desirable Mariner's Point Community. The inviting interior features vaulted ceilings, abundant natural light and a wood-burning fireplace. The kitchen offers stainless-steel appliances and butcher-block countertops, while the finished upper-level loft provides flexible space for a home office, studio or guest area. Step outside to a spacious deck and fenced backyard - ideal for relaxing, gardening and outdoor entertaining. Community amenities include a private outdoor pool, clubhouse and wooded common areas. Conveniently location near Back Creek, Eastport, Quiet Waters Park, shopping, restaurants and all the attractions of downtown Annapolis. A wonderful opportunity to enjoy the Annapolis lifestyle! Home Warranty included. 919 Yachtsman Way, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000
$619,000 4 Beds ⋅ 4 Baths "Like Living in a Tree House!" Nestled in the serene community of Riva Trace, this exquisite end-unit townhouse offers supreme privacy with its enchanting gardens and lush landscaped, irrigated surround. Once inside, you will enjoy 2,550 sq. ft. of thoughtfully designed living space on 3 levels, including four spacious bedrooms(three up & 1 down) and 3.5 bathrooms. The home features a classic layout with separate entertaining spaces, including a living room with soaring ceiling and natural light, a formal dining room, and a cozy family room off the kitchen with a wood-burning fireplace, inviting warmth and comfort on cooler evenings. The fully finished lower level is full of possibility! Perfect for providing additional flex space, or can be used as an income producing apartment w/separate entry for a live-in child/parent/tenant. Recent upgrades include a newer HVAC unit (2020), washer/dryer, stove, refrigerator, brand new carpet & renovated lower level. Owned solar panels keep electricity costs low--major bonus! Enjoy the tranquility of Gingerville Cove, a picturesque creek just a short stroll from your door, where you can unwind by the water's edge by kayaking, canoeing or indulging in leisurely walks along the scenic paths. Close to all routes & shopping; minutes from town & restaurants. Open Sept 12-13 from 1-3pm! 138 Cranes Crook Ln, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$599,000 3 Beds ⋅ 2 Baths Welcome to 2566 Glen Cove, a beautifully updated three-bedroom, two-bath home offering a rare opportunity to enjoy the Heritage Harbour lifestyle without the age restriction. While this property is not age-restricted, owners have the option to join Heritage Harbour through a social membership and enjoy access to its many amenities. Inside, the home is warm, inviting, and thoughtfully updated, highlighted by a stunning brand-new kitchen completed in 2026 featuring quartz countertops, stainless steel appliances, and beautiful finishes. Wood floors flow through the home, complemented by updated bathrooms, a separate dining room, and a classic wood-burning fireplace that creates a welcoming focal point for the living space. A spacious three-season sunroom provides the perfect place to relax or entertain while overlooking professionally designed landscaping by Cindy Shuart of Harmony Gardens. An irrigation system makes maintaining the beautifully curated grounds effortless. Additional highlights include a two-car garage and a new architectural shingle roof installed in 2026 with a transferable warranty, offering peace of mind for years to come. Beautifully maintained, thoughtfully improved, and surrounded by mature landscaping, 2566 Glen Cove offers comfortable Annapolis living with the added opportunity to become part of the vibrant Heritage Harbour community. 2566 Glen Cv, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$445,000 3 Beds ⋅ 4 Baths Discover Your Dream Home in Coveted Mariner’s Point! Perfectly positioned in the highly sought-after Mariner’s Point community of Eastport-Annapolis, this charming end-of-row townhome offers the ultimate blend of convenience, comfort, and coastal living. Just moments from the Chesapeake Bay, it provides a peaceful retreat while keeping you effortlessly close to the rich history, dining, shopping, and culture of Annapolis. As a bright and airy end-unit, the home shares only one wall, allowing abundant natural light to pour in throughout the day. Spanning three finished levels with over 1,800 sq. ft. of living space, it features 3 generously sized bedrooms and 3.5 bathrooms. The inviting floor plan seamlessly connects the living and dining areas to a well-appointed kitchen, complete with gorgeous wood-look laminate floors, a cozy space for casual dining, and updated stainless steel appliances. Home Highlights: New Kitchen Appliances: Enjoy peace of mind with a brand-new stainless steel refrigerator (being installed next week!) and a recently upgraded dishwasher (new as of April). Versatile Lower Level: The walk-out basement offers fantastic flexibility. It features a spacious recreation area that can easily serve as a third bedroom or guest suite, complete with a utility/laundry room and a convenient full bathroom. Private Outdoor Oasis: Step outside to a beautifully maintained, flat, and fully fenced rear yard—the perfect setting for summer barbecues, gardening, entertaining friends, or enjoying a quiet evening outdoors. Unmatched Community & Location: Experience true Annapolis living in an amenity-rich community surrounded by a serene, wooded setting. Mariner’s Point residents enjoy access to a private outdoor pool, a clubhouse, and beautifully maintained common areas. Water enthusiasts will love that Back Creek is situated just behind the neighborhood, offering nearby boat storage and easy water access. The location is truly unbeatable. You are just a short stroll away from the Bay Ridge Shopping Center, CVS, Starbucks, and the expansive waterfront trails and outdoor activities at Quiet Waters Park. With easy access to major transportation routes and historic Downtown Annapolis just minutes away, this move-in-ready gem is priced to sell. Pack your bags and move right in—schedule your private tour today! 3 Mooring Point Ct, Annapolis Listing courtesy of Greater Annapolis Realty. Contact: (410) 320-6428
$1,875,000 4 Beds ⋅ 5 Baths There is something unmistakably special about life in Eastport—and 820 Bay Ridge Ave captures it beautifully. Set within coveted Sailor’s Quay, this exceptional residence offers more than 4,000 square feet of sophisticated living across four beautifully finished levels, combining timeless architecture, thoughtful customization, and an effortless coastal sensibility just moments from the heart of Annapolis. Behind the white picket fence, manicured landscaping and gracious brick front porch create a picture-perfect welcome. Inside, rich hardwood floors, 9-foot ceilings, elegant millwork, tray ceilings, and plantation shutters establish a refined yet relaxed atmosphere. Unlike many homes in the community, this residence was thoughtfully customized during construction with numerous builder upgrades, enhanced electrical features, and details designed to improve both everyday living and long-term functionality. At the heart of the home, the beautifully appointed kitchen features honed granite countertops, premium appliances, abundant cabinetry, and a generous center island that opens seamlessly to the family room and its upgraded gas fireplace. The formal dining room, illuminated by a striking chandelier, is made for memorable dinners, while the adjoining sitting room or study is equally suited to a favorite book, working from home, or an evening bourbon. Outdoor living is woven beautifully into the home. Enjoy coffee on the charming front porch overlooking the flower garden, dinner in the private English courtyard, or cocktails on the second-floor terrace. Ceiling fans enhance both outdoor spaces, while a dedicated natural gas line makes grilling effortless and provides the opportunity for a future fire feature. Professionally enhanced landscaping and a thoughtfully improved yard complete this private outdoor retreat. The primary suite is serene and exceptionally spacious, with a custom walk-in closet, spa-inspired bath, and expansive private sitting room. A generous junior suite with its own bath offers wonderful privacy for family or guests, while two additional vaulted-ceiling bedrooms share a beautifully appointed full bath. The finished third-floor loft provides additional inviting spaces for a home office, fitness studio, media room, and guest retreat. The finished lower level adds a large family room and full bath, creating remarkable flexibility for entertaining, overnight guests, or multigenerational living. The home was also designed with the future in mind, with a framed elevator shaft allowing for the addition of an elevator without compromising its architecture or thoughtful floor plan. And then there is the location. This is the kind of Annapolis address where so much of daily life can happen on foot. St. Mary’s School, City Dock, neighborhood cafés, restaurants, boutiques and shopping are all within walking distance, as are the Annapolis Yacht Club and Eastport Yacht Club. Stroll to Eastport’s waterfront restaurants and marinas, cross the Spa Creek Drawbridge into Historic Downtown Annapolis, or take the water taxi home after an evening downtown. The United States Naval Academy, galleries, parks, sailing, and the unmistakable energy of the Chesapeake are all part of the lifestyle. Morning coffee at a neighborhood café. An afternoon on the water. Dinner in Eastport. A walk across the bridge for ice cream at City Dock. School, sailing, dining, shopping and downtown Annapolis—all without having to get in the car. This is polished Eastport living at its best: gracious but never fussy, luxurious yet wonderfully livable, and perfectly positioned to enjoy one of Annapolis’ most sought-after neighborhoods. With more than 4,000 square feet, four finished levels, exceptional outdoor spaces, extensive custom upgrades, future elevator capability, and an enviable Sailor’s Quay address, 820 Bay Ridge Ave offers a rare opportunity to enjoy Annapolis exactly as it was meant to be lived. 820 Bay Ridge Ave, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$669,000 3 Beds ⋅ 4 Baths WELCOME HOME to Deep Creek Village, where spacious living, a true sense of community, and the Broadneck lifestyle come together. Set on the Broadneck Peninsula just minutes from downtown Annapolis, 525 Deep Creek View offers nearly 3,000 finished square feet and the kind of flexible, low-maintenance living that works beautifully through many stages of life. Inside, the home feels open, bright, and surprisingly spacious. Hardwood floors flow throughout the main level, beginning with a light-filled dining and sitting area and leading into the heart of the home: a designer kitchen with an oversized center island, granite countertops, stainless steel appliances, gas cooktop, wall oven, pantry, and abundant cabinetry. The expanded morning room creates an inviting space for casual meals, morning coffee, or simply relaxing, while French doors open to the rear deck for grilling, entertaining, and enjoying the outdoors. Upstairs, the generous owner's suite feels like a true retreat, with two walk-in closets, a spa-inspired bath, and a separate sitting area with room for a home office, reading nook, or fitness space. Two additional bedrooms, a full hall bath, and the convenience of upper-level laundry complete the floor. The finished lower level adds another dimension to the home, with a large recreation room, custom built-ins, full bath, and access to the 2-car garage. Create a comfortable guest space, media room, home gym, second office, or simply enjoy having another place to spread out. But what makes this home especially appealing is life beyond the front door. Deep Creek Village is a neighborhood where people actually know their neighbors, with walking trails, green spaces, a tot lot, and organized social gatherings that make it easy to feel connected. It's a community where people can put down roots, while the low-maintenance lifestyle also makes it easy to lock the door and head out for the weekend. And then there's the Broadneck Peninsula itself. Spend Saturday morning in downtown Annapolis, meet friends by the water, enjoy the area's restaurants, parks and marinas, or simply stay close to home. With easy access to Route 50, Baltimore, Washington, D.C., and the Eastern Shore, you can enjoy the relaxed Annapolis lifestyle without giving up everyday convenience. Whether you're looking for more room, less maintenance, or simply a home and community that fit the way you want to live now, 525 Deep Creek View offers a little bit of everything that makes Broadneck such a special place to call home. 525 Deep Creek Vw, Annapolis Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,200,000 5 Beds ⋅ 5 Baths Nearly new and beautifully appointed, this exceptional 5-bedroom home with potential for a 6th bedroom offers impressive space, sophisticated finishes, and a coveted setting backing to Quiet Waters Park. A rare main level primary suite adds convenience and luxury, while thoughtfully designed living spaces provide exceptional flexibility for entertaining, working, and relaxing. The heart of the home is the expansive gourmet kitchen featuring an oversized quartz island and professional-style 6 burner gas cooktop, opening seamlessly to the main living areas. A private office with French doors completes the main level. Upstairs, a second family room creates another inviting gathering space surrounded by generously sized bedrooms. The extra-large walkout lower level is an entertainer’s dream with expansive game and living areas, abundant additional space, and the flexibility for a 6th bedroom, fitness room, media room, or guest retreat. Step outside to a peaceful backyard framed by the natural beauty of Quiet Waters Park, creating a wonderful sense of privacy and tranquility. All of this is just minutes from Downtown Annapolis and its historic waterfront, exceptional restaurants, boutique shopping, marinas, and vibrant Chesapeake Bay lifestyle. Spacious, sophisticated, and nearly new with nature at your doorstep and Downtown Annapolis just minutes away. This is Parkeside Preserve living at its finest. 139 Stilly Way, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$1,349,000 5 Beds ⋅ 2 Baths Just steps from Spa Creek in the Annapolis Historic District, 8 Revell Street is a distinctive 1903 home offering more than 3,600 square feet across three finished levels, with 5 bedrooms and 2 full baths. Beautiful original character, mature gardens and an exceptional downtown location set the stage. With its classic wood-shingle exterior, recently resurfaced standing-seam metal roof and freshly painted interior, the home presents an opportunity to thoughtfully update its spaces while preserving the details that make it so memorable. An elevated front porch sits above the street and offers a charming glimpse of Spa Creek—a lovely perch for enjoying the refreshing breezes off the water. Inside, hardwood floors, generous room sizes, original built-ins, distinctive tilework, classic radiators and an unforgettable stained-glass window are among the details that give this home its remarkable charm. The third floor is one of the home’s most beautiful spaces. The fifth bedroom, currently staged as an elegant office, is a light-filled retreat with elevated views of Spa Creek. An adjoining full bath and access to generous attic storage add tremendous versatility to this special level of the home. Outside, a large terraced brick patio offers wonderful space for dining, entertaining and relaxing. Mature gardens surround the patio, while established wisteria climbs the trellis to provide natural shade and a beautiful sense of enclosure. A garden shed provides additional outdoor storage. And then there is the location. From Revell Street, stroll to City Dock, St. Mary’s, the shops and restaurants of Main Street, the waterfront and so much of downtown Annapolis. Walk to the end of the street and catch a water taxi to explore Annapolis from the water. A morning paddle on Spa Creek, downtown dining and shopping, historic streets and the Chesapeake Bay lifestyle are all within easy reach. With its generous scale, original architectural details, beautiful outdoor spaces, Spa Creek views and exceptional location within the Annapolis Historic District, 8 Revell Street offers a rare combination of history, character and possibility. Enjoy what makes it special today while thoughtfully making it your own for its next chapter. Property is being sold As-Is. 8 Revell St, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$257,000 2 Beds ⋅ 2 Baths Professional Photography coming soon. Welcome to 213 Victor Parkway, Unit F, in the conveniently located Fairwinds community. This spacious unit was extensively updated in 2022, upgraded lighting, luxury vinyl plank flooring. In September 2026 the property had new carpeting installed and the whole unit was painted. The remodeled kitchen offers white shaker cabinetry, updated countertops, a garbage disposal, and stainless steel appliances. Both full bathrooms have been refreshed with attractive tile, and upgraded vanities. The whole unit also has just been freshly painted with neutral pain. Washer and dryer combination in the unit adds everyday convenience, while the upgraded heating and air-conditioning system was installed in March 2024. The generously sized primary bedroom includes a private full bathroom, a spacious closet with mirrored sliding doors, and a separate dressing or makeup area. Move-in ready and ideally located near everything Annapolis has to offer! Just minutes from Quiet Waters Park, residents can enjoy seasonal events, live music, ice skating, playgrounds, dog parks, walking trails, and waterfront recreation. Shopping, dining, banking, medical facilities, and professional services are also nearby. 213 Victor Pkwy Unit #213F, Annapolis Listing courtesy of Anne Arundel Properties, Inc.. Contact:
$869,990 4 Beds ⋅ 3 Baths Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,000-square-foot homesite in the sought-after waterfront community of Cape St. Claire in Annapolis. Builder is offering $5,000 toward closing costs with the use of the builder's approved lender and title company! The exciting Taft model offers approximately 2,581 square feet of above-grade living space and is thoughtfully appointed with the quality features and finishes today's homebuyers desire. Enjoy 9-foot ceilings on the main level, engineered hardwood flooring throughout the entire first floor, granite or quartz kitchen countertops, upgraded cabinetry with soft-close doors and drawers. Additional features include ceramic-clad bathrooms and laundry room, stainless steel kitchen appliances, a washer and dryer package, upgraded Craftsman-style moldings, Craftsman newel posts with oak handrails and black iron pickets, stone exterior accents, architectural roof shingles, a Wi-Fi-enabled garage door opener, a sodded lawn, generous landscaping package, and so much more. All of these exceptional features are included as standard! There is also plenty of opportunity to expand your living space with available options including a finished recreation room, additional basement bedroom, and full bathroom, all available at an additional cost. Come home and enjoy the incredible lifestyle and amenities offered in this water-privileged community. Cape St. Claire offers three community beaches, community docks, a fishing and crabbing pier, picnic areas, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, a community clubhouse, and an outdoor pool available with membership. Boats, kayaks, canoes, and other watercraft are welcome! Conveniently located with easy access to Annapolis and commuting routes to Baltimore and Washington, D.C., this is a rare opportunity to enjoy new construction in the desirable Cape St. Claire community. A home you will be proud to come home to! Photos and images shown may be representative of the builder's work, craftsmanship, and quality and may include optional features not included in the base price. Prices, terms, conditions, features, and availability are subject to change without prior written notice. 1202 Southview Drive - Taft Model, Annapolis Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$825,000 4 Beds ⋅ 3 Baths COMING SOON!! Annapolis living at it's best with this turn key home located on a quiet Cul-De-Sac in water privileged Admiral Heights. Thoughtfully updated with $175k in recent upgrades, this exceptional one level home offers effortless living and is sure to impress. The new kitchen features custom cabinetry, Quartz countertops, new tile floors and top of the line KitchenAid appliances. Off the kitchen is an oversized family room with wood burning fireplace. 4 main level bedrooms include a generous sized Primary bedroom with ensuite full bathroom. The lower level was recently finished off and features a new full bathroom, laundry room and built ins. The huge screened in porch overlooks the fully fenced backyard. Roof was replaced in 2022, HVAC was replaced in 2023, all new PEX water lines throughout the house. All interior doors were replaced with solid core doors. Arguably the best location in the neighborhood, 1 block to the water access on Weems Creek (multiple Kayak racks and pier), walkable to the community pool and Navy Stadium. Easy access to Rt 50 and 97. Come live the Annapolis lifestyle. 5 Bristol Cir, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$784,900 4 Beds ⋅ 3 Baths Welcome to this wonderfully updated and beautifully decorated home in sought-after Hunt Meadow! Ideally situated on a corner lot with a large yard, this cozy and inviting home offers the perfect blend of comfort, style, and location. One of the home’s standout features is the main-level primary bedroom, providing convenience and easy one-level living. With 4 bedrooms and 2½ baths, there is plenty of space for family, guests, or a home office. The finished basement offers additional living space—perfect for a family room, recreation area, home gym, or whatever suits your lifestyle. From the moment you arrive, you’ll appreciate the charming front porch, the perfect spot to enjoy your morning coffee or unwind at the end of the day. Out back, the maintenance-free rear deck provides a wonderful space for entertaining, grilling, or simply relaxing while overlooking the spacious yard. A storage shed offers a convenient place for gardening tools and outdoor equipment. Inside, the home has been beautifully decorated and lovingly maintained, creating a warm and comfortable atmosphere that truly feels like home. The thoughtful updates and inviting décor make this a home you can move right into and enjoy. And then there’s Hunt Meadow! This wonderful Annapolis community offers sidewalks throughout, a community swimming pool, tennis courts, and a walking path that leads directly to Quiet Waters Park. You’ll enjoy the neighborhood setting while being just minutes from Downtown Annapolis, shopping, dining, parks, and everything this beautiful city has to offer. A charming home, a fantastic lot, and one of Annapolis’s most desirable communities—this is a special opportunity in Hunt Meadow! 402 Fair Hill Ct, Annapolis Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105
$575,000 3 Beds ⋅ 2 Baths There's history here. In the 1940s, the Meade family built a number of homes on President Street and in Hillsmere — Meade Street bears their name. For the first time, the family will be passing on this home, one of the last one still in family hands, to new owners. Original wood trim, high ceilings, and wood floors pair with a surprisingly open floor plan for its age. The third bedroom and kitchen were added in the 1960's. The daughters' bedroom was the upper level for many years. A detached garage with an attached screened porch is perfectly positioned for outdoor entertaining. The yard is large and fenced. This home only needs the new owner's personal touches to make it once again a forever home! 1309 President St, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,285,000 4 Beds ⋅ 3 Baths Experience the best of the Annapolis lifestyle at 1610 Ridout Road, where beautifully updated interiors, exceptional outdoor living, and coveted water access come together in one inviting home. Inside, an open and comfortable floor plan is designed for the way people actually live. The kitchen opens to a sun-filled bar and dining area, where a sliding door provides direct access to the backyard and creates an easy connection between indoor and outdoor living. Two gas fireplaces, one in the living room and another in the family room, bring warmth and character to the main level, while the finished lower level provides additional flexible living space and storage. Upstairs, the spacious primary suite with an ensuite bath and three additional bedrooms sharing a full hall bath, offer comfortable space for family and guests. An attached two-car garage completes the home’s practical conveniences. Outside is where this property truly distinguishes itself. Framed by lush landscaping, the expansive, fully fenced backyard unfolds as a series of thoughtfully created outdoor living spaces. The heated in-ground pool, hot tub, generous patio space, and pergola-covered dining area area designed for long summer days and effortless entertaining, while the broad lawn offers plenty of room to play, garden, or simply unwind. And the lifestyle extends well beyond the property line. Amberley is one of the Broadneck Peninsula’s sought-after water-privileged communities, with three private community piers along Whitehall and Ridout Creeks and 45 slips accommodating both power and sailboats. Residents also enjoy a boat ramp, kayak and paddleboard storage, and a launch pier for smaller watercraft. More than 15 acres of community forest and open space, along with over 3 miles of paved roads and walking trails, contribute to Amberley’s peaceful, established character. Just minutes from Downtown Annapolis, Broadneck schools, and convenient routes to Washington, D.C., Baltimore, and the Eastern Shore, this private oasis offers something increasingly difficult to find: space to spread out, a backyard built for living, and easy access to the Chesapeake Bay lifestyle. 1610 Ridout Rd, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,350,000 6 Beds ⋅ 6 Baths New construction from acclaimed local builder, Sturbridge Homes! This spectacular home offers over 3,900 square feet of finished space in the heart of Annapolis's Homewood neighborhood, close to all of the entertainment and enjoyment available in our historic town. Located near the new Annapolis Public Library, Maryland Hall, Annapolis Town Center, and the Naval Academy Stadium, this home is situated for you to enjoy the best of in-town life, yet relax in a tree-lined neighborhood environment. This home is excellently upgraded with 9-foot ceilings on all three levels, quartz countertops, ceramic tile, stainless appliances, and more! The main level features a flexible den/office/bedroom with an attached full bathroom, so guests and family can have private space. The primary suite is a luxurious oasis with plenty of space to enjoy with a huge customizable walk-in closet. The lower level features a separate entrance, a bedroom and a full bathroom, and a large rec room, making it perfect for entertaining guests, caregiving, or multi-generational living. The builder has included many thoughtful touches throughout. The front porch is a perfect spot to savor your morning coffee, and the backyard with deck offers endless possibilities. The home comes with green building features, a package of smart home features, and a 10-year limited warranty. Enjoy the low-maintenance lifestyle of a new construction home for many years to come! 3 Rusty Red Dr, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$425,000 2 Beds ⋅ 1 Baths Professional photography coming soon… Opportunity abounds in the sought after, water-privileged community of Arundel on the Bay! Located one house from the water, 30 yards from the beach, and sits on a double lot. This property offers potential for an investor, builder, or buyer looking to renovate using an FHA 203(k) or similar renovation loan. The home features two bedrooms, a den/office that may offer flexibility as a third bedroom, one full bath, an enclosed porch with a wood stove, a living room with a stacked-stone fireplace, hardwood flooring, and a kitchen with granite countertops and a breakfast bar. Exterior features include a circular driveway, detached garage, and level yard. The property is on public sewer which makes this a great opportunity for expansion. Community amenities include a beach, pier, dock, courts, and playgrounds. The property is being sold strictly AS-IS. Cash, renovation financing, or other suitable financing may be required. Buyers should perform their own due diligence regarding the property’s condition, flood insurance, potential uses, permits, and financing. 3545 Newport Ave, Annapolis Listing courtesy of Anne Arundel Properties, Inc.. Contact:
$1,495,000 5 Beds ⋅ 5 Baths Welcome to your castle on the hill! Introducing an extraordinary custom-built estate with brand new roof, privately nestled on more than 2+ WOODED ACRES along the B&A Trail in a quiet cul-de-sac setting, just minutes from downtown HISTORIC ANNAPOLIS and convenient to the Rt. 50 corridor. Located in the sought-after Broadneck School District, this exceptional property also includes deeded mooring rights to Cool Spring Cove. Chase Creek Swim Club nearby for summer pool fun! Designed for both elegant entertaining and comfortable everyday living, the home showcases a dramatic two-story great room highlighted by an impressive 18-foot stone fireplace and expansive windows that fill the space with natural light. The OPEN-CONCEPT layout seamlessly connects the living, dining, and gourmet kitchen areas, with quartz countertops and a gas range with double ovens create the perfect culinary setting. Tailored for MAIN-LEVEL LIVING, the spacious primary suite offers a private retreat complete with a spa-inspired bath featuring a walk-in shower/steam room, jacuzzi tub, and oversized walk-in closet. The main floor also includes a flexible guest bedroom or office, a half bath, and an expansive laundry/mudroom adjoining the oversized three-car garage and workshop with custom cabinetry. A stunning curved open staircase leads to the upper level, where a second primary suite provides ideal MULTI-GENERATIONAL LIVING accommodations, accompanied by two additional bedrooms connected by a Jack-and-Jill bath. The FINISHED LOWER LEVEL significantly expands the home’s living space with a large recreation room centered around an 11-foot stone fireplace, along with a custom bar, gaming area, bonus room or optional sixth bedroom, luxury full bath, and extensive storage and wine cellar space. OUTDOOR LIVING is equally exceptional, featuring a sprawling illuminated patio designed for year-round entertaining. The fully equipped outdoor kitchen includes a pizza oven, burners, sink, mini refrigerator, and adjoining firepit area. Thoughtful upgrades throughout — including a whole-house generator — complete this truly one-of-a-kind property. 1603 Waters Ridge Ct, Annapolis Listing courtesy of Keller Williams Flagship. Contact:
$425,000 3 Beds ⋅ 1 Baths Welcome to 293 Cedar Lane, a classic 1963 ranch on a private .27 acre lot in the water privileged community of Hillsmere Estates, steps from Quiet Waters Park and minutes to the South River. Original hardwood floors flow through the main level, where a living room with custom built in shelving opens to a galley kitchen with an electric stove top, wall oven, and dishwasher, full of potential for your personal touch. The full bath keeps its classic pedestal sink charm. Downstairs, a full basement offers a finished rec area and bonus room alongside generous unfinished storage and utility space, ready for however you want to use it. Step outside to a rear deck made for morning coffee or evening unwinding. Ceiling fans keep the main level comfortable, while public sewer and a private well simplify utilities. Sold strictly as is, this well loved home offers real bones in one of Annapolis's most sought after neighborhoods, home to a private beach, marina, and community pool. Come discover what it truly means to Love Being Home. 293 Cedar Ln, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$599,900 3 Beds ⋅ 1 Baths Eastport! Eastport! Eastport! Corner lot that consists of 9,240 square feet. Off street parking and street parking. Stainless steel refrigerator, stacked washer and dryer, storage in lower level off kitchen. New 10 foot by 15 foot shed. Separate dining room. Back porch is 21 feet by 7 feet. Partially fenced back yard. Upstairs bedroom has unique wood ceiling. Freshly painted living room, 2 bedrooms, and dining room. Lot has room for expansion. Close to downtown, Quiet Waters Park, and Eastport Shopping Center. Easy access to main streets. 1311 President St, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,351,875 3 Beds ⋅ 5 Baths Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor, each with a private elevator and a rooftop terrace. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Map to 2555 Riva Rd. for the approximate location. 113 Sellew Rd, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,525,000 3 Beds ⋅ 4 Baths Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood’s walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year’s Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner’s suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home! 23 Chesapeake Lndg, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$695,000 5 Beds ⋅ 5 Baths Refined city living meets effortless Annapolis charm in this exceptional end-unit townhome, perfectly positioned in the heart of the Arts District. From this coveted location, some of Downtown Annapolis’ best restaurants, boutiques, Maryland Hall for the Creative Arts, Spa Creek waterfront, scenic trails, playgrounds, and Navy Stadium are all just moments away. The complimentary City Circulator makes exploring the waterfront and City Dock remarkably easy, while convenient access to Route 50 keeps commuting a breeze. Spanning approximately 3,400 square feet over four beautifully finished levels, this sophisticated residence offers an exceptional combination of space, versatility, and custom character. Fresh interior paint creates a crisp, inviting backdrop, while upgraded lighting and carefully selected wallpaper accents in the primary suite and powder room bring an elevated designer aesthetic to the home. The main level is designed for both everyday living and entertaining, with an open-concept floor plan, dramatic ceilings, and an abundance of natural light. The gracious living room centers around a gas fireplace, creating a warm and inviting gathering space. The adjoining kitchen features granite countertops, stainless steel appliances, a substantial center island with seating and storage, and effortless connection to the dining area. Upstairs, the private primary suite offers a serene retreat complete with a generous walk-in closet and beautifully appointed en suite bath featuring a soaking tub, dual vanity, and separate shower. Two additional bedrooms, a full bath, and conveniently located laundry complete the second level. The extraordinary top-floor loft expands the possibilities even further, featuring vaulted ceilings, exceptional storage, a full bath, and a dedicated brand new heating and cooling mini-split system. Equally suited for a second primary suite, guest quarters, home office, creative studio, or comfortable lounge, this versatile space adapts beautifully to a variety of lifestyles. The fully finished lower level adds another dimension to the home with an additional bedroom, full bath, and egress window, offering an ideal private retreat for guests, a home office, recreation space, or extended-stay accommodations. The property also includes two assigned parking spaces, complemented by additional community parking. With its distinctive end-unit setting, impressive scale, thoughtful custom finishes, and enviable proximity to the very best of Downtown Annapolis, this is a home that delivers the quintessential Annapolis lifestyle - with room to live, work, entertain, and enjoy it all. Welcome Home! 101 Carraway Ln, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$355,000 2 Beds ⋅ 2 Baths Fully renovated ground floor condominium located just off of Bestgate Rd near the Anne Arundel Medical Center. This 1321 square foot unit includes two bedrooms, two full bathrooms, three sided gas fireplace, extra large living space with flex space, dining room, spacious kitchen with tons of cabinet space, and access to private patio and back yard. The unit is in a buzz-to-enter building, and has been renovated from top to bottom. Kitchen upgrades include cabinets, quartz countertop, and tile backsplash. Hardwood flooring with 5” baseboard molding has been installed throughout the unit, as well as crown molding and recessed lighting. Both bathrooms were updated with recessed lighting, tile floors, and even the tubs were replaced! Laundry room has tile floors, recessed lighting, and shelving. This desirable location provides easy access to Anne Arundel Medical Center, Routes 50 and 97, the Annapolis Mall, West Street, and Downtown Annapolis. Admirals Reach Community amenities include a swimming pool, tennis and basketball courts, community/fitness center, and BBQ grills with picnic tables. 633 Admiral Dr Unit #107, Annapolis Listing courtesy of Homecoin.com. Contact: 8884002513
$865,000 6 Beds ⋅ 5 Baths Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 6- bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury. A grand entry welcomes you with rich hardwoods and graceful architectural details, leading to a formal oval dining room, refined living room, and a private main-level Bedroom/Office —perfect for today’s lifestyle. The heart of the home is a beautifully appointed gourmet kitchen, featuring a custom center island with cooktop, dual wall ovens, gleaming granite countertops, and extensive cabinetry. The space flows effortlessly into a dramatic family room, highlighted by soaring vaulted ceilings, plantation shutters, and a warm gas fireplace. Upstairs, the primary suite is a true retreat, offering a spa-inspired bath ,hardwood floors and oversized dual walk-in closets. Three additional bedrooms , two with a shared full bathroom. An additional bedroom suite with its own en suite bath. The fully finished lower level is designed for entertaining and relaxation, featuring a spacious recreation room with a wet bar, a private guest suite, a playroom, and abundant storage. Outdoors, a fully fenced backyard invites quiet moments and gatherings alike, with a paver patio, raised garden beds, and serene wooded views backing to scenic walking paths. Residents of Kingsport enjoy an exceptional lifestyle with resort-style amenities including a community pool, playgrounds, hiking and biking trails, kayak launch and storage, and a picturesque pier on Crab Creek—ideal for sunset views, fishing, or peaceful afternoons by the water. Perfectly positioned just minutes from downtown Annapolis and convenient to major commuter routes, this home offers the rare opportunity to live beautifully in one of the area’s most desirable communities. 730 Crisfield Way, Annapolis Listing courtesy of Paul Wesley Real Estate. Contact: 7032822709
$564,999 3 Beds ⋅ 2 Baths COUNTRY LIVING MEETS ANNAPOLIS CONVENIENCE! Welcome to this unique and peaceful 1-acre retreat tucked away just minutes from Sandy Point State Park and offering easy access toward Annapolis, the Bay Bridge and beyond. Beautifully landscaped grounds create a private, resort-like setting with mature greenery, hardscape walkways, a newer Trex deck installed within the past year, and a beautiful brick patio, perfect for relaxing, entertaining or simply enjoying the outdoors. The home offers convenient main-level living with vaulted ceilings in the living and family rooms, wood flooring throughout much of the main living areas, and comfortable bedroom spaces. The kitchen features granite countertops, subway tile backsplash and ample cabinetry. A new well installed in January 2026 provides an added update, while the washer and dryer are less than two years old, the refrigerator was replaced in 2024, and the hot water heater was replaced in 2020. One of the property’s standout features is the large newly asphalted driveway with room for 15+ vehicles, making this an excellent opportunity for buyers needing substantial parking for work vehicles, equipment, trailers, recreational vehicles or guests. The property also includes a separate office/studio structure with its own electrical panel, heat pump and efficiency kitchen ideal for a home office, creative space, workshop or additional flex space. Enjoy the outdoors with a fully fenced yard, established landscaping, storage shed, outdoor shower, garden areas and plenty of room to spread out. The former pool area adds to the property’s unique potential and outdoor entertaining space. Pool is currently non-operational and conveys AS-IS. Wildlife and natural beauty surround this tranquil property, while nearby walking paths provide access toward the water and Sandy Point State Park is approximately two minutes away. If you’re looking for privacy, space, flexibility and convenience in one property, this one is truly special! 1197 Carrs Rd, Annapolis Listing courtesy of Keller Williams Flagship. Contact:
$599,900 2 Beds ⋅ 2 Baths This lovely single-family home is sited in a peaceful, private setting, backing to mature trees. The home offers a spacious living room with gas fireplace, dining room, updated kitchen with breakfast room, and convenient laundry room. The primary suite includes private bath and walk-in closet. Second bedroom and full bath as well as den / office all on one level. Enjoy the serene wooded views from the spacious deck or from the inviting Great Room, featuring a second gas fireplace, vaulted natural-wood ceiling, and dramatic floor-to-ceiling windows. Belonging to Heritage Harbour 55+ community, residents can enjoy an exceptional array of amenities, including golf, tennis, pickleball, canoeing, kayaking, and so much more. Conveniently located between Baltimore and Washington, DC and close to BWI Airport. 824 Boatswain Way, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$349,900 2 Beds ⋅ 2 Baths DO NOT MISS THIS UNIQUE OPPORTUNITY IN ANNAPOLIS FOR A LOVELY FIRST FLOOR CONDO IN WINDGATE WITH NO STAIRS TO YOUR CAR! UPDATED OPEN HOUSE SATURDAY 2:00 PM - 4:00 PM AND SUNDAY 12:00 PM - 2:00 PM. COME AND TOUR THIS INCREDIBLE LOCATION! Welcome to 2052 Quaker Way, Unit 5, a spacious 2-bedroom, 2-bath condo offering approximately 1,141 square feet of comfortable, easy one-level living. Ideally located on the first floor with no stairs from the street to the unit, this home offers exceptional convenience in the heart of Annapolis. Step inside to a bright and inviting interior featuring a white, light-filled kitchen with newer appliances, generous living and dining spaces, and a cozy gas fireplace that adds warmth and charm to the main living area. The home offers two large bedrooms, each with an adjoining full bath and oversized walk-in closet. Both bathrooms have been freshly repainted, while a newer HVAC system and newer tankless hot water heater provide added comfort and efficiency. Just off the living area, enjoy a private rear deck overlooking the woods, creating a peaceful, tucked-away setting with added privacy. It is the perfect spot for morning coffee, relaxing outdoors, or unwinding at the end of the day. The Windgate community puts you close to everything Annapolis has to offer, including Blue Ribbon West Annapolis Elementary School, Navy-Marine Corps Memorial Stadium, Downtown Annapolis, the U.S. Naval Academy, shopping, dining, medical facilities, and major commuter routes. Whether you are downsizing for your next stage of living, purchasing your first home, or looking for an easy lock-and-leave Annapolis retreat, this condo offers a flexible lifestyle in an exceptionally convenient location. It is also a great option for out-of-town Navy parents seeking a comfortable home base near the Naval Academy. Enjoy the ease of condo living without sacrificing space, storage, privacy, or location—a wonderful opportunity to make Annapolis home. Welcome Home! 2052 Quaker Way Unit #5, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$375,000 3 Beds ⋅ 2 Baths This is the kind of neighborhood where home extends well beyond your own backyard. Spend afternoons at one of two community fields, head to the neighborhood playground, or head down the street to Bay Head Park and hop onto the connected B&A Trail, all just minutes from your front door. Welcome to 463 Man O’ War Court, a 3-bedroom, 1.5-bath home in the Revell Downs community of Annapolis. Fresh landscaping welcomes you out front, while inside, tile flooring runs throughout the main level for easy everyday living. Out back is where this home really opens up. The expansive, fully fenced backyard is lined with established garden beds and offers plenty of room for cookouts, pets, play, gardening, or evenings outside on the deck. Upstairs, you’ll find three bedrooms and a full bathroom, while a driveway adds everyday convenience. With Bay Head Park, the B&A Trail, community fields and playground, Cape St. Claire, Route 50, Sandy Point State Park, and downtown Annapolis all within easy reach, this is more than an opportunity to own a home. It’s a chance to become part of the Annapolis lifestyle. 463 Man-O-War Ct, Annapolis Listing courtesy of Samson Properties. Contact: 7033788810
$554,900 3 Beds ⋅ 4 Baths Nestled in the charming community of Riva Trace, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 1990, this traditional-style home features a classic brick front and wood siding, exuding warmth and character from the moment you arrive. With 2,323 square feet of thoughtfully designed living space, this residence is ideal for those seeking a cozy retreat in a vibrant neighborhood. Step inside to discover a spacious interior that invites you to unwind. The main level boasts an inviting layout, perfect for both entertaining and everyday living. Gather around the fireplace on chilly evenings, creating lasting memories with loved ones. The fully finished daylight basement adds versatility, providing extra space for a home office, playroom, or media area. The home features three generously sized bedrooms and three full bathrooms, ensuring ample space for relaxation and privacy. A convenient half bath on the main level adds to the functionality of the home. The attached garage offers easy access and additional storage, making life a little simpler. Riva Trace is not just about the home; it's about the lifestyle. The community is rich with amenities designed to enhance your everyday experience. Enjoy leisurely strolls or invigorating jogs along the scenic paths, or challenge friends to a game on the basketball or tennis courts. The association takes care of essential services, including exterior building maintenance, insurance, and snow removal, allowing you to focus on what truly matters-enjoying your home and community. With a boat ramp nearby, water enthusiasts can easily access local waterways for a day of fun on the water. Riva Trace is conveniently located, offering easy access to local shops, dining, and recreational opportunities. Whether you're exploring nearby parks or enjoying the vibrant local culture, you'll find everything you need just moments away. This townhouse is more than just a property; it's a place to call home, where comfort meets community. Don't miss the opportunity to make this inviting space your own in the heart of Riva Trace. 126 Spring Place Way, Annapolis Listing courtesy of ExecuHome Realty. Contact: 4436323000
$680,000 3 Beds ⋅ 2 Baths Don't miss this incredible opportunity to own a piece of one of the area's most coveted neighborhoods - Winchester on the Severn! From the moment you arrive, you'll feel right at home. Step onto the charming wrap-around front deck, perfect for relaxing and taking in the neighborhood's beautiful surroundings. Inside, the spacious family room is anchored by a classic brick-front fireplace, setting a warm and welcoming tone throughout. The open layout flows seamlessly from the living room into the dining area and sitting room, making it ideal for everyday living and entertaining alike. The kitchen features stainless steel appliances, granite countertops, and gas cooking. Three generous bedrooms, including the owner's suite, are all conveniently located on the main level. The lower level offers the perfect flex space, whether you need a family room, home office, or den, complete with a full bath, laundry room, and direct entry into the garage. Head outside to enjoy a private patio with a fire pit, the perfect spot for unwinding under the stars, and a dedicated woodworking shed ready for your next project. The community amenities include a private beach on the spectacular Severn River with a pavilion, a pier ideal for fishing and crabbing, kayak and paddle board storage, a neighborhood pool and swim club, a dog-friendly beach, and a playground. All of this just minutes from major commuter routes 50 & 97 and close to downtown Annapolis, by car or by boat. 1505 Riverdale Dr, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$300,000 2 Beds ⋅ 2 Baths Welcome home to this fantastic two bedroom, two bath condo. Located on the ground level with a view of grassy area, trees, and the community pool. Open concept for the living and dining room area, with a bump out used currently as an exercise area, but it can be anything your heart desires. The modern kitchen is updated with silestone countertops, stainless appliances and the range is brand new. The living room has a slider which leads to a nice patio the grassy common area and pool beyond. The primary bedroom has a wonderfully tiled full bath, and the second bedroom shares the second bath with the common area. A brand new washer and dryer are inside the unit. Amenities include the community pool and fitness center. Great location, minutes from downtown Annapolis, or commuter routes to Washington, Ft Meade, or Baltimore. Be sure to check out the virtual floor plan tour! 10 Hearthstone Ct Unit #B, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$825,000 1 Beds ⋅ 2 Baths Experience effortless waterfront living at The Point on Spa Creek, where this beautifully appointed entry-level residence combines exceptional convenience with captivating views across Spa Creek toward Historic Annapolis. With no steps required, the spacious condominium offers an easy, lock-and-leave lifestyle just moments from the clubhouse, waterfront pool, docks, and scenic walking paths. The inviting living room is framed by expansive water views and features a thoughtfully designed alcove with built-in shelving that discreetly conceals a Murphy bed, providing flexible accommodations for visiting family and friends. Step outside to the stone waterfront patio, an idyllic setting for entertaining, unwinding, and taking in spectacular sunrises over the water. A second patio off the dining room offers a more intimate retreat surrounded by nature. Inside, hardwood floors flow throughout, complemented by stylish architectural details including a beadboard-accented dining room ceiling. The serene bedroom captures beautiful water views and features a custom built-in closet area and elegantly appointed ensuite bath. A perfectly positioned pocket door allows the bath to serve both the bedroom and guests, providing the convenience of a powder room while maintaining privacy. The Point on Spa Creek offers an impressive collection of amenities designed around the Annapolis waterfront lifestyle. Residents enjoy direct access to Spa Creek with deep-water boat slips and two convenient water-taxi locations providing easy access to Downtown Annapolis. The waterfront pool and expansive deck with hot tub create a resort-like setting, while the clubhouse is available for private gatherings and events. Additional amenities include tennis and pickleball courts, EV charging stations, a kayak and canoe launch with convenient storage racks, and ample parking. Community social gatherings and a monthly newsletter foster a welcoming atmosphere, while pet-friendly policies ensure four-legged family members feel at home as well. A dedicated property maintenance supervisor adds another level of convenience, making life at The Point remarkably seamless. Waterfront views, boating access, and an exceptional array of amenities, all within easy reach of Eastport and downtown Annapolis. Welcome Home! 1 President Point Dr Unit #A1, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$275,000 2 Beds ⋅ 2 Baths Located in the desirable North Green Condominiums, this two-level penthouse loft offers a spacious layout and a convenient Annapolis location. The open floor plan features an updated kitchen with granite countertops, stainless steel appliances, and ceramic tile flooring, making it ideal for both everyday living and entertaining. The home includes two spacious bedrooms and two full bathrooms. Upstairs, the large loft provides flexible space for a home office, family room, workout area, guest space, or hobby room. Enjoy your own private balcony, perfect for morning coffee or relaxing at the end of the day. FHA and VA Approved Condos Community amenities include a swimming pool and outdoor grilling area, and the condo fee includes water. Conveniently located just minutes from Historic Downtown Annapolis, Truxton Park, shopping, dining, the waterfront, and major commuter routes, this move-in-ready home offers low-maintenance living in a great location. 1227 Gemini Dr Unit #1227-I, Annapolis Listing courtesy of Compass. Contact: (410) 429-7425
$1,795,000 3 Beds ⋅ 3 Baths Situated on a point of land with sweeping water views from multiple vantage points, this unique property is perched over Martins Cove off Mill Creek and has been beautifully updated and meticulously maintained. Framed by mature landscaping and oak trees, this home welcomes you with timeless curb appeal before revealing the views from within. The open concept main level centers on the just renovated kitchen, dining area, and two-story great room that seamlessly connects to a wraparound deck overlooking the water. Enjoy mother nature's parade of osprey, ducks, egrets, great blue herons, the occasional bald eagle, and even trumpeter swans. Two main-level bedrooms and a full bathroom offer easy single-level living, while upstairs the primary suite offers a peaceful retreat. It features a spacious bedroom, an adjoining sitting area with super water views, and a spa-like bath beneath a vaulted ceiling. Downstairs, a finished walk-out lower level adds a generous recreation room and full bath. It’s ideal as a media room, exercise area, or guest quarters. It opens to the waterside patio and the stairs leading to the dock. There's also a utility room and access to the one-car garage. Outside, the property drops to the water via stairs and landscaped terraces to a large, flat lawn at the water's edge. It's the perfect spot for a picnic table or bocce ball court. A pier complex includes two 8,000-pound capacity boat lifts, five slips with 8 ft water depth, two 30 amp and multiple 120 amp outlets as well as a boat shed for gear storage. This is a rare, ready-made setup for a serious boater or anyone who simply wants to be on the water in minutes. Mulberry Hill is a short distance to the Bay down Mill Creek, and Annapolis Harbor is a 15-minute powerboat ride away. The current owners have invested heavily in the property's infrastructure and comfort, including a heavy-duty architectural shingle roof with a transferable warranty (2025), a fully renovated kitchen with all new appliances and leathered quartzite countertops (2026), two new regularly maintained HVAC systems (2021), and a rebuilt dock water system (2024). The shoreline is well protected for the long term, with roughly 165 feet of stone revetment and 85 feet of bulkhead. All of this and just minutes (via water or roads) away from downtown Annapolis, the Naval Academy, Route 50, local restaurants and the open waters of the Chesapeake Bay. 2246 Mulberry Hill Rd, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$595,000 2 Beds ⋅ 2 Baths Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dining area centered around a fireplace, plus a kitchen with granite countertops, a subway-tile backsplash, and white cabinetry. A patio at the front and another at the rear provide two distinct outdoor spaces. The primary bedroom is well-appointed and includes direct patio access and a generously sized walk-in closet. A second bedroom, a full hall bath, and in-unit laundry complete the interior. The current floor plan measures approximately 1,267 square feet of finished interior space. Chesapeake Harbour is a gated waterfront community with 24-hour security and convenient access to downtown Annapolis. Amenities include a private beach, marina, two pools, tennis and pickleball courts, walking paths, kayak access and storage, and waterfront dining within the community. Few homes in this community see the water this directly. This home offers sweeping views of the Chesapeake Bay from the living room to the patio. This breathtaking view awaits you at 2123 Beach Village Ct, Unit T2. Welcome Home! 2123 Beach Village Ct Unit #T2, Annapolis Listing courtesy of Compass. Contact: (410) 429-7425
$540,000 4 Beds ⋅ 2 Baths Professional photography coming soon…. Welcome to 1164 Latrobe Drive, perfectly positioned in the heart of the sought-after waterfront community of Cape St. Claire! Located just around the corner from the peaceful Lake Claire Beach, this spacious raised rancher offers three bedrooms, a versatile bonus room, two full bathrooms, and nearly 2,000 square feet of living space. The updated kitchen features granite countertops and stainless steel appliances, while hardwood flooring, crown molding, recessed lighting, and a comfortable family room with fireplace add warmth and character throughout. Major improvements include an architectural-shingle roof, water-treatment system, well pump, and HVAC replaced in 2023. Outside, enjoy a fenced backyard, off-street parking, and easy access to everything that makes Cape St. Claire such a special place to call home. This amenity-rich community offers multiple beaches and parks, three marinas with community boat slips, a boat ramp, fishing piers, playgrounds, sports courts, a clubhouse, and an active neighborhood atmosphere. The Cape St. Claire Shopping Center, Broadneck Trail, local schools, and everyday conveniences are also nearby. Whether you enjoy boating, kayaking, fishing, relaxing by the water, or simply being part of a true community, this home delivers the Cape lifestyle you are looking for! 1164 Latrobe Dr, Annapolis Listing courtesy of Anne Arundel Properties, Inc.. Contact:
$549,000 1 Beds ⋅ 1 Baths NEW PRICE — REDUCED $549,000! An incredible opportunity to own one of the best values in Historic Downtown Annapolis. Property can convey FULLY FURNISHED, offering a truly turnkey opportunity! Location, location, location! Enjoy the best of Historic Downtown Annapolis from this charming one-level condo at 31 College Avenue, ideally situated just steps from the U.S. Naval Academy and St. John’s College. Inside, the bright and inviting floor plan features a spacious living area with a decorative fireplace, gas cooking, and a beautifully appointed primary suite with a custom bath. Additional basement storage provides convenient space for bikes, seasonal items and more. Step outside and experience everything that makes downtown Annapolis so special—stroll to Maryland Avenue, City Dock, restaurants, shops, coffee spots and the waterfront, all just blocks from your front door. Whether you’re looking for a full-time residence, weekend retreat or the perfect Annapolis getaway, this is an incredible opportunity to enjoy downtown living in one of the city’s most desirable locations. Schedule your private tour today! 31 College Ave, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,250,000 5 Beds ⋅ 5 Baths Welcome to 912 Plattner Court in Annapolis’s Overlook at Broad Creek neighborhood, an elegant stone-front Colonial offering 5 bedrooms, 4.5 baths, and approximately 4,400 square feet above grade. Set on a half-acre of manicured grounds backing to forest land, the home features a spacious main level primary suite, a 20-by-40-foot Gunite pool with waterfall, and abundant indoor and outdoor living space. The finished lower level adds approximately 1,700 square feet, along with nearly 550 square feet of unfinished space ideal for storage or a workshop and includes walkout stairs to the pool and backyard. The primary suite includes automatic blinds, a large walk-in shower, and direct access to a skylit sitting room that opens to the deck and pool area. A large library or office sits at the front of the home, while the upper level offers three spacious bedrooms and two full baths. The main level has a beautiful gas fireplace and a grand entrance. Additional highlights include a 3-car garage, cul-de-sac setting, large side yard, and beautiful garden. This house is wonderful, with speakers inside and out, and dual zones. The Sunday game on the inside and relaxing tunes outside. 912 Plattner Ct, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000
$1,149,500 5 Beds ⋅ 5 Baths Beautiful colonial home in the perfect Annapolis location. Nestled on over an acre of private, tree-lined grounds, this charming property offers a peaceful retreat while remaining conveniently close to everything Annapolis has to offer. Enjoy easy access to Route 50 and just minutes from the U.S. Naval Academy, downtown Annapolis, dining, shopping, and more. This beautifully maintained residence features 5 spacious bedrooms and 5 bathrooms (3 full and 2 partial), offering comfort, flexibility, and room to entertain. The home boasts a newly updated kitchen, new carpet in the bedrooms, and a new 75 gallon water heater. Step outside to a large back deck - perfect for entertaining guests or unwinding in a peaceful, private setting. The partially finished basement provides excellent versatility, featuring two bonus rooms, a walk-out entrance, and ample storage space. Gym equipment conveys, providing a ready-to-use home fitness area. A standout feature is the expansive two-level in-law suite with its own private entrance. This flexible space can be configured as a one- or two-bedroom apartment and includes a full kitchen, laundry, living area, and enclosed dining space that can also function as a home office - perfect for extended family, guests, or potential rental income. Additional highlights include: - 240 V Electric vehicle charger in the two-car garage - Roof, HVAC, and water heater are less than 3 years old. - Ample parking for an RV, boat, and multiple vehicles. The land offers privacy and natural beauty surrounded by protected woodland - Ability to build an Accessory Dwelling Unit (ADU) on property. Conveniently located near Route 50, this property offers the perfect balance of tranquility and convenience within the sound of colors at the Naval Academy. Agent-owner. 1711 Ritchie Hwy, Annapolis Listing courtesy of Taylor Properties. Contact:
$1,295,000 2 Beds ⋅ 2 Baths Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space. Outside, the property becomes your private gateway to the South River. A private pier offers two deep-water slips, including one with a boat lift, while a dedicated kayak launch makes it effortless to explore the surrounding waterways. Bulkheaded shoreline, a storage shed, and ample outdoor space complete a setting designed for life along the Annapolis waterfront. Spend mornings enjoying coffee overlooking the water, afternoons boating, kayaking, or paddleboarding, and evenings unwinding on the South River as the sun sets across the waterfront. Whether you're searching for a full-time residence, weekend retreat, or Annapolis boating getaway, this is an opportunity to embrace a lifestyle centered around the Chesapeake Bay 2915 South Ct, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$775,000 3 Beds ⋅ 5 Baths This former model end-unit townhome sits on one of the prettiest lots in Riva Trace, adjacent to open space for extra privacy. Oversized windows and skylights fill the home with natural light, creating a garden-like glow in the spacious living room beneath its vaulted ceiling. A two-sided gas fireplace warms both the living and family rooms, and the family room opens to a covered porch — an easy spot to unwind at the end of the day. The kitchen is a true centerpiece, featuring mahogany cabinetry, a gas range, a Sub-Zero-style refrigerator, additional stainless appliances, granite counters, and ceramic tile flooring. This is also one of the very few homes in the community to offer a full main-level primary suite, providing a private, peaceful retreat and no stairs. The upstairs is bathed in sunlight beneath cathedral ceilings, with a generously sized loft offering flexible space for a home office, sitting room, or fourth bedroom. The primary suite here includes a dressing area alongside a well-appointed luxury bath, while the newly refurbished deck offers southerly views — perfect for morning coffee as the world awakens. A guest bedroom and bath complete this level. The lower level is made for entertaining, with a spacious recreation room featuring a wet bar, second gas fireplace, full bath and unfinished space perfect for the hobbyist. Riva Trace living means an active, connected lifestyle: a fishing pier on Gingerville Creek, kayak racks, tennis, basketball, and pickleball courts, walking trails, and a tot lot. And when it's time to run errands or head out for the evening, coffee shops, restaurants, groceries, and easy public transit to Baltimore and D.C. are just minutes away. 141 Summer Village Dr, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$575,000 2 Beds ⋅ 2 Baths This is a sought after MAIN FLOOR, END UNIT*** Look at the floor plan (first shot in the photos) and see the difference***Light and open, this home has been completely remodeled and feels very different from other condos***Yes, Chesapeake Harbour has the two pools, one right on the bay. It has 'miles' of walkable private community beachfront. It has tennis and pickleball and beachside kayak, paddle board and canoe storage, and a launch area. It has a fully manned 24 hour security entry gate & on-site security personal, walking paths, a private marina and highly rated, marina side, restaurant and bar*** LOOK AT THE PHOTOS***WATCH THE VIDEO***It's all quite glorious . And the unit itself will sell itself. You open either of your 2 new sliding glass doors, and walk right outside (with or without your dog) out to your huge private patio. There is the marina. Walk down to the water. Walk to either pool. Walk down along the beach past the many community piers and out by the pond. Take your dog out on your kayak (with his life vest on). Sit down to views of the Bay Bridge at dusk*** Main Floor- End Unit! All those windows, that cherry flooring and that privacy, check it out! 7048 Harbour Village Ct Unit #T2, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$325,000 2 Beds ⋅ 2 Baths Fee-simple living in the Eastport area, minutes from downtown Annapolis — for less than a citywide condo. This bright, easy-living two-bedroom, two-full-bath home sits on its own 0.08-acre lot — no condo fee, no HOA — and features a new roof. The primary suite opens through full-size sliding glass doors straight onto a private patio and backyard, while the kitchen draws light from two exposures plus a skylight, with a pass-through eat-in counter perfect for morning coffee. A dedicated laundry center and off-street parking pad add everyday ease. Out back, a shed provides real storage for bikes, tools, and seasonal gear. Convenient to downtown Annapolis and the Eastport area's restaurants. Vacant and easy to show. Photos have been virtually staged. Open house Saturday and Sunday, 2–4 PM. 1136 Tyler Ave, Annapolis Listing courtesy of Engel & Volkers Washington, DC. Contact: tomspier1@gmail.com
$845,000 4 Beds ⋅ 3 Baths Welcome to 307 Melvin, a charming bungalow that has been home to the same family for more than seventy years. Take this opportunity to make your home in WEST ANNAPOLIS, one of the most highly sought-after neighborhoods in all of Annapolis. Whether you are a first time buyer, or downsizing and seek main level bedrooms, this impeccably maintained home offers the perfect opportunity to develop the home as is or expand to suit your design passion. This 1152 sq ft haven, built in 1954, boasts updated amenities while maintaining its original style charm. Enter the home through the front door and you are greeted by a fully enclosed 3 season sitting room. The family room and most of the home feature beautifully refinished gleaming hard wood floors. There are two main level bedrooms and a refinished full bathroom. Sweeping up the staircase, you have an additional the two bedrooms and half bath. The entire interior has been freshly painted and windows have been updated throughout the home. A fully finished basement features a large wood paneled family room, bar area, a full bath, washer/dryer & laundry area topped off with a refrigerator. This could easily be a work-out space, office, man cave or she shed! Depart through the kitchen to a spacious enclosed back porch that provides a sitting area that overlooks a canopy of mature trees, creating a private setting for outdoor dining or enjoying your favorite libation. There is a detached work room complete with a pot-belly stove connected to a 1 car garage along with parking for 2+ cars in the driveway and options for on-street parking. Adding to the property's unique character is the convenience of being walking distance to all that West Annapolis has to offer. The prime location is in close proximity to the Weems Creek water access at the Tucker Street boat ramp, the highly sought after West Annapolis elementary school, RAR Brewery, Always Ice Cream, luxury boutiques and a plethora of restaurants. including the newly opened Positano. It is also close to Downtown Annapolis, the Navy stadium and offers quick access to Route 50 for easy commuting. Your new neighborhood is one of the most "happening" in Annapolis. Welcome Home! 307 Melvin Ave, Annapolis Listing courtesy of Curtis Real Estate Company. Contact:
$399,850 4 Beds ⋅ 4 Baths Fully renovated 4-bedroom, 3.5-bath END-UNIT townhouse offering three levels of flexible living space in Annapolis! The bright main level features an inviting living and dining area, convenient half bath, and a beautifully renovated kitchen with quartz countertops, stainless steel appliances, upgraded cabinetry and modern finishes throughout. Upstairs you'll find three bedrooms and two fully renovated bathrooms, including a private primary suite with its own full bath. The fully finished lower level adds exceptional flexibility with a fourth bedroom, third full bathroom, recreation room and laundry area, ideal for guests, a home office, recreation space or additional living needs. Step outside to the large rear deck, perfect for outdoor dining and entertaining. As an end unit, the home offers the added appeal of additional exterior exposure, while the Oxford Landing community provides a community pool with a low $88 monthly HOA fee. Conveniently located near shopping, dining, parks, and major commuter routes, this move-in-ready end-unit offers exceptional flexibility with 4 bedrooms, 3.5 baths, and three finished levels of thoughtfully designed living space. 607 Wye Island Ct, Annapolis Listing courtesy of Winning Edge. Contact: 4434636009
$725,000 6 Beds ⋅ 3 Baths Welcome to 1025 Hanson Street, offering nearly 2,880 sq. ft. of exceptionally flexible living space across three finished levels in the heart of Annapolis! Perfect for a multi-generational family. Thoughtfully improved and meticulously maintained, this turn-key home provides a rare combination of space, versatility, parking and major system upgrades. The main and upper levels feature 4 bedrooms, a full bath, a bright and open living area, an updated kitchen with granite countertops and tile backsplash, and dedicated laundry with front-loading washer and dryer, utility sink and additional storage. The fully finished ground level creates an incredible second living space featuring 2 additional bedrooms, a den/office, full bath, kitchenette with granite countertops, stainless steel appliances and tile backsplash, a second laundry setup with utility sink, and new LVP flooring throughout. A private side entrance, new fencing, paver walkway and patio access provide tremendous flexibility for multi-generational living, extended guests, a home office setup or simply additional space to spread out. Outside, you'll find features that are especially hard to come by in Annapolis—including dual driveways with parking for 6+ vehicles and/or boats, along with a two-story detached shed offering excellent storage and convenient yard and street access. Extensive improvements provide peace of mind, including a NEW 2025 roof on both the home and shed with transferable warranty, updated HVAC including heat pump and indoor coil, 60-gallon hybrid high-efficiency water heater, 200-amp electrical service, Tesla EV charger, French drain and stormwater management system, sump pump, updated attic insulation with spray foam, Nest thermostats, updated siding, additional ground-level egress, ceiling fans, fresh paint and much more. With three finished levels, two distinct living areas, exceptional parking and storage, and numerous major capital improvements already completed, 1025 Hanson Street offers the kind of versatility that's difficult to find in Annapolis. Whether you're looking for room for a growing household, multi-generational living, extended guests, midshipman sponsor hosting, or simply a home that provides plenty of space to live, work and entertain—this one is a 10/10! 1025 Hanson St, Annapolis Listing courtesy of Anne Arundel Properties, Inc.. Contact:
$600,000 4 Beds ⋅ 4 Baths Welcome to 14 A Dorsey Avenue, a brand new construction home offering modern design, quality finishes, and the opportunity to own a newly built home in Annapolis. Thoughtfully designed for today’s lifestyle, this home features a bright, open concept floor plan with spacious living and dining areas that flow seamlessly into the kitchen, perfect for everyday living and entertaining. Modern finishes, new appliances, and fresh contemporary details throughout give the home a clean, move in ready feel. Enjoy the benefits and peace of mind that come with new construction, including all new major systems, fixtures, finishes, and mechanicals. The well-planned layout provides comfortable living spaces while maximizing functionality throughout the home. Conveniently located just off West Street, the property provides easy access to Downtown Annapolis, restaurants, shopping, commuter routes, and everything the Annapolis area has to offer. A rare opportunity to purchase a brand new home in Annapolis. Schedule your private showing and be the first to call 14 A Dorsey Avenue home. 14 A Dorsey Ave, Annapolis Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$359,000 2 Beds ⋅ 2 Baths Fully Renovated 2 Bedroom Condo in Annapolis! Step into effortless, modern living in this beautifully renovated 2 bedroom, 2 bath one floor condo at 605 B Admiral Dr, Unit 108. Thoughtfully updated from top to bottom, this home offers stylish finishes including crown molding, exceptional storage, and the comfort of truly move in ready living. The renovated kitchen features brand new cabinetry and countertops, offering an abundance of storage while creating a fresh, functional space for everyday living and entertaining. Beautiful new hardwood flooring flows throughout the home complemented by a new sliding glass door that brings in natural light and enhances the living space. Both bathrooms have been tastefully renovated, with the primary bath offering the ultimate touch of comfort, heated floors for a spa like experience. Additional major updates include a new HVAC system, new water heater, new windows, pellet fireplace, dishwasher, and stove, providing peace of mind and modern convenience for years to come. TV that fits into the custom shelves convey along with 2 leather barstools. Beyond the home, enjoy an impressive array of community amenities including a pool, clubhouse, tennis courts, basketball courts, and more. Ideally located in Annapolis, this is a wonderful opportunity to enjoy a beautifully updated home with resort style amenities and convenient access to everything the area has to offer. Renovated. Stylish. Low maintenance. Ready to enjoy. This one is a must see! 605 Admiral Dr Unit #108, Annapolis Listing courtesy of Realty Navigator. Contact: (443) 256-3773
$245,000 2 Beds ⋅ 1 Baths Welcome to **2572 Riva Road #17B in Annapolis!** This inviting **2-bedroom, 1-bath condo, offers a bright, comfortable interior with a neutral color palette and easy-care flooring throughout. The spacious living room features large sliding glass doors that bring in plenty of natural light and open to a **private covered balcony overlooking mature trees and green space**—a great spot to enjoy your morning coffee or unwind at the end of the day. The updated kitchen features **white cabinetry, generous counter space, a breakfast bar, and stainless steel appliances**. Both bedrooms offer comfortable living space and feature **sliding glass doors that provide abundant natural light and peaceful views of the surrounding trees and greenery**. The full bath provides a tub/shower combination and additional storage, while an **in-unit washer and dryer** adds everyday convenience. Located in Annapolis with convenient access to **shopping, dining, commuter routes, and everything the Annapolis area has to offer**, this condo is a wonderful opportunity for buyers looking for low-maintenance living in a convenient location. Schedule your showing and see all that this home has to offer! 2572 Riva Rd Unit #17B, Annapolis Listing courtesy of Marsh Realty. Contact:
$899,000 2 Beds ⋅ 3 Baths **OPEN HOUSE! Saturday 9/12 10am to 12pm** Experience the BEST of Downtown Annapolis at Acton’s Landing, a premier downtown condominium blending historic architecture with modern comfort. This spacious almost 2000 sqft Home features gleaming hardwood floors, significant crown molding, wainscotting, decorative pillars and designer wallpaper and paint that create an atmosphere of timeless elegance. The kitchen is a true highlight, offering granite countertops, stainless steel appliances, abundant cabinetry and a large island perfect for cooking and gathering! Boasting 3 full Bathrooms and 2/3 Bedrooms this layout adapts to your lifestyle! The Primary BR being a flexible ensuite that opens to a sitting area and the 2nd BR makes a great guest room ensuite with the 3rd BR being a den, office or private retreat. Classic style is found here with custom closets, built‑ins, and French doors all adding thoughtful touches throughout. Enjoy the convenience of a full‑size washer and dryer, private parking space and storage unit. The Community amenities are resort like, including a fitness center, library, meeting rooms, concierge, security and a serene courtyard with a tranquil fountain. Step outside and walk to everything, like the City Dock, St. John’s College, the Naval Academy, Boutique Shops, many Restaurants, Bars and the Waterfront to watch the boats sail by! This is truly a lock‑and‑leave home in one of Annapolis’ most desirable locations. Make your appointment to tour today! 66 Franklin St S Unit #413, Annapolis Listing courtesy of RE/MAX Executive. Contact: 4432741900
$345,000 2 Beds ⋅ 2 Baths Welcome to this beautifully updated two-bedroom, two-bath condo, offering a fresh, modern feel and an incredibly convenient Annapolis location. Recent improvements include light tan luxury vinyl plank flooring throughout the entire unit, new hardware, and a completely renovated kitchen designed with both style and functionality in mind. The brand-new kitchen features custom 42-inch cabinetry, an oven and microwave combination, separate cooktop, and an attractive counter-depth refrigerator that creates a cleaner, more built-in appearance. Located just half a flight up into the unit, the home offers easy everyday living without multiple flights of stairs. Inexpensive utility bills as you upper and lower neighbor provide that extra insulation. The location makes getting around Annapolis a breeze, with quick access to Route 50 and Route 97, along with shopping, restaurants, and entertainment around the Annapolis Mall and the Parole Towne Center area. Whether commuting, heading downtown, or grabbing dinner nearby, everything is just minutes away. 2052 Quaker Way Unit #10, Annapolis Listing courtesy of Samson Properties. Contact: 7033788810
$599,000 4 Beds ⋅ 3 Baths Nestled in the charming Cape St. Claire community, this delightful split foyer home offers a perfect blend of comfort and modern living. With a major renovation in 2026, this residence is poised to become a true gem. The exterior showcases a classic combination of brick and cedar, complemented by a lot of 0.21 acres, featuring a sloping rear yard and a welcoming front yard. Step inside to discover a warm and inviting interior, where natural light dances across the luxury vinyl plank and ceramic tile flooring. The spacious family room, complete with a cozy wood-burning fireplace, seamlessly connects to the breakfast area, creating an ideal space for gatherings. The kitchen is equipped with modern appliances, including a self-cleaning oven, dishwasher, and extra refrigerator/freezer, making meal prep a breeze. With four bedrooms and two and a half bathrooms, there's ample space for everyone to enjoy their own retreat. The primary bath offers a serene escape, while the fully finished basement provides additional living space, perfect for a game room or home office. Outside, the community amenities are truly exceptional. Enjoy access to the private beach along the Magothy River, just a short stroll away, where you can indulge in boating, kayaking, or simply soaking up the sun. The community center, clubhouse, and picnic areas foster a sense of belonging, while the tot lots and playgrounds are perfect for outdoor fun. Cape St. Claire is not just a neighborhood; it's a vibrant community with a strong sense of camaraderie. Residents benefit from nearby parks, walking trails, and top-rated schools, ensuring a fulfilling lifestyle for all. Public services are readily available, enhancing the convenience of daily living. With an attached garage and ample NEW driveway parking, this home is as practical as it is inviting. The scenic vistas from the property provide a tranquil backdrop, making it a perfect retreat after a long day. Embrace the opportunity to make this house your home in a community that truly has it all. 1075 Sun Valley Dr, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$999,900 3 Beds ⋅ 4 Baths Welcome to your private Annapolis retreat! Situated on a generous 1.4-acre lot, this quintessential Cape Cod offers the perfect blend of privacy, modern comfort, and convenience. Being just steps to the water and bikeable to Downtown Annapolis, this property is an ideal commuter's oasis. Step inside to discover an inviting, open floor plan designed for effortless living and entertaining. The heart of the home is a gourmet kitchen featuring a 10' quartz island with ample seating and storage, double convection wall ovens and 5-burner induction cooktop, making it ideal for any home chef. The gorgeous marble bathrooms, recently updated in 2025, have a deep soaker tub and generous walk-in shower with wide marble bench. With 2,460 finished square feet, this Insteon smart house provides plenty of room for everyone, including a versatile, partially finished walkout basement with the option for 2 additional bedrooms which offers endless possibilities. The rare expansive outdoor space is truly the highlight of this property. Whether you are looking for room for a sports field, space for gardening, or just want a private yard that backs to trees with a waterview, this property delivers. Bring your boats and recreational vehicles—with parking for up to 26, hosting family and friends is never an issue. This unique, 6 parcel water-oriented neighborhood offers easy access to the Severn River, Route50, DC, Baltimore, and all the amenities of Annapolis while maintaining a peaceful, secluded atmosphere. Don’t miss your chance to own this rare and expansive property in Annapolis. Professional Photos 9/14. 19 W Severn Ridge Rd, Annapolis Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$540,000 2 Beds ⋅ 2 Baths Buyers' plans changed; your lucky day is now available.Enjoy easy, one-level living in this beautifully maintained end-unit home in Heritage Harbour, Annapolis’ premier 55+ community. Tucked along a peaceful, tree-lined street and conveniently located near the community center, this inviting 2-bedroom, 2-bath home with a den and spectacular four-season sunroom offers comfort, privacy, and an exceptional lifestyle. Completely remodeled kitchen and baths provide a move-in-ready interior, while an abundance of windows fills the home with natural light. The spacious living and dining areas flow seamlessly into one another, providing ample space for everyday living and entertaining. A true highlight is the expansive three-season sunroom, surrounded by windows and enhanced by a cathedral ceiling. Enjoy peaceful views of the wooded surroundings throughout the year, a bird-watching haven. The kitchen offers beautiful white cabinetry and quartz countertops, while the private primary suite features a walk-in closet and an en-suite bath. A bright second bedroom, full hall bath, and versatile den provide comfortable space for guests, an office, or hobbies. Beautiful landscaping and the end-unit setting add to the home's privacy and appeal. Best of all, Heritage Harbour offers an extraordinary array of amenities just minutes from your door, including indoor and outdoor pools, fitness and health facilities, golf, tennis, pickleball and recreation facilities, sauna, hot tub, library, art studio, billiards, clubhouse, walking areas, lake and water privileges, transportation services, community dining and an extensive calendar of clubs, classes and social activities. This is more than a home—it’s an opportunity to enjoy a vibrant, active lifestyle while having the convenience and ease of one-level living in one of Annapolis’ most established 55+ communities. 924 Shipmaster Ct, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$765,000 3 Beds ⋅ 3 Baths OFFER DEADLINE - 7 PM on Sunday, August 23rd. Immaculate interior and amazing waterviews from both levels - gaze at the water from the kitchen, dining room and primary bedroom! Just one house over, jump on the water with the community boat ramp and kayak rack/launch. Nestled in the desirable Bay Highlands community of Annapolis, this charming 3-bedroom, 2.5-bath single-family home offers comfort, functionality, and valuable updates throughout. Step inside to a welcoming layout designed for everyday living and entertaining, featuring spacious living areas and plenty of natural light. Recent improvements provide peace of mind, including all-new exterior doors and premium ProVia doors on the rear of the home, enhancing both energy efficiency and curb appeal. The fully encapsulated crawlspace is equipped with a new dehumidifier and sump pump, helping to maintain a dry, healthy environment year-round. Outside, you'll find a yard perfect for relaxing, entertaining, or enjoying time with pets, thanks to the installed invisible fence system. (Note - the property faces the water but does not have a pier.) Located just minutes from downtown Annapolis, marinas, parks, shopping, dining, and major commuter routes, this home offers the perfect blend of neighborhood charm and convenient access to everything the Chesapeake Bay lifestyle has to offer. Don't miss this opportunity to own a well-maintained home in one of Annapolis' sought-after waterfront communities. 1203 Bay Highlands Dr, Annapolis Listing courtesy of Redfin Corp. Contact: 4102028454
$322,400 3 Beds ⋅ 2 Baths Built in 1996 and located in the Annapolis Walk neighborhood, this attached townhome offers approximately 1381 finished square feet, three bedrooms, two full baths and rear patio area. This home sits on an approximate 1300 sqft lot. 709 Great Bay Ave, Annapolis Listing courtesy of RealHome Services and Solutions, Inc.. Contact:
$480,000 2 Beds ⋅ 2 Baths Welcome to Four Seasons at St. Margarets, Annapolis' premier 55+ active adult community! This beautifully maintained, elevator-accessible third-floor condominium offers over 1,500 square feet of comfortable, low-maintenance living. The open floor plan features a kitchen with new appliances and adjacent dining and living room spaces, perfect for entertaining and everyday living. A relaxing covered outdoor terrace is an extension of the unit with morning and afternoon sun. The generous primary suite includes a private bath and walk-in closet. Off the living room, the hallway leads to the second bedroom, full bath, laundry room, and extra closets with plenty of storage. Bonus loft space can be used as an office, den and overflow for guests. Garage provides easy access to the building, extra storage space and separate closet, and close proximity to elevator. Residents enjoy exceptional resort-style amenities including a clubhouse, fitness center, outdoor pool, billiards and card room, gathering spaces, walking paths, and beautifully landscaped common areas. Clubhouse and pool are across the street from the building/unit. Ideally located just minutes from downtown Annapolis, the U.S. Naval Academy, St. John's College, shopping, restaurants, medical facilities, and major commuter routes, this condo offers the perfect combination of comfort, convenience, and an active lifestyle. NEW UPGRATES in 2026: stainless steel appliances - refrigerator, oven range, microwave and dishwasher, as well as paint throughout unit and new carpeting in the 2 bedrooms. 1516 Enyart Way Unit #304, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$670,000 4 Beds ⋅ 3 Baths Welcome to this well-maintained four-bedroom, three-full-bath single-family home in the sought-after 55+ community of Heritage Harbour. Move-in ready and thoughtfully designed, this spacious home offers an open main level that is ideal for both everyday living and entertaining. The inviting living and dining areas flow seamlessly into a bright sunroom, creating a comfortable space to relax and enjoy the surrounding setting. The main level also features the primary bedroom suite, a second bedroom, and a second full bathroom for convenient one-level living. Upstairs, guests will appreciate two additional bedrooms and a third full bathroom, providing privacy and flexibility for visitors, hobbies, or a home office. Heritage Harbour offers an exceptional active adult lifestyle with an array of amenities and activities, including golf, boating, walking trails, exercise facilities, swimming pools, organized social activities, and so much more. Come enjoy resort-style living and all that this vibrant community has to offer. Don't miss this wonderful opportunity to make Heritage Harbour your home and vacation where you live! 913 Mastline Dr, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: khylah.settle@cbmove.com
$364,000 3 Beds ⋅ 2 Baths Open House Sunday 11:30am-2:00pm!! Rarely available end-unit townhome in sought-after Whispering Woods! Brand New 50 yr architectural roof! This move-in ready 3 bedroom, 1.5 bath home offers privacy and charm surrounded by mature trees. Enjoy spacious living areas, and a fenced rear yard perfect for relaxing or entertaining. Private shed provides additional storage. Conveniently located near shopping, restaurants, parks, and major commuter routes with easy access to Downtown Annapolis, Route 50, and I-97. 1503 Lodge Pole Ct, Annapolis Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$1,875,000 6 Beds ⋅ 5 Baths ** Private first-look appointments are available. Contact the listing agent to schedule for a first-look. ** A rare find in Eastport: an oversized attached two-car garage, plus a driveway and additional off-street parking, in a walkable waterfront neighborhood where garages are hard to come by. Beyond the striking exterior is a brand-new, ground-up home spanning three expansive levels, featuring 6 bedrooms, 4.5 baths, a chef-inspired kitchen with an oversized island and walk-in pantry, a main-level bedroom, an impressive primary suite, upper-level laundry, and a third-floor loft ideal for an office, guest space, or studio. Outside, enjoy a fully fenced yard, patio, and covered front porch — all just a short walk from Eastport’s marinas, restaurants, waterfront lifestyle, and downtown Annapolis. 914 Van Buren St, Annapolis Listing courtesy of Realty ONE Group Capital. Contact: 7032145100
$969,000 3 Beds ⋅ 3 Baths Incredible opportunity to own in Wardour. Redo the existing footprint or build your dream house. 111 Wardour Dr, Annapolis Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$549,000 3 Beds ⋅ 4 Baths This LIGHT FILLED END UNIT townhome w/ deck off Kitchen IS A MUST SEE! Don't MISS this OPPORTUNITY! All home information is estimated and to the sellers' best knowledge ----Age of roof - 12 years; Age of Windows - 12 years; Age of HVAC - 12 years; Age of Water Heater- 12 years; Dishwasher 2024, Age of all other Kitchen Appliances- 12 years. Features include a gourmet Kitchen, Gas-Cooking, high ceilings, upgraded wood floors, Private Parking includes oversized 2-car garage plus driveway space for 2 w/ Security gate access, Indoor Sprinkler system, ETC.! Close to EVERYTHING Annapolis' has to Offer, Historic Downtown Waterfront, Navy Marine Corps Stadium, Numerous full-service marinas nearby for all size Power And Sail Boat!, Quiet Waters Park (TRUE HIDDEN GEM) ETC.! The community of Village Greens is conveniently located near Routes 50 and 97 for easy commutes to Baltimore, DC, Fort Meade/NSA, and BWI Airport 609 S Cherry Grove Ave, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$2,395,000 3 Beds ⋅ 3 Baths An exceptional offering in the heart of Eastport, where beautifully considered interiors, generous outdoor space and coveted off-street parking come together in a remarkably peaceful setting. Tucked along a quiet one-way street, this beautifully appointed home offers a rare combination of style, space and convenience. Inside, a light, neutral palette is complemented by wide-plank flooring, crisp millwork and thoughtfully selected finishes. The living spaces flow naturally for everyday living and entertaining, while expansive accordion glass doors create a seamless connection to the covered outdoor living area. The gourmet Kitchen with island features Brighton cabinets, high-end GE Cafe line appliances and stunning black and white mosaic backsplash. The spacious primary suite provides a private retreat with room for a sitting area and a beautifully finished ensuite bath. An additional upper-level flex space with charming architectural lines is ideal for a home office, reading area or creative space. Multiple outdoor spaces extend the living experience, including a covered porch and expansive upper deck with retractable awnings. Beautiful landscaping, mature plantings and lush gardens surround the property, creating a private setting for relaxing and entertaining. The detached two-car garage, private driveway and generous parking area are especially valuable amenities in Eastport. Stroll the artful and nautical streets to five-star restaurants, neighborhood pubs, and hidden street-end parks with community water access for launching kayaks and paddleboards. You'll find yourself just moments from downtown Annapolis and the Naval Academy. Eastport and Annapolis offer the perfect balance of small-town charm and world-class sophistication, with convenient access to Routes 50 and 97 for easy commuting to Baltimore, BWI Airport, Fort Meade, NSA, and Washington, D.C. Welcome Home! 519 6th St, Annapolis Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$425,000 4 Beds ⋅ 3 Baths Professional photography and more remarks coming soon… 425 Blossom Tree Ct, Annapolis Listing courtesy of Anne Arundel Properties, Inc.. Contact:
$645,000 5 Beds ⋅ 3 Baths Welcome to 1309 Hawkins Lane, where comfortable living, flexible space and a generous .54-acre setting come together in a convenient Annapolis location. This inviting 5-bedroom, 3-full-bath home offers an open-concept main living level filled with thoughtful details, including LVP flooring, recessed lighting, crown molding, wainscoting and attractive built-ins. At the heart of the home, the kitchen features granite countertops, stainless steel appliances, a gas range, a spacious island with seating and built-in cabinetry with a breakfast bar. A large window overlooking the backyard fills the space with natural light, while glass doors open directly to the upper-level deck, creating an easy connection between indoor and outdoor living. The adjoining living room features a large picture window, built-in shelving and benches, and plenty of room to gather and relax. The upper level includes three bedrooms and two full baths, including a primary bedroom with an ensuite bath and conveniently located stackable washer and dryer. The finished lower level adds exceptional versatility with a spacious family room featuring a ventless gas fireplace with brick surround, two additional bedrooms and a third full bath. With five bedrooms in all, there is plenty of flexibility for guest accommodations, a home office, fitness space or whatever best suits your lifestyle. An unfinished utility and storage area provides additional functionality with extra washer/dryer and refrigerator hookups, a utility sink and direct access to the backyard. Outside, the fully fenced backyard offers plenty of room to entertain, garden, play or simply relax. Enjoy evenings around the firepit, dining on the elevated deck or taking advantage of the privacy and space afforded by more than half an acre. A private driveway, attractive carport and storage shed complete the property. Beyond the property, enjoy the sense of community found in Heritage, an established Annapolis neighborhood with a community pool and common areas. Conveniently located near shopping, dining, recreation and everything Annapolis has to offer, 1309 Hawkins Lane combines a spacious .54-acre setting, flexible living spaces and neighborhood amenities—a wonderful place to call home. 1309 Hawkins Ln, Annapolis Listing courtesy of Long & Foster Real Estate, Inc.. Contact:
$327,900 2 Beds ⋅ 2 Baths Welcome home to this bright, beautifully updated 2-bedroom, 2-bathroom condo nestled in the highly sought-after Windgate community of Annapolis! Perfectly positioned just minutes from historic downtown, the U.S. Naval Academy, and major commuter routes (Route 50/I-97), this move-in-ready home offers the ultimate blend of low HOA fee ($320/month), convenience and low-maintenance living. Step inside to discover durable, modern luxury vinyl plank (LVP) flooring flowing throughout an open functional layout. The kitchen comes fully equipped with sleek stainless-steel appliances and ample cabinetry, making meal prep a breeze. Both bedrooms are generously sized, accompanied by two full, updated bathrooms-ideal for a flexible work-from-home setup, roommates, or hosting weekend guests. Enjoy peaceful neighborhood green spaces while being a short drive away from top-tier shopping, dining, and Luminis Health Ann Arundel Medical Center. Whether you are looking for a smart, turnkey primary residence or a stellar addition to your investment portfolio, this property delivers unmatched value in today's Annapolis market. Schedule your private tour today-this one won't last! 603 Burtons Cove Way Unit #9, Annapolis Listing courtesy of Taylor Properties. Contact:
$379,900 2 Beds ⋅ 2 Baths Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo, offering comfortable living, stylish upgrades, and an unbeatable location within the community. The updated kitchen features new soft-close cabinets and new quartz countertops, creating a fresh and modern space for cooking and entertaining. The condo also boasts new flooring and fresh paint throughout, giving the entire home a bright, clean, move-in-ready feel. Relax by the cozy fireplace or step outside onto the private deck off the bedroom, where you can enjoy beautiful water views and unwind at the end of the day. For added convenience, the condo is located right next to the community pool, making it easy to enjoy resort-style amenities just steps from your door. You'll also appreciate being close to shopping, dining, and everyday conveniences. With its thoughtful updates, water views, convenient location, and community amenities, this condo is a wonderful place to call home! 1144 Lake Heron Dr Unit #2B, Annapolis Listing courtesy of Fathom Realty MD, LLC. Contact: 8884556040
$339,900 3 Beds ⋅ 2 Baths Welcome home to this spacious, move-in-ready ground-level condo offering comfort, convenience, and easy living! The inviting living room features a cozy gas fireplace and opens seamlessly to a private patio—perfect for relaxing or enjoying your morning coffee. A versatile third bedroom/den/home office features built-in bookshelves, providing the perfect space for work, guests or hobbies. The patio is conveniently located just steps from the parking lot, making everyday access a breeze. Ideally located close to shopping, dining, employment centers, and all that Annapolis has to offer, with easy access to major commuter routes connecting Annapolis and Baltimore. Don't miss this wonderful opportunity to enjoy low-maintenance living in a convenient location! 657 Burtons Cove Way Unit #4, Annapolis Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000
$699,721 3 Beds ⋅ 2 Baths Charming English cottage vibe on this thoughtfully revived Cape Cod on nicely landscaped lot with lush gardens and friendly fire pit to congregate around. Enjoy the slow and friendly walkers, runners and bikers with no thru traffic of Whitehall Beach reminiscent of times past with a wooden school bus stop. When you turn at St. Margarets' Church and venture past the pastural Hollywood Farm with organic sheep, waterfront estates, and the Sod/Horse Farm on Pleasant Plains, you will find an exhale of peace. Take a left on St. Margarets Road and take a short cut to downtown Annapolis. Main level opens into gorgeous large living room framed with a wood fireplace and rich hardwoods, a kitchen recently redone with GE stainless appliances, double convection ovens, gold rimmed hardware on cabinets and quartz counters set off with a cool built-in seating area. Step down into a full-length all-season sunroom with walls of crank-out Anderson windows where you can work, play and enjoy the tranquil gardens and escape to a side pretty patio under a pergola. Gardeners will love the raised gardens and sunny flat yard but still room for games. Upstairs, the whole level is a magical primary suite with wood beamed ceilings with a work-out area, sitting area, dressing area and private bath. Lower level has a cozy rec room for chilling and a utility/storage area with a craft area. Roof was replaced in 2025 by Landmark Roofing and comes with transferrable warranty. Desired Broadneck Schools. Community access to dock was damaged by a fallen tree and will be repaired in the future. Community is a volunteer social organization with a $75/year contribution. We need a contingency to find home of choice for two weeks or longer depending on buyers timeline. 721 Black Forest Rd, Annapolis Listing courtesy of RE/MAX Executive. Contact: (443) 292-9250