Annapolis Homes with Pool

Welcome to this beautiful 2 Bedroom + Den, 2 Bath condo in N Haven Cove of Heritage Harbour. This inviting home is a popular floor plan with a spacious, updated eat-in kitchen, attached one car garage and is very well maintained. A vibrant 55+ community offering an exceptional lifestyle and an array of amenities including golf, tennis, pickleball, canoe and kayaking, plus The Lodge featuring indoor and outdoor pools, fitness facilities, library, card room and more. Conveniently located between Baltimore and Washington, DC with easy access to BWI airport.

2514 N Haven Cove Unit #102, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$349,000

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

$299,900

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! Furniture can be sold with the unit as well for a turn-key option if the buyer(s) are looking for that. Please inquire!

20 Greystone Ct Unit #I, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$775,000

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

$344,900

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:

$269,900

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

$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:

$610,000

Come and discover the charm of this beautifully renovated ranch-style home in Hillsmere Estates, where modern comfort meets serene living. Step in to this warm and inviting retreat, featuring solid hardwood flooring on the main floor. With four spacious bedrooms and three full bathrooms, this home is designed to accommodate your lifestyle needs. The cozy and newly updated fireplace in the living room creates a perfect ambiance for gatherings, while the well-appointed kitchen is ready for your culinary adventures along with plenty of cabinets and counter space. Feel free to gather around the kitchen island or in the bright and cheerful dining area. The main floor also includes a bonus sunroom/ family room when you need extra space for game room adventures or to kick your feet up for some quiet time. The fully finished basement offers plenty of room for relaxation in your bedroom/office along with a family room for entertaining and the convenience of a full bathroom. The basement also includes a kitchenette space that can easily be converted to a full kitchen with a laundry area as well as a plentiful amount of storage to store your tools and toys. 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:

$2,795,000

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

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!

23 Hull Ave, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$335,900

4 Beds ⋅ 4 Baths

57 Gentry Ct, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454

$669,000

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

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

$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

$475,000

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

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

$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

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:

$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

$644,900

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

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:

$440,000

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

$599,000

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

$257,000

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:

$825,000

*****OPEN HOUSE CANCELED******** 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

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

$1,285,000

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

$1,525,000

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:

$355,000

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

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

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

$680,000

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

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

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

$595,000

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:

$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

$575,000

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

$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

$359,000

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

$540,000

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:

$480,000

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