Refine Search
Sort by
$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

$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

$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

$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

$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

$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

$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

$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

$1,351,875
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

$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

$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

$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

$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

$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: