Refine Search
Sort by
15 Copley Ct, Annapolis
$349,900
2 Beds ⋅ 2 Baths
Instant equity! This home recently appraised at $375,000 and is offered at $349,900, giving you over $25,000 in built-in value from day one. Welcome to 15 Copley Ct, a 2 bedroom, 1.5 bath townhouse ideally situated in one of Annapolis’s most convenient locations, with easy access to historic Downtown Annapolis, the U.S. Naval Academy, and Westfield Annapolis Mall. The HOA amenities make this neighborhood special, with TWO community pools and a pickleball court to keep you active and social close to home. Inside, new carpet runs throughout the upper level and basement, and the major mechanicals are in great shape, including an HVAC system that’s only 2 years old. Schedule your showing today!

15 Copley Ct, Annapolis

Listing courtesy of RE/MAX Excellence Realty. Contact:

926 Perry Landing Ct, Annapolis
$589,000
3 Beds ⋅ 3 Baths
Exceptional Value in Heritage Harbour – Spacious, Move-In Ready Villa! Discover an exceptional opportunity to own one of the most desirable villa models in Heritage Harbour, Annapolis’ premier 55+ community. Offering over 2,100 square feet of living space, this beautifully refreshed home combines comfort, convenience, and outstanding value. Freshly painted throughout with brand-new flooring and carpeting, this move-in-ready villa features soaring ceilings and a bright, open layout. Designed for easy main-level living, the home offers a spacious primary suite with a private bath, along with a convenient powder room for guests. The generously sized kitchen features a center island and plenty of room for gathering. The adjoining family room opens directly to a private patio, perfect for morning coffee, outdoor dining, or simply relaxing. A charming covered front porch provides another inviting space to enjoy the neighborhood. Upstairs, you'll find two generously sized bedrooms with ample closet space and a full bath, offering flexibility for guests, a home office, or hobbies. A one-car garage provides additional storage and everyday convenience. Experience the exceptional lifestyle Heritage Harbour is known for, with a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails, and an active calendar of social events and activities—all just minutes from the shopping, dining, and charm of downtown Annapolis. With its spacious floor plan, desirable main-level living, recent updates, and exceptional value, this villa is an opportunity you won't want to miss. Schedule your private showing today!

926 Perry Landing Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

584 Wayward Ct, Annapolis
$544,000
4 Beds ⋅ 2 Baths
Nestled in the serene community of Rolling Knolls, this exquisite split foyer home offers a harmonious blend of modern luxury and timeless comfort. With a major renovation completed in 2019, every corner of this residence has been thoughtfully designed to create an inviting atmosphere that feels like home. Step inside to discover a spacious layout that seamlessly integrates living and dining areas, perfect for both intimate gatherings and entertaining guests. The heart of the home features a well-appointed kitchen with ample table space, ideal for casual meals or morning coffee. The kitchen is equipped with high-end stainless appliances, including a sleek electric oven/range, a dishwasher for effortless cleanup, and convenient upgrades, ensuring that every need is met with ease. Natural light pours through the thoughtfully placed windows, double sliders to the back yard add greenery inside, enhanced by an elegant bay window, that add a touch of light and breeze. The large family room in the lower level has a fireplace and a 4th bedroom, currently an office. The mantel provides a perfect spot for personal touches, making this space truly your own. Primary bath with a tub shower serves the primary bedroom. Outside, the property is situated on a peaceful cul-de-sac, offering a sense of privacy and tranquility. The outdoor space includes a charming patio, perfect for al fresco dining or simply enjoying the beauty of nature. With off-street parking available, convenience is at your fingertips. Experience the perfect blend of modern amenities and classic charm in this charming Rolling Knolls residence. The elementary school is right up the street, making it a breeze to get there in a jiffy, or walk there. Annapolis boasts water sports, parks & recreation are within the community, and you'll enjoy the lifestyle here!

584 Wayward Ct, Annapolis

Listing courtesy of Executive Choice Realty. Contact:

5 Park Pl Unit 531, Annapolis
$399,900
1 Beds ⋅ 1 Baths
Welcome to low-maintenance living at 5 Park Place, Unit 531, located in the heart of Annapolis. Built in 2007, this pristine, one-level condominium features one bedroom, one full bathroom, an open living and dining area, and gleaming blonde hardwood floors throughout. The updated kitchen includes a gas stove and stainless steel appliances, with the refrigerator and dishwasher installed in December 2020. Additional highlights include an HVAC system purchased in 2025, natural gas service, in-unit washer and dryer, economical monthly utility bills, and a deeded parking space. A true standout is Park Place’s impressive collection of resort-style amenities, including an outdoor pool, fitness center, billiard room, club and party rooms, meeting room, picnic area, dog park, and outdoor lounge spaces. Beautifully landscaped grounds and inviting gathering areas create a vibrant community with plenty of opportunities to relax, socialize, and stay active. Enjoy the perfect combination of comfort, convenience, and amenity-rich living in one of Annapolis’s desirable communities, just moments from the city’s dining, shopping, and waterfront attractions!

5 Park Pl Unit 531, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

204 S Villa Ave, Annapolis
$1,395,000
4 Beds ⋅ 4 Baths
Discover an exceptional blend of sophisticated design, resort-inspired living, and everyday convenience in this beautifully appointed Annapolis residence. Tucked along a quiet street yet remarkably close to everything that makes Annapolis so desirable, this distinctive home offers the perfect balance of privacy and accessibility. From the vibrant restaurants, boutiques, and waterfront attractions of Historic Downtown Annapolis to the charm of nearby neighborhoods and marinas, the very best of the Annapolis lifestyle is just moments away. Designed with both elegant entertaining and comfortable everyday living in mind, the home welcomes you with striking architectural details, beautifully curated finishes, and thoughtfully designed spaces throughout. The main level features gracious formal living and dining areas, complemented by a butler's pantry that makes hosting effortless. At the heart of the home, a beautifully appointed kitchen opens seamlessly to the casual dining area and inviting family room, where accordion glass doors overlook the backyard retreat with serene pool as the focal point The outdoor living experience is truly exceptional. A stunning private pool serves as the centerpiece of a beautifully designed backyard, framed by lush landscaping and mature greenery that create a wonderful sense of seclusion. An expansive covered patio with comfortable lounging and dining areas, ceiling fans, and a fully equipped outdoor kitchen provides the perfect setting for everything from leisurely summer afternoons to memorable evenings entertaining family and friends. The seamless connection between the interior living spaces and poolside retreat creates an atmosphere reminiscent of a private luxury resort. Upstairs, an open loft with a bar area provides an additional gathering space, ideal for relaxing or entertaining or can easily be transformed into an additional bedroom and bath. The luxurious primary suite offers a peaceful escape, complete with an expansive walk-in closet and beautifully appointed spa-inspired bath featuring a curbless walk-through shower. A private balcony overlooking the pool adds another inviting place to unwind. Two additional bedrooms share a well-appointed full bath, offering comfortable accommodations for family or guests. The finished lower level provides remarkable versatility, with a spacious living room, kitchenette, bedroom, and full bath creating an ideal arrangement for extended family, overnight guests, or multigenerational living. A dedicated wine cellar adds a sophisticated touch, while an additional bonus room, currently utilized as a conference room, offers endless possibilities as a private home theater, media lounge, or recreation space. With its elegant interiors, exceptional outdoor amenities, and peaceful setting just minutes from the energy and excitement of Annapolis, this remarkable residence offers an extraordinary opportunity to experience luxury living without compromising convenience. Welcome Home!

204 S Villa Ave, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

708 Sydney Ter, Annapolis
$700,000
3 Beds ⋅ 3 Baths
Welcome to 708 Sydney Terrace in Heritage Harbour, a sought after 55+ community in Annapolis! This spacious two level home features 3 bedrooms and 3 full baths, with beautifully updated spaces and a flexible layout. The heart of the home is the recently renovated kitchen, complete with white cabinetry, granite countertops, stainless steel appliances, and a breakfast bar. Just off the kitchen, the two story family room provides a comfortable gathering space, with a door leading to the sunroom and adjoining covered patio, perfect for relaxing or enjoying your morning coffee. The main level primary suite features two walk in closets and a newly renovated private bath! Upstairs, you will find an open loft overlooking the family room as well as the third bedroom, full bath, and a large storage closet! Living in Heritage Harbour means there is always something to enjoy, whether you prefer a swim in the indoor or outdoor pool, a workout, a round of golf, or a game of tennis or pickleball. The community also offers plenty of ways to unwind and connect with neighbors, from the clubhouse, library, and game rooms to hobby spaces, social events, and organized activities. Enjoy the outdoors with waterfront access to the South River, kayaking, boating, and more. With so much to do right in the neighborhood and shopping, restaurants, and downtown Annapolis just a short drive away, you can enjoy an active, social lifestyle while still having a comfortable place to call home!

708 Sydney Ter, Annapolis

Listing courtesy of The KW Collective. Contact:

2556 N North Haven Cv, Annapolis
$499,900
2 Beds ⋅ 2 Baths
JUST HIT THE MARKET! Be in your new home by Christmas! Don't miss this rare opportunity to own a beautifully maintained one-level, brick front villa in the highly sought-after 55+ community of Heritage Harbour! Offering the perfect blend of comfort, convenience and low-maintenance living, this 2-bedroom, 2-bath home features an attached one-car garage with a door to the back and a peaceful setting backing to woods. Inside, you'll appreciate the ease of single-level living and the confidence of knowing the home's major systems have already been updated, allowing you to move in and simply enjoy your new lifestyle. Updates include a NEW shower in the Primary Bath, HVAC & water heater installed 2 years ago, Trex deck & Roof 5 years,updated Kitchen with matching white appliances. Oak kitchen cabinets painted a pastel yellow. Large 21' x 11' Living Room spillsinto the Dining "L" with chair rail molding. Den off the Living Room with French Doors & an Andersen slider to the Trex Deck that looks out on the woods. Step outside and discover why Heritage Harbour is one of Annapolis' most desirable active adult communities. Residents enjoy an incredible array of amenities including a championship golf course, fitness center, clubhouse, indoor and outdoor pools, tennis and pickleball courts, walking trails, boating opportunities with water access, and a vibrant calendar filled with clubs, classes, social events, concerts, and activities designed to keep you as active and engaged as you choose. Whether you're looking to relax in a tranquil setting, spend your days on the golf course or the water, or connect with friends and neighbors through an unmatched social lifestyle, this home offers it all. Opportunities like this don't come along often—schedule your showing today before this just-listed gem is gone! Please note there is a water/sewer assessment that is expected to start in January 2027. All water/sewer lines in the street and leading to each home in the Heritage Harbour Condominiums were replaced and the County will be assessing each homeowner a fee to be determined. One time, up front, Capital Contribution fee of $2,000 due at closing. This is a condominium so the owner is only responsible for a small circumference of land surrounding the home where they can plant and tend shrubs and flowers. Condo Association cares for the rest of the grass, leaf removal, tree trimming, snow removal.

2556 N North Haven Cv, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

1193 Hampton Rd, Annapolis
$617,000
4 Beds ⋅ 2 Baths
A must-see on Hampton Road, in the heart of Cape St. Claire! Extensively renovated in 2013 and complemented by numerous recent improvements, this bright and airy 4-bedroom, 2-full-bath home offers a refreshing departure from traditional split-foyer designs. The open-concept main level connects the living room, dining area, and spacious kitchen, creating a welcoming gathering space for everyday living and entertaining. The kitchen features quartz countertops, a large center island with Pottery Barn pendant lighting, stainless steel appliances, and an oyster-style backsplash. A double oven, dishwasher, garbage disposal, and five-stage reverse-osmosis water filtration system were updated in 2024. A generously sized primary bedroom and two additional bedrooms share a remodeled full bathroom with a tub/shower combination. The finished walkout lower level offers flexible living space, including an oversized fourth bedroom, a recreation room with direct access to the covered patio and expansive, level backyard, and a finished laundry room with tiled flooring and additional storage. The fully floored attic provides additional storage space and includes blown-in insulation and shelving. Outdoor living is equally appealing, with a covered deck and patio overlooking the spacious, flat 10,500 sq ft lot. The driveway accommodates up to seven vehicles, while a large storage shed with ramp (10' x 16') and an additional storage area beneath the deck provide ample room for tools, equipment, and seasonal items. The cedar swing set and trampoline convey, adding even more enjoyment to the backyard. Significant updates include a roof replacement in 2022, bedroom and living room windows replaced in 2025, and a new water heater in 2025. The well pump was replaced in 2020 and the pressure tank in 2021. Central HVAC and an owned water-treatment system add everyday comfort and convenience. Maintained as a smoke-free, pet-free household with allergy-conscious living in mind, this home reflects years of continued care and investment. The Hampton Road location offers sidewalk access to both the elementary and high schools, with local shopping and recreation also within walking distance. Residents of Cape St. Claire enjoy private community beaches, marinas, kayak storage, powerboat docks, fishing piers, boat ramps, playgrounds, and a clubhouse available for private rentals. Nearby recreational options include walking trails, sports fields at Cape St. Claire Park, and the Cape St. Claire Swim Club with its competitive swim team. Fairwinds Marina provides additional boating conveniences. Just a short walk away, the community shopping center offers Graul’s Market, a hardware store, casual dining, and a variety of shops. With its distinctive open layout, extensive updates, generous outdoor space, and access to Cape St. Claire’s waterfront amenities, this home offers a wonderful combination of comfort, convenience, and community.

1193 Hampton Rd, Annapolis

Listing courtesy of Redfin Corp. Contact:

1907 Mackiebeth Ct, Annapolis
$1,499,000
5 Beds ⋅ 5 Baths
Welcome to 1907 Mackiebeth Court, an exceptional new construction home in the established Twin Hills neighborhood of Annapolis. Offering over 5,000 square feet of finished living space on a private 1.4-acre lot backing to a wooded area, this 5-bedroom, 4.5-bathroom home presents a rare opportunity in the Annapolis market. Built by local builder Howmar Homes, the property showcases craftsmanship, thoughtful design, and premium finishes that go well beyond typical builder-grade construction. The light-filled main level features an open floor plan centered around a gourmet kitchen with quartzite countertops, an oversized island, and premium Samsung & Maytag appliances. The kitchen flows seamlessly into the family room with 10-foot ceilings and a gas fireplace, while the morning room and expansive conservatory provide additional spaces for entertaining and everyday living. Upstairs, the spacious primary suite features a private sitting area, dual walk-in closets, and a luxurious bathroom with a soaking tub, walk-in shower, dual vanities, and separate water closets. Convenient upper-level laundry adds everyday practicality. The finished walkout lower level includes a large recreation room, fifth bedroom, full bathroom, and additional unfinished storage space. Outside, the expansive property offers plenty room to enjoy the outdoors. The approved grading plan includes an optional in-ground pool and patio space, offering exciting opportunities to further enhance the home's outdoor living spaces. Additional features include a side-entry three-car garage and a one-year builder warranty from Howmar Homes. With very few newly constructed homes in the Annapolis area offering this combination of finished square footage, acreage, and elevated craftsmanship, 1907 Mackiebeth Court is a truly unique opportunity. Enjoy the space and privacy of a large property just minutes from downtown Annapolis, waterfront attractions, shopping, and dining.

1907 Mackiebeth Ct, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

702 Genessee St, Annapolis
$500,000
3 Beds ⋅ 4 Baths
Assumable VA Loan at 3 1/8% and no HOA fees make this one a deal! A lovely duplex-style townhouse in the West Annapolis Elementary district that's move-in ready, but with tons of potential. Enjoy this fantastic location in the City of Annapolis, adjacent to the Navy Stadium, West Street, Route 50, and State Circle. This light and bright home has a renovated kitchen, fresh paint, and new carpet. The upper level offers a primary bedroom suite with a private bathroom and walk-in closet, in addition to two more bedrooms, and a second bathroom. The backyard is fully privacy fenced and connects to the walk-out basement. The finished basement offers many opportunities as a rec room, office space, or guest area. The large stamped concrete patio and mature trees make a perfect oasis for morning coffee. Parking is easy, with your own generous driveway space, plus additional street parking on this dead-end lane.

702 Genessee St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

104 Vanguard Ln, Annapolis
$560,000
3 Beds ⋅ 4 Baths
Welcome to 104 Vanguard, a bright and spacious 3 level townhome in the heart of Annapolis, nestled in the gated community of Village Greens. Enjoy shopping, dining and entertainment just steps from your front door. This beautifully maintained home is perfect for everyday living and entertaining alike. The entry level features a two car garage, a half bath, and flex space perfectly suited for a home office or recreation room. The main level includes a gourmet kitchen with granite countertops, stainless steel appliances, a large island with breakfast bar, and dining room that leads to a deck that is perfect for grilling, entertaining, or just relaxing. Rounding out this level is a family room that overlooks the community recreation area and an additional half bath. Upstairs are two generously-sized guest bedrooms, a guest bath, a laundry closet, and a sumptuous primary suite with spacious walk in closet and primary bath with dual vanities. Minutes from Eastport, Annapolis, the Naval Academy, and Quiet Waters Park, this home offers an unparalleled lifestyle with the added comfort of a gated community. Easy access to Rtes. 50 and 97 gives you plenty of commuting options to the Baltimore and DC areas. Come enjoy all that Annapolis has to offer. Your new lifestyle awaits! Welcome Home!

104 Vanguard Ln, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

1759 Ebling Trl, Annapolis
$699,900
4 Beds ⋅ 3 Baths
Community Amenity Photos Coming Soon! Welcome home to this charming 4-bedroom, 2.5 bath home on a spacious, flat, fenced-in, corner lot in the heart of Epping Forest. Thoughtfully refreshed throughout, the home features recently refinished solid hardwood floors, freshly painted rooms and kitchen cabinets in a light, coastal-inspired palette, updated light fixtures, a custom built-in bench seating with storage in the dining room and convenient storage cubbies inside the front entrance. The eat-in kitchen features a portable island and extra-large pantry - perfect for entertaining! NEW ROOF WILL BE INSTALLED PRIOR TO SETTLEMENT. Step through the brand-new sliding door onto the spacious, refinished deck overlooking a newly fenced-in backyard. In spring and summer, you will find yourself surrounded by lush trees, birdsong and the sounds of coastal living. As the leaves fall, enjoy seasonal water views of the Severn River from the back of the property. Additional features include a fully finished walk-out basement with ample storage, recreation room with wood burning fireplace, a bonus room, half bath and custom work bench. A covered, waterproof carport is located off the walk-out basement under the deck. For the boating enthusiasts, the Severn River is practically at your doorstep. Just a two-minute walk down the road, a private mooring ball is located at Drevar Park and Beach which is suitable for a boat up to 20 feet -- making it easy to turn an afternoon on the water into part of your everyday lifestyle. The Epping Forest lifestyle in Annapolis is amazing! Within a five-minute walk, enjoy access to the brand-new marina, two beaches, parks, tennis, pickleball and basketball courts, a kids camp, chapel with weekly service (10-minute walk), clubhouse with restaurant/bar and party rooms that are available to rent. The clubhouse hosts private gatherings and beloved neighborhood traditions such as the annual Oyster Roast, Fourth of July and Labor Day events. Spend summer days on the Severn, take a stroll down to your boat, head to the beach or simply relax on the deck. Epping Forest is a community to enjoy year-round. Only minutes to commuter routes and downtown Annapolis. Special tax district - the fee is included in the property tax bill.

1759 Ebling Trl, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact:

no property photo
$469,932
3 Beds ⋅ 3 Baths
Welcome to 2006 Puritan Terrace in the desirable Windgate community of Annapolis! This spacious three-level townhome offers 3 bedrooms, 2.5 baths, and approximately 1,800+ square feet of finished living space, providing the perfect combination of comfort, functionality, and convenience. The main level features an inviting living room and a generous eat-in kitchen with a center island, adjoining dining area, and sliding glass doors leading to a spacious rear deck overlooking a wooded setting and community walking path. Upstairs, you'll find three comfortable bedrooms, including a primary suite with a private bath and walk-in closet. The finished lower level provides additional living and entertaining space with a cozy gas fireplace, along with a separate laundry area and storage space. Two assigned parking spaces add everyday convenience. Enjoy the Windgate community's walking paths and playground, all within easy reach of downtown Annapolis, shopping, restaurants, major commuter routes, and everything the Annapolis lifestyle has to offer. A wonderful opportunity to enjoy spacious townhome living in a convenient Annapolis location. Schedule your showing and come see the possibilities!

2006 Puritan Ter, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

994 Hillendale Dr, Annapolis
$575,000
4 Beds ⋅ 3 Baths
Updated, inviting, and ready for its new owner! This Cape St. Claire split foyer offers four bedrooms, three full bathrooms, and a modern open layout designed for everyday living and entertaining. The kitchen features upgraded countertops and stainless steel appliances, flowing seamlessly into the living and dining areas with easy access to a brand-new rear deck. The main level includes a primary suite with a private bathroom, an additional bedroom, and a full hall bathroom. Downstairs, enjoy a spacious family room with a brick wood-burning fireplace, two additional bedrooms, and another full bathroom. Situated on a generous corner lot with water views from the front, the property also offers a private driveway and convenient access to the local grocery store, sports fields, and neighborhood amenities. Enjoy the Cape St. Claire lifestyle with community beaches, parks, playgrounds, three community pier facilities, and boating opportunities. Boat slips are subject to availability, fees, and community requirements. Motivated seller welcomes all offers. Schedule your showing and make this your next home!

994 Hillendale Dr, Annapolis

Listing courtesy of LPT Realty, LLC. Contact:

700 Mount Alban Dr, Annapolis
$699,000
4 Beds ⋅ 3 Baths
Welcome home to this great four bedroom, two and a half bath Colonial in the amenity abundant Cape St Claire subdivision. The gleaming hardwood floors throughout have just been refinished and are in every room but the basement and baths. So much room to spread out from the family room with a wood burning fireplace and slider to the sunroom, through the kitchen to the formal dining room or the front large living room. The modern kitchen has stainless appliances and sleek countertops. Upstairs find a large primary bedroom with attached full bath, and three other bedrooms share the hall bath. The basement is a clean slate waiting for a vision to finish the large space. Park in the oversized two car garage, or the driveway with space for four more cars. Reverse Osmosis water treatment system installed 2021 and roof replaced 2022.*****Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Minutes from Downtown Annapolis and easy access for commuter routes to Washington, Baltimore, or Ft Meade.****Be sure to check out the interactive floor plan tour****

700 Mount Alban Dr, Annapolis

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

765 Fairview Ave Unit 765 C, Annapolis
$399,900
2 Beds ⋅ 2 Baths
Open House Today 10/17 Noon-2pm. Rarely Available, Beautifully Redesigned 2 Bedroom, 2 Full Bath Condo in Severn House! Enjoy the best of Annapolis waterfront living in this beautifully updated condo, featuring two spacious bedrooms, each with en suite bathrooms, and the added convenience of a private, in-unit washer and dryer! The remodeled kitchen boasts maple cabinetry and stainless steel appliances, while fresh paint throughout creates a bright, welcoming atmosphere. The open living and dining areas flow seamlessly onto a large private balcony with partial water views—perfect for relaxing and unwinding. Heat and gas are included in the condo fee! Severn House offers an exceptional waterfront lifestyle with wonderful community amenities, including a waterfront swimming pool, expansive patio deck, EV charging stations, and a covered portico overlooking scenic Back Creek. Enjoy peaceful morning walks or evening strolls along the waterfront promenade while taking in beautiful views of the marina. Location, location, location! Nestled in a tranquil waterfront setting, Severn House is just a short walk from Eastport's popular restaurants, shops, and yacht clubs, with downtown Annapolis and the U.S. Naval Academy nearby. For an extra-special Annapolis experience, hop aboard the seasonal water taxi, which stops at Severn House, and enjoy a scenic ride into downtown! Convenient access to Routes 50 and 97 makes traveling to Baltimore, Washington, D.C., and area airports a breeze. Whether you're searching for a weekend retreat or a full-time residence, this beautifully updated condo offers the perfect combination of comfort, convenience, and the Annapolis waterfront lifestyle!

765 Fairview Ave Unit 765 C, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact:

614 Edwards Rd, Annapolis
$528,000
4 Beds ⋅ 2 Baths
Nestled in the beautifully set water-access community of Beechwood on the Burley, this delightful home offers a wonderful blend of comfort, functionality, and outdoor living. Featuring approximately 1,508 square feet of thoughtfully designed living space, inviting outdoor areas, and an attached garage, this home is well suited for both everyday living and entertaining. Inside, you’ll find an open-concept layout with hardwood flooring on the upper level. The freshly painted interior features a spacious primary bedroom with en-suite bath, three additional bedrooms, a hall bath, and a finished lower-level family room—providing flexible space for relaxation, guests, work, or play. The kitchen is equipped with stainless steel appliances, all new in September 2026, including a refrigerator with ice maker, range with warming zone and self-cleaning oven, and dishwasher. Recent major improvements provide added peace of mind, including a heat pump and roof installed in 2023 and a new water heater and sump pump installed in 2026. Step outside to enjoy the impressive backyard, situated on a generous, level 0.28-acre lot. The approximately 37' x 12' recently stained deck offers plenty of room for outdoor dining, entertaining, relaxing, and enjoying the surrounding yard. The attached garage provides more than just covered parking, with a workbench, pegboards, and storage shelving offering excellent space for projects, hobbies, and organization. There is also ample off-street and street parking. Enjoy the community amenities this peaceful suburban neighborhood has to offer, including convenient access to the waterfront pier and slips, kayak racks, and playground (community waitlists apply). These amenities, along with the neighborhood’s lovely setting, make Beechwood on the Burley a special place to call home. The location is also just a short drive to Sandy Point State Park, as well as additional local parks, bike paths, marinas, shops, restaurants, Historic Annapolis, the U.S. Naval Academy, and RT 50. The home is also located within the Windsor Farm Elementary attendance area too! Comfortable, well maintained, and surrounded by opportunities to enjoy the outdoors, this home offers a wonderful combination of space, community, and lifestyle—all in a beautiful natural setting. Don’t miss out on this opportunity for an attractively priced home, conveniently located south of RT 50, with multiple routes to Annapolis and points west as well as points east. Please Note: Voluntary association fee is $50/year to Burley Creek Community Association.

614 Edwards Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

19 Belvedere Ct, Annapolis
$375,000
3 Beds ⋅ 3 Baths
Welcome to 19 Belvedere, an inviting end-unit townhome ideally situated in the desirable Copperwood community in The Landings. Offering three bedrooms, two full baths, and one half bath, this home combines comfortable living with an exceptional Annapolis location. Fresh paint and new carpeting provide a bright, refreshed interior, while a wood-burning fireplace adds warmth and character to the living space. The true highlight is the location and lifestyle. Residents of The Landings enjoy great community amenities, including two swimming pools, pickleball courts, and walking trails complete with convenient dog waste stations. Just beyond the neighborhood, Truxtun Park and the Pip Moyer Recreation Center offer even more opportunities for outdoor recreation, fitness, and leisure. Enjoy the convenience of strolling to nearby Clock Tower Place, home to neighborhood favorites including Grapes Wine Bar, Tastings Gourmet Market, and Sweet Hearts Pâtisserie. Whether meeting friends for a glass of wine, picking up gourmet provisions, or enjoying a morning pastry, some of Annapolis’s favorite local destinations are steps from your doorstep. Just minutes from historic Downtown Annapolis, shopping, dining, and major commuter routes, The Landings offers the perfect balance of neighborhood charm, recreation, and everyday convenience. An outstanding opportunity to enjoy the best of the Annapolis lifestyle in a welcoming, amenity-rich community.

19 Belvedere Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

908 Windwhisper Ln, Annapolis
$499,000
3 Beds ⋅ 3 Baths
Welcome to a rare opportunity in sought-after Mariners Point! One of the largest residences in the community, this spacious 3-bedroom, 2.5-bath townhome offers an exceptional combination of generous living space, thoughtful updates, and an expansive backyard nestled against a private, tree-lined setting. Step inside to a beautifully renovated kitchen featuring all-new appliances and brand-new flooring, giving the home a fresh, updated feel that’s truly move-in ready. A cozy fireplace brings warmth and character to the main living area, while a staircase leads to an airy upper-level loft overlooking the space below. Upstairs, the spacious owner’s suite is enhanced by high ceilings, creating an open and inviting retreat. Outdoor living is equally appealing, with a sizable backyard, patio, and deck overlooking mature trees—an ideal setting for entertaining, outdoor dining, or simply relaxing in peaceful surroundings. Two driveway parking spaces add everyday convenience. Mariners Point offers a welcoming community atmosphere with a neighborhood pool and clubhouse just a short walk away, almost next door. As an added benefit, the HOA includes exterior painting every five years, helping to keep the home beautifully maintained with less exterior upkeep for the homeowner. The location is hard to beat—just minutes from Downtown Annapolis and convenient to shopping, dining, public transportation, and major commuter routes, including Forest Drive and Route 665. Everyday essentials are close at hand, with nearby shopping center and services within easy reach. Outdoor enthusiasts will love being just blocks from beautiful Quiet Waters Park, with its scenic trails, waterfront views, recreational amenities, and abundant green space. And for those drawn to the water, Chesapeake Harbour and nearby waterfront destinations are just minutes away. With its spacious floor plan, beautifully updated interior, generous outdoor space, and convenient Annapolis location, this exceptional Mariners Point home offers a rare opportunity to enjoy comfort, convenience, and the best of the Annapolis lifestyle.

908 Windwhisper Ln, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

996 Headwater Rd, Annapolis
$950,000
4 Beds ⋅ 4 Baths
COMING SOON! Beautifully refreshed waterfront colonial on a cul-de-sac, now offered with a substantial price improvement. Every inch shines with all-new interior and exterior paint, refinished hardwoods, and all-new carpeting. Main level kitchen has been upgraded with a new GE stainless steel appliance suite, combined with a family room that opens onto a deck with views of the creek, fire circle, playset area, and your own private pier with a boat slip. Main level mud room with laundry, built-in storage, and side entrance. Second level features a primary bedroom with a private balcony, upgraded fixtures in the primary and hall bathrooms, and three additional bedrooms. The fully-finished walkout lower level features granite counters, heated ceramic floors, a built-in electric fireplace, a second kitchen, and a spa bath with a second laundry room—perfect for guests or income potential. Enjoy maximum versatility and serenity minutes from Downtown Annapolis and the Naval Academy! Assumable first mortgage available at 3.25%. Additional professional pics forthcoming

996 Headwater Rd, Annapolis

Listing courtesy of Taylor Properties. Contact:

30 Woodlawn Ave, Annapolis
$639,000
2 Beds ⋅ 1 Baths
Charming Homewood cottage with numerous recent updates! This property is located on a partially secluded lot bordering city-owned, undevelopable land encompassing the headwaters of College Creek. Enjoy a peaceful setting on the back deck with a sense of privacy, all while being conveniently located near downtown Annapolis, shopping, dining, and local amenities. Recent improvements include a newer hot water heater, HVAC system, appliances, windows, newly renovated bathroom, insulation, asphalt driveway, hardscape walkway and retaining wall. A detached finished shed with dedicated electric offers flexible space with the potential to serve as a private home office, studio, or hobby space. This delightful cottage combines classic charm, thoughtful updates, and a convenient Annapolis location! Don't miss this one!

30 Woodlawn Ave, Annapolis

Listing courtesy of Compass. Contact:

130 Great Lake Dr, Annapolis
$650,000
4 Beds ⋅ 3 Baths
SOMETHING SPECIAL IS COMING TO HILLSMERE SHORES! Get ready to fall in love with 103 Great Lake Drive, an exciting new opportunity in one of Annapolis' most sought-after waterfront communities! Offering wonderful versatility and inviting spaces designed for both everyday comfort and effortless entertaining, this home features 2 fireplaces, a fabulous deck perfect for outdoor gatherings, and a separate in-law, nanny, or au pair suite that provides exceptional flexibility for extended family, guests, or multigenerational living. Imagine cozy evenings beside the fire, summer dinners under the stars, and weekends enjoying everything that makes Hillsmere Shores so special—including its beautiful community beach, marina, pool, and vibrant waterfront lifestyle. All just minutes from Historic Downtown Annapolis, shopping, dining, and everything the Chesapeake Bay region has to offer. A home with character, flexibility, and an address you'll love. More details and photographs coming soon. STAY TUNED!

130 Great Lake Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

700 N Holly Dr, Annapolis
$799,900
4 Beds ⋅ 3 Baths
Discover the possibilities of waterfront living at 700 N Holly Drive in Annapolis! Set on approximately 0.68 acres in the established community of Amberley, this four-bedroom, two-full-and-one-half-bath home pairs a peaceful setting along Whitehall Creek with comfortable living spaces and room to make it your own. Mature trees and water views create an inviting backdrop for everyday living, outdoor entertaining, and relaxing weekends at home. The bright kitchen features gray cabinetry, recessed lighting, generous counter space, and a breakfast area overlooking the surrounding greenery. A spacious family room offers a welcoming gathering place with a gas fireplace, brick surround, and built-in cabinetry. Step outside to the screened-in rear porch, where lovely water views create the perfect setting for morning coffee, casual dining, or unwinding at the end of the day. A separate dining room provides space for entertaining, while main-level laundry and a powder room offer everyday convenience. Upstairs, the primary bedroom includes plantation shutters, a walk-in closet with an organization system, and a private bath with a tiled shower. Three additional bedrooms and a full hall bath with a tub/shower combination complete the upper level. The unfinished basement provides valuable storage and opportunities to explore future improvements. An attached two-car garage and additional driveway parking add practicality to the property. Outside, the spacious grounds and brick patio offer room for gathering, gardening, and enjoying the natural surroundings. Whether you envision outdoor dinners, quiet afternoons overlooking the creek, or personalizing the landscape, this property provides a beautiful starting point. Amberley’s amenities further complement the waterfront lifestyle, with three community piers, kayak and dinghy storage racks, a kayak launch pier, a boat ramp, and more than 15 acres of forest and field with a walking trail. Community boat-slip privileges are coordinated through the association’s Pier Committee and carry a separate annual maintenance fee. Bring your vision and personal touches to this Annapolis waterfront home and create a retreat to enjoy for years to come. Schedule your showing today!

700 N Holly Dr, Annapolis

Listing courtesy of Winning Edge. Contact:

How much is your home worth?

Get instant property value now!