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100 Vanguard Ln, Annapolis
$575,000
4 Beds ⋅ 5 Baths
Enjoy four levels of thoughtfully designed living in this brick-front townhome in the gated Village Greens community of Annapolis. The spacious main level offers an open kitchen, dining, and living area designed for comfortable everyday living and effortless entertaining. The kitchen features granite countertops, a tile backsplash, stainless steel appliances, a double oven with gas range, center island, and bar seating. An indoor-outdoor gas fireplace creates a warm focal point from both the interior living space and the deck, adding inviting ambiance throughout the seasons. Formal living and dining areas, flexible recreation space, and a half bath complete this level. Upstairs, the primary suite includes a walk-in closet and private bath with dual sinks, a separate water closet, and walk-in shower. Two additional bedrooms, a full hall bath, and conveniently located laundry provide added functionality. The fourth level offers another generously sized bedroom with a walk-in closet, two skylights, and an ensuite full bath. The entry level provides even more flexible living space, well suited for a home office, fitness area, recreation room, or other everyday needs. This level also includes a half bath, storage, and access to the attached two-car garage. Community amenities include a pool, fitness center, and cyber workspace. The location offers convenient access to the restaurants, shopping, entertainment, and recreation found throughout downtown Annapolis, Eastport, and Quiet Waters Park. With generous living space across four levels, flexible rooms, inviting indoor and outdoor features, and convenient community amenities, this home offers plenty to experience in person. **Photos may be virtually staged**

100 Vanguard Ln, Annapolis

Listing courtesy of Keller Williams Realty. Contact:

7428 Bluffs Ln Unit C2, Annapolis
$740,000
2 Beds ⋅ 2 Baths
Exceptional one-level waterfront condo living at 7428 Bluffs Lane, Unit C2. Tucked away in a secluded 11-unit community on a private road, this beautifully updated home offers ground-level entry with no stairs, ample parking and boasts a breathtaking private balcony and living room/kitchen/dining space views of Back Creek. Step through the foyer and immediately take in the water, with a dramatic wall of windows and sliding doors spanning the back of the home and showcasing the ever-changing waterfront scenery from virtually every angle of the living spaces. From Blue Angels flyovers and Fourth of July fireworks to waterfront wildlife, stunning sunsets, paddle boarders and kayakers, the views are always captivating. The open floor plan features solid walnut hardwood floors, a dedicated dining area, kitchen island bar seating, recessed lighting, crown molding, a real wood-burning fireplace for colder months and a spacious kitchen with beautiful wood cabinetry, KitchenAid stainless steel appliances, gas cooking, a tile backsplash, abundant storage and under-cabinet lighting. Additional upgrades include energy-efficient windows and sliding doors, new designer interior doors throughout, elegant acrylic door knobs, Hunter Douglas custom top-down/bottom-up shades, California closets, a full-size front-loading washer and dryer and an HVAC system replaced in 2022. Both bathrooms have undergone stunning high-end renovations (2026). The hall bath evokes a modern nautical aesthetic with a striking deep-blue floating vanity, designer tiled walls and a soaking tub/shower with glass barn doors. The primary bath pairs exquisite tilework with a glass walk-in shower, heated floors, a TOTO washlet luxury toilet and a sophisticated midcentury-modern vanity in sage, complemented by matching linen storage and a Kohler hotel-style mirror. Outside, the expansive balcony with outdoor ceiling fans is an inviting retreat for morning coffee, sunset gatherings or simply soaking in the spectacular waterfront views. Boating enthusiasts will appreciate two community docks and 16 boat slips (8 deep-water slips) owned by the condominium association and assigned to individual units. The calm waters are ideal for paddle boarding, canoeing and kayaking, while the depth also accommodates larger powerboats and sailboats. Healthy condominium reserves add peace of mind. Combining impeccable bathroom renovations, effortless one-level living, an abundance of parking, boat slip privileges and an exceptional Annapolis waterfront setting, this special property offers a wonderful opportunity to enjoy the best of waterfront living!

7428 Bluffs Ln Unit C2, Annapolis

Listing courtesy of Keller Williams Realty. Contact:

303 Dreams Landing Way Unit 303, Annapolis
$424,900
2 Beds ⋅ 1 Baths
Welcome to Dreams Landing, one of Annapolis's most desirable water-privileged condominium communities. Offering beautiful views of the Severn River, this charming two-bedroom, one-bath residence combines the tranquility of waterside living with an exceptional collection of community amenities. Move-in ready and thoughtfully updated, the residence features hardwood flooring throughout, an updated kitchen with upgraded countertops, cabinetry, and stainless steel appliances, and a beautifully renovated bathroom with a walk-in shower. The primary bedroom offers comfortable space, while the versatile second bedroom is perfect for guests, a home office, or both. Perched along a hillside overlooking the Severn River, Dreams Landing offers a picturesque setting of the Severn River. At the heart of the community, a sparkling swimming pool is surrounded by two expansive decks with breathtaking, elevated views of the river. These inviting spaces provide the perfect backdrop for relaxing afternoons, entertaining friends, and enjoying the community's cherished social gatherings. Boating enthusiasts will appreciate the community marina, which offers slips for vessels of various sizes and convenient access to the Chesapeake Bay. Additional amenities include a fitness center, a woodworking shop, and a private storage unit included with the residence. Beyond its exceptional amenities, Dreams Landing is known for its welcoming atmosphere and strong sense of community. Whether spending the day on the water, relaxing poolside, or simply watching the boats pass along the Severn River, residents enjoy a lifestyle that captures the very best of Annapolis living. Experience the charm, convenience, and exceptional water privileges of Dreams Landing. Schedule your private showing today!

303 Dreams Landing Way Unit 303, Annapolis

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

1207 Mcguckian St, Annapolis
$1,475,000
4 Beds ⋅ 4 Baths
Luxury New Construction | A Lifestyle of Walkability, Elegance & Annapolis Charm. Don’t miss this exceptional opportunity to own a stunning new-construction home in the highly desirable Homewood neighborhood of Annapolis! With permits in hand and construction about to begin, there is still time to personalize select finishes and make this beautiful home your own. Offering three finished levels of thoughtfully designed living space, this residence delivers more than luxury living, it offers a lifestyle centered around comfort, connection, and the best of Annapolis right outside your door. Inside, 9-foot ceilings on every level and a bright, open-concept floor plan create an inviting sense of space. The gourmet kitchen is designed to impress, featuring 42-inch custom cabinetry, quartz countertops with a coordinating backsplash, stainless steel appliances, and an oversized island that seamlessly connects the dining area and spacious family room. A cozy gas fireplace creates a warm and welcoming gathering space, while sliding glass doors open to a private deck, perfect for morning coffee, evening cocktails, or entertaining friends. A stylish powder room and convenient mudroom with laundry space complete the main level. Upstairs, the expansive primary suite offers a peaceful retreat, complete with a generous walk-in closet and spa-inspired bath featuring a double vanity, soaking tub, and glass-enclosed shower. Two additional bedrooms and a well-appointed full bath provide comfortable accommodations for family and guests. The finished lower level expands the possibilities with a spacious recreation room, fourth bedroom, and full bath, ideal for hosting overnight guests, accommodating extended family, or creating a flexible space for work and leisure. Set along a charming, tree-lined street, this home captures the character of Homewood while offering the style, comfort, and convenience of modern construction. Here, the lifestyle is just as special as the home itself. Enjoy a leisurely walk to downtown Annapolis for waterfront dining, boutique shopping, coffee with friends, and evenings spent exploring the city’s vibrant historic district. With inviting green spaces, a welcoming neighborhood atmosphere, and convenient access to major commuter routes, you can enjoy the perfect balance of urban convenience and residential charm. With its exceptional design, flexible living spaces, and coveted walkable location, this is more than a place to call home, it’s an opportunity to embrace the Annapolis lifestyle. And with construction just getting underway, you may still have the opportunity to add your own personal touch.

1207 Mcguckian St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

50-H Hearthstone Ct Unit H, Annapolis
$315,000
3 Beds ⋅ 3 Baths
SPACIOUS THREE-LEVEL LIVING JUST MINUTES FROM DOWNTOWN ANNAPOLIS! Discover exceptional value over 1600 sq. ft. in this refreshed townhome-style condo, offering the space of a traditional townhome with the convenience of condo living. Freshly painted and finished with stylish luxury vinyl plank flooring on all three levels, this home has a cohesive, modern look that is easy to maintain. The roomy main level offers an eat-in kitchen, a great room for everyday living and entertaining, a convenient powder room, and access to a brick patio overlooking tranquil open green space. The second level features two generously sized bedrooms and a full bath, offering flexibility for guests or a home office. The entire top level is dedicated to an expansive Owner’s Suite, creating a private retreat complete with an oversized walk-in closet and a spacious ensuite bath featuring a soaking tub, separate shower, and double vanity. Enjoy the benefits of low-maintenance living with condo fees covering roof maintenance, fencing, lawn care, and access to the community pool and fitness center. Additional highlights include an HVAC system replaced in 2022, one reserved parking space, and an additional parking permit. LOCATION, SPACE, AND VALUE! Just minutes from the restaurants, shopping, waterfront attractions, and vibrant lifestyle of Historic Downtown Annapolis, this home offers an outstanding opportunity to enjoy generous living space without the upkeep of a traditional single-family home.

50-H Hearthstone Ct Unit H, Annapolis

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

1820 Baltimore Annapolis Blvd, Annapolis
$1,895,000
6 Beds ⋅ 5 Baths
Welcome to an exceptional private estate in St. Margaret's, where sophisticated living meets effortless indoor-outdoor entertaining. Tucked behind a gated entrance and set on beautifully landscaped grounds, this expansive residence offers an impressive blend of luxury, versatility, and thoughtful design. The main level welcomes you with a grand foyer, solid red oak hardwood floors, and a stunning two-story living room featuring a gas fireplace and custom built-ins. The gourmet kitchen is truly the heart of the home, showcasing Wolf and Sub-Zero appliances, quartz countertops, marble backsplash, Miele dishwasher, beverage refrigerator, walk-in pantry, and abundant custom storage. The adjacent all-seasons room, complete with a wood-burning stove, provides a warm and inviting space to relax year-round. The main-level primary suite is a private retreat with its own gas fireplace, dual custom walk-in closets, built-in safe, and spa-inspired bath featuring a jetted soaking tub, oversized glass shower with dual shower heads and body sprayers, and dual marble vanities. A flexible additional room on the main level offers endless possibilities as an office, guest room, or additional bedroom. Above the oversized two-car garage, a separate bonus suite with full bath and closet provides exceptional flexibility for guests, an au pair, home gym, private office or additional bedroom Upstairs, a spacious loft-style lounge provides additional entertaining space, while three generously sized bedrooms offer walk-in closets and access to private or Jack-and-Jill baths. The lower level is designed for fun and entertaining, featuring a large open recreation area with polished concrete floors, indoor rock-climbing wall, built-in dartboard, beverage refrigerator, and a wood-paneled office/media room with custom built-ins and wet bar. Extensive unfinished storage, multiple utility-floored storage rooms, and a secure storage room with built-in safe and passcode entry provide an abundance of space. Outside, enjoy a custom paver patio with built-in gas grill, dedicated entertaining area, separate stone fire pit, private garden with raised planting beds, expansive side yard, and built-in basketball hoop. The property offers three garage bays, a circular driveway with auto court and five additional parking spaces, plus an attached storage shed. Recent updates include HVAC system improvements to both first and second-floor HVAC systems. A natural gas generator provides backup power for the tankless water heater, primary living spaces, and network/Wi-Fi infrastructure. With its gated privacy, remarkable entertaining spaces, luxury finishes, flexible living arrangements, extensive storage, and exceptional mechanical updates, 1820 Baltimore Annapolis Boulevard offers a truly distinctive lifestyle in sought-after Annapolis.

1820 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

2500 Painter Ct, Annapolis
$505,000
2 Beds ⋅ 2 Baths
Beautiful End-of-Row Villa Style Home- Move in Ready! welcome to this beautifully maintained, light filled end of row villa style home offering 2 bedrooms , 2 full baths, and a versatile flex room! Step inside to discover an inviting open concept living area featuring soaring cathedral ceilings, an abundance of natural light, and plenty of space for relaxing and entertaining. The spacious living area flows seamlessly into the dining space, while the updated eat in kitchen provides the perfect setting for every day meals and gatherings. The versatile flex room offers endless possibilities- whether you envision a home office, cozy sitting room or hobby room with a generous closet for extra storage and direct access to the rear deck. The front porch offers the perfect spot to enjoy your morning coffee. Recent improvements include some fresh paint, new carpet ,and a roof replaced in 2025 for added peace of mind . A one car garage and concrete driveway offer convenient parking and additional storage. This home is move in ready and waiting for its next owner!

2500 Painter Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

7 Landings Ct, Annapolis
$625,000
5 Beds ⋅ 4 Baths
Beautifully Updated 5-Bedroom Home in The Landings of Annapolis! Welcome to 7 Landings Court, where spacious living, modern updates, and fantastic community amenities come together! This beautifully updated home offers 5 bedrooms, 3.5 bathrooms, and approximately 2,500 square feet of finished living space across three levels. Step inside to discover a thoughtfully designed floor plan featuring a convenient main-level bedroom, perfect for guests, a home office, or flexible living arrangements. The brand-new kitchen showcases all-new cabinetry and appliances, creating a fresh, inviting space for everyday living and entertaining. Upstairs, you’ll find three generously sized bedrooms and two full bathrooms, including a private primary suite. The finished lower level provides even more versatile living space, complete with a fifth bedroom, full bathroom, and plenty of room for recreation, entertaining, or relaxation. Enjoy outdoor living at its finest with a charming covered front porch, an expansive approximately 40-foot-wide rear deck, and a spacious, fully fenced backyard offering endless possibilities for entertaining, gardening, or simply unwinding. A two-car driveway provides convenient off-street parking. Located in the desirable Landings community, residents enjoy access to wonderful amenities, including a swimming pool, tennis courts, and pickleball courts, with an HOA fee of $140/Month. With five bedrooms, extensive updates, flexible living spaces, and outstanding community amenities, this Annapolis home offers an exceptional opportunity. Make sure to book your showing before its gone!

7 Landings Ct, Annapolis

Listing courtesy of Alberti Realty, LLC. Contact:

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:

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:

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:

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:

2006 Puritan Ter, Annapolis
$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
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:

996 Headwater Rd, Annapolis
$950,000
4 Beds ⋅ 4 Baths
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%.

996 Headwater Rd, Annapolis

Listing courtesy of Taylor Properties. Contact:

30 Woodlawn Ave, Annapolis
$619,000
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:

760 Fairview Ave Unit 760 C, Annapolis
$600,000
3 Beds ⋅ 2 Baths
Bring your boat. At Severn House in Eastport, this 3-bedroom, 2-bath condominium comes with a 40-foot boat slip on Back Creek — a rare find in one of Annapolis’s most sought-after waterfront neighborhoods. Inside, an open floor plan and warm hardwood floors create a light, welcoming flow, with picturesque water views as your backdrop. Outside your door, the community offers a kayak launch, a swimming pool, and a gathering deck made for sunsets and good company. Step outside and you’re in the heart of Eastport — waterfront restaurants, neighborhood favorites, marinas, and a lively maritime spirit all within an easy stroll. And when you want more, downtown Annapolis’s shopping and dining are just minutes away. It’s true lock-and-leave living: travel when you like, come home to the water when you want. Don’t let another day slip by — your way to fabulous starts here.

760 Fairview Ave Unit 760 C, Annapolis

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

1925 Fairfax Rd, Annapolis
$700,000
5 Beds ⋅ 3 Baths
Stunning, updated home on a spacious .6-acre lot located just 2 miles from historic downtown Annapolis. The main level boasts beautifully refinished hardwood floors, updated eat-in kitchen, and a separate dining room. The bright living room with a wood-burning fireplace flows effortlessly toward outdoor living, featuring a spacious screened-in porch that exits to a large back deck. A desirable main-floor bedroom with a full ensuite bathroom offers ultimate convenience. Upstairs, you will find three additional hardwood-floored bedrooms sharing a tastefully updated full bathroom. The versatile basement provides a flexible space perfect for a rec room or fifth bedroom, complete with a full bath, laundry, and ample storage. The expansive, private backyard completes this property with a detached one-car garage and an additional separate storage shed.

1925 Fairfax Rd, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

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