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Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.

One of the most popular communities provided by Maryland Sandbox

274

# of Listings

3

Avg # of Bedrooms

$510

Avg. $ / Sq.Ft.

$1,357,507

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

274 Properties Found. Page 6 of 19.

OPEN HOUSE Saturday 5/23 and Sunday 5/24, 2:00-4:00 at 3 Church Circle, Annapolis. Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes.
This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now.
Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor.
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. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

ANNAPOLIS

108 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,295,000

MLS#: MDAA2135966

Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and downtown Annapolis. Sold strictly AS-IS.

Schedule your showing now!

ANNAPOLIS

371 CARRIAGE PARK WAY

4 Beds

3 Baths

6,724 Sq.Ft.

$1,282,500

MLS#: MDAA2133126

OPEN HOUSE Saturday 5/23 and Sunday 5/24, 2:00-4:00 at 3 Church Circle, Annapolis. Hard Hat Tours are now available by appointment!
This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now.
Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor.
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. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

ANNAPOLIS

109 SELLEW ROAD

3 Beds

3 Baths

3,100 Sq.Ft.

$1,250,000

MLS#: MDAA2135970

Tranquility and nature awaits you, this timeless all-brick estate offers the rare feeling of living in your own private retreat — while still being just minutes from the heart of Annapolis.
A long private drive opens to a circular driveway welcoming you home, a picturesque landscape with mature trees and open space. A three-car garage and separate shed, there’s plenty of room for vehicles, hobbies, and tools for weekend projects.
Your home unfolds with over 5,500 square feet of beautifully designed living space, where hardwood floors, freshly painted interiors, natural light and generous room sizes create a warm and inviting atmosphere. The main level has 2 living spaces, both with cozy fireplaces, a formal dining room and an office, that could be a main level bedroom.
The 2nd level features four spacious bedrooms and two full baths, along with a large bonus room over the garage that offers endless possibilities for a playroom, studio, or secondary living space. Your large primary bedroom is complete with your private fireplace and large private bathroom with a soaking tub, separate shower and dual vanity.
The 3rd upper level provides two additional bedrooms and a full bath, creating a private retreat perfect for guests, an au pair, or multi-generational living.
The finished lower level adds even more flexibility with a large recreation room, exercise space, and abundant storage. Complete with a walkout to a second patio leading to your generous backyard.
The lower level backyard has a secluded area perfect for bonfires and smores among friends and family.
Your outside experience awaits you with an expansive deck overlooking the surrounding woodland, 2.25 acres— an ideal setting for summer dinners, quiet mornings with coffee, or spending time listening to nature- perfect for decompressing. Fresh eggs, from your very own chicken coup! Chickens will convey if buyers wish.
Perfectly positioned for your private oasis, located is just minutes from Annapolis, the Naval Academy, commuter routes and local shopping.
A rare opportunity to enjoy space, privacy, and nature while staying connected to everything the Annapolis area has to offer.

ANNAPOLIS

962 COACHWAY

6 Beds

3 Baths

5,889 Sq.Ft.

$1,250,000

MLS#: MDAA2138664

Welcome to a stunning coastal retreat in the coveted Arundel on the Bay community of Annapolis overlooking Oyster Creek and the magical Chesapeake Bay. Perfectly positioned to capture the essence of coastal elegance, this exceptional residence offers a seamless blend of sophistication, comfort, and timeless charm.
From the moment you arrive, you are welcomed by an atmosphere of understated luxury and thoughtful design. Inside, beautifully appointed spaces unfold with an effortless flow, ideal for both grand entertaining and intimate everyday living. Every detail has been carefully curated to create a sense of warmth while maintaining a polished, upscale aesthetic.
This one year old newly constructed contemporary home showcases over 3,400 square feet of thoughtfully designed living space across three finished levels, featuring 5 spacious bedrooms and 4.5 beautifully appointed baths.
As you enter the house a light-filled open floor plan anchors the home, highlighted by a gourmet kitchen with a large island, premium high-end appliances, and seamless flow into the main living and dining areas—ideal for both everyday living and entertaining. A designated office, half bathroom and access to both the backyard and garage round out the main level of this exquisite home.
As you make your way to the second floor, the primary suite is an owner's dream with an elegant ensuite bathroom fitted with designer finishes as well as a walk-in spacious closet. The second and third bedrooms have custom trims and ensuite bathrooms.
Elevate your lifestyle with a top-level loft complete with a wet bar and access to an expansive rooftop deck, where sweeping water views create the perfect backdrop for sunset gatherings. Two bedrooms on this level share the fourth full bathroom. Every detail reflects quality craftsmanship and modern coastal elegance, from clean architectural lines to high-end finishes throughout.
Located in a water-privileged community, residents enjoy exclusive access to beaches, boat ramps, marinas, kayak storage, and scenic waterfront spaces along Oyster Creek and the Chesapeake Bay. Just minutes from downtown Annapolis, this home offers the rare opportunity to experience serene coastal living with convenient access to dining, shopping, and historic charm.
Enjoy the best of Annapolis living just moments from the historic downtown, world-class dining, boutique shopping, and picturesque waterfront marinas. Whether savoring a quiet evening at home or hosting unforgettable gatherings, this property provides a serene sanctuary just minutes from the vibrant energy of the city.
1422 Howard Rd is more than a home—it’s a lifestyle defined by water, elegance, convenience, and the unmistakable charm of Annapolis.

ANNAPOLIS

1422 HOWARD ROAD

5 Beds

4 Baths

3,505 Sq.Ft.

$1,215,000

MLS#: MDAA2138824

Enjoy unobstructed views of Saltworks Creek from this ideally situated home in the sought-after, water-privileged community of Severn Grove—just minutes from downtown Annapolis. Thoughtfully designed across three spacious levels, the home offers an open, light-filled floor plan that seamlessly blends everyday comfort with effortless entertaining, all defined by picturesque water views. The main level features warm wood flooring, a welcoming living room with a fireplace, and a well-appointed kitchen anchored by a large island and accented with plantation shutters. A main-level bedroom with a full bath and a separate office provide flexible living options. Step outside to multiple decks and a screened porch—perfect for relaxing or hosting while taking in the peaceful surroundings. Upstairs, three additional bedrooms include a water side primary suite with sweeping water views. A cozy library with custom bookcases and its own fireplace creates an ideal space for reading or working from home. Finishing out the second floor is a full bathroom and two bedrooms....one with water views. The fully finished lower-level lives like a private guest suite, complete with a bedroom, full bath, kitchen, spacious living area, and walk-out access—offering exceptional versatility for extended visits or multigenerational living. Additional features include off-street parking and access to Severn Grove’s exceptional amenities, including a clubhouse, beach, water access/marina, and kayak storage. With its flexible layout, scenic setting, and prime location, this home offers a rare opportunity to enjoy the best of waterfront living.

ANNAPOLIS

1812 SHORE DRIVE

5 Beds

4 Baths

3,240 Sq.Ft.

$1,200,000

MLS#: MDAA2138462

Discover an exceptional home in a prime Annapolis location, where you can enjoy the sound of morning and evening colors from the Naval Academy. This beautifully maintained residence features 5 spacious bedrooms and 5 bathrooms (3 full and 2 partial), offering comfort, flexibility, and room to entertain.
The home boasts a newly updated kitchen with a new gas stove with double oven, freshly painted walls. Step outside to a large back deck—perfect for entertaining guests or unwinding in a peaceful, private setting. The partially finished basement provides excellent versatility, featuring two bonus rooms, a walk-out entrance, and ample storage space. Gym equipment conveys, making it ideal for a ready-to-use home fitness area.
A standout feature is the expansive two-level in-law suite with its own private entrance. This flexible space can be configured as a one- or two-bedroom apartment and includes a full kitchen, living area, and enclosed dining space that can also function as a home office—perfect for extended family, guests, or potential rental income.
Additional highlights include:
- Electric vehicle charger in the two-car garage
- Roof, Furnace, AC, and heater units are less than 3 years old.
- Ample parking for an RV, boat, and multiple vehicles
- 1.25 acres of serene, wooded land offering privacy and natural beauty surrounded by protected woodland
- Ability to build an Accessory Dwelling Unit (ADU) on property
Conveniently located near Route 50, this property offers the perfect balance of tranquility and accessibility to all that Annapolis has to offer.
Please reach out to owners for showing or any questions.

ANNAPOLIS

1711 RITCHIE HIGHWAY

5 Beds

3 Baths

5,086 Sq.Ft.

$1,199,950

MLS#: MDAA2143458

NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3 separate units under 1 roof. This property could be short or long-term rental investment, a multi-generational home, or owner-occupied housing hack, which enables the owner to live in one side and rent out the other sides to pay and qualify for the mortgage. There are 3 units, Unit 1 has 4 beds, 2.5 baths, unit 2(in the back) has 3 beds, 1bath, and the basement has 2 bed, 1 ba. All have separate entrances. The entire house has been completely renovated with all new wiring, plumbing, 3 new kitchens and 4.5 new baths, new HVAC,2nd unit new hot water heater, sprinkler system all units, granite counter tops, stainless steel appliances, all new flooring throughout and enclosed porch with all new windows.

ANNAPOLIS

805 SPA ROAD

5 Beds

None Baths

2,800 Sq.Ft.

$1,198,000

MLS#: MDAA2141884

NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3 separate units under 1 roof. This property could be short or long-term rental investment, a multi-generational home, or owner-occupied housing hack, which enables the owner to live in one side and rent out the other sides to pay and qualify for the mortgage. There are 3 units, Unit 1 has 4 beds, 2.5 baths, unit 2(in the back) has 3 beds, 1bath, and the basement has 2 bed, 1 ba. All have separate entrances. The entire house has been completely renovated with all new wiring, plumbing, 3 new kitchens and 4.5 new baths, new HVAC,2nd unit new hot water heater, sprinkler system all units, granite counter tops, stainless steel appliances, all new flooring throughout and enclosed porch with all new windows.

ANNAPOLIS

805 SPA ROAD

9 Beds

4 Baths

2,800 Sq.Ft.

$1,198,000

MLS#: MDAA2141866

Elegantly appointed penthouse residence in the sought-after 141 West building in the heart of downtown Annapolis. This exceptional 2-bedroom, 2.5-bath condo offers a sophisticated, turnkey living experience with an open, light-filled floor plan with floor-to-ceiling windows. Features include a gourmet kitchen equipped with high-end appliances, an island, gas cooking and wine storage, a bright private office, primary bedroom suite, a second bedroom on the opposite site of the condo, and premium finishes throughout. The expansive private terrace is ideal for entertaining or relaxing outdoors, complete with retractable awnings for sunny afternoons. Two assigned parking spaces convey. Unmatched location just steps from Annapolis’ renowned shops, restaurants, waterfront, and entertainment. Luxury downtown living at its finest.

ANNAPOLIS

141 WEST STREET 401

2 Beds

2 Baths

1,354 Sq.Ft.

$1,195,000

MLS#: MDAA2145410

Nestled in the highly sought-after Homewood community, just a short walk from downtown Annapolis, this beautifully maintained and turnkey home offers the perfect blend of in-town convenience and suburban tranquility. Tucked away on a quiet private street and set on an expansive 16,723-square-foot lot, the property is surrounded by lush, manicured landscaping, creating a serene and private retreat. The outdoor living spaces are truly exceptional—featuring a raised vegetable and flower planters, a welcoming firepit area, a 2 car garage, and a fully private backyard where the gentle sounds of happily chirping birds set the tone for peaceful relaxation or effortless entertaining. A charming brick screened-in porch extends the living space, providing the perfect setting to enjoy the outdoors in comfort. Inside, the home is in pristine, move-in ready condition and filled with natural light that pours in through well-placed windows. The fully renovated interior offers 4 BR and 2.5 baths, with hardwood flooring throughout the first and second levels. The spacious primary suite impresses with vaulted ceilings, a walk-in closet, and a luxurious whirlpool Jacuzzi tub. The main level features a welcoming entry foyer, a cozy living room with a brick wood-burning fireplace, and a dining room that seamlessly opens to the screened porch through Anderson French doors—ideal for indoor-outdoor living. The kitchen is thoughtfully updated with beautiful wood cabinetry and modern appliances. On the first floor is an expansive, light-filled office with an adjacent library—perfect for working from home or easily adaptable as an additional bedroom. The fully finished basement offers both interior and exterior access, along with a utility room equipped with a Trane HVAC system, a French drain system, and abundant shelving for storage. Combining privacy, thoughtful upgrades, and an unbeatable location, this home truly offers the best of both worlds—and is not to be missed.

ANNAPOLIS

2 ISAACS STREET

4 Beds

2 Baths

2,232 Sq.Ft.

$1,175,000

MLS#: MDAA2142378

#MDAA2143526

ANNAPOLIS

377 BROADVIEW LANE

4 Beds

3 Baths

3,111 Sq.Ft.

$1,169,000

MLS#: MDAA2143526

Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive WATER ACCESS community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including gardening, relaxing on the rooftop deck, or sitting under the ceiling fans on the large front porch. Each of the five spacious bedrooms offers comfort and style, while four full bathrooms feature premium tile work, modern vanities, and spa-like amenities. All the while, enjoying the water access community amenities that offer boating, fishing, and waterfront recreation just moments from your doorstep. Easy access to local restaurants, shopping, and major roadways.

ANNAPOLIS

767 BON HAVEN DRIVE

5 Beds

4 Baths

3,255 Sq.Ft.

$1,150,000

MLS#: MDAA2140440

Waterfront home nestled in the serene enclave of Kitty Creek; located right off the South River with easy access to the Chesapeake Bay. This recently updated home offers the perfect blend of luxury, comfort, and waterfront living. Inside, you’re welcomed by refinished hardwood floors and abundant natural light. The updated kitchen features new GE stainless steel appliances and opens to a cozy living room with a wood-burning fireplace and direct access to the deck; ideal for dining under the stars overlooking the peaceful backyard and creek. A main-level laundry/mudroom with side entrance and ramp adds everyday convenience.The primary suite is a true retreat, featuring a waterfront-facing design with a private balcony and updated en-suite bath. Three additional bedrooms with new carpet offer flexibility for guests, a home office, or growing needs. The fully finished walkout lower level provides a private in-law suite with its own entrance, full kitchen, large updated bath, and laundry hookup; perfect for extended stays or entertaining. Outside, enjoy 50 feet of waterfront with a private dock slip, kayak rack, and a spacious .41-acre lot offering plenty of room to relax, garden, or play. Ideally located with easy access to Annapolis, BWI, and DC, this home offers the best of peaceful waterfront living in Annapolis and everyday convenience.

ANNAPOLIS

996 HEADWATER ROAD

4 Beds

3 Baths

2,288 Sq.Ft.

$1,150,000

MLS#: MDAA2143898

Nestled on a tranquil private drive in the highly sought-after water access neighborhood, The Downs on the Severn. This stunning stone-front Colonial offers the perfect blend of luxury, privacy, and modern convenience. Situated on 1.43 acres surrounded by nature, this beautifully remodeled 4-bedroom, 2.5-bath home has been thoughtfully updated from top to bottom with exceptional attention to detail.

Step inside to discover gorgeous new hardwood floors throughout and an open-concept layout designed for effortless entertaining and everyday living. The fully updated gourmet kitchen features warm, high-end cabinetry, elegant Calacatta Storm Gold Quartz countertops, and premium stainless steel appliances. The entire home features Mirage Harwood Flooring. Extensive upgrades include gas installation for the range and fireplace connections, a newer water heater, newer HVAC system, dual-tank water softener, sprinkler system, UV water filtration system, replacement first-floor doors, and updated roof and gutter systems. There is also a recently remodeled lower level with modern doors, LVP flooring, entertainment room, workout room, additional office space, and plenty of storage!

The luxurious primary suite has been completely transformed with a modern spa-inspired bathroom and expanded his-and-her closet space, creating the perfect private retreat.

Outdoor living is equally impressive with beautifully designed patios and fire pit areas ideal for entertaining or relaxing on peaceful summer evenings surrounded by nature.

Residents of The Downs on the Severn enjoy an unmatched lifestyle with exceptional community amenities, including two marinas with slip availability, an outdoor pool with summer swim team, clubhouse, tot lot, little library, and scenic walkable streets throughout this private waterfront neighborhood. Conveniently located near BWI Airport, Baltimore, Washington D.C., and Maryland’s Eastern Shore beaches, with easy access to Routes 97 and 50.

This exceptional home offers the perfect combination of privacy, luxury, location, and community amenities — a rare opportunity that will not last long. Privacy and a modern home that is a must see!

ANNAPOLIS

1718 WESTMINSTER WAY

4 Beds

2 Baths

3,500 Sq.Ft.

$1,149,000

MLS#: MDAA2143876

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