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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

266

# of Listings

3

Avg # of Bedrooms

$529

Avg. $ / Sq.Ft.

$1,357,478

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

266 Properties Found. Page 14 of 18.

New on site 3 days ago

Rare opportunity to buy into a premiun Annapolis neighborhood at a fraction of the cost and remodel /design your perfect coastal dream home in the highly coveted, water-privileged community of Annapolis Roads! Nestled on a private .40-acre lot on a quiet cul-de-sac, this charming rancher offers main level living, a spacious layout , wood-burning fireplace and access to an expansive upper level deck. The lower level features a walkout basement and two additional bedrooms and bath- great for privacy!
Living in Annapolis Roads means embracing a vibrant resort lifestyle offering sandy beaches with sweeping views of the Chesapeake Bay , a waterfront pavillion, playground and firepit, community dock and boat ramp, walking trails in Ogleton Woods and Fusco althetic park and numerous community events - all within walking distance to your home! There is no HOA- it is a special tax district with taxes included in the property tax. Minutes from downtown Annapolis, shopping and restaurants and major commuting routes, this home is awaiting it's transformation!

ANNAPOLIS

1110 JENNIPER LANE

3 Beds

2 Baths

1,683 Sq.Ft.

$539,000

MLS#: MDAA2150288

Seller Says SELL!!! Welcome to penthouse living at Element at Mill Creek, one of Annapolis’ most stylish and thoughtfully designed 55+ communities. This 2 bed + Den, 2 bath top-floor residence with in-home laundry offers the privacy and quiet you’ll appreciate, paired with the elevated finishes and upgrades that truly make it better than new construction. From the moment you enter, you’ll notice the difference. Since purchasing, the owner has enhanced the home with carefully selected upgrades—refined lighting, custom touches, and elevated finishes that go beyond the builder’s base offerings. The result is a move-in-ready home with personality, warmth, and polish already in place. No waiting on construction timelines, no post-settlement projects—just effortless living from day one. This penthouse unit enjoys abundant natural light and peaceful views, along with the convenience of an assigned parking space in a secure garage—providing comfort and ease year-round. Life at Element at Mill Creek is designed for connection, wellness, and enjoyment. Residents enjoy a beautifully appointed clubhouse featuring indoor and outdoor dining spaces, a state-of-the-art fitness center, gathering rooms, and even a golf simulator for year-round play. Outdoors, you’ll find pickleball courts, scenic walking trails, and a dedicated dog park—perfect for staying active and social while enjoying the thoughtfully landscaped grounds. The community’s modern coastal architecture and easy layout create a fresh, welcoming neighborhood atmosphere that feels both intimate and sophisticated. Located just minutes from downtown Annapolis, you’ll have easy access to everything that makes the area so special—waterfront dining, boutique shopping, art galleries, live music, and year-round festivals. Spend afternoons strolling along City Dock, catching a sailboat race on the Chesapeake Bay, or enjoying dinner at one of the many acclaimed local restaurants. The charm, history, and vibrant lifestyle of Annapolis are right at your doorstep. And unlike many new construction purchases—where buyers are often responsible for the majority of closing costs—this resale offers a more traditional and balanced approach, with costs typically shared between buyer and seller. Title insurance discount also available. Stylish, upgraded, and ideally located, this penthouse at Element at Mill Creek offers the perfect blend of low-maintenance luxury, active living, and the best of Annapolis just moments away.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 409

2 Beds

2 Baths

1,210 Sq.Ft.

$530,000

MLS#: MDAA2137136

Exceptional Properties. Exceptional Clients. Welcome to 1915 Towne Centre Blvd, Unit #707 — a stunning two-bedroom, two-bath luxury condominium offering breathtaking views of Annapolis Towne Centre and the Chesapeake Bay Bridge. Located on the 7th floor, this beautifully appointed residence combines upscale finishes, modern convenience, and an unbeatable lifestyle in the heart of one of Annapolis’ most vibrant communities. Step inside this gorgeous open-concept floor plan featuring soaring 10-foot ceilings, elegant hardwood floors, and an abundance of natural light. The gourmet kitchen is designed for both everyday living and entertaining with granite countertops, stainless steel appliances, and high-end finishes throughout. The spacious living area opens to a large private balcony where you can enjoy spectacular views of Towne Centre and the surrounding Annapolis skyline. This exceptional unit offers loads of upgrades. The thoughtfully designed layout provides comfortable living with two generously sized bedrooms and two full bathrooms, creating the perfect blend of privacy and functionality. Enjoy the convenience of two garage parking spaces, a private storage unit, and exclusive access to resort-style amenities. Residents can take advantage of the rooftop terrace, rooftop pool, outdoor kitchen, and lounge area featuring panoramic views — the perfect setting for entertaining or relaxing. Additional amenities include a state-of-the-art fitness center with modern equipment, elegant club rooms, concierge services, and more. Live steps away from everything Annapolis Towne Centre has to offer, including Whole Foods, Target, boutique shopping, fine dining, coffee shops, and seasonal entertainment. With easy access to major highways, commuting to Washington, DC or Baltimore is effortless. This remarkable condo offers the perfect combination of luxury, convenience, and urban living — a serene retreat with all the excitement of Annapolis right outside your door. Don’t miss the opportunity to experience the best of Towne Centre living!

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 707

2 Beds

2 Baths

1,246 Sq.Ft.

$525,000

MLS#: MDAA2149876

HUGE PRICE REDUCTION. Motivated Seller offers GREAT VALUE PRICING !!! Beautiful 1 BR /1.5 Bath condo, penthouse level w/many extras in the most luxurious, secure building in downtown Annapolis. Great sunset views, natural light, large custom BUILT-IN walk-in closet, plus 2 additional closets. sliding glass doors with luxury electric blinds system, wood floors throughout, gourmet kitchen w/Sub Zero refrigerator, Washer/Dryer inside the guest bathroom, Asko dishwasher, stainless appliances & granite counters. Updated, beautifully remodeled shower.

Many building amenities: Pool, Hot Tub, Fitness Center, large Party Room, 24/7 live Concierge/Security Person in lobby. One deeded Underground Garage Parking Space with remote door opener.
Washer/Dryer inside the guest bathroom.

Note; Light fixture above dining table excluded.
Extra Garage Storage unit may be available separately.
Luxury living in the heart of Annapolis, just blocks to Downtown City Dock attractions and restaurants.

ANNAPOLIS

5 PARK PLACE 732

1 Beds

1 Baths

926 Sq.Ft.

$524,900

MLS#: MDAA2143430

Motivated seller! New price reflects home and pool "as is."
This spacious split-level home offers an exceptional combination of comfort and functionality.

The main level features an updated kitchen with adjoining dining area, creating a welcoming space for meals and gatherings. A stunning 400-square-foot sunroom addition provides year-round enjoyment and opens directly to an expansive 400-square-foot composite deck, perfect for entertaining or relaxing outdoors. The primary suite includes a private ensuite bathroom, while two additional bedrooms and a full hall bath complete the upper level.

The walk-out lower level offers incredible flexibility with a spacious family room, a separate living room featuring a wood-burning fireplace, two additional bedrooms, and a convenient half bath—ideal for guests, a home office, or multi-generational living.

Outside, you'll find driveways on both sides of the house, with parking for up to four vehicles. There are two storage sheds for all your tools and equipment, and a portable generator that conveys with the property and is capable of powering approximately three-quarters of the home.

Pool, pool equipment and home convey "as is."

Mortgage savings may be available for buyers of this listing.

ANNAPOLIS

1115 SKYWAY DRIVE

5 Beds

2 Baths

1,480 Sq.Ft.

$520,000

MLS#: MDAA2146744

Welcome to 312 Severn Ave., Unit W405, where the charm of Eastport living meets modern comfort at Tecumseh on Spa Creek. This bright and inviting one-bedroom loft condo features an open-concept design with soaring vaulted ceilings, a striking brick fireplace, and a thoughtfully crafted loft layout that maximizes both space and style.

Located on the fourth floor with convenient elevator access, the unit has been recently updated with a newer stove and dishwasher, quartz countertops, a new sink, and fresh carpet in the living room—offering a truly move-in-ready opportunity.

Step out onto your private balcony, the perfect spot to unwind at the end of the day or enjoy al fresco dining while taking in the Eastport ambiance.

Residents enjoy access to a waterfront pool and shared laundry facilities, all just moments from the shops, restaurants, and waterfront attractions of Eastport and Downtown Annapolis.

ANNAPOLIS

312 SEVERN AVENUE W405

1 Beds

1 Baths

660 Sq.Ft.

$515,000

MLS#: MDAA2135972

#MDAA2135394

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 408

1 Beds

2 Baths

1,076 Sq.Ft.

$514,160

MLS#: MDAA2135394

Welcome to this charming end unit TH near Annapolis! Just a 5 minute drive and you are in downtown Annapolis ! Also 3 minutes to Annapolis Mall and the Annapolis Medical Center and convenient access to Rt 50 ! Enjoy this end unit with a more private outdoor view with greenery. Recently stained deck awaits you for lovely evenings outside enjoying a more wooded view. Make the downstairs area under the deck your private oasis ! Serene master bedroom has vaulted ceilings w/ walk-closet & a master bathroom with skylight to brighten up your mornings. 2 other bedrooms on the same floor with another full bath round out the cozy living quarters . There is a half baths on each of the other 2 levels. Enjoy the bright & cheerful kitchen with granite countertops & opening to a big family room with lots of windows adding a comfortable bright & airy feel along with a separate dining area for ease of mingling. Step out to the outdoors on the freshly painted deck for some grilling or nature. Downstairs -make it another cozy retreat with fireplace for TV viewing, gaming, work, playroom, gym -Make it your own ! -along with a serene private back yard ready for you to put your final touches on. Community playground and dog park are available with walking paths which round out this neighborhood for community socializing ! Updates to include newer roof and paved driveway along with outside trim & stained deck and fencing. Seller also offering 6 months of paid BG&E coverage for systems and appliances. You don't wanna miss this opportunity !

ANNAPOLIS

648 HOWARDS LOOP 19

3 Beds

2 Baths

1,884 Sq.Ft.

$512,000

MLS#: MDAA2149140

The Seasons change the views. Tremendous price reduction. A great opportunity just before the summer. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, swimming pools, tennis courts, a beach and walking trails. Bay Ridge Rd. to Route 50 and 97 to DC and Baltimore. Easy to show, just call Showings to log in.

ANNAPOLIS

2010 QUAY VILLAGE COURT 101

2 Beds

2 Baths

1,280 Sq.Ft.

$500,000

MLS#: MDAA2127108

Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of Annapolis' most convenient locations. Priced to reflect the updates a new owner may wish to make, this spacious split-foyer offers the perfect combination of space, location, and potential.

The main level features a bright and expansive living and dining area, screened porch, three bedrooms, and two full bathrooms, including a primary suite with its own private bath. The finished lower level provides even more living space with a large family room featuring a cozy fireplace and sliding glass doors that lead directly to the backyard, plus a fourth bedroom that offers flexibility for guests, a home office, or multi-generational living.

Outdoor living is just as appealing with a screened porch, deck, and a beautiful lot spanning more than half an acre. Situated at the end of a quiet cul-de-sac, the property offers privacy, room to play, garden, entertain, or simply enjoy the peaceful surroundings.

Location is where this property truly shines. Enjoy being just minutes from schools, parks, shopping, dining, and everyday conveniences. Annapolis Harbor, waterfront restaurants, historic downtown Annapolis, and endless boating opportunities are all within approximately 15 minutes, allowing you to embrace the Chesapeake Bay lifestyle while enjoying the space and value this property provides.

Whether you're looking for a home to personalize or an investment opportunity, 1354 Moyer Road offers incredible potential in a location that's hard to beat.

ANNAPOLIS

1354 MOYER ROAD

4 Beds

2 Baths

1,668 Sq.Ft.

$500,000

MLS#: MDAA2147320

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Key Features: 2 spacious bedrooms with large closets Gorgeous hardwood floors Soaring 10-ft ceilings for an open, airy feel Granite countertops in kitchen and baths Freshly painted with custom window treatments Private balcony with stunning views Assigned parking space for convenience Building Amenities: Rooftop pool with panoramic vistas State-of-the-art fitness center Elegant club rooms for gatherings and relaxation Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Towne Centre, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$499,999

MLS#: MDAA2137376

Welcome to this charming Cape Cod just minutes from downtown Annapolis and Eastport, where classic 1950s character meets thoughtful modern updates. Hardwood floors and original architectural details set the tone on the main level, with abundant natural light filling the living room and highlighting a cozy wood-burning fireplace. The updated eat-in kitchen features granite countertops, a peninsula for casual dining, and easy flow for everyday living and entertaining. Two spacious bedrooms and a full bath complete the main level, while upstairs the entire level is dedicated to a private primary retreat with a walk-in closet and a beautifully appointed ensuite bath featuring a soaking tub, walk-in shower, and dual vanity. The expansive, fully fenced backyard offers exceptional outdoor space with a deck and extensive hardscaping already in place, plus plenty of room to garden, entertain, or even design a future pool. The unfinished lower level provides great ceiling height, walk-out access to the yard, and excellent storage with potential to finish. With quick access to Forest Drive and Route 50, and just moments from Truxton Park, Pip Moyer Recreation Center, Spa Creek trails, tennis courts, and the public boat ramp, this location delivers some of the very best of Annapolis living.

ANNAPOLIS

76 SUMMERFIELD DRIVE

3 Beds

2 Baths

1,203 Sq.Ft.

$499,999

MLS#: MDAA2142186

"NOW OFFERED AT $499,900 — A rare opportunity to own over 2,000 square feet on the Broadneck Peninsula for under $500,000."

NOW OFFERED AT $499,900 — One of the best values on the Broadneck Peninsula!

This spacious split-level home offers over 2,000 square feet of living space in one of Annapolis' most desirable waterfront-oriented communities. Featuring 3 bedrooms, 2 full baths, and a finished lower level with a potential 4th bedroom, home office, gym, or flex space, this property delivers the square footage buyers need at a price rarely seen in Broadneck.

Freshly painted and move-in ready, the home features vaulted ceilings, an open-concept main living area, a large entertaining deck, and a cleared backyard ready for your personal touch. Major inspection concerns have already been professionally addressed, including pest treatment with transferable warranty, foundation repairs, masonry work, and sump pump servicing, allowing buyers to focus on making the home their own.

Enjoy the Broadneck lifestyle with convenient access to the Little Magothy River, Sandy Point State Park, marinas, shopping, dining, and highly sought-after Broadneck schools. Commuters will appreciate easy access to Downtown Annapolis, Baltimore, Washington, D.C., and the Bay Bridge.

Whether you're a first-time buyer looking to enter the Broadneck market, an investor seeking upside potential, or someone ready to customize a home to your taste, this is an exceptional opportunity to build equity in a premier Annapolis location.

Seller is motivated and welcomes offers.

ANNAPOLIS

1407 BRENWOODE ROAD

3 Beds

3 Baths

2,390 Sq.Ft.

$499,900

MLS#: MDAA2140330

New on site 3 days ago

Welcome Home! This spacious 6-bedroom Split Foyer in the highly sought-after Cape St. Claire community offers Chesapeake Bay views from a prime location directly across the street from the water. With 3 bedrooms on the main level and 3 additional bedrooms on the lower level, this home provides exceptional flexibility for multi-generational living, guests, home offices, or growing households. The main level features a bright living room that flows into the dining area, kitchen, and a generously sized family/sunroom, creating an ideal space for both everyday living and entertaining. Two full bathrooms, abundant storage, and a functional layout offer comfort and convenience throughout. The lower level includes three additional bedrooms, a laundry room, storage room, and a large workshop with rear exterior access, perfect for hobbies, a home business, fitness space, or extra storage. Enjoy the unmatched amenities of Cape St. Claire, including community beaches, a fishing and crabbing pier, boat ramp, marina, playgrounds, and more. Conveniently located near shopping, dining, and everyday necessities, and just minutes from Downtown Annapolis. Commuters will appreciate the easy access to Route 50, I-97, Washington, D.C., Baltimore, and Fort Meade. A rare opportunity to enjoy Bay views, outstanding community amenities, and a fantastic location while creating the home of your dreams!

ANNAPOLIS

1247 RIVER BAY ROAD

6 Beds

2 Baths

1,936 Sq.Ft.

$499,900

MLS#: MDAA2149144

Fully renovated rancher with all required permits in highly desired neighborhood.
Completely updated kitchen with 42" cabinets, quartz countertop, separate island and stainless steel appliances. Main level hardwood floor. Fully finished basement with 4th bedroom and full bathroom, plus huge family room. New siding. New roof. New windows. New gas furnace. New central AC. New HWH. New sump pump. New deck. Private back yard. House located on quiet street, close to major routs and shopping.

ANNAPOLIS

105 ROSECREST DRIVE

4 Beds

2 Baths

1,800 Sq.Ft.

$499,900

MLS#: MDAA2147818

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