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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

309

# of Listings

3

Avg # of Bedrooms

$440

Avg. $ / Sq.Ft.

$996,649

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

309 Properties Found. Page 12 of 21.

PRICE REDUCED! Picture this for your next home in historic Annapolis: a bright, open, two-bedroom, two-bath condo in the gorgeous Residences at Park Place. Conveniently located near Rt. 50 and Rt. 97, with easy access to Washington, D.C., Baltimore, and BWI Airport, this home is just a short walk from Annapolis fine restaurants, unique boutiques, live entertainment, and the iconic U.S. Naval Academy. Surrounded by the charm of cobblestone streets, waterfront views, and the lively energy of City Dock and Ego Alley, this condo offers luxury living with amenities like a private outdoor pool, an enclosed pet park, a well-equipped exercise room, a community room, secure garage parking for two vehicles, and on-site professional property management. The furnishings in the images have been virtually staged to help you picture the home’s full potential and layout possibilities. Contact your real estate professional to schedule a private tour.

ANNAPOLIS

5 PARK PLACE 314

2 Beds

2 Baths

1,056 Sq.Ft.

$554,000

MLS#: MDAA2108870

Discover comfort and convenience in this updated 3-bedroom, 2-bath home located just minutes from Downtown Annapolis and the U.S. Naval Academy. The home features a modern kitchen with updated finishes, renovated bathrooms, and generously sized bedrooms. Private parking behind the home provides a rare bonus for the area. Currently used as an Airbnb, this property offers excellent potential as a primary residence, weekend retreat, or investment opportunity.

ANNAPOLIS

111 CLAY STREET

3 Beds

1 Baths

1,568 Sq.Ft.

$550,000

MLS#: MDAA2128722

Discover the charm of Annapolis living in this impeccably maintained 3-level brick town-home. Nestled in a desirable community just moments from the vibrant Annapolis Towne Centre and downtown Annapolis, this 2013-built residence offers 3 bedrooms, 2 full and 2 half bathrooms, and approximately 2,000 square feet of thoughtfully designed space, perfect for those seeking the blend of historic allure and modern convenience that defines Annapolis. Enjoy the safe security of having a gated rear entrance with private access code, leading to your attached 2-car garage for effortless parking in this bustling sailing capital. Walk to nearby shopping, trendy eateries, and amenities at Annapolis Towne Centre, or take a short drive to the United States Naval Academy, Chesapeake Bay waterfront, and downtown's historic cobblestone streets lined with boutiques, galleries, and waterfront dining.

ANNAPOLIS

614 S CHERRY GROVE AVENUE

3 Beds

2 Baths

2,000 Sq.Ft.

$550,000

MLS#: MDAA2130046

None

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 707

2 Beds

2 Baths

1,246 Sq.Ft.

$550,000

MLS#: MDAA2121534

Nicely updated home in sought-after Cape St Claire. Oversized .32 acre lot.
New kitchen with quartz countertops, stainless steel appliances, and high-end soft-closing shaker style cabinets. New bathroom in the basement with large walk-in shower and 48 inch vanity. Main hall bathroom updated and modern. New water conditioning system, new back deck, basement, sliding door, and some new windows. All new light fixtures and recessed lighting added. New Service panel upgraded to 200 amp service. All new flooring and paint. Over $4000 in repairs recently done to wood-burning fireplace and chimney to make it fully functional. New insulation in the attic to save on heating and cooling cost, five-year-old oil furnace and central AC, and hot water heater.
Deep lot that just keeps going and going. Lots of possibilities if you bring your imagination for tree houses, fire pits…This home is located in a prime location. Across the street from Community preserved area with Trail three blocks from the Lake Claire Beach, boat slips, and fishing pier.
Living in the coveted Cape St. Claire community, you'll have access to two sandy beaches, a fishing pier, a boat launch, and a playground with spectacular views of the Chesapeake Bay and Magothy River. The community also offers ballfields, a swimming pool, and a shopping plaza with restaurants and all your essentials. Enjoy lively neighborhood events such as the annual Strawberry Festival in June and numerous holiday gatherings at the clubhouse.

ANNAPOLIS

1031 LAKE CLAIRE DRIVE

4 Beds

2 Baths

2,008 Sq.Ft.

$549,900

MLS#: MDAA2128850

#MDAA2125664

ANNAPOLIS

3276 KITTY DUVALL DRIVE

2 Beds

2 Baths

1,434 Sq.Ft.

$549,000

MLS#: MDAA2125664

#MDAA2125460

ANNAPOLIS

1411 STONECREEK ROAD

4 Beds

2 Baths

1,920 Sq.Ft.

$549,000

MLS#: MDAA2125460

*OPEN HOUSE Sun. (11/2) from 10AM-12PM* Welcome to this beautifully maintained 4-bedroom, 2-bathroom home nestled in the highly desirable, water-privileged neighborhood of Cape St. Claire. Freshly painted throughout, this home offers a light-filled layout and a perfect blend of comfort, functionality, and access to sought-after community amenities. The main level features an inviting living room drenched in natural light, a well-appointed kitchen, a dedicated dining area, a full bathroom, and three spacious bedrooms. The fully finished lower level expands your living space with a large family room or sports den featuring a cozy wood-burning stove. The lower level also includes the fourth bedroom with walk-in closet, a second full bathroom, and a separate laundry room. Enjoy outdoor living in the generously sized backyard, or take advantage of the oversized detached garage—a rare find! Measuring 30'x32'x10', the garage offers space for up to three vehicles, boasts ample storage, and has two bay doors as well as a side entrance. The garage is equipped with electricity, and even its own wood-burning stove for working on winter projects. Additional features include a large driveway with room for multiple vehicles, a separate shed for storing yard equipment, and a water heater replaced in 2019. Residents of Cape St. Claire enjoy access to private beaches, a marina, boat ramp, pier, walking trails, playgrounds, and a clubhouse available for rent for special occasions. Conveniently located near I-97 and Route 50 for easy commuting, and close to local attractions like Bay Hills Golf Club and Sandy Point State Park. Don’t miss the opportunity to live in one of Annapolis' most coveted communities—schedule your private showing today!

ANNAPOLIS

1162 SAINT GEORGE DRIVE

4 Beds

2 Baths

1,755 Sq.Ft.

$549,000

MLS#: MDAA2121438

PRICE ADJUSTMENT!!! Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW 2-bedroom, 2-bath condo offers the perfect mix of comfort, style, and easy living in one of Annapolis’s most sought-after waterfront communities.
Inside, you’ll find a fresh and modern vibe with a little fresh paint accented with ceiling fans throughout, new bamboo flooring, and a delightfully unique wooden fireplace mantel adding a cozy, custom touch to the living space. The open layout flows effortlessly from the living room to the dining area and kitchen, making it great for entertaining or just relaxing at home.
The kitchen has been upgraded with a new countertop, sink and faucet, and new dishwasher, plus stainless-steel appliances including a self-cleaning oven and built-in microwave. There are even a new washer and dryer tucked away for convenience. Both bathrooms have been refreshed with stylish upgrades, giving the whole place a clean, contemporary feel.
The primary suite is a peaceful retreat with its own en-suite bath and plenty of closet space. The second bedroom and bath are perfect for guests, a home office, or whatever suits your lifestyle.
Step out onto your private balcony to enjoy views of the marina and Chesapeake Bay—ideal for morning coffee or evening wine. And when you're ready to get out and about, the community has it all: a private beach, two pools, tennis courts, jogging paths, and 24/7 gated security. Need an EV charge for your car. It's here. Take a stroll along walking path along the marina and enjoy a meal at the on-site restaurant. There’s even water access for boating enthusiasts!
With off-street parking and services like lawn care and exterior maintenance included, this home makes it easy to enjoy the good life without the hassle.
Whether you're looking for a weekend getaway or a full-time residence, this Chesapeake Harbour gem feels like a vacation every day.

ANNAPOLIS

7002 CHANNEL VILLAGE COURT 101

2 Beds

2 Baths

1,319 Sq.Ft.

$545,000

MLS#: MDAA2123516

#MDAA2114500

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 807

2 Beds

2 Baths

1,246 Sq.Ft.

$545,000

MLS#: MDAA2114500

None

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 707

2 Beds

2 Baths

1,246 Sq.Ft.

$545,000

MLS#: MDAA2130128

NEW PRICE--- Let's Make A Deal!!! Fall in love with this inviting 2-bedroom condo featuring a cozy office, 2 bathrooms, and 1732 SF of beautiful space. Enjoy high ceilings, oversized windows, and elegant crown moldings. The kitchen, with its 42" cabinets, granite counters, and stainless steel appliances, is a dream. The primary bedroom offers a charming bay window, walk-in closet, and dual vanity bathroom. Guests will feel at home in the second bedroom and full bath. The versatile office can be your sanctuary. Relax on the main-level patio with green space perfect for pets. The spacious garage is oversized and provides additional storage space. Enjoy this warm and vibrant Four Seasons St. Margarets community. Connect with friends with weekly games, clubs, and holiday parties. Work out at the gym located in the community center or swim laps in the outdoor pool. A convenient location your new home is near walking trails, stores, restaurants, and just 12 minutes from downtown Annapolis.

ANNAPOLIS

901 NOAH WINFIELD TERRACE 102

2 Beds

2 Baths

1,732 Sq.Ft.

$539,000

MLS#: MDAA2128398

Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! Plans in Documents.

This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is providing approved plans and permit for a detached garage, adding even more potential for extra living space or possible ADU.

Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its wall of windows, brings the outdoors in, providing an abundance of natural light.

The first-floor bedroom is perfect for a variety of needs, and the entryway to the family room creates an ideal space for a child’s play or reading area, or simply another comfortable living space. Just a few steps away, the family room invites you to relax or step outside onto the patio, where you can take in the beauty of the natural rear yard.

Upstairs, you’ll find an additional roomy bedroom as well as the 17x15 primary bedroom, which comes with its own upgraded private bath, huge bow window and double closets.

This 3-bedroom, 2-bath home has undergone numerous upgrades, including new flooring, fresh paint, granite countertops, stainless steel appliances, and updated bathrooms. Other recent improvements include new sidewalks, a new water softener system, and a newer roof. The attached 2-car garage completes this perfect package! See lot listing.

ANNAPOLIS

1165 GREEN HOLLY COURT

3 Beds

2 Baths

2,218 Sq.Ft.

$535,000

MLS#: MDAA2103730

Gorgeous End-Unit in Sought-After 55+ Heritage Harbour!
Flooded with natural light from its premium end-unit location and solar tubes, this beautifully maintained townhome features gleaming hardwood floors and an open-concept living and dining area. The updated kitchen boasts stainless steel appliances, granite countertops, rich cabinetry, LVP flooring, and space for both a pantry and cozy breakfast nook. Enjoy the convenience of a spacious laundry/utility room with ample storage and a well-organized one-car garage with slatted walls and custom storage systems.

Both bathrooms were tastefully updated in 2019, and the two bedrooms include generous closets with modern organizer systems. A warm, inviting den opens to a large, sunny patio—perfect for entertaining or unwinding under the stars. The lush landscaping and gardens add a special touch of tranquility.

Located in the highly desirable Heritage Harbour community, residents enjoy resort-style amenities including a clubhouse, fitness center, indoor and outdoor pools, tennis courts, golf course, walking trails, and waterfront access with a marina. Social clubs, events, and recreational activities offer something for everyone.

Homes like this are rare—don’t miss your chance to own this light-filled gem in one of the area's premier active adult communities!

ANNAPOLIS

2737 YEOMANS LANTERN COURT

2 Beds

2 Baths

1,514 Sq.Ft.

$529,999

MLS#: MDAA2128666

Welcome to this inviting split foyer home in the heart of Annapolis! Situated on a desirable corner lot (.27 acres), this well-maintained property offers comfort, convenience, and classic charm. Originally built in 1976 and lovingly owned since 1982, the home features a fully fenced yard, deck and patio area — perfect for outdoor entertaining and everyday relaxation.
Inside, you’ll find 4 bedrooms and 2 full baths. Enjoy the warmth of hardwood floors and replacement windows, while the lower level has a family room, laundry area, and sump pump for peace of mind.
The roof is approximately 3 years old, and the kitchen includes stainless steel appliances for a modern touch. With your final touches and timeless appeal, this home offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.

ANNAPOLIS

220 S SOUTHWOOD AVENUE

4 Beds

2 Baths

1,667 Sq.Ft.

$525,000

MLS#: MDAA2129452

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