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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

316

# of Listings

3

Avg # of Bedrooms

$463

Avg. $ / Sq.Ft.

$1,071,137

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

50 Properties Found. Page 1 of 4.

Prime Retail/Office Space in the Heart of Annapolis

Welcome to 141 West Street, Suite 103 – a versatile retail/office space perfectly positioned in the vibrant core of Annapolis. This ground-level suite offers an open layout that’s ready to be outfitted to match your vision. Whether you’re looking to expand your business, launch a new venture, or establish a professional office, this space gives you the flexibility to make it your own.

Situated in a highly visible and walkable area, you’ll benefit from steady foot traffic, nearby shops, dining, and cultural attractions. The suite also comes with the added convenience of one dedicated parking space, a rare find in downtown Annapolis.

Seize the opportunity to plant your business in one of the city’s most sought-after locations! Prime retail/office condo in the heart of downtown Annapolis. Ground-level suite ready to be customized for your business. High visibility, walkable location near shops and dining. Includes 1 dedicated parking space. Perfect for professional office, boutique retail, or creative workspace. Contact City of Annapolis Permitting office to verify your intended use. The Condo fee is estimated $502 monthly.

ANNAPOLIS

141 WEST STREET 103

None Beds

None Baths

1,009 Sq.Ft.

$500,000

MLS#: MDAA2125942

New on site today

Welcome to 621 Snow Goose Lane , a wonderful opportunity to create a home that truly reflects your style. With solid updates already in place, including a new roof (2024), HVAC (2022), garage door (2021), and appliances (2020), you can focus on adding your own finishing touches. A little paint, new carpet, and refreshed bathrooms will bring this home back to life. Bring your paintbrush and imagination this one has great potential and value. Being sold as-is.

ANNAPOLIS

621 SNOW GOOSE LANE

4 Beds

2 Baths

2,004 Sq.Ft.

$500,000

MLS#: MDAA2128668

#MDAA2128966

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 107

2 Beds

2 Baths

1,318 Sq.Ft.

$499,900

MLS#: MDAA2128966

If you are looking to get into the popular, 55+ community of Heritage Harbour in Annapolis, this is a wonderful opportunity! This large, 3 level townhouse won't force you to part with all of your treasures as there is a place for everything! Offering 3 full levels of living space you can relax, entertain, work, pursue multiple hobbies, enjoy hosting company and still stay organized!
You are welcomed into the large living room from your covered, front porch. The generous room size can accommodate large furnishings. There is a convenient powder room and storage closet in the hallway along with access to your garage. Real hardwood floors flow through the entire first level. The beautiful dining room boasts delightful, custom molding and trim work. The dining room is conveniently located with a separate entrance to the kitchen. The kitchen appliances and countertops have been updated to stainless steel appliances, granite and butcher block. There is a lot of cabinet space plus a dedicated pantry. The attractive, wood topped breakfast bar will be a favorite perch for sipping coffee while chatting on the phone or checking your email. Adjacent and open to a comfortable family room you will no doubt spend a lot of time in this space. French doors open from the family room to a large deck w/ an awning. The deck was recently refurbished & restained. You'll enjoy this beautiful spot for many months throughout the year. A storage closet on the deck gives you a place for cushions and potting equipment.
The upper level offers a spacious master suite with a walk-in closet and extremely large master bathroom. With a double vanity, separate shower and tub, large linen closet and skylight you will be sighing, "Calgon, take me away"! There is a second en suite bedroom on this level with a tub/shower combo. A 3rd bedroom has been outfitted with loads of shelving and storage. Do you work from home? Do you have a book collection? How about photo albums or a genealogy study? There's room for all of that and more. A unique and especially attractive feature of this model is the extra sitting room with custom book shelves tucked neatly between the bedroom areas for letter writing or late night reads. There is a very large storage area on this level as well.
In addition to all of this usable, finished, living space you will also find a full, walk-out basement! Approximately half of the basement is finished with more shelving and cabinetry, a half bathroom and a level walk-out to a private, slate patio with built-in planters. The deck posts/supports were also recently redone & a the fence has had a facelift. The finished area basement space could be a recreation room or guest quarters. Bring your imagination . . . what do you want your life look like for the next 10 - 20 years? To top it all off there is a genuine workshop in the basement with a workbench and even more storage space for tools, paint, and all the other materials needed to maintain your beautiful home and pursue your passions and hobbies. You will also find the washer (rebuilt - because they don't make 'em like they used to) and dryer and a utility sink for tough laundry items and easy cleanups after gardening, painting or woodworking.
The owners have maintained the home extremely well and there are many upgrades and improvements that have been made including, but not limited to the Trane heat pump, Rheem water heater, 6 month roof & gutter check-ups and maintenance , a pest control contract , electrical upgrades and whole house duct cleaning.
Heritage Harbour is an amenity rich community including a golf course, restaurant, tennis & pickleball courts, Clubhouse with fitness center, indoor and outdoor pool, and access to the South River including a community pier, boat slips, canoe & kayak racks. There is a one time, up front Capital Contribution fee of $2,000 due at closing.

ANNAPOLIS

1007 BOOM COURT

3 Beds

2 Baths

3,248 Sq.Ft.

$497,000

MLS#: MDAA2126268

Welcome to 1178 Idylewild Drive – Where Coastal Charm Meets Suburban Convenience

Nestled in the highly desirable waterfront community of Cape St. Claire, this beautifully updated 3-bedroom, 2.5-bath split-level home offers the perfect blend of modern comfort and timeless character. From the moment you arrive, the inviting curb appeal and oversized front porch set the tone for relaxed Annapolis living.

Step inside to find over 2,000 square feet of finished space with an open-concept main level featuring hardwood floors, cathedral ceilings, a cozy brick fireplace, and a gourmet kitchen with upgraded countertops and stainless steel appliances. The lower level offers a private retreat with a spacious bedroom and full bath—ideal for guests, a home office, or multigenerational living.

Enjoy the outdoors with a generous deck overlooking a level, tree-lined yard—perfect for entertaining or quiet evenings at home.

But the real magic? The location.

Cape St. Claire is more than a neighborhood—it's a lifestyle. Residents enjoy exclusive access to community beaches, boat ramps, fishing piers, a clubhouse, basketball courts, and tot lots—all for a nominal annual HOA fee. The community pool offers memberships, and local favorites like the Cape St. Claire Shopping Center, Graul’s Market, and Cape Liquors are just minutes away. Commuters will appreciate quick access to Route 50 and Downtown Annapolis, while outdoor enthusiasts can explore nearby Sandy Point State Park and the Chesapeake Bay.

Zoned to Broadneck High School and part of the Anne Arundel County Public School District, this home is ideal for those seeking top-tier schools in a vibrant, established waterfront community.

Don’t miss this opportunity to own in one of Annapolis’ most cherished enclaves—schedule your private showing today and discover why Cape St. Claire is the hidden gem of the Broadneck Peninsula.

ANNAPOLIS

1178 IDYLEWILD DRIVE

3 Beds

2 Baths

2,016 Sq.Ft.

$495,000

MLS#: MDAA2122494

Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. The only unit available in this Luxurious Condo Building still priced below $500K.
Many upgrades: New Bosch HVAC Heat Pump costing $10K, New designer walk-in shower costing $12 K , New carpeting in Bedroom., Hardwood floors, granite counters. Many amenities : 24/7 live person at the Lobby Front Desk, very secure building, One owned/ assigned underground garage parking space with remote opener, Fitness Center, Outdoor Pool and Hot Tub, Two Outdoor Gourmet BBQ kitchens, Gardening Area, Library, Party Room , TV Lounge , Free Shuttle Service to downtown, just blocks to City Dock attractions: restaurants, entertainment venues, shopping. The most luxurious condo residence in this county.

ANNAPOLIS

5 PARK PLACE 431

1 Beds

1 Baths

839 Sq.Ft.

$489,900

MLS#: MDAA2121784

Welcome to 905 Beacon Way, a beautifully renovated 2-bedroom, 2-bath villa offering approximately 1,394 square feet of comfortable one-level living in the sought-after 55+ community of Heritage Harbour in Annapolis. Designed for ease and efficiency, this home has been fully refreshed with new LVP flooring, carpet, and paint throughout, creating a move-in ready space that blends modern comfort with timeless appeal—just minutes from the heart of historic Annapolis and the Chesapeake Bay.

The open and inviting layout features generous living and dining areas that flow seamlessly for both everyday living and entertaining. The kitchen offers ample cabinetry, modern appliances, and space for casual dining. The primary suite includes a large closet and a private full bath, while the second bedroom and additional full bath provide flexibility for guests or a home office. A laundry area and attached one-car garage add to the home’s practicality and convenience. Major updates include replacement of the entire furnace and air conditioning systems in 2025, and the home is equipped with solar panels for long-term energy efficiency and reduced utility costs.

Residents of Heritage Harbour enjoy a resort-style lifestyle with exceptional amenities, including an expansive clubhouse, indoor and outdoor swimming pools, tennis and pickleball courts, a fitness center, billiards room, library, and walking trails. The community also features a golf course, pier, and water access to the South River, along with an active calendar of clubs and social events that make it easy to connect and enjoy every day.

The location offers quick access to Route 50 and Route 2 for easy commuting to Washington, D.C., Baltimore, and the Eastern Shore. Nearby attractions include downtown Annapolis with its historic charm, waterfront restaurants, boutique shopping, and the United States Naval Academy. Outdoor enthusiasts will appreciate the proximity to Quiet Waters Park, marinas, and the scenic Chesapeake Bay.

With its full renovation, established solar efficiency, recent mechanical upgrades, and access to outstanding amenities, 905 Beacon Way offers the perfect blend of comfort, sustainability, and active adult living in one of Annapolis’s most desirable communities.

ANNAPOLIS

905 BEACON WAY

2 Beds

2 Baths

1,394 Sq.Ft.

$489,000

MLS#: MDAA2128334

Tucked away in Carrs Manor on the Annapolis Neck Peninsula, this 2-bedroom, 2-bath rancher offers a peaceful, private setting with all the conveniences of city living. This desirable ranch-style home offers charm and character in a cozy and functional space with a spacious backyard rarely found this close to downtown Annapolis.

Step inside, and you’ll immediately notice the character-filled details that make this home truly special. The bright and airy layout flows effortlessly from the main living area into a fully finished four-season sunroom—ideal for your morning coffee, home office, or extra lounge space. The restful primary suite features a large updated bathroom with a tub/shower combination. A second bedroom, with oversized closet, also has a hall bath. A uniquely designed living area will captivate you, from the kitchen with its open overlook, to the sunlit living room with beautiful built-in shelving. An ideal layout provides every space you need in this relaxed, welcoming home.

Set on a spacious, flat 0.31-acre lot, the fully fenced backyard provides a private retreat for outdoor entertaining, gardening, or simply relaxing. Whether you're hosting a barbecue or setting up a hammock to unwind, there's plenty of space to make it your own.

Updated lovingly throughout the years, this home is truly move-in ready. Recent updates include the fully finished sun room with ductless mini-split (2024), a new shed and patio (2020), the addition of the 2nd bathroom as well as the renovation of the kitchen and primary bath (2020/2021), and new driveway (2021). With a newer roof (2019) and crawl space encapsulation (2019), life at 1016 Carrs Road will be low-maintenance!

Enjoy easy access to all that Annapolis offers—from waterfront dining and boutique shopping to vibrant cultural events and scenic parks. Walk or bike to Ellen O. Moyer park, the Beacon waterfront restaurant, local marinas including Bert Jabin's Yacht Yard and the Black Market Bakers location at Port Annapolis marina. Just minutes from downtown Annapolis and Eastport, the best of Annapolis living awaits right outside your door. Welcome home!

ANNAPOLIS

1016 CARRS ROAD

2 Beds

2 Baths

1,205 Sq.Ft.

$475,000

MLS#: MDAA2128868

Welcome to Heritage Harbour, one of Annapolis’s most desirable 55+ communities, where comfort, connection, and convenience come together. This single-level ranch-style townhome at 2664 Compass Drive offers an ideal blend of low-maintenance living and access to resort-style amenities, just minutes from the Chesapeake Bay and historic downtown Annapolis. Inside, you’ll find a bright open layout featuring two spacious bedrooms and two full baths. The primary suite includes a large walk-in closet and private bath, while the second bedroom offers flexibility for guests or a home office. The main living area flows seamlessly to a cozy porch, creating an inviting space for relaxing or entertaining. Additional highlights include no stairs, a one-car attached garage, natural gas heating, and public water and sewer. Living in Heritage Harbour means enjoying a vibrant lifestyle with golf, indoor and outdoor pools, tennis, a fitness center, and even a community pier offering access to the South River. With nearby shops, restaurants, and medical facilities, this location provides everything you need to enjoy Annapolis living at its best. Schedule your private tour today and discover why Heritage Harbour remains one of the most sought-after active adult communities in Maryland.

ANNAPOLIS

2664 COMPASS DRIVE

2 Beds

2 Baths

1,145 Sq.Ft.

$470,000

MLS#: MDAA2128766

Price just reduced! Also for Rent for $3000/Mo. Welcome to easy living on the Broadneck Peninsula! This three-level garage townhome blends comfort and flexibility with ample space to gather or unwind. The entry-level offers a versatile space—use it as a legal 4th bedroom, theater, office, or hobby room—plus a garage with extra storage for a workbench, gear - it even comes with a second fridge. Upstairs, the heart of the home is the stylish kitchen with granite counters, stainless steel appliances, including a Bosch dishwasher and newer refrigerator/freezer, and a movable island that makes entertaining effortless. A wall of pantry storage keeps everything organized, while the slider opens to a sunny deck and fenced yard—perfect for cookouts, gardening, or evenings under the stars. The open living and dining areas flow together, creating an inviting space for friends and family. Retreat upstairs to three bedrooms, including a serene owner’s suite with a walk-in closet and updated bath. Two additional bedrooms and a hall bath complete the home, offering space for everyone. Beyond the front door, enjoy an easy commute to major routes while being part of the coveted Broadneck community, home to Blue Ribbon Schools, parks, shops, and the Chesapeake Bay. And very close to the almost finished Broadneck Peninsula Trail!

ANNAPOLIS

633 BAYSTONE COURT

3 Beds

2 Baths

1,868 Sq.Ft.

$450,000

MLS#: MDAA2125976

Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, and an enviable location in one of the area’s most beloved waterfront communities.

Welcome to your dream retreat! Just a short stroll from your door, you’ll find one of the community’s best private beaches, complete with a sandy shoreline, kayak storage, boat ramp, designated swimming area, and dock along the majestic South River.

This home packs a big punch for its price, featuring numerous upgrades on a beautifully maintained and usable .34-acre lot with seasonal water views. Imagine sipping your favorite beverage on the inviting front porch, surrounded by mature trees that provide privacy and a serene landscape setting.

Location couldn’t be better — just minutes from Mike’s Crab House, Routes 50 and 97, and only 15 minutes from historic Annapolis, while shopping and everyday conveniences are just a short drive away. Why settle for a townhouse when you can have a private lot and single-family home, with multi-million-dollar waterfront estates just a few houses down?

Don’t let this rare opportunity slip away — Cape St. John living awaits!

ANNAPOLIS

251 CAPE SAINT JOHN ROAD

2 Beds

1 Baths

1,002 Sq.Ft.

$449,000

MLS#: MDAA2124512

Price Adjustment! Welcome to 8 Ashford Ct — Modern Living in the Heart of Annapolis!
Now offered at a new, more attractive price, this beautifully updated 2-bedroom, 1.5-bath contemporary townhouse is move-in ready and full of upgrades. Enjoy a spacious open floor plan featuring gleaming hardwood floors and a modern kitchen with stainless steel appliances. Located in the highly desirable Hunt Meadow community, residents have access to amenities including a pool, tennis courts, and scenic walking paths. All just minutes from downtown Annapolis, shopping, dining, and commuter routes — don’t miss this fantastic opportunity! Cinch Home Warranty Included.

ANNAPOLIS

8 ASHFORD COURT

2 Beds

1 Baths

1,248 Sq.Ft.

$440,000

MLS#: MDAA2115574

Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in the past year, the home features new flooring and paint throughout, all new kitchen appliances, countertops, and sink, new siding, four mini-split units, and all new upstairs windows. Walls were opened between the kitchen, dining, and laundry areas to create a more open flow, and a new upper-deck door leads to an expanded rooftop deck with water views. Additional highlights include exposed brick and beamed ceilings, a fenced rear yard, private access to College Creek, and rare rear parking. With a proven rental history including $21,500 earned on Airbnb in 2023, this home is ideal as a primary residence or investment opportunity. Price includes furnishings.

ANNAPOLIS

198 CLAY STREET

2 Beds

1 Baths

902 Sq.Ft.

$429,000

MLS#: MDAA2124062

Welcome to 98 Carroll Drive, a charming single-level home in the sought-after Hillsmere Shores community of Annapolis. This 2-bedroom, 1-bath property sits on a fenced corner lot with beautiful landscaping and a full irrigation system. Inside, the home offers a cozy layout with a spacious three-season room perfect for relaxing or entertaining, and it includes a full-home generator for reliable backup power. While ready for updates, the home is full of potential and waiting for a buyer’s personal touch. Living in Hillsmere Shores means access to bay front playgrounds, a private marina, boat ramp, community beach, and pool — all offering unmatched access to the Chesapeake Bay — plus close proximity to Quiet Waters Park and downtown Annapolis.

ANNAPOLIS

98 CARROLL DRIVE

2 Beds

1 Baths

936 Sq.Ft.

$425,000

MLS#: MDAA2126692

Sought after top floor (6th) unit with elevator access, you'll love the views from your sunroom and bedrooms! Great room/living room with gas fueled fireplace, spacious dining room off bright kitchen with recently updated quartz countertops, Two primary bedrooms with private bath ensuites- one with shower and other with bath/shower combo - Community amenities include community recreation center with indoor and outdoor pool, activities galore, water privileges for kayak/canoe, tennis, golf for add't fee , walking/jogging paths, exercise room. There is a transportation service available within the community as well.

ANNAPOLIS

940 ASTERN WAY 604

2 Beds

2 Baths

1,272 Sq.Ft.

$415,000

MLS#: MDAA2127410

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