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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

357

# of Listings

3

Avg # of Bedrooms

$480

Avg. $ / Sq.Ft.

$1,092,577

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

357 Properties Found. Page 19 of 24.

New on site 4 days ago

Welcome to 1364 Almond Drive in the heart of the sought-after Walnut Ridge community!
This three-bedroom, one-and-a-half-bathroom townhome blends comfort, convenience, and charm in a peaceful Annapolis setting. Step inside to a bright, spacious kitchen adorned with ample counter space, a custom backsplash, and newer stainless steel appliances, including a refrigerator. The upgrades include a new roof with new gutters and gutter guards, recessed lighting, a new water heater, and low-flow toilets. The washer and dryer from 2020 simplify the laundry process. Included is a Hotpoint 6.9-cu ft chest freezer. The property comes with a Buyer Home Warranty. The inviting family room flows seamlessly into the private backyard, featuring an oversized deck and a beautifully landscaped garden with flagstone accents—a perfect space for hosting gatherings or enjoying a quiet evening outdoors. Best of all, your private backyard backs to a serene wooded common area, offering privacy and a tranquil view.
Upstairs, you'll find the primary bedroom, two additional bedrooms, and a full bathroom—ideal for a growing family, a home office, or guest accommodations. The pull-down attic ladder provides access to abundant storage space, helping keep your home organized.
Located just steps from the Cape St. Claire shopping center, you'll enjoy convenient access to dining, shops, and essential services. Outdoor enthusiasts will love being minutes from Broadneck Park, the B&A Trail, and Sandy Point State Park, with a direct path to the Broadneck Library and Bay Dale Shopping Center. Plus, you're only a short drive from downtown Annapolis, Route 50, and the Bay Bridge.
With fresh paint and updates throughout, this Walnut Ridge gem is move-in ready. Don’t miss your chance to own this exceptional home in a fantastic community. Welcome Home!

ANNAPOLIS

1364 ALMOND DRIVE

3 Beds

1 Baths

1,360 Sq.Ft.

$365,000

MLS#: MDAA2116458

Extremely rare 3-bedroom 2-bathroom top floor condo in the Windgate community. The condo was purchased in 2022 and was completely renovated. Please look through the photos to be walked through everything this wonderful condo has to offer its next owner. The entire condo was painted in 2022 and new flooring, kitchen cabinets, kitchen counter tops and appliances were installed at that time. This condo is in excellent condition. Enjoy the community amenities, including a playground and picnic area. Centrally located in Annapolis, this condo is close to the hospital, mall, major commuter routes, and just 5 minutes from Historic Annapolis. Renters lease ends on July 31st so settlement cannot take place until August 1st. Don't miss out on this one!

ANNAPOLIS

655 BURTONS COVE WAY 11

3 Beds

2 Baths

1,128 Sq.Ft.

$360,000

MLS#: MDAA2112390

New on site 2 days ago

Top floor corner unit with loft in the coveted and convenient Windgate community. Nicely appointed with granite countertops, white cabinetry, stainless steel appliances., large closets. Windgate is conveniently located off of route 50 in Annapolis. Just minutes to all your shopping needs in Parole and downtown Annapolis, Naval Academy, Anne Arundel Medical Center and other necessities. Great spot for commuting into Washington DC or Baltimore.

ANNAPOLIS

2000 PHILLIPS TERRACE 12

2 Beds

2 Baths

1,446 Sq.Ft.

$360,000

MLS#: MDAA2116838

None

ANNAPOLIS

602 BROACH COURT

3 Beds

2 Baths

1,486 Sq.Ft.

$360,000

MLS#: MDAA2116676

Charming 3-bedroom townhome features an updated kitchen with Craftsman-style cabinetry, granite countertops, and stainless steel appliances—perfect for cooking and entertaining. The updated full bath offers a fresh, modern feel, while the spacious master bedroom boasts a walk-in closet & two other bedrooms with ample closet space. Kitchen, roof & main bath updated pre-covid! Enjoy outdoor living in the private rear yard. Conveniently located just 10 minutes from historic downtown Annapolis and only 5 minutes to shopping, dining, and Route 50 for easy commuting. A wonderful opportunity to own in a sought-after location!

ANNAPOLIS

1650 WOODTREE CT E

3 Beds

1 Baths

1,280 Sq.Ft.

$359,900

MLS#: MDAA2115578

Stunning Top Floor w/ Vaulted ceilings condo in sought after Tidewater Colony! Entire condo has been remodeled May 2025 - New Kitchen cabinets, quartz, backsplash and stainless appliances, new LVT flooring throughout, Freshly painted top to bottom, new vanities and lighting in bathrooms, Gas FP w/ built-in entertainment, upgraded lighting, private balcony w/ 2 entrances. 2017 - AC unit (Trane) and Aquatherm Air handler.

Community amenities include Pool, Fitness, Clubhouse, Tennis, Jog/Walk Path, Tot lots. Super location - Naval Academy, AAMC, Downtown Annapolis, 50 & 97 - DC/Balt!

ANNAPOLIS

2008 PEGGY STEWART WAY 304

2 Beds

2 Baths

1,082 Sq.Ft.

$349,000

MLS#: MDAA2112480

Price Improvement on this First floor 2 Bedroom, 2 Bath Benton Model with sunroom in The Reserve at Heritage Harbour, an over 55+ community! Kitchen with granite countertop offers breakfast bar, cooktop, wall oven & built in microwave, Primary bedroom with walk in closet and private ensuite bath that has shower stall & 2 sink areas and second bedroom with private bath has tub/shower. Open floor plan allows for flexible furniture placement for living and dining area, freshly painted & newly installed Luxury vinyl in main areas, BR offer carpet, In Heritage Harbour, the abundance of amenities await you! Indoor and Outdoor pools, clubhouse, recreational center with exercise room, community center with various activities, Tennis/pickleball, picnic area, lake, library, jog/walk path, Golf course membership available, water privileges with community pier/dock, bus/transportation service - Please note there is a one-time recreational fee paid by buyer at settlement to establish account in amount of approximately $2,000.

ANNAPOLIS

940 ASTERN WAY 109

2 Beds

2 Baths

1,272 Sq.Ft.

$345,000

MLS#: MDAA2089128

New on site 4 days ago

#MDAA2107838

ANNAPOLIS

60 SANDSTONE COURT G G

3 Beds

2 Baths

1,119 Sq.Ft.

$319,900

MLS#: MDAA2107838

Want to live in the City of Annapolis and walk to work? Here's your chance! Hang your hat in this cozy place. Own this home without the added expense of HOA/Condo fees. It is ideally located within walking distance to the Navy Stadium for all your tailgating and football fun, Maryland Hall for the Arts, and the city's vibrant restaurants and pubs. Enjoy easy access to the Annapolis Free Downtown Shuttle, with a pickup just a short stroll away. Once a neighborhood grocery store, this unique home has been thoughtfully converted into a two-level residence, offering two bedrooms, one full bath, a full kitchen, and laundry. The main-level bedroom and bath provide excellent accessibility, while the upper-level bedroom is accessible via a spiral staircase. Roof, central air and heat were recently updated, and while there’s room for personal touches, the home needs some TLC to be ready to welcome you to the heart of Annapolis living!

ANNAPOLIS

67 SPA ROAD

1 Beds

1 Baths

1,053 Sq.Ft.

$315,000

MLS#: MDAA2112532

Welcome to this beautifully appointed and well maintained 3-bedroom, 2-bath home, offering the perfect blend of comfort and convenience! Featuring a spacious and open layout, this home boasts a modern kitchen with granite countertops, stainless steel appliances, and ample cabinet space. The kitchen also offers a wine cooler. The living area is perfect for relaxing or entertaining, while the generously sized bedrooms provide a cozy retreat. The unit has laminate floors, newer carpet, updated lighting and an updated bathroom.

ANNAPOLIS

10 SANDSTONE COURT H

3 Beds

2 Baths

1,198 Sq.Ft.

$313,900

MLS#: MDAA2110670

Experience effortless accessibility and modern comfort in this beautifully maintained lower-level 2-bedroom, 2-bath home. The spacious open layout invites relaxation and entertaining, featuring a newly upgraded kitchen with sleek granite countertops, stainless steel appliances, and ample cabinetry. The bright and airy living area creates a welcoming atmosphere, while the generously sized bedrooms offer a cozy retreat. The enclosed back porch is a charming breezeway leading to a peaceful back patio with serene forest views—an ideal spot for unwinding. The main bath has been tastefully updated with stylish finishes, adding a touch of luxury. Recent enhancements include Closet Maker custom closets in the hallway and guest bedroom, top-down bottom-up window shades throughout, new ceiling fans in both bedrooms, two new low-flush toilets, two new sliding glass doors, and a new MaxAir HVAC system installed in 2022.
Beyond the home itself, enjoy a vibrant community with fantastic amenities, including a pool, fitness center, and clubhouse—all conveniently located just minutes from downtown Annapolis, the Chesapeake Bay, and major commuter routes. This move-in-ready gem won’t last long—schedule your showing today!

ANNAPOLIS

30 HEARTHSTONE COURT C C

2 Beds

2 Baths

1,217 Sq.Ft.

$299,000

MLS#: MDAA2116192

RARELY available floorplan with second story loft! 1 BR and 1FB but loft could be additional bedroom or home office space. 1,133 sq. ft. making this floorplan the largest available in the building. W/D are in the unit. Updated kitchen has stainless steel appliances and granite counters. Patio space offers room for enjoying the outdoors from the upper level of the condo building. Dues include trash removal, pool/tennis court access. Condos are FHA Approved - Lender to confirm.

ANNAPOLIS

1231 GEMINI DRIVE L

1 Beds

1 Baths

1,133 Sq.Ft.

$290,000

MLS#: MDAA2104306

RARELY available floorplan with second story loft! 1 BR and 1FB but loft could be additional bedroom or home office space. 1,133 sq. ft. making this floorplan the largest available in the building. W/D are in the unit. Updated kitchen has stainless steel appliances and granite counters. Bath tub and shower have been recently tiled/resurfaced. Patio space offers room for enjoying the outdoors from the upper level of the condo building. Dues include trash removal, pool/tennis court access. Condos are FHA Approved - Lender to confirm.

ANNAPOLIS

1231 GEMINI DRIVE L

1 Beds

1 Baths

1,133 Sq.Ft.

$290,000

MLS#: MDAA2115238

Experience the best of both nature and city living in this spacious top-floor unit at Annapolis Overlook. With nearly 1,400 sq ft, this 2-bedroom, 2-bathroom home offers high ceilings, generous living space, a cozy fireplace, and a balcony overlooking a wooded setting—yet it's just minutes from Downtown Annapolis! You'll enjoy easy access to restaurants, shopping, and entertainment, as well as close proximity to the U.S. Naval Academy and local schools. Quick access to Route 50 and the Bay Bridge makes commuting a breeze.

Recent upgrades include a new HVAC unit installed in Fall 2023 and new energy-efficient patio doors, installed in 2023 and new toilets. The home also features updated vanities, mirrors, and fresh paint throughout. Don’t miss this opportunity for a top-floor unit in an incredibly convenient location! Secured front door access and assigned parking spaces complete the package.

ANNAPOLIS

40 HEARTHSTONE COURT K K

2 Beds

2 Baths

1,376 Sq.Ft.

$284,900

MLS#: MDAA2116574

#MDAA2096604

ANNAPOLIS

7101 BAY FRONT DRIVE 400

1 Beds

1 Baths

1,000 Sq.Ft.

$275,000

MLS#: MDAA2096604

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