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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

361

# of Listings

3

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$1,098,732

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

361 Properties Found. Page 22 of 25.

Escape to your own private Estate. 6000+ sqf of finished space with 2.2 acres of land in the most desirable location of Annapolis. 6 Bedrooms, 4.5 Bathrooms, with > 1000sqf for Master Suite. Two Fireplaces. Move-in condition. Potential for subdivision (check with engineer/county).

A stone's throw to downtown without the city taxes. Across from B&A bike Trail & WWII Memorial. Direct access to Rt50 without any stoplights! BroadneckHS/Severn RiverMS/ArnoldES. Agent Owner. Must Call the Agent to show.
Must be accompanied by agent.

All reasonable offers will be considered.

ANNAPOLIS

1707A GOVERNOR RITCHIE HIGHWAY

6 Beds

4 Baths

4,796 Sq.Ft.

$6,500

MLS#: MDAA2110358

Welcome to 200 Severn Avenue, a beautifully designed 3-bedroom, 3.5-bathroom home in the heart of Eastport, just steps from downtown Annapolis. Built in 2020, this modern coastal retreat offers 2,300 square feet of impeccably finished living space, combining contemporary elegance with thoughtful functionality. Inside, the open-concept main level boasts gleaming hardwood floors, a gourmet kitchen with granite countertops, high-end stainless steel appliances, a gas range, and a large island perfect for entertaining. The spacious living and dining areas flow seamlessly to a private Trex deck, ideal for outdoor relaxation. First floor is rounded out by an en suite bedroom offering the option for single - level living. Upstairs, the two additional en suite bedrooms offer comfort and privacy, while a versatile bonus space is perfect for a home office or reading nook. The home also features Lutron smart lighting, a WiFi-controlled HVAC system, and electronic locks for ultimate convenience. Situated in one of Eastport’s most desirable locations and offering 3 designated parking spots, this home is walkable to marinas, award-winning restaurants, shopping, Eastport Yacht Club and the Annapolis Yacht Club. Enjoy the vibrant waterfront lifestyle with easy access to boating, the Water Taxi, and year-round events like the famous Eastport vs. Annapolis Tug of War. This home is available for a long-term lease (2-3 years preferred).

ANNAPOLIS

200 SEVERN AVENUE

3 Beds

3 Baths

2,300 Sq.Ft.

$5,995

MLS#: MDAA2103290

Absolutely gorgeous fully remodeled light filled modern home! Two story sun drenched family room off kitchen w/ wood fireplace & 2 almost new sliding glass doors leading to the entertainers' dream stone patio! Main floor master suite w/ gorgeous master bathroom. Wake up every morning and sit on your stone patio as you enjoy the wildlife in your private, wooded backyard. Or watch a movie or sports while enjoying a cocktail. All the major components have been updated/replaced in this gorgeous home. Fine details throughout such as crown molding & wainscoting. Any gourmet chef's dream kitchen with granite counters, soft closing cabinets & drawers, almost new appliances, contrasting gray center island & tons of storage. Fully finished basement with media room, 6the bedroom! Also a 2 car oversized attached garage! Plus almost new roof, HVAC, water heater, water treatment system, carpet (in office, basement & living room ), appliances & much more! Windfern Forest community has a private pier w slips on a first come first served basis. Community also has a large gazebo, picnic tables & charcoal grills! Great place to call home! : )

ANNAPOLIS

513 POST OAK ROAD

5 Beds

4 Baths

3,568 Sq.Ft.

$5,900

MLS#: MDAA2113792

Waterfront home in Oakwood Community w/ unsurpassed views of S. River and Bay. Newly renovated gourmet kitchen w/ island. Main level 2 BR 1 bath. Spacious open living area, F/R with wood-burning F/P. Hard wood FL through out. 2-Car garage w/ lots of workspace and storage. New 100 foot pier. Tranquil location, steps from Thomas Point Park. Pets case-by-case.

PS current tenants are moving out 5/31

ANNAPOLIS

3730 THOMAS POINT ROAD

4 Beds

2 Baths

1,932 Sq.Ft.

$5,100

MLS#: MDAA2114138

Views of the Great Chesapeake Bay come with this updated and upgraded Oyster Creek waterfront. Shared pier with a large boat slip, community beach and boat ramp for easy water access to the Bay. No smoking house and no pets allowed.

ANNAPOLIS

1330 WASHINGTON DRIVE

3 Beds

2 Baths

1,584 Sq.Ft.

$5,000

MLS#: MDAA2113692

Waterfront home in Oakwood Community w/ unsurpassed views of S. River and Bay. Newly renovated gourmet kitchen w/ island. Main level 2 BR 1 bath. Spacious open living area, F/R with wood-burning F/P. Hard wood FL through out. 2-Car garage w/ lots of workspace and storage. New 100 foot pier. Tranquil location, steps from Thomas Point Park. Pets case-by-case.

ANNAPOLIS

3730 THOMAS POINT ROAD

4 Beds

2 Baths

1,932 Sq.Ft.

$5,000

MLS#: MDAA2114048

*****24 notice on all showings. Tenant Occupied*******693 Giddings, 3 levels of Modern luxury in the heart of West Annapolis. Designed by Hammond Wilson Architects and built by Bayview Builders. This end unit townhome is loaded with high end finishes. Custom kitchen with Quartz Countertops, stainless steel top of the line appliances. The lower level has a full bath and rec room that could be used as a 3rd bedroom. Open modern floor plan with hardwood floors throughout. Shops and restaurants right outside your front door. Walkable to downtown, Naval Academy and stadium. Water access 5 blocks away. Easy access to RT 50/97. Pets case by case, rent includes 2 parking spot. Electric car charging available.

ANNAPOLIS

693 GIDDINGS AVENUE

2 Beds

2 Baths

1,553 Sq.Ft.

$4,600

MLS#: MDAA2116096

Spectacular front and center waterviews from this 3rd floor Tecumseh condo overlooking Spa Creek and Ego Alley. Corner unit with multiple windows. Waterside balcony overlooks it all with an easy walkable Eastport location! New fresh paint, new engineered wood floors in Kitchen and Baths and neutral carpet in Living Room and all Bedrooms. Modern lighting fixtures and washer/dryer included. Older Kitchen but neat and clean. Rent while you find your perfect Annapolis home! Secure building, parking and waterfront pool! Parking card and front door key deposit as well as $125 move in fee. Professional photos coming. Easy to show!

ANNAPOLIS

312 SEVERN AVENUE 312E

3 Beds

2 Baths

1,600 Sq.Ft.

$4,500

MLS#: MDAA2115948

New on site 1 day ago

Welcome to 1318 Bay Ridge Avenue — a beautifully updated home located in the heart of Annapolis' vibrant Eastport neighborhood. This 3-bedroom, 2.5-bath rental offers the perfect blend of historic charm and modern convenience, just minutes from downtown, marinas, and all the waterfront dining Annapolis is known for. Step inside to find beautiful floors, an open-concept living and dining area, and a stylishly remodeled kitchen with stainless steel appliances and granite countertops. A convenient half bath is located on the main level, perfect for guests. Upstairs, you’ll find three spacious bedrooms and two full bathrooms, including a primary suite with a private en-suite bath and generous closet space. The fully finished basement adds a versatile rec room — ideal for a home office, gym, or media room. Outside, enjoy your morning coffee or evening unwind on the covered front porch or entertain guests on the back deck overlooking a fenced yard — perfect for pets or summer barbecues. Garage parking and in-home laundry complete the package. Whether you're commuting to D.C. or just want to be close to the water and Annapolis events, this home is a rare Eastport gem you won’t want to miss!

ANNAPOLIS

1318 BAY RIDGE AVENUE

3 Beds

2 Baths

2,000 Sq.Ft.

$4,200

MLS#: MDAA2114384

Street level storefront with tremendous visibility at the gateway to the West Annapolis shopping district. Current tenant is in the home decor business and will be vacating by June 30th. See photos of the superior interior finish. Neighborhood has a village type vibe featuring other boutique stores and restaurants with easy access from Rt. 50. Walkable to the Historic District, USNA & Navy Marine Corps Memorial Stadium. 4 other commercial tenants & 2 residential tenants in the adjacent building at 4 Annapolis Street share the rear parking lot. Street level space has approximately 1,200 sf. Lower level has approximately 1,200 sf with direct walkout access to the 30+ space surface parking lot. Tenant pays electric, oil heat, cable and splits the quarterly water/sewer bill with the adjacent tenant...One Petticoat Lane. Landlord pays for grounds & parking lot maintenance, snow, ice & trash removal. Unique opportunity for an existing business requiring quick possession.

ANNAPOLIS

2 ANNAPOLIS STREET

None Beds

None Baths

N/A

$4,000

MLS#: MDAA2116236

Penthouse level 2 bedroom 2 bath condominium, corner unit ready for immediate occupancy. Residence at
Park Place has underground parking - 2 spaces, storage space. swimming pool, party room, lounge, exercise
room, library - reading area, outdoor cooking and picnic tables and chairs. A great location for an easy
walk to city dock. Log in and show.

ANNAPOLIS

5 PARK PLACE 705

2 Beds

2 Baths

1,267 Sq.Ft.

$4,000

MLS#: MDAA2098014

Sunny, multi-level 3 bedroom, 2 full bath home features NEW KITCHEN, NEW BATHS, NEW APPLIANCES, refinished hardwood floors. Dining room leads to deck in fully fenced backyard. 2 bedrooms on mezzanine level and third on upper. Lower level boasts family room and laundry/utility room.

Minimum credit score of 650 required.

ANNAPOLIS

739 WARREN DRIVE

3 Beds

2 Baths

1,740 Sq.Ft.

$3,875

MLS#: MDAA2103750

Sunny, multi-level 3 bedroom, 2 full bath home features NEW KITCHEN, NEW BATHS, NEW APPLIANCES, refinished hardwood floors. Dining room leads to deck in fully fenced backyard. 2 bedrooms on mezzanine level and third on upper. Lower level boasts family room and laundry/utility room.

Minimum credit score of 650 required.

ANNAPOLIS

739 WARREN DRIVE

3 Beds

2 Baths

1,740 Sq.Ft.

$3,875

MLS#: MDAA2116224

Beautiful 2 BR/2 Bath condo w/many extras in the most luxurious, secure building in downtown Annapolis. Great southern views, natural light, sliding glass doors, plantation shutters in all rooms, wood floors, gourmet kitchen , stainless appliances & granite counters, Pool, Hot Tub, Fitness Center, 24/7 live concierge/security person in lobby. Two Underground Garage Spaces with remote door openers included.
Rent includes most utilities. Available June 1st, 2025
Luxury living in the heart of Annapolis, just blocks to Downtown City Dock attractions and restaurants.

ANNAPOLIS

5 PARK PLACE 624

2 Beds

2 Baths

1,270 Sq.Ft.

$3,850

MLS#: MDAA2110354

Owner has completely renovated this property. Renovations include bathroom w/a newly installed shower, and a totally new kitchen including granite counters. Entire unit is freshly painted and new flooring installed. The layout includes two private rooms in the back for offices, and an additional room behind the garage door for an additional office, etc. The entrance includes an area that can be used as a reception area. There is a minimum 5-year lease period with a 4% bump-up per year with a Triple Net.

ANNAPOLIS

2112 RENARD COURT S17 PH

None Beds

None Baths

N/A

$3,800

MLS#: MDAA2103036

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