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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

291

# of Listings

3

Avg # of Bedrooms

$448

Avg. $ / Sq.Ft.

$1,026,604

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

291 Properties Found. Page 14 of 20.

#MDAA2115076

ANNAPOLIS

930 ASTERN WAY 502

2 Beds

2 Baths

1,477 Sq.Ft.

$399,999

MLS#: MDAA2115076

Welcome to your next home! Located in Annapolis, this townhouse at 93 Clay St offers spacious living with its four bedrooms and three bathrooms. Designed in the stylish End Unit Attach/Row House architecture, this residence provides a blend of modern comforts and classic appeal.

Inside, you're greeted with a seamless flow of carpet and laminate floors, providing a cozy yet elegant atmosphere throughout the home. The central air conditioning ensures year-round comfort, complemented by efficient electric heating. This home is perfectly equipped for modern living, featuring a convenient in-unit washer and dryer, making laundry days a breeze.

The layout promotes both privacy and open living, ideal for entertaining guests or enjoying quiet family evenings. Each bedroom offers ample space, ensuring everyone has their own retreat. The bathrooms are designed with functionality in mind, providing a perfect start to your day or a relaxing end.

93 Clay St is ready to welcome you home. Don't miss the opportunity to make this delightful townhouse your own!

ANNAPOLIS

93 CLAY STREET

4 Beds

2 Baths

2,022 Sq.Ft.

$399,999

MLS#: MDAA2117410

Heritage Harbour community offers it all for its residents. Move into the convenience of one level living here. Home is also partially fenced for some added privacy. Subject is sold in as is condition, seller nor buyer can make any repairs prior to closing. Property is owned by the US Dept. of HUD, HUD Case #241-916291. Insurability Code: ie. Seller makes no representations or warranties as to property condition and HUD Homes are sold “AS-IS” only. Seller may contribute up to 3% for buyer’s closing costs, upon buyer request. EHO. SELLER DOES NOT ALLOW ASSIGNED CONTRACTS.

ANNAPOLIS

1945 MARCONI CIRCLE

2 Beds

2 Baths

1,200 Sq.Ft.

$397,000

MLS#: MDAA2119170

Welcome home to this updated three bedroom, two and a half bath townhouse on the sought after Broadneck Peninsula. Walk into a tiled foyer adjacent to the living room with wood flooring. The kitchen is on the back side of the house with fine cabinets and stainless appliances. Ceramic tile flooring and the dining room, which has a slider to the backyard. Upstairs find a primary bedroom with an updated attached full bath and two more bedrooms share the updated hall bath. The backyard is surrounded by privacy fence, plenty of space to entertain. ----New HVAC in 2024---New roof 2022---New water heater 2019----Broadneck walking trails are right outside the neighborhood, PLUS a new traffic light has been installed a block from entrance to the neighborhood, making it faster and safer to get to Broadneck Park's ball fields and dog park***** Close to shops and restaurants, mins from Downtown Annapolis and commuter routes to Washington and Baltimore.

ANNAPOLIS

1029 COMMANDERS WAY N

3 Beds

2 Baths

1,280 Sq.Ft.

$395,000

MLS#: MDAA2120264

Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation.

Strategically located, this property is in close proximity to essential amenities and community .Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location.

Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal.

Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. Buyer responsible for all due diligence on condition of home. So much potential! Make this your today!!

ANNAPOLIS

40 OAK COURT

2 Beds

2 Baths

1,061 Sq.Ft.

$389,900

MLS#: MDAA2121666

Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two bedrooms/offices, two full bathrooms, and robust hardwood flooring throughout, presenting a promising canvas for renovation.

Strategically located, this property is in close proximity to essential amenities and community features. Public transportation is conveniently accessible with the Riva Road & Forest Drive bus station less than 700 meters away, enhancing the location's connectivity.

Additional features include a rear deck perfect for relaxation or casual gatherings, a useful rear shed for extra storage, and a generous off-street parking area that can accommodate up to 12 vehicles. Despite being sold as-is, with no repairs from the seller, the property's inherent potential and dual-use capability as both a residential and commercial space make it a lucrative deal.

Capitalize on the chance to customize this space into a thriving business venture or a mixed-use development that promises both rental income and renovation possibilities. Dive into this project and shape it into your vision of success! Property is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. So much potential! Make this your today!!

ANNAPOLIS

40 OAK COURT

None Beds

None Baths

1,061 Sq.Ft.

$389,900

MLS#: MDAA2121664

Don’t miss this updated 2-bedroom, 2-bath condo tucked into the treetops of sought-after Heritage Harbour. Freshly painted with new flooring throughout the main living areas, this home also features a remodeled kitchen with modern counters, sleek cabinetry, and newer appliances. Major upgrades already done for you: HVAC, water heater, washer, and dryer have all been replaced.

Step out onto your private balcony and enjoy peaceful, elevated views. A dedicated storage unit is included, and the building features an elevator, game room, and indoor/outdoor pools.

Heritage Harbour is known for its unmatched amenities: a community lodge with fitness rooms, a library, gathering spaces, and access to golf, shops, restaurants, medical offices, and water activities.

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$389,900

MLS#: MDAA2122918

Charming Eastport Area bungalow. Enjoy one-level living with this three-bedroom, two full bathroom home. Morning coffee can be enjoyed on the covered front porch or rear patio in your large fenced backyard. The cedar-sided family room is a vibe. Bonus storage in the attic and cellar basement. Walking distance to Quiet Waters Park and Truxton Park, Forest Drive, and minutes from historic downtown Annapolis.

ANNAPOLIS

211 JANWALL STREET

3 Beds

2 Baths

1,416 Sq.Ft.

$389,000

MLS#: MDAA2123772

Welcome to The Villages at Summerplace, a serene and sought after enclave within the amenity rich Riva Trace community of Annapolis! This beautifully maintained condo offers a rare blend of privacy, nature views, and modern convenience, just minutes from downtown Annapolis, shopping, dining, medical facilities, and major commuter routes to Baltimore, Washington D.C., and Fort Meade.
Step inside to discover a bright and airy open layout featuring a spacious living room with a cozy wood-burning fireplace. The living area flows seamlessly into a sun-drenched sunroom, perfect for a sitting area, home office, or personal gym. Adjacent to the living room is a generous dining area and a tastefully updated kitchen with stainless steel appliances, counter seating, ideal for casual meals and entertaining.
Down the hall, you’ll find a full bathroom, a spacious guest bedroom, and a convenient, space-saving all-in-one washer and dryer. At the end of the hall, the expansive primary suite offers a walk-in closet and an en-suite bathroom featuring a double vanity and a walk-in shower. Step outside from the primary bedroom to your private covered balcony, an ideal place to enjoy morning coffee or unwind after a long day. Additional features include a secure, lockable storage bin in the building’s basement.
As a resident of Riva Trace, you’ll enjoy some of the area’s finest amenities, including private water access to Gingerville Creek and the South River via a community pier, canoe and kayak storage, scenic walking and hiking trails, tennis and pickleball courts, a basketball court, playground, picnic areas, and even a crabbing pier. The community’s natural beauty, quiet surroundings, and welcoming atmosphere make it one of Annapolis’ most desirable places to live.

ANNAPOLIS

2707 SUMMERVIEW WAY 7201

2 Beds

2 Baths

1,266 Sq.Ft.

$385,000

MLS#: MDAA2121812

Beautifully renovated Townhome in the desirable** WHISPERING WOODS** neighborhood! This 3 Bedroom 1.5 Bathroom Interior Townhome is full of new renovations. Renovations include new Architectural shingled roof, attic insulation, windows, PVC Bay window, storm door, totally remodeled Kitchen and bathrooms. Flooring on the main level has been redone with Luxury Vinyl Planking, while the upper level has new carpet throughout. All new interior doors and trim. New recessed lights in kitchen, living room and master suite. New rear fenced-in backyard that includes a raised garden for that person with a Green thumb!! Even the grass is new!!! Community Amenities include a playground, picnic area, and walking/ jogging paths. Conveniently located near parks, shopping, and dining. Easy access to A.A.
Community college and major transportation routes. Ten minutes to Historic Annapolis District and the
Naval Academy.

Don't miss out on this charming retreat,

ANNAPOLIS

1584 LODGE POLE COURT

3 Beds

1 Baths

1,129 Sq.Ft.

$383,000

MLS#: MDAA2122858

#MDAA2120816

ANNAPOLIS

16 PAROLE STREET

2 Beds

2 Baths

800 Sq.Ft.

$375,000

MLS#: MDAA2120816

***Bundled service pricing available for buyers. Connect with the listing agent for details.***

Charming Townhome Near Downtown Annapolis & the U.S. Naval Academy

Welcome to 1007 Madison Ct, a well-maintained 3-bedroom, 2-bathroom townhome ideally situated just minutes from historic downtown Annapolis and the U.S. Naval Academy. This versatile layout offers comfortable living across three levels.

Upstairs, you’ll find two spacious bedrooms with plush carpeting and a full bathroom, providing a quiet retreat. The finished basement adds flexibility with a third bedroom, a second full bath, and additional living or guest space and laundry.

Enjoy the convenience of being close to vibrant shops, waterfront dining, and cultural landmarks, all while tucked into a quiet, established community. Whether you're looking for a full-time residence or an investment property, this home offers location, comfort, and potential.

Don’t miss this opportunity to own a home in one of Annapolis’s most desirable areas!

Seller's current home warranty will transfer.

Bundled service pricing available for buyers. Connect with the listing agent for details

ANNAPOLIS

1007 MADISON COURT

3 Beds

2 Baths

1,350 Sq.Ft.

$374,900

MLS#: MDAA2112930

Love where you live! Located off of Hilltop Lane, with easy access to Forest Dr, West St, Eastport and Downtown Annapolis. This three-level end unit townhome has an updated kitchen, bathrooms and has been professionally painted. Outdoor amenities include a fully fenced yard, a second level deck and ground level brick patio. The community offers multiple swimming pools and is located near Truxton Park with multiple walking trails and water access to Spa Creek.

ANNAPOLIS

23 COPLEY COURT

2 Beds

2 Baths

2,072 Sq.Ft.

$374,500

MLS#: MDAA2122820

Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek countertops. The cozy living spaces are perfect for relaxing or entertaining guests. The large fenced backyard for outdoor gatherings, or creating your dream garden. Prime location situated in a peaceful neighborhood, yet close to shopping, dining, and everything Annapolis has to offer. This home is ready for you to move in and start creating memories Schedule your showing today and make 122 Roselawn Road your new address!..

ANNAPOLIS

122 ROSELAWN ROAD

2 Beds

1 Baths

700 Sq.Ft.

$360,000

MLS#: MDAA2098698

🍣 Well-Established Japanese Restaurant for Sale – Downtown Annapolis
📍 Prime Location | 20+ Year Reputation | Proven Profitability | Affordable Price
Own a thriving Japanese restaurant in the heart of downtown Annapolis — a business with over two decades of loyal clientele, consistent revenue, and tremendous potential for growth.

Business Highlights:
2024 Revenue (on paper): $1.15M
Upto June 2025 Revenue: Already over $600K
Size: 2,200+ sq. ft. dining space + 2-table outdoor seating
Lease: Through Feb. 2025 (4.5 years remaining) with 3% annual increase + 5-year option
Equipment Upgrades:
New HVAC (2024)
New Ice Maker (May 2024)
All major appliances within the last 6 years
Walk-in cooler only 2 years old
Affordable asking price for a business of this size and revenue level

Growth Potential:
Increase menu prices to match market rates
Expand catering, takeout, and delivery services
Enhance marketing to attract new customers and capitalize on tourist traffic
Potential to grow annual revenue significantly with minimal capital investment

ANNAPOLIS

189 MAIN ST

None Beds

None Baths

2,200 Sq.Ft.

$350,000

MLS#: MDAA2123318

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