One of the most popular communities provided by {{page_data.agentName}}

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

386

# of Listings

3

Avg # of Bedrooms

$476

Avg. $ / Sq.Ft.

$1,081,768

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

386 Properties Found. Page 18 of 26.

Welcome to Heritage Harbour, the premier 55+ golf course community in Annapolis. Move right in to this renovated brick front, garage townhome offering over 2,000 sqft of finished living space with 2 bedrooms, 2 full and 1 half bathrooms and a bonus loft area! Entertain family or friends in the spacious layout with soaring, vaulted ceilings in the formal living room or outside on the patio in your fully fenced yard. Fresh neutral paint and gorgeous hardwood floors throughout the main level. The updated kitchen offers peninsula seating, white cabinetry and quartz countertops and is open to the family room and dining room beyond. Travel to the bedroom level with dual suites, each with a private en suite bathroom. The upper hallway offers a wonderful loft area with custom built in shelving overlooking the living room beyond. Heritage Harbour is a perfect senior community with activities for everyone! Golf, tennis, a private lake, clubhouse, games, classes and excursions & so much more.. Schedule your private tour today!

ANNAPOLIS

1022 BOOM COURT

2 Beds

2 Baths

2,092 Sq.Ft.

$459,000

MLS#: MDAA2109730

New on site 1 day ago

Welcome to this sun drenched, beautifully updated end unit, 3-bedroom townhouse in sought-after Mariners Landing! From the moment you arrive, you'll be captivated by the professionally landscaped curb appeal and inviting presence of this home. Inside, a fantastic open floor plan showcases gorgeous hardwood floors throughout the main level and a show-stopping kitchen featuring custom white beveled cabinetry, elegant white and gray quartz countertops, a gas range with a custom range hood, a convenient center island, and even a filtered water dispenser—perfect for the modern chef!

Adjacent to the kitchen, the sunny breakfast room (or sitting area) offers a cozy gas fireplace with remote start—ideal for entertaining or relaxing on chilly evenings. The expansive living and dining rooms provide plenty of space for both everyday living and hosting guests in style!

Upstairs, retreat to the spacious primary bedroom with hardwood flooring and a stunning en-suite bath. Two additional bedrooms with neutral carpet tones are serviced by a recently renovated full bathroom, offering comfort and flexibility for family or guests.

Step outside to your private, fully fenced rear yard—an outdoor oasis complete with a stone patio, hot tub, and a charming shed for extra storage. Lush wisteria vines climb the side fencing, creating a tranquil garden setting, while still leaving room for your personal landscaping touches.

The laundry and utility area includes extra pantry shelving for convenient appliance storage, and the home features a long list of upgrades: newer roof and gutters, Rheem HVAC with central humidifier, tankless water heater, solid core Christian doors, crown molding, and much more!

Mariners Landing is a well-established neighborhood just 2 miles from historic downtown Annapolis and walking distance to Quiet Waters Park. Enjoy easy access to shopping, restaurants, Back Creek, and the Bay—just a mile away. With summer just around the corner, relax at the community pool and clubhouse!

This home’s high-end finishes and thoughtful updates are sure to impress even the most discerning buyer. Schedule your private showing today—this gem won’t last!

ANNAPOLIS

2 LEEWARD COURT

3 Beds

2 Baths

1,532 Sq.Ft.

$454,900

MLS#: MDAA2116878

Location, location, location! This spacious three-level, 3-bedroom, 2.5-bath end-unit townhome is perfectly situated just minutes from downtown Annapolis, Eastport, major highways, shopping, grocery stores, and more!

Step inside to find beautiful hardwood floors and an open-concept main level that’s ideal for both everyday living and entertaining. The top floor features three comfortable bedrooms and two full baths, including a primary suite with a generous walk-in closet.

The versatile lower level offers the perfect space for a home office, playroom, additional family room or bedroom—whatever suits your lifestyle.

Outside, enjoy your own private retreat with a large deck and fully fenced backyard, ready for your personal touch. Plus, an attached garage adds convenience and extra storage.

Don’t miss this opportunity to own a well-located, move-in-ready home close to everything Annapolis has to offer!

ANNAPOLIS

935 FOREST HILLS AVENUE

3 Beds

2 Baths

2,126 Sq.Ft.

$450,000

MLS#: MDAA2112058

Welcome to 2932 Winters Chase Way, located in the sought-after Riva Trace community of Annapolis. This spacious townhome features 2 bedrooms, 2.5 bathrooms, a basement, a one-car garage, private deck, and a layout full of potential—offering a fantastic opportunity to make it your own with updates and personal touches.

The main level includes a kitchen with granite countertops, a pantry, and a cozy breakfast area. The open-concept living and dining spaces flow seamlessly to the deck—perfect for relaxing or entertaining. Upstairs, you'll find 2 generously sized bedrooms with their own en-suite bathrooms, while the finished basement offers potential additional living space, wine storage, and walk-out access. The exterior siding was repaired and painted in 2024.

Riva Trace is a beautifully maintained, amenity-rich community with walking trails, tennis and basketball courts, a playground, and water access on the South River. Enjoy the convenience of being just minutes to downtown Annapolis, the Annapolis Town Center, and major commuter routes to DC, Baltimore, and Fort Meade.

Offered as-is, this home presents an incredible opportunity to build equity in one of Annapolis’s most desirable neighborhoods.

ANNAPOLIS

2932 WINTERS CHASE WAY

2 Beds

2 Baths

1,424 Sq.Ft.

$450,000

MLS#: MDAA2116522

ASSUMABLE VA RATE! Welcome to this beautifully appointed 2-bedroom, 2.5 bath condo in the highly desirable community of Admiral Square, ideally situated just off Route 2 and Route 50—only a 5-minute drive to the heart of downtown Annapolis! This stunning residence features recently re-sealed hardwood floors, luxurious Quartz countertops, and an open-concept living space that’s perfect for entertaining. The spacious living room boasts soaring two-story ceilings, filling the home with natural light.
Upstairs, you'll find two spacious bedrooms, two full bathrooms, and a versatile loft—ideal for a home office or lounge. The primary suite includes a generous walk-in closet and a full bathroom with upgraded tile finishes. A convenient half bath is located downstairs, just off the kitchen.
Enjoy the ease of a rear-loading garage with a private driveway for added convenience.
Don’t miss your chance to own this modern, elegant home in a prime location—close to shopping, dining, just a blink away from historic Annapolis, and only a quick 40-minute drive to D.C!

ANNAPOLIS

543 LEFTWICH LANE

2 Beds

2 Baths

1,600 Sq.Ft.

$449,999

MLS#: MDAA2112834

#MDAA2113816

ANNAPOLIS

2007 BAY RIDGE AVENUE

4 Beds

1 Baths

1,189 Sq.Ft.

$449,000

MLS#: MDAA2113816

Welcome to this stunning 2BR/2BA Loft Condo in the highly desirable 55+ community of Four Seasons at St. Margarets! Bright and beautifully updated, this model unit features soaring vaulted ceilings, fresh paint throughout, new lighting fixtures and ceiling fans, and a refrigerator less than a year old. The gourmet kitchen boasts Corian countertops, top-tier cabinetry, and a cozy eat-in area. Enjoy the open layout with a spacious living room and a dramatic spiral staircase leading to a versatile loft—ideal for a home office, reading nook, or TV lounge.
The primary suite includes a large walk-in closet and an elegant en-suite bath with double sinks and a walk-in shower. The second full bath features a jetted Jacuzzi tub and a bidet toilet. You'll also appreciate the full-size washer and dryer, generous linen closet, and additional storage.
Located just steps from the elevator, this unit offers convenience and comfort. The meticulously maintained building and community provide resort-style amenities including a clubhouse, pool, fitness center, card and billiards rooms, and a party room with a full kitchen. All this, just minutes from downtown Annapolis and the Eastern Shore—come experience the lifestyle you deserve!

ANNAPOLIS

1507 BROADNECK PLACE 403

2 Beds

2 Baths

1,235 Sq.Ft.

$439,000

MLS#: MDAA2113954

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

N/A

$434,900

MLS#: MDAA2112210

New on site 4 days ago

Move-In Ready 3BR/2.5BA Townhome in the Heart of Broadneck Peninsula

Welcome to this beautifully updated townhome located on the sought-after Broadneck Peninsula in Annapolis. Situated within the highly rated Broadneck School District, this move-in ready home offers modern upgrades and a prime location.

Key Features: Energy Efficiency: Equipped with upgraded Low-E windows, thick insulation, and a hybrid hot water heater to ensure comfort and energy savings year-round. Modern Systems: Recent updates include a new roof, upgraded electrical panel, and a high-efficiency HVAC system, providing peace of mind for years to come. Stylish Interiors: The main level boasts gleaming hardwood floors, while the upper level features neutral carpeting. The fully finished basement is adorned with durable vinyl plank flooring. Living/Kitchen: Enjoy cooking in the Eat-in updated kitchen with modern Stainless-Steel Appliances. Separate Dining room, Living Room with wood burning fireplace and exit to a Large deck with direct access to yard. Spacious Living: The fully finished walk-out basement includes a large laundry room with ample storage. Upper Level offers large Master Bedroom with attached Master bath and 2 additional Bedrooms, Full Hall Bath and additional storage closets. Outdoor Living: Step outside to a fenced backyard complete with a storage shed, ideal for outdoor activities and storage needs.

Community & Location:

Nestled in a vibrant community, this home offers easy access to local amenities, parks, and recreational areas. Enjoy the convenience of nearby shopping, dining, and entertainment options, all while residing in a serene neighborhood setting.

ANNAPOLIS

1324 HAZEL NUT COURT

3 Beds

2 Baths

1,360 Sq.Ft.

$434,900

MLS#: MDAA2117014

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.

$434,900

MLS#: MDAA2112208

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.

Owner is offering a Rental Option for 5-year term with 4% bump-up per year, Triple Net.

ANNAPOLIS

2112 RENARD COURT S17 PH

None Beds

None Baths

N/A

$429,000

MLS#: MDAA2089734

Don't miss out on this fabulous townhouse that shows like a model! Located 5 minutes from downtown Annapolis, this 2 BR, 2.5 BA unit has had the following upgrades within the last 5 years: Roof, HVAC, exterior painting, hot water heater, front loading washer and dryer, windows, plantation shutters, all kitchen appliances including induction stove, kitchen cabinets, waterfall island, flooring, bathrooms. It has an unfinished basement and plenty of parking in front of the unit. Don't let this one pass you by!

ANNAPOLIS

17 EDGEWOOD GREEN COURT

2 Beds

2 Baths

1,368 Sq.Ft.

$427,500

MLS#: MDAA2115602

Cape St. Claire beautifully updated Townhouse featuring 3-bedroom, 2-full bath, 1-half bath home on 3 levels. Recent updates throughout, this home offers a spacious layout and a fully fenced in backyard. Main level has new LVP flooring. Large sunny primary bedroom features a newly renovated primary bathroom. The open kitchen has new quartz counter tops, stainless steel appliances and area for breakfast seating. Unfished and open basement has walkout basement, providing outdoor living options. The home features a new HVAC system, new water heater and some new windows. Cape St Claire area has lots to offer including nearby marinas, Bay Hills Golf Course, Sandy Point State Park, Annapolis and community events that make this community so special. Close to commuter routes.

ANNAPOLIS

1010 COMMANDERS WAY N

3 Beds

2 Baths

1,224 Sq.Ft.

$424,000

MLS#: MDAA2114288

#MDAA2101492

ANNAPOLIS

960 YACHTSMAN WAY

2 Beds

2 Baths

1,174 Sq.Ft.

$421,999

MLS#: MDAA2101492

New on site 3 days ago

Welcome to this charming detached home just minutes from downtown Annapolis! Perfectly situated close to all major commuter routes and shopping, this two-bedroom, two-bath residence offers the best of convenience and comfort.

Step inside to discover the historic character throughout, with one full bath on the main level—ideal for main-level living. The spacious, fenced backyard is perfect for relaxing or entertaining, and there’s convenient off-street parking as well.

Enjoy the peaceful ambiance of the screened front porch, perfect for morning coffee or evening conversations. Upstairs, you’ll find the second bedroom and a full bath, offering flexibility and privacy.

This home also features a full, unfinished basement that provides ample storage or future potential. Whether you’re looking to move right in and enjoy or spruce it up with your personal touches, this home offers endless potential and a location that can’t be beat!

ANNAPOLIS

12 BUNCHE STREET

2 Beds

2 Baths

1,125 Sq.Ft.

$420,000

MLS#: MDAA2116702

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