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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

163

# of Listings

3

Avg # of Bedrooms

$492

Avg. $ / Sq.Ft.

$944,738

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

163 Properties Found. Page 9 of 11.

Enjoy the ease of single-level living with a functional layout, while also benefiting from exceptional expansion potential—build up, build out, or create the outdoor space of your dreams. The generous lot provides flexibility for future potential improvements, whether that’s additional living space, a garage, or enhanced outdoor entertaining.

Located just minutes from shops, restaurants, marinas, and waterfront amenities, and conveniently close to Downtown Annapolis, this home delivers the Eastport lifestyle buyers crave. A true opportunity for homeowners, investors, or anyone looking to secure a foothold in one of Annapolis’ most desirable neighborhoods.

ANNAPOLIS

1106 BRASHEARS STREET

3 Beds

1 Baths

1,008 Sq.Ft.

$449,900

MLS#: MDAA2133596

Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter from the covered front porch, you'll notice the high vaulted ceilings and lovely hardwood floors throughout. Custom shutters have been added on all windows and slider. Both bedrooms are generous in size. The primary bedroom includes an ensuite bathroom. The rear of the home includes a fenced in patio. Roof is approximately 2 years old and includes solar panels with a monthly fee of $99.00. Heritage Harbour offers lots of amenities including an indoor and outdoor pool, fitness facility, community center with a variety of activities. A golf course is located within the community if homeowners would like to join. Close proximity to Major Roads, Shopping and Restaurants. Historic Annapolis is approximately 20 minutes drive time.

ANNAPOLIS

1955 MARCONI CIRCLE

2 Beds

2 Baths

1,200 Sq.Ft.

$445,000

MLS#: MDAA2131974

Beautiful Split Foyer in Whispering Woods! Classic floorplan - Laminate Flooring with Oak Finish Throughout. Upper Level Living Room with Chair Rail, Eat-In Kitchen features Stainless Appliances, Double Oven, and Sliding Door access to Rear Deck overlooking Wooded Lot. Two Generously Sized Bedrooms and Updated Full Bath with Dual Entry from both Hall AND Primary Bedroom. Walkout Lower Level includes Third Bedroom, Updated Full Bath, Laundry Room, and Large Den with Woodburning Fireplace and Sliding Door to Rear Yard and Covered Patio. Roof replaced apx 2014, HVAC installed apx 2020, Fireplace Inspected 2020, Radon Testing 2020. Less than a quarter mile from neighborhood public park Whispering Woods Drive Playground) down the street and apx 1 mile located close to Broadneck Peninsula Trail. Easy access to both 50 and RItchie Hwy.

ANNAPOLIS

1525 HICKORY WOOD DRIVE

3 Beds

2 Baths

1,265 Sq.Ft.

$445,000

MLS#: MDAA2134526

Welcome to 206 Admiral Drive, a charming and cozy single-family home in the heart of Annapolis! This delightful residence offers 2 comfortable bedrooms and 1 full bathroom, a perfect blend of simplicity and warmth.

Step inside and imagine the possibilities in this inviting home filled with character and potential. Whether enjoying a quiet morning coffee or hosting friends and family, each space feels welcoming and full of promise. The manageable lot size provides just enough outdoor space to garden, relax, or sip lemonade.

Located in the historic Annapolis area, this home puts you close to local amenities, charming neighborhoods, and vibrant community life. This is an ideal opportunity to own a slice of Annapolis living .

ANNAPOLIS

206 ADMIRAL DRIVE

2 Beds

1 Baths

762 Sq.Ft.

$435,000

MLS#: MDAA2133450

New on site 3 days ago

Welcome to 8 Wellington Place in Annapolis! This 3-bedroom, 1.5-bath home offers a great
opportunity to make it your own. Featuring a functional layout with a bright living area, an
efficiently designed kitchen, and convenient main-level half bath. The home provides solid
bones and plenty of potential.
Upstairs you’ll find three comfortable bedrooms and a full bath. The basement adds valuable
additional space—ideal for storage, a workshop, recreation area, or future finishing possibilities.
Conveniently located near downtown Annapolis, shopping, dining, major commuter routes, and
the Naval Academy, this property is perfectly positioned for both convenience and lifestyle.
This is an ESTATE SALE and is being sold strictly AS-IS. A great opportunity for investors, renovators,
or buyers looking to build equity in a desirable Annapolis location.

ANNAPOLIS

8 WELLINGTON PLACE

3 Beds

1 Baths

1,600 Sq.Ft.

$425,000

MLS#: MDAA2136486

Located in the landings community in Annapolis, Md, this charming and beautifully updated 2-bedroom, 3.5-bath townhouse with large basement offers comfort, style, and thoughtful upgrades. Recent updates include a beautifully renovated bathroom, updated kitchen, new appliances, custom closet organization system, new carpet, new hot water heater, Bahama shutters, and more. Step outside to enjoy a newly fenced, private patio, perfect for relaxing or entertaining.

The main level provides wonderful living and entertaining space filled with natural light and features a cozy, updated fireplace.

The upper level offers two spacious bedrooms with cathedral ceilings and wonderful natural light, each with its own en-suite bathroom, creating a comfortable and private setup for owners and guests alike.

The lower level includes a full bathroom, large laundry room, and a generous living area that could easily be used as a third bedroom, guest space, or home office.

Ideally located with easy access to Routes 50 and 97 and just minutes from downtown Annapolis, shopping, dining, and waterfront attractions. Community amenities include pool and tennis courts.

✨ This townhome is a must see!!!

ANNAPOLIS

21 MUIR WOODS COURT

2 Beds

3 Baths

1,304 Sq.Ft.

$419,000

MLS#: MDAA2134442

**AGENTS - This property is back on the market because the BUYER did not qualify for financing. The APPAISAL came in at VALUE and no issues with the feasibility study. Please follow showing instructions. Call Agent before showing. The stairs entering the house are not sturdy and may present a fall hazard for you or your client.

Owner has installed a new deep water well (2/23/2022) and has a complete set of Builders plan for a rehab. Call agent for details. ** Ideal for owners, investors or builders looking for a Waterview lot in a sought-after community.

ANNAPOLIS

3535 COHASSET AVENUE

3 Beds

1 Baths

1,512 Sq.Ft.

$415,000

MLS#: MDAA2133094

New on site 3 days ago

OPEN SAT, 2/21, 12-2 PM! There is slight raised area in the kitchen floor. It has been assessed by and engineer and is structurally safe. The engineer's report is in the disclosures. Welcome to his adorable home backing to woods in the heart of Annapolis! This home offers comfort, space, and convenience. The kitchen features upgraded stainless steel appliances, granite countertops, a slate backsplash, and opens to a large deck—perfect for everyday living and entertaining. The inviting family room includes a cozy gas fireplace with custom mantel, while the spacious primary suite offers cathedral ceilings and a well-appointed bath with a separate soaking tub and shower. Generous room sizes, abundant storage—including additional attic space—and numerous updates make this home truly move-in ready. Ideally located near Anne Arundel Medical Center, Annapolis Mall, downtown Annapolis, shopping, dining and major commuter routes. Make your appointment today!

ANNAPOLIS

12 HARBOUR HEIGHTS DRIVE

3 Beds

2 Baths

1,556 Sq.Ft.

$412,000

MLS#: MDAA2136744

#MDAA2131252

ANNAPOLIS

1250 STONEWOOD COURT

3 Beds

1 Baths

1,496 Sq.Ft.

$409,900

MLS#: MDAA2131252

Top-floor penthouse loft in Summer Village with private kayak and canoe dock. Dramatic two-story spaces, water access for paddling, and completely maintenance-free living in one of Annapolis' most desirable communities.

Imagine your weekends. Saturday morning starts with coffee on your private deck overlooking mature trees. You grab your kayak and walk down to your dock on Ginger Creek. Paddle through quiet waters connecting to the South River system. An hour later you're back home, rinsing off in your jetted tub, deciding how to spend the rest of your day.

The loft layout gives you options. Your primary suite sits on the main level - walk-in closet, private sitting area perfect for morning reading or just relaxing, spa bathroom with jetted tub and separate shower. You never climb stairs unless you want to. The dramatic upper loft provides a second bedroom with ensuite bath plus open bonus space that becomes whatever you need - home office, guest suite, creative studio, or your private retreat.

Everything's already been handled. Newer HVAC means comfortable temperatures year-round without worry. Newer water heater means endless hot showers. Spacious deck ready for spring entertaining or relaxing. New energy-efficient deck door keeping utility costs low. Even the toilets are new. The major updates are done - you just move in and start living.

The community handles what you don't want to. Summer Village at Riva Trace is one of known as one of Annapolis' best-managed communities. Your condo fee covers all lawn care, snow removal, exterior building maintenance, pier and dock upkeep, and community amenities. No weekend chore lists. No contractor calls. The association has a history of running smoothly so you don't have to think about it.
Resort-style amenities included. Tennis courts, Pickle Ball courts when you want to play. Basketball court for pickup games. Playground for grandkids. Jogging paths through tree-lined streets. Community gathering spaces. Everything maintained impeccably by professional management.

Location delivers convenience. Ten minutes to downtown Annapolis waterfront dining and historic charm. Minutes to Annapolis Town Center shopping and restaurants. Quick Route 50 access for commuting. You're positioned perfectly between peaceful residential living and everything Annapolis offers.
The rare combination. Penthouse privacy with tree-top views. Paddle-in water access from your own dock. Single-level primary living with flexible loft space above. Impeccably managed community. All major systems updated. Move-in ready and turnkey.

Bring your kayaks, your bikes, and your pets. Dogs and cats welcome. Everything else is here waiting.

ANNAPOLIS

2702 SUMMERVIEW WAY 303

2 Beds

2 Baths

1,934 Sq.Ft.

$400,000

MLS#: MDAA2135738

Open House: Saturday 12/27 from 12pm-2pm. & Sunday 12/28 from 12pm-2pm
Beautifully well maintained and updated townhouse in the heart of Oxford Landing featuring 3 bedrooms, 3.5 baths, stainless steel appliances, new flooring throughout main level and upper level, granite countertops, recently painted in 2024, roof replaced in 2023. Living room has bay window, hallway bath with tiles. Primary master bedroom has a full bath with tiles and granite vanity. Basement is fully finished with a rec room and walk out level. Sold As-Is. Conveniently to shopping and restaurants.

ANNAPOLIS

612 SEVERN ISLAND COURT

3 Beds

2 Baths

1,450 Sq.Ft.

$399,999

MLS#: MDAA2132028

Welcome to the exquisite penthouse level sanctuary at 1507 Broadneck Place, Unit 404, Annapolis, MD. This elegant loft-style condominium, offering 1,235 square feet, is a testament to comfort and convenience. Revel in the grandeur of vaulted ceilings and the abundance of natural light that cascades through expansive windows, enhancing every corner of this remarkable home. Thoughtfully designed, the unit features two bedrooms, two luxurious bathrooms, updated appliances, and chic luxury vinyl flooring throughout. The loft offers additional space for relaxing, working, or entertaining.

Relax on your private balcony, a serene retreat for quiet evenings. Enjoy afternoons poolside at the community pool, just a short walk around the corner. The community enriches your lifestyle with a suite of amenities, including an elevator, gym, billiards room, and game room, ensuring every convenience is within reach. Experience unparalleled living in this refined oasis.

Easy access to Rt, 50, shopping, dining, entertainment, and recreation, makes this a highly sought-after 55+ community in Annapolis.

ANNAPOLIS

1507 BROADNECK PLACE 404

2 Beds

2 Baths

1,235 Sq.Ft.

$399,000

MLS#: MDAA2120592

New on site 1 day ago

Spacious townhouse offering comfortable living in a prime location. The main level features a cozy living room with a wood-burning fireplace and access to the backyard, a dedicated dining area, and a fully equipped kitchen with all major appliances, ample cabinet storage, and generous counter space. Upstairs includes two large bedrooms, each with a private full bathroom, plus a convenient laundry area. Mariners Landing residents enjoy access to the pool and clubhouse at Mariners Point. Ideally located just minutes from downtown Annapolis, the U.S. Naval Academy, shopping, dining, marinas, and major commuter routes.

ANNAPOLIS

933 BREAKWATER DRIVE

2 Beds

2 Baths

1,319 Sq.Ft.

$390,000

MLS#: MDAA2137034

***PRICE ADJUSTMENT and $4K seller’s help***. Welcome to easy living just minutes from downtown Annapolis. This bright, end-unit two-level townhome offers the privacy, natural light, and flexibility buyers are searching for—without the maintenance of a single-family home. Step inside to a freshly updated interior featuring new flooring, fresh paint, and an open, light-filled main level designed for everyday comfort and effortless entertaining. The efficient heat pump system provides both heating and central A/C, delivering year-round comfort and energy efficiency. Upstairs, you’ll find three well-sized bedrooms including a primary suite with private bath, plus two additional bedrooms and a full hall bath—ideal for guests, home office space, or flexible living. A convenient main-level half bath adds everyday functionality. Enjoy rare end-unit benefits including added windows, enhanced privacy, and a small fenced backyard—perfect for morning coffee, pets, or a quiet outdoor retreat. Ideally located close to Downtown Annapolis, Eastport, Quiet Waters Park, shopping, dining, and major commuter routes, this home offers an exceptional lifestyle at an approachable price point. Move-in ready and competitively positioned—schedule your showing today. Motivated seller welcomes strong offers.

ANNAPOLIS

1041 CEDAR RIDGE COURT

3 Beds

2 Baths

1,320 Sq.Ft.

$389,000

MLS#: MDAA2132586

#MDAA2129680

ANNAPOLIS

1071 CEDAR RIDGE COURT

3 Beds

2 Baths

1,320 Sq.Ft.

$389,000

MLS#: MDAA2129680

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