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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

265

# of Listings

3

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$1,290,957

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

265 Properties Found. Page 15 of 18.

Just Reduced to 474k. Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.
The bright and inviting interior features built-in cabinetry, replaced windows, and stylish new light fixtures throughout. The updated granite kitchen offers modern finishes, while the renovated bathroom provides a fresh, coastal feel.
Enjoy a slight water view of Spa Creek and the convenience of elevator access in this secure building. Large windows fill the home with natural light, creating a warm and comfortable living space. Located in the heart of Eastport, you’re just a short stroll to Annapolis’ favorite waterfront restaurants, marinas, and shops—and only minutes from the U.S. Naval Academy and historic downtown. The Newport community is known for its incredible walkability and access to waterfront amenities and scenic creek views. Newport offers marina slip rentals for their residents! Take a boat cruise along Spa Creek or out to the Chesapeake Bay. Community roof top pool is open in the summer months. This condo is perfect as a full-time residence, or weekend get away!

ANNAPOLIS

316 BURNSIDE STREET 203

1 Beds

1 Baths

525 Sq.Ft.

$474,000

MLS#: MDAA2137216

Welcome home to this charming and well-maintained 3-bedroom, 2-bath property offering comfort, flexibility, and convenience in a sought-after location. From the moment you arrive, you’ll fall in love with the adorable front porch—perfect for relaxing, enjoying your morning coffee, and connecting with the neighborhood.

Inside, the home features a functional layout with comfortable living spaces and a finished basement that adds incredible versatility. Whether you’re looking for a second family room, home office, or the potential to create an additional bedroom, the lower level offers endless possibilities. There is also additional storage space to keep everything organized.

Step outside to a fully fenced backyard designed for both relaxation and entertaining. The rear patio is ideal for gatherings, while the spacious yard provides room to play, garden, or unwind. A large shed offers excellent storage for tools, lawn equipment, and more.

Conveniently located just minutes from Route 50 and Route 97, this home provides easy access to shopping, dining, the mall, and downtown Annapolis. Even better—this property is located outside the city limits, so you’ll enjoy all the benefits of the area while only paying Anne Arundel County taxes.

A wonderful opportunity to own a home that combines charm, space, and location—don’t miss it!

ANNAPOLIS

100 1ST STREET

3 Beds

2 Baths

1,537 Sq.Ft.

$469,900

MLS#: MDAA2141180

BEACON WAY in HERITAGE HARBOUR! Just wait until you see the 10' x 12' Sun Room addition! It's bright and airy, and a lovely place to retreat to. Another bonus... you get to move right in! That's right, the Seller has made thoughtful updates along the way so you can envision your furniture and decorating style - the rest is done. Features I made special note of: Front porch. Vaulted ceiling in Living Room and Dining Room. Gas stove. Generous primary suite with walk-in closet. Ductless mini-split, skylight and palladian windows in the Sun Room. Roof replaced 8 years ago. HVAC is 10 years old. Water lines replaced in 2021. And, all the incredible amenities the community of Heritage Harbour has to offer! I pulled this from HHCA's site: ...an established community in Annapolis, offering beautiful wooded lots and featuring a wide variety of recreational, cultural, social, and educational activities for its residents. Residents can participate in over 90 activities, clubs and committees. The center of community activities is the Lodge, which features a welcoming atrium, an auditorium, indoor and outdoor pools, fitness center, library, boutique, activities room, woodwork shop, game rooms, coffee corner and meeting rooms. Behind the Lodge, residents enjoy a picnic area, horseshoes, bocce ball and kayaking on our waterfront on the South River. We also offer multiple tennis and pickleball courts, a nine-hole golf course, a pro shop, a clubhouse dining room, a pier with boat slips and RV and boat storage on a lot in the community. Residents enjoy the convenience of regular bus trips to shopping centers and special bus trips to cultural destinations, as well as volunteer drivers for medical appointments. Our pet-friendly community of active residents always welcomes newcomers! Can't wait for you to see this one - it's going to make you smile!

ANNAPOLIS

907 BEACON WAY

2 Beds

2 Baths

1,234 Sq.Ft.

$465,000

MLS#: MDAA2141580

***PRICE REDUCED - SELLER MOTIVATED***
BY APPOINTMENT ONLY.
55+ Luxury 2-bedroom/den with balcony in an elevator condo building. THE ELEMENT boasts a variety of amenities to satisfy an active adult community. Natural light floods into the modern kitchen with white cabinetry, tiled backsplash, SS appliances & quartz countertops. Enhanced lighting & recessed lights throughout. Upgraded closet design w/a huge Master closet! Beautiful, light colored LPV flooring (no carpeting). Custom bathroom design with upgraded tilework. Double vanity in the master bath. Private balcony for sipping your morning coffee. Beautifully landscaped perimeter with a walking trail/path. Elegant lobby with automated golf room & pool table. Enjoy pickleball, dog park, outdoor grills & workout equipment. Assigned outside parking(Space#4) & lower-level storage unit(#20) included. (Wallpaper is peel-and-stick). Call today to see this great property with amenities galore! Quick drive to downtown Annapolis, waterfront dining, shopping & the Bay Bridge.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 209

2 Beds

2 Baths

1,210 Sq.Ft.

$464,800

MLS#: MDAA2136282

New on site 3 days ago

Welcome to Walnut Ridge! This beautiful 3-level colonial townhouse boasts over 2,000 square feet of finished living space, featuring 4 spacious bedrooms and 3.5 baths. Highlights include a GOURMETkitchen with Granite Counters, Stainless Steel Appliances Buffet and Pantry,. Traditional layout with a wonderfully large living room.. Primary Bedroom features valulted ceiling and private En Suite with Skylights ...There is a fully finished walk-out basement with full bath. Private backyard with serene tree-lined views. TWO ASSIGNED parking spaces. Situated in the top-rated Broadneck school district, short walk to all of the Cape St Claire amenities and shopping. Skip on over to Cape Beach, Sandy Point... Its a very short jaunt to Kent Island and to the heart of Annapolis. Move-in ready and perfectly located for commuters and locals alike—this gem won't last!

ANNAPOLIS

404 PEACH COURT

4 Beds

3 Baths

2,061 Sq.Ft.

$459,900

MLS#: MDAA2143582

New on site 4 days ago

Welcome home to this beautifully updated 3-bedroom, 2.5-bathroom duplex conveniently located in the desirable Forest Hills neighborhood of Annapolis. Just minutes from beautiful downtown Historic Annapolis, this three-level home offers the perfect blend of comfort, style, and convenience. Step inside to discover bright, well-lit rooms throughout, highlighted by recessed lighting and freshly painted interiors in neutral tones. Recent updates include new interior hardware, modern fixtures, and fully updated bathrooms for a move-in ready feel. Outdoor living shines here with a spacious screened-in porch ideal for relaxing or entertaining, a professionally landscaped yard, and a private fenced-in courtyard nestled among majestic trees. The well-lit exterior creates a welcoming ambiance for evening gatherings. Additional features include a one-car garage, ample storage, and a functional three-level layout. Residents enjoy easy access to Quiet Waters Park for hiking, kayaking, and scenic trails, plus nearby shopping, dining, and everyday services. If you are looking for a house to make your home, this Annapolis duplex delivers comfort, updates, and an unbeatable location in the heart of it all. ALL OFFERS MUST BE SUBMITTED BY MONDAY, MAY 4th AT 5:00.

ANNAPOLIS

933 FOREST HILLS AVENUE

3 Beds

2 Baths

1,720 Sq.Ft.

$459,900

MLS#: MDAA2142396

Completely renovated and beautifully furnished 3rd-floor unit with convenient elevator access. Offered fully furnished, this home has been thoughtfully updated from top to bottom, featuring new lighting, luxury vinyl plank flooring, renovated bathrooms, an updated kitchen, new appliances, and fresh paint throughout.
From the moment you step inside, you’ll notice the seamless flow and stylish finishes. The bright, modern kitchen showcases white cabinetry, quartz countertops, and stainless steel appliances, opening effortlessly into the dining area, perfect for everyday living and entertaining. The spacious family room connects seamlessly to both the dining area and the sunroom, where you can relax and enjoy peaceful wooded views that also extend into the bedrooms.The primary suite has been fully transformed, offering new flooring and a spa-like bathroom with dual vanities, quartz countertops, updated lighting, large ceramic tile, and a spacious walk-in shower. One of the two generous walk-in closets has been cleverly converted into a cozy home office. The second bedroom and full bath are equally well-appointed, featuring a new vanity with quartz countertops, updated fixtures, lighting, and ceramic tile flooring. Enjoy a vibrant, amenity-rich community with a recreation center, indoor and outdoor pools, tennis courts, walking and jogging paths, fitness center, and water access for kayaking and canoeing. Golf is also available for an additional fee. A convenient community transportation service adds to the ease of living. This turnkey home offers the perfect blend of comfort, style, and low-maintenance living.

ANNAPOLIS

940 ASTERN WAY 304

2 Beds

2 Baths

1,272 Sq.Ft.

$454,900

MLS#: MDAA2142758

FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.
THANK YOU FOR SHOWING

ANNAPOLIS

1531 HICKORY WOOD DRIVE

3 Beds

2 Baths

916 Sq.Ft.

$439,900

MLS#: MDAA2140770

Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 bath rancher with eat-in kitchen and traditional floor plan living and dining room is perfect for you and your family. Relax and entertain on the size able deck off the kitchen. Enjoy central air conditioning, oil heating, electric hot water heater. New AC 2023, sewage line updated to PVC in 2023. Dishwasher, washer dryer included and you get to choose your own oven range and refrigerator.

ANNAPOLIS

1014 WELLS AVENUE

4 Beds

1 Baths

880 Sq.Ft.

$430,000

MLS#: MDAA2138538

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. All rooms 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.

$427,500

MLS#: MDAA2131974

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

#MDAA2140860

ANNAPOLIS

86 HARBOUR HEIGHTS DRIVE

3 Beds

2 Baths

1,524 Sq.Ft.

$414,900

MLS#: MDAA2140860

#MDAA2142548

ANNAPOLIS

1019 PRESIDENT STREET

3 Beds

2 Baths

1,350 Sq.Ft.

$410,000

MLS#: MDAA2142548

Welcome to this well-maintained semi-detached home offering 5 bedrooms and 1.5 bathrooms.

Located in a highly desirable neighborhood just outside of Annapolis, this home offers the best of both worlds—a peaceful residential setting with quick access to the dining, shopping, and waterfront charm of Annapolis and surrounding areas.

Commuters will love the convenience, with easy access to US-50 and US-301, making travel to nearby areas smooth and stress-free.

What truly sets this home apart is the large rear addition, creating an expansive living room—perfect for entertaining, relaxing, or gathering with family. This unique feature adds both comfort and versatility, making the home stand out in the community.

Additional highlights include a fully fenced backyard, newer roof, HVAC system, and water heater.

Modern updates throughout give this home a warm and inviting charm which includes fresh paint.

Don’t miss your chance to own a home that combines space, location, and standout features all in one!

ANNAPOLIS

1604 SECRETARIAT DRIVE

5 Beds

1 Baths

1,613 Sq.Ft.

$404,900

MLS#: MDAA2141210

Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportunity for investors or buyers looking to add their personal touch. The property features a solid layout with great bones and includes an unfinished ±800 sq ft addition—providing ample space to expand and customize to your needs. With a little vision and renovation, this home has tremendous potential to shine. Whether you're looking to create your dream home or your next investment project, the possibilities here are endless. Conveniently located near local amenities, shopping, dining, and major commuter routes. Don’t miss this chance to unlock the value and make it your own!

ANNAPOLIS

3 CYPRESS ROAD

3 Beds

1 Baths

1,206 Sq.Ft.

$399,999

MLS#: MDAA2140302

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