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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

Under $250,000

$250,000 - $500,000

$500,000 - $1M

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$3M - $5M

Over $5M

67 Properties Found. Page 3 of 5.

Welcome to 2507 Tudor Ct in Heritage Harbour, an amazing 55+ amenity-rich active community offering a lifestyle of leisure and recreation. This move-in ready home is one-story living at its best, with a spacious living/dining room, a fully equipped kitchen, a primary ensuite bedroom retreat, and a 2nd spacious guest bedroom/den leading to the private rear fenced deck. It has a welcoming porch to enjoy your morning coffee, read a book, or greet your neighbors. Amenities include a golf-tennis court-clubhouse complex, indoor and outdoor pools, walking trails, tennis /pickleball courts, and walkways to the waterfront access including a pier with boat slips and kayak/canoe storage and a sandy beach for launch. and an onsite restaurant. Additionally, The Lodge is a focal point for gatherings and events, and includes an auditorium with a dance floor, conference room, library, billiards room, and much more! 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. This location allows easy access to Routes 50/301 and 97 for commuting to DC, Baltimore, Ft Meade, or the Eastern Shore for day trips or getaways. Visit the Fresh Market, Whole Foods, Annapolis Towne Centre, Parole Towne Centre, Westfield Mall, and Downtown Annapolis area for entertaining and shopping needs. Note that there is a low monthly HOA fee and a one-time recreation fee of $2000 . Book your private tour today .
#MDAA2103484

ANNAPOLIS

2507 TUDO COURT

2 Beds

2 Baths

1,032 Sq.Ft.

$414,000

MLS#: MDAA2103484

Beautiful 2 bedroom 2 bath home in highly sought after Mariners Point. The house has a brand new roof, kitchen cabinets, and new flooring has been installed throughout the house. The exterior of the house was freshly painted this summer. HOA is only $105 a month, can't beat that in Annapolis! This home is perfect for a those looking to get away from paying rent, or to downsize. Also great for potential short term rentals. Buyer can also save on closing costs by purchasing the underlying LLC. All offers will be entertained. All offers will be entertained.
#MDAA2098628

ANNAPOLIS

986 YACHTSMAN WAY

2 Beds

2 Baths

1,174 Sq.Ft.

$411,999

MLS#: MDAA2098628

Renovated 2 bed, 2 bath condo with a storage unit, offering modern updates and treetop views. The kitchen features newer appliances, sleek cabinetry, and updated countertops. Fresh paint and upgraded flooring enhance the space. Enjoy a private balcony, new HVAC, hot water heater, washer and dryer, and kitchen appliances. Building amenities include indoor and outdoor pools, a game area, an elevator, and a stylish lobby. A prime location with modern upgrades. Heritage Harbour offers proximity to shopping, restaurants, health care and water access for boating. Community lodge provides additional indoor/outdoor pools, fitness center, library, and more.
#MDAA2074120

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$405,000

MLS#: MDAA2074120

Incredible Opportunity in the Heart of Annapolis! Lot 1 Overlook/Melrose Street, adjacent to 651 Genessee, offers a rare half-acre parcel tucked into a peaceful, wooded setting — yet just moments from the Naval Academy Stadium, West Annapolis, and downtown. The seller has completed a recent feasibility study (attached) showing the potential to build a beautiful single-family home, making this lot perfect for someone looking to create their dream residence in one of Annapolis’ most desirable areas. Enjoy the feeling of privacy and nature while being right in the heart of town with public water and sewer available. Important: The seller’s preference is to sell this lot in conjunction with the adjacent home at 651 Genessee Street (MDAA2112870). If not sold together, the lot will become available separately only after the home sale is successful. Don’t miss this incredible opportunity to secure a special property in a prime location!
#MDAA2113226

ANNAPOLIS

LOT 1 OVERLOOK/MELROSE

None Beds

None Baths

0.5 acres

$400,000

MLS#: MDAA2113226

Welcome! This beautifully updated townhouse offers modern comforts and stylish finishes throughout. Freshly painted walls and brand-new carpeting create a bright and inviting atmosphere, while new cabinets and stunning granite countertops in the kitchen provide both functionality and elegance. This spacious townhouse features 3 generously sized bedrooms on the upper level, complete with new closet doors for a polished look. Step outside to enjoy outdoor living at its finest with a large deck, perfect for entertaining, and a cozy patio accessed through a sliding glass door on the lower level. A charming porch adds to the home’s curb appeal and to sit and enjoy the neighborhood. The lower level also offers incredible potential with a bonus room and a convenient half bath, ideal for a home office, guest space, or recreation area. Additionally, a dedicated workroom and a large external shed provide ample storage and workspace for work related and/or gardening needs. Equipped with a Trane heat pump, replaced double pain windows, and vinyl siding with extra insulation, this home ensures energy efficiency and year-round comfort. Don’t miss this opportunity to own a move-in-ready townhouse with thoughtful updates and versatile spaces. Schedule your showing today!!!
#MDAA2110802

ANNAPOLIS

1566 LODGE POLE COURT

4 Beds

1 Baths

1,420 Sq.Ft.

$400,000

MLS#: MDAA2110802

The property at 1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. Priced at $575,000, this 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize water views throughout the property . Residents of Annapolis Roads enjoy community amenities such as a private beach, pavilion with fire pit, boat launch, pier, and walking trails. The location offers easy access to the Chesapeake Bay and is just minutes from downtown Annapolis, Eastport, and the U.S. Naval Academy. Commuters will appreciate the proximity to Route 50 and I-97, providing direct routes to Baltimore, BWI Airport, Fort Meade/NSA, and Washington, D.C. . The lot is connected to public sewer, simplifying the building process. Potential buyers can bring their architect to design a peaceful waterfront retreat that takes full advantage of the natural surroundings and community features . Lot can be purchased separately for $400,000 or can be combined with 1011 Dulaney for $2,950.000. Engineering has not been done but the lot could be a fabulous accessory dwelling unit (ADU) for this property or an opportunity for additional privacy.
#MDAA2113942

ANNAPOLIS

1009 DULANEY LANE

None Beds

None Baths

0.47 acres

$400,000

MLS#: MDAA2113942

You really don’t wanna miss this lovely new listing here on the west side of Annapolis but once you take a gander at this absolutely massive corner lot, you'll fall in love with its size alone! Let’s talk about the inside but not until we consider again, this massive corner lot that is fenced in and offers off street paved parking and a carport. One could literally build two houses on this corner. It is so huge and there is a shed in the back to store all of your equipment that’s going to be required to maintain this lovely landscape. It’s flat glass too so let your dogs run wild, decorate for the holidays, create your garden for just sit in a chair and watch the world go by. Inside you will see that it’s completely updated and rehabbed including finishes, appliances, mechanical equipment and more. Everything in here is brand new plus there’s refinished gleaming hardwoods throughout, a wood-burning brick fireplace, a French drain, ceiling fans and a well appointed kitchen. Everything on one floor with a massive basement to turn into your personal hideaway. Give us a shout for a private tour and make plans to head over to downtown and enjoy the scenery along Ego Alley. You're in Annapolis sailor !
#MDAA2114402

ANNAPOLIS

1835 DREW STREET

3 Beds

1 Baths

925 Sq.Ft.

$399,900

MLS#: MDAA2114402

New on site 3 days ago
Turnkey Home in Eastport, Minutes from Downtown Annapolis Renovated in 2020 and thoughtfully updated since, this three-bedroom, two-bathroom home offers modern design, flexible living, and low-maintenance ease, all in the heart of Eastport and just over the bridge from downtown Annapolis and the U.S. Naval Academy. The layout includes two bedrooms and one full bathroom on the upper level, with a third bedroom, second full bathroom, and laundry in the finished walkout lower level. It's well-suited for guests, a home office, or short- or long-term rental potential. The kitchen features granite countertops, custom cabinetry, and stainless steel appliances, while a newer HVAC system and fresh finishes throughout make this home move-in ready. Outside, a fully fenced backyard with a private patio provides space to relax or entertain. In the front, a white picket fence frames raised garden beds and established landscaping. A private driveway and generous on-street parking add daily convenience. Located just blocks from Truxton Park with tennis courts, a public pool, Spa Creek boat ramp, trails, and ball fields, the setting supports an active lifestyle. You're also only steps from Eastport favorites like Vin 909, Boatyard Bar & Grill, and the seasonal farmers market. Whether you're looking for a primary residence, a weekend retreat, or a turnkey investment opportunity, this home delivers on location, versatility, and value in one of Annapolis’s most vibrant and connected areas.
#MDAA2116454

ANNAPOLIS

1005 MADISON COURT

3 Beds

2 Baths

1,260 Sq.Ft.

$399,900

MLS#: MDAA2116454

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.
#MDAA2116078

ANNAPOLIS

2112 RENARD COURT S17 PH

None Beds

None Baths

N/A

$399,900

MLS#: MDAA2116078

4 Bedroom Rancher. Rare Find ! Fixer Upper. Huge yard.
#MDAA2109316

ANNAPOLIS

1328 YORKTOWN ROAD

5 Beds

3 Baths

3,190 Sq.Ft.

$399,000

MLS#: MDAA2109316

Move right into this bright 1235 SF, two-bedroom, two-bathroom condo in the vibrant 55+ community of Four Seasons St Margarets. High ceilings and open living space greet you. The spacious kitchen with 42-inch cabinetry and a long breakfast bar opens to the living room. Enjoy meals in the dining area with oversized bright windows. Access the pretty ground-level patio from the great room. The primary bedroom features an ensuite bathroom with dual vanities, an oversized stall shower, a soaking tub, and a large walk-in closet. The second bedroom is currently an office. The community offers a social room, card/game room, gym , outdoor pool with grills, and a picnic area. Enjoy social activities year-round. Conveniently located minutes from downtown Annapolis. Welcome to your new home at 1501 Broadneck Place, 204! Recent improvements Carpet in Primary Bedroom, Front Loading Washer and Dryer, Refrigerator and Dishwasher and Additional Lighting in the Foyer, Kitchen and Hall
#MDAA2112970

ANNAPOLIS

1501 BROADNECK PLACE 4-204

2 Beds

2 Baths

1,235 Sq.Ft.

$389,000

MLS#: MDAA2112970

New on site 4 days ago
The property offers a partially fenced yard, off street parking, and porch in addition to the three bedrooms and one bath on one level living. Kitchen has an eat in kitchen with plenty of room for a dining table. From community's website, Oyster Harbor’s history dates as far back as the settling of Annapolis in the 17th Century. In the waters around Oyster Harbor were an abundance of oyster reefs with easy access to downtown. An enclosed marshy area, now called Fishing Creek, was a huge estuary and prominent fishing area. We are constantly improving our community history page as we compile data on Oyster Harbor and its surrounding area. Oyster Harbor Citizens Association was formed in 1950 and incorporated as a Special Benefit Tax District* in 1951. Subject is sold in as is condition, seller nor buyer can make any repairs. Property is owned by the US Dept. of HUD, HUD Case #241-973359. Insurability Code: UI. 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
#MDAA2114676

ANNAPOLIS

3365 ARUNDEL ON THE BAY ROAD

3 Beds

1 Baths

1,232 Sq.Ft.

$385,000

MLS#: MDAA2114676

Well maintained 2-bedroom 2 full bathroom unit offers everything you need! The open floor plan combines the family room, kitchen and dining area with a double-sided gas fireplace that can be viewed from any of these rooms. Step outside onto the private balcony to enjoy views of the wooded area. Easy access for commuting north, south, east or west. The Harbour Gates community offers a pool, tennis/basketball & sports courts, picnic area, clubhouse and gym. Updates include: Brand new HVAC in 2022, New master bathroom in 2024, New water heater in 2024, New dryer in 2023 and New refrigerator in 2024. Showings will be available Monday - Friday 4:30-6:30, Saturday and Sunday 8:00-6:30. Appointments required. Unit will be vacant the week of June 9th.
#MDAA2115554

ANNAPOLIS

631 ADMIRAL DRIVE 303

2 Beds

2 Baths

1,311 Sq.Ft.

$380,000

MLS#: MDAA2115554

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!.. Seller is willing to give up to 3.5% sellers concessions
#MDAA2098698

ANNAPOLIS

122 ROSELAWN ROAD

2 Beds

1 Baths

700 Sq.Ft.

$375,000

MLS#: MDAA2098698

Welcome to your serene retreat in this highly sought-after 55+ community, where resort-style living meets the comforts of home. This beautifully maintained 2-bedroom, 2-bath condominium offers a spacious and light-filled layout designed with functionality in mind. The bright kitchen with ample counter-top space offers a breakfast bar, cooktop, wall oven, and built in microwave. The spacious primary bedroom is a true retreat, featuring two generously sized walk-in closets that provide ample storage space for all your wardrobe and personal items, a built-in vanity, and an attached full bathroom with a walk in shower. The second bedroom, complete with its own full bathroom and bathtub, provides comfortable accommodations for guests or additional family members. Additional conveniences include a dedicated storage cage, providing plenty of room for seasonal items and other storage. Heritage Harbour offers an abundance of amenities, including both indoor and outdoor pools, a clubhouse, a recreational center with exercise room, a community center with various social activities throughout the month, tennis/pickleball courts, picnic area, library, walking path, golf course (with membership available), and water privileges with community pier/dock. Please note there is a one-time recreational fee paid by buyer at settlement to establish an account in the amount of approximately $2,000. Conveniently located near shopping, dining, and recreational options, this condo offers a perfect balance of active living and tranquil retreat. Don’t miss your opportunity to experience this amenity rich lifestyle in Heritage Harbour!
#MDAA2102398

ANNAPOLIS

940 ASTERN WAY 409

2 Beds

2 Baths

1,272 Sq.Ft.

$375,000

MLS#: MDAA2102398

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