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 su...
One of the most popular communities provided by Maryland Sandbox
375
# of Listings
3
Avg # of Bedrooms
$477
Avg. $ / Sq.Ft.
$1,134,938
Med. List Price

Browse Annapolis Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

375 Properties Found. Page 19 of 25.

Welcome to this charming 2-bedroom, 2-bathroom condo located in the amenity rich, Heritage Harbour 55+ community. With fresh updates and a coveted assigned parking spot in the garage, this home offers comfort, convenience, and an active lifestyle all in one place. Plenty of natural light and a comfortable, easy-going layout makes this a perfect place to call home. Newly installed carpet throughout, fresh paint, and brand-new windows in the guest bedroom. The kitchen is equipped with a brand-new double oven, perfect for preparing meals for family or entertaining friends. The primary suite features its own en-suite bathroom for privacy, while the second bedroom is perfect for guests, an office, or additional space for hobbies. The RARE assigned parking spot in the garage offers convenience and peace of mind. Heritage Harbour creates a vibrant, active environment for residents including indoor/outdoor pools, fully equipped fitness center and a spacious party room where you can host gatherings or enjoy community events. The Lodge, is also a central gathering space in Heritage Harbour and is packed with additional amenities, including additional pools, a game room and meeting rooms. Additional highlights are the tennis courts, walking trails and an ideal location close to Annapolis and all it has to offer!

ANNAPOLIS

930 ASTERN WAY 502

2 Beds

2 Baths

1,477 Sq.Ft.

$415,000

MLS#: MDAA2115076

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 .

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.

ANNAPOLIS

986 YACHTSMAN WAY

2 Beds

2 Baths

1,174 Sq.Ft.

$411,999

MLS#: MDAA2098628

Lovely flat lot in a private, convenient neighborhood. This lot was subdivided many years ago and used by the present owners for picnics and famly gatherings. Please contact the listing agent with any questions. And drive by but do not walk the lot without prior authorization. Please contact the listing agent regarding the potential availability of the house next door.

ANNAPOLIS

29 COLLISON ROAD

None Beds

None Baths

0.29 acres

$400,000

MLS#: MDAA2116978

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.

ANNAPOLIS

1009 DULANEY LANE

None Beds

None Baths

0.47 acres

$400,000

MLS#: MDAA2113942

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.

ANNAPOLIS

2112 RENARD COURT S17 PH

None Beds

None Baths

N/A

$399,900

MLS#: MDAA2116078

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.

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$399,900

MLS#: MDAA2074120

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

ANNAPOLIS

1328 YORKTOWN ROAD

5 Beds

3 Baths

3,190 Sq.Ft.

$399,000

MLS#: MDAA2109316

Open House Sunday 12-2PM. Live the waterfront lifestyle in the heart of West Annapolis! This charming studio condo offers direct water access, an in-ground swimming pool, and an oversized rooftop deck perfect for enjoying panoramic views, entertaining, and evening sunsets. Walk to the Navy Stadium, local boutiques, coffee shops, and popular dining spots, this home places you in one of Annapolis’ most desirable walkable neighborhoods. Whether you’re looking for a weekend escape, an investment property, or a cozy year-round residence, this is the perfect place to enjoy all that Annapolis has to offer! New Paint throughout June 2025.

ANNAPOLIS

308 FORBES STREET P

1 Beds

1 Baths

550 Sq.Ft.

$399,000

MLS#: MDAA2118090

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!!!

ANNAPOLIS

1566 LODGE POLE COURT

4 Beds

1 Baths

1,420 Sq.Ft.

$390,000

MLS#: MDAA2110802

Investors can make offers 6/27/25. 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 prior to closing. 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

ANNAPOLIS

3365 ARUNDEL ON THE BAY ROAD

3 Beds

1 Baths

1,232 Sq.Ft.

$385,000

MLS#: MDAA2114676

Discover the charm of Woods Landing in Annapolis with this property that offers a perfect blend of comfort and elegance. Nestled in a serene neighborhood, this home boasts a spacious layout designed to cater to all your needs. The living area is bright and airy, featuring vaulted ceilings that add a touch of grandeur and provide a welcoming space for relaxation and entertainment. The bedrooms are generously sized, offering ample space for rest and rejuvenation. The master suite features a luxurious en-suite bathroom, ensuring a private retreat for the homeowners. Outside, the landscaped yard provides a perfect setting for outdoor activities and gatherings. With its prime location in Woods Landing, this property offers easy access to local amenities, schools, and recreational facilities. Don't miss the opportunity to make this exquisite home yours and experience the best of Annapolis living. Check out the virtual tour !

ANNAPOLIS

484 FAWNS WALK

3 Beds

2 Baths

2,067 Sq.Ft.

$380,000

MLS#: MDAA2117240

Welcome to what might be the most serene condo in Heritage Harbour, Annapolis’ premier 55+ community! This beautifully maintained 2-bedroom, 2-bathroom home offers peaceful views of quiet green space—a rare and calming backdrop. Inside, you’ll find brand new carpet and fresh paint throughout, making the space feel bright, clean, and move-in ready. Step out onto your private deck and enjoy the sights and sounds of nature—birds, deer, and total tranquility await. Whether you’re enjoying your morning coffee or winding down for the afternoon, this condo offers a peaceful retreat in a vibrant, amenity-rich community. Don’t miss your chance to own one of the most tranquil condos in Heritage Harbour!

ANNAPOLIS

803 COXSWAIN WAY 107

2 Beds

2 Baths

1,190 Sq.Ft.

$375,000

MLS#: MDAA2114848

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

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!

ANNAPOLIS

940 ASTERN WAY 409

2 Beds

2 Baths

1,272 Sq.Ft.

$375,000

MLS#: MDAA2102398

1 ... 17 18 19 20 21 ... 25