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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
392
# of Listings
3
Avg # of Bedrooms
$454
Avg. $ / Sq.Ft.
$1,129,892
Med. List Price

Browse Annapolis Real Estate Listings

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392 Properties Found. Page 20 of 27.

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
#MDAA2114676

ANNAPOLIS

3365 ARUNDEL ON THE BAY ROAD

3 Beds

1 Baths

1,232 Sq.Ft.

$385,000

MLS#: MDAA2114676

Buyer's financing fell through, their loss, your gain. Welcome to this charming, fully renovated gem in the heart of the established Primrose Acres neighborhood! You’ll fall in love with the bright, open-concept kitchen and living area, designed with modern living in mind. The kitchen boasts abundant cabinetry for all your storage needs, a stylish breakfast bar, gleaming granite countertops, energy-efficient stainless steel appliances, and durable luxury vinyl plank flooring. The spacious, newly remodeled bathroom features elegant tile flooring, an updated vanity, and contemporary lighting. Fresh paint and plush carpeting enhance the home’s inviting atmosphere. Enjoy peace of mind knowing that all major systems, including the roof (9 years young). A new on-demand water heater and a convenient stacking washer and dryer complete the thoughtful upgrades. Step outside to your private, fully fenced backyard, where a covered patio offers the perfect spot for outdoor dining, entertaining, or relaxing. Perfect space to expand the home. Ideally located just minutes from downtown Annapolis and Eastport, with easy access to major routes to Washington, D.C., and Baltimore. Move-in ready and turnkey — This home is being sold "as-is" and ready for new owners to make it their own.
#MDAA2101750

ANNAPOLIS

124 ROSELAWN ROAD

3 Beds

1 Baths

875 Sq.Ft.

$380,000

MLS#: MDAA2101750

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 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 balcony 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. Bonus features include extra storage space and a dedicated garage parking spot—conveniences that make everyday living even easier. Don’t miss your chance to own one of the most tranquil condos in Heritage Harbour!
#MDAA2114848

ANNAPOLIS

803 COXSWAIN WAY 107

2 Beds

2 Baths

1,190 Sq.Ft.

$375,000

MLS#: MDAA2114848

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

**$10,000 Price Reduction** Welcome Home! This contemporary townhome offers an abundance of natural light, beautiful views and an unbeatable location. Come see this beautiful townhome in a quiet family friendly community. This home features an open layout consisting of 3 Bedrooms, 2.5 Baths and a finished basement. The spacious living room leads into a large eat-in kitchen with beautiful views. The basement is fully finished with another large kitchen and a bonus room which would be perfect as an office, additional bedroom or game room. The basement also has a full bathroom and can be accessed from the rear, making it a viable option to rent out as a studio apartment. The property needs a little TLC granting you the perfect opportunity to add your personal touch and style. Two designated parking spaces eliminate the worry of finding a parking spot. The large backyard is ideal for grilling, dining and entertaining. Nearby parks include Broadneck Park, Cape Saint Claire Recreation Area and Sandy Point State Park (a 7-minute drive!). Don't miss the opportunity to make this home yours!
#MDAA2110872

ANNAPOLIS

1008 COMMANDERS WAY N

3 Beds

2 Baths

1,760 Sq.Ft.

$374,995

MLS#: MDAA2110872

Don't miss this rare opportunity to own a beautifully updated 3-bedroom, 2-bathroom condo in The Landing at Spa Creek! This spacious ground-level unit offers over 1,400 sq ft of well-designed living space. The kitchen features granite countertops, a stylish backsplash, a peninsula island with pendant lighting, and seating—perfect for both casual meals and entertaining. The open-concept living area boasts new flooring and a striking stone veneer accent wall with a built-in, vent-free electric fireplace, creating a cozy yet modern ambiance. The oversized primary bedroom includes ample closet space and a stunning en-suite bath with a custom glass shower enclosure. Two additional bedrooms provide flexible space for guests, family, or a home office. For added comfort, a brand-new HVAC unit has just been installed. Step outside to your private rear patio—ideal for relaxing with a sense of quiet seclusion. Enjoy resort-style amenities including a clubhouse with pool and fitness center, and direct access to Truxton Park’s pickleball, tennis, and basketball courts. The location is unbeatable: just minutes to downtown Annapolis and Eastport. With a water taxi stop only a 5-minute walk away—there is no need to worry about driving or parking.
#MDAA2112472

ANNAPOLIS

1004 PRIMROSE ROAD 102

3 Beds

2 Baths

1,471 Sq.Ft.

$370,000

MLS#: MDAA2112472

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. Both bedrooms are down the hallway past the laundry room for quiet and privacy. The second bedroom can be used as an office or a workout room. Easy access for commuting north, south, east or west. This second floor unit is in Admirals Reach in The Harbour Gates community which offers a pool, tennis/basketball & sports courts, picnic area, tot lot, 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. Move In Ready!
#MDAA2115554

ANNAPOLIS

631 ADMIRAL DRIVE 303

2 Beds

2 Baths

1,311 Sq.Ft.

$370,000

MLS#: MDAA2115554

Welcome to this beautifully updated 2-bedroom, 2-bath condo in the highly sought-after Windgate community! Perched on the top floor, this 3rd-floor gem offers privacy, style, and comfort with upgrades throughout. You'll fall in love with the new flooring, a stunningly remodeled kitchen featuring granite countertops, soft-close drawers, under-cabinet lighting, stainless steel appliances, and a sleek design that's as functional as it is fabulous. The spacious layout includes a dedicated dining area complete with a dry bar and wine fridge—perfect for entertaining or winding down after a long day. Cozy up in the inviting living room with a gas fireplace, or step out onto your private balcony to enjoy morning coffee or evening breezes. Additional highlights include new window screens, HVAC, and a modern, move-in-ready feel throughout. All updates completed in the last 5 years, approximately. Just minutes from Historic Annapolis, the Naval Academy, Navy-Marine Corps Memorial Stadium, Anne Arundel Medical Center, Annapolis Mall & more, and with easy access to Rt. 50—this location is unbeatable! Don’t miss your chance to own in Windgate—schedule your showing today!
#MDAA2119532

ANNAPOLIS

655 BURTONS COVE WAY 14

2 Beds

2 Baths

1,115 Sq.Ft.

$358,000

MLS#: MDAA2119532

Rare Opportunity – Serene .62-Acre Homesite Near Downtown Annapolis Build the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the tranquility of a quiet, wooded setting while staying just minutes from downtown Annapolis. You're close to shopping, dining, marinas, and cultural amenities—yet worlds away from the hustle and bustle.
#MDAA2117728

ANNAPOLIS

3268 KITTY DUVALL DRIVE

None Beds

None Baths

0.62 acres

$350,000

MLS#: MDAA2117728

Welcome ​home to 2900 Shipmaster Way #302​- a rare opportunity to own a stunning corner penthouse condo in the sought-after Clipper Cay building, offering year-round water views of the South River and bathed in natural light from every angle. Fully rebuilt in 2023, this pristine residence blends timeless elegance with modern upgrades designed for effortless living.​ Step into the beautifully renovated white kitchen, featuring gleaming countertops, stainless steel appliances​ and luxury vinyl plank flooring throughout. The open floor plan flows seamlessly into a bright and airy living area—perfect for entertaining or quiet mornings with a view.​ The second bedroom has been thoughtfully converted into a sunlit den, enhancing the home's flexible layout and offering even more space to relax ​and unwind.​ Enjoy one of the best assigned parking spots in the lot, along with ample guest parking for friends and visitors.​ Located just minutes from Historic Annapolis, this home is nestled in the vibrant 55+ active adult community of Heritage Harbour, where amenities abound: golf, tennis, pickleball, canoeing, paddle boarding, fitness center, indoor and outdoor pools, a clubhouse, library, meeting rooms, and miles of tree-lined sidewalks.​ Don’t miss your chance to experience waterfront-inspired living in one of Annapolis’s premier adult communities.
#MDAA2117660

ANNAPOLIS

2900 SHIPMASTER WAY 302

1 Beds

2 Baths

1,089 Sq.Ft.

$350,000

MLS#: MDAA2117660

Convenient Annapolis Location! Enjoy the assigned parking space right outside your front door + an additional permit for a 2nd vehicle conveys! This move-in-ready townhome features open floorplan on main living area with updated flooring & half bath. The 2nd level offers 2 spacious bedrooms, Full Bath, and Laundry & Utility Room. Top level boasts abundant Primary En-Suite featuring vaulted ceiling in Bedroom, walk-in-closet, and large full bath including separate shower, jetted tub, and vanity sink. (Updates: Main Level Flooring 2024, HVAC 2023, Programmable Hot Water Heater 2022, Washer & Dryer 2022) Note: Condo Assn is scheduled to paint Shutters & Front Doors between 06/23/25 & 06/28/25.
#MDAA2118230

ANNAPOLIS

50 AMBERSTONE COURT C

3 Beds

2 Baths

1,620 Sq.Ft.

$349,900

MLS#: MDAA2118230

Welcome to your Annapolis retreat—Unit #211 is a bright and breezy 2-bedroom, 2-bath condo with a den, offering the largest floor plan in the community with over 1,150 sq ft. Located in the vibrant and active 55+ community of Heritage Harbor, this home is just steps from the South River and offers an exceptional blend of comfort, style, and resort-style amenities. Inside, you'll find an open layout with brand NEW wide-plank LVP flooring throughout, creating a seamless flow from the spacious living and dining areas to a private balcony perfect for relaxing. The den offers additional living space and has brand new French doors to extra privacy. The updated kitchen features white shaker cabinets, carrara-look countertops, and stainless steel appliances. The primary suite offers a walk-in closet, access to the private balcony, and a beautifully renovated en-suite bath. A full-sized NEW washer and dryer are included in-unit for added convenience, plus one assigned parking space also conveys with the unit. Other updates include fresh paint throughout including walls, ceiling, and trim. The building has recently installed a new elevator and carpet throughout the hallway. Residents of Heritage Harbor enjoy access to a wealth of amenities including pools, tennis and pickleball courts, a 9-hole golf course, kayak launch, boat slips on the South River, a clubhouse with dining, and even RV and boat storage on-site. Whether you're enjoying a quiet morning on the water or an active afternoon on the courts, Unit #211 offers the perfect balance of relaxation and recreation in a picturesque Annapolis setting.
#MDAA2117406

ANNAPOLIS

2900 SHIPMASTER WAY 211

2 Beds

2 Baths

1,154 Sq.Ft.

$349,900

MLS#: MDAA2117406

Excellent location. Well maintained and freshly painted. Ready to occupy. 3 fully finished levels, basement with walk-out stairs. Spacious main level with read deck.
#MDAA2116676

ANNAPOLIS

602 BROACH COURT

3 Beds

2 Baths

1,486 Sq.Ft.

$349,900

MLS#: MDAA2116676

Price Reduction. Extremely rare 3-bedroom 2-bathroom top floor condo in the Windgate community. The condo was purchased in 2022 and was completely renovated. Please look through the photos to be walked through everything this wonderful condo has to offer its next owner. The entire condo was painted in 2022 and new flooring, kitchen cabinets, kitchen counter tops and appliances were installed at that time. This condo is in excellent condition. Enjoy the community amenities, including a playground and picnic area. Centrally located in Annapolis, this condo is close to the hospital, mall, major commuter routes, and just 5 minutes from Historic Annapolis.
#MDAA2112390

ANNAPOLIS

655 BURTONS COVE WAY 11

3 Beds

2 Baths

1,128 Sq.Ft.

$349,000

MLS#: MDAA2112390

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Calculating Capital Gains
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