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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
359
# of Listings
3
Avg # of Bedrooms
$479
Avg. $ / Sq.Ft.
$1,097,034
Med. List Price

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127 Properties Found. Page 4 of 9.

Major Price improvement!!1 Enjoy stunning views of Spa Creek, St. Mary's, and the Annapolis skyline from this ideally located sun filled 3rd-floor condo, next door to the Annapolis Yacht Club’s Activity Center and Pool. This spacious 2-bedroom unit features an open-concept design with a cozy fireplace and a large, open balcony, perfect for relaxing on chaise lounges or dining al fresco. The condo complex offers a wealth of amenities, including a pool, grilling area, clubroom, and a fitness studio with showers, 1 assigned parking spot all set against the backdrop of a scenic marina. Take a leisurely stroll to the best restaurants, bars, and shops in Eastport and downtown Annapolis, or hop on the water taxi for a charming ride around the bay. This is waterfront living at its finest! Condo bylaws require a 15-day right of refusal. Possibility of buying a boat slip directly out front at marina. Unit is offered fully Furnished!!!
#MDAA2110198

ANNAPOLIS

301 BURNSIDE STREET B 302

2 Beds

1 Baths

822 Sq.Ft.

$725,000

MLS#: MDAA2110198

Move-in ready ! 404 Beach Drive is a warm and inviting gracious home nestled in the beautiful Hillsmere Estates/Hillsmere Shores water privileged community offering access to two beachfront playgrounds, private beaches, picnic area, marina club, a boat ramp, canoe/kayak storage, boat slips, beach pavilions, volleyball courts and a community pool. New Samsung stove, over the range microwave, and dishwasher and new flooring in the family room. A truly welcoming retreat of comfort, tranquility and convenience just minutes to Quiet Waters Park, the public library, public and private schools, shopping, restaurants, downtown City Dock/Historic Annapolis and the United States Naval Academy. A great place to call home!
#MDAA2103872

ANNAPOLIS

404 BEACH DRIVE

3 Beds

3 Baths

1,976 Sq.Ft.

$725,000

MLS#: MDAA2103872

Discover the perfect blend of comfort and convenience at The Residence at Park Place in Annapolis. This two-bedroom, two-bathroom condo spans 1,292 square feet with an open layout and includes two secure garage parking spots. Ideally located just a short drive from Washington, D.C., Baltimore, and BWI Airport, it offers easy access to major hubs while being within walking distance of Historic Annapolis, the U.S. Naval Academy, and local dining favorites like Sailor Oyster Bar and Rams Head Tavern. Building amenities include a refreshing outdoor pool, a fitness center, and secure access, providing both convenience and peace of mind. Priced at below market, this property is an excellent opportunity to enjoy vibrant city living in one of Maryland’s most sought-after areas. The furnishings in the images have been virtually staged to help you picture the home’s full potential and layout possibilities. Contact your real estate professional for a private tour.
#MDAA2095846

ANNAPOLIS

5 PARK PLACE 430

2 Beds

2 Baths

1,292 Sq.Ft.

$720,000

MLS#: MDAA2095846

New on site 4 days ago
This rare and luxurious brick front end unit townhome offers 4 levels of perfection! Located in the gated community of The Vineyards of Annapolis, this is one of the largest homes in the community at over 3,100 square feet featuring a bump out on three levels, allowing ample sunlight to flow throughout. The main level is highlighted by a recent kitchen renovation that includes modern quartz counters, KitchenAid appliances with gas range, and a stylish herringbone tile backsplash. The tall ceilings, plentiful windows, open floor plan and hardwood floors in the living and dining room are the perfect combination to feel warm and inviting. The living room features one of two gas fireplaces (the other in the lower level) and access to the low maintenance, composite deck. Upstairs, the expansive primary suite offers vaulted ceilings, hardwood floors, a sitting area, and a generously sized walk-in closet. As you enter the luxurious ensuite bath you will find the perfect place to relax and unwind with dual vanities, a soaking tub, and a separate shower. Two additional bedrooms and a full hallway bath completes the upper level. The bonus loft space can serve as an additional bedroom, office, hobby room, or more. Downstairs you will find a versatile family room, an additional bonus room suitable as a fifth bedroom or office, and a full bathroom, giving you ample living space all around. The lower level includes convenient access to the attached two-car garage and a quaint brick patio, perfect for morning coffee. Don't forget about the convenient location due its ease of access to Route 50 and 97 and its proximity to many restaurants and shopping, including the Annapolis Towne Centre. This beautiful gem has it all!
#MDAA2115120

ANNAPOLIS

2714 CABERNET LANE

4 Beds

3 Baths

3,105 Sq.Ft.

$700,000

MLS#: MDAA2115120

GORGEOUS MURRAY HILL ROW HOME! This one is ready to GO! This iconic row home may be over a 100 years old, but the kitchen is less than 3 years old and it...is...GORGEOUS! Italian tile floors, custom cabinetry, gleaming quartize counters, recessed lighting & gas cooking! So stylish! This whole home is cool and cute and funky all wrapped up on one. The living room and dining room are open but separated by a 2 sided gas fireplace(replaced in 2020) and have a great flow with gleaming hardwoods througout. There is a cute powder room for guests. Upstairs are two really nicely sized bedrooms on opposite sides of the level for privacy. There is a large full bath in between with a gorgeous custom shower and full-sizd soaking tub. The rear bedroom also has a private powder room. And then you have the STELLAR backyard, which includes a HUGE shed for plenty of storage, a large patio for dining al fresco, a great grassy yard and fruit trees!! This is quintescentail in-town living! On street parking on Morris Street. These Sellers have loved and improved this home as follows: backyard patio (2017), 50year Roof (2019),Ventless gas fireplace (2020), Carrier A/C (2020), Washer & Dryer (2021), Hardwoods in back bedroom (2022), Kitchen (2022), Anderson Windows (2025), New soffits, decking, trim (2025)
#MDAA2111514

ANNAPOLIS

15 MORRIS STREET

2 Beds

1 Baths

1,070 Sq.Ft.

$700,000

MLS#: MDAA2111514

PRIVATE WATER COMMUNITY! 5 BEDROOM 2.5 FULL BATH BRICK HOME SITS ON .42 ACRE LOT IN SOUGHT AFTER HILLSMERE ESTATES! FRESHLY PAINTED THROUGHOUT! UPPER LEVEL HARDWOOD FLOORS HAVE BEEN REFINISHED! UPDATED KITCHEN W/ SS APPLIANCES, QUARTZ COUNTER TOPS, TILED BACKSPLASH, TABLE SPACE W/ BREAKFAST BAR & RECESSED LIGHTING. LIVING ROOM HAS BRICK FIREPLACE AND MANTEL, HARDWOOD FLOORS, BAY WINDOW W/ PLANTATION SHUTTERS. DINING ROOM & BONUS SUNROOM IS SURROUNDED BY WINDOWS W/ PLANTATION SHUTTERS & 2 SETS OF FRENCH DOORS W/ ACCESS TO SIDE DECK AND EXT REAR PATIO. PRIMARY EN-SUITE HAS LIGHTED CEILING FAN, PRIVATE POWDER ROOM AND SLIDER DOOR W/ ACCESS TO REAR PATIO. 2 ADDITIONAL SPACIOUS BEDROOMS W/ HARDWOOD FLOORS. BEDROOM 3 HAS IN CLOSET AN ALL IN ONE WASHER/DRYER COMBO. THIS CAN BE REMOVED, BUT GIVES BUYER OPTION TO HAVE A RENTAL ON EACH LEVEL. HALLWAY BATHROOM W/ UPDATED TILED TUB SHOWER AND FLOORS. LOWER LEVEL HAS ADDITIONAL KITCHEN W/ TOASTER OVEN, MICROWAVE, SS REFRIGERATOR, MOVABLE ISLAND W/ CABINETS AND COUNTER TOP BURNERS. FAMILY ROOM HAS BRICK FIREPLACE AND MANTEL. TABLE SPACE . FULL BATHROOM W/ TUB SHOWER. 2 ADDITIONAL BEDROOMS AND LAUNDRY ROOM W/ BUILT IN CLOSET AND SHELVES. EXT SHED AND FENCED IN REAR YARD. FLAT ROOF 2025 AND EXT CHIMNEY REFINISHED. SWIMMING POOL AND SOCCER FIELD DIRECTLY ACROSS THE STREET. THIS COMMUNITY HAS AN OPTIONAL IMPROVEMENT ASSOCIATION FOR $25/YEAR BUT NOT REQUIRED. HILLSMERE COMMUNITY HAS LOTS OF AMMENITIES!
#MDAA2113704

ANNAPOLIS

130 GREAT LAKE DRIVE

5 Beds

2 Baths

2,014 Sq.Ft.

$699,900

MLS#: MDAA2113704

Don't miss this opportunity to get a turn-key home, in a wonderful water oriented community of Admiral Heights! Features include a wood burning fireplace, hardwood floors, open kitchen with breakfast bar, living room, dining room with sliding glass doors to the deck overlooking the fenced backyard, with lots of room to play. Lower level family room, guest bath, laundry room, garage & access to tall concrete floor crawl space for storage and utilities. On the upper level there are hardwood floors, 3 bedrooms and a full bath. Community is near the Navy Stadium, downtown Annapolis, the public library & more! Easy access to all routes of travel, Rt.50, Rt. 97
#MDAA2114966

ANNAPOLIS

13 WAINWRIGHT DRIVE

3 Beds

1 Baths

1,456 Sq.Ft.

$695,000

MLS#: MDAA2114966

New on site 3 days ago
Check out this charming, updated home in Blackwalnut Cove! With 4 bedrooms and 3.5 bathrooms, it offers plenty of space and privacy, backing onto the woods. The main floor features an open kitchen and living area, plus a separate dining room. The finished basement includes an in-law suite with a kitchen, living room, and bedroom. Upstairs, you'll find 3 spacious bedrooms, including a primary bedroom with 2 large closets and an updated private bathroom. The back deck is perfect for cookouts, gatherings, or just relaxing. This gem won't last long! 🏡
#MDAA2115178

ANNAPOLIS

1337 BLACKWALNUT COURT

4 Beds

3 Baths

2,500 Sq.Ft.

$690,000

MLS#: MDAA2115178

This fully renovated home in the desirable Arundel On The Bay offers a limited water view and is just steps away from the Bay. The main level features a modern open floor plan with a brand-new kitchen equipped with 42" cabinets, quartz countertops, and stainless steel appliances. The spacious living and dining areas boast a cozy electric fireplace. For added convenience, the laundry area is located on the main level. Upstairs, you'll find three generously sized bedrooms, a sitting area with large windows, and a den with a sliding door that leads to the front deck. The den could easily be converted into a fourth bedroom if needed. The house has been updated with new windows, doors, a roof, siding, HVAC system, hot water heater, and well equipment. Located on a quiet street just one block from the water, this home is within walking distance to a public beach at the end of the street and a short drive to Annapolis.
#MDAA2106336

ANNAPOLIS

3422 NARRAGANSETT AVENUE

3 Beds

2 Baths

2,200 Sq.Ft.

$684,900

MLS#: MDAA2106336

VERY RARE OPPORTUNITY to own one of only 12 specially zoned "Live/Work" luxury townhomes in Village Greens Of Annapolis. These homes offer commercial space store fronts with separate entrances and the opportunity to have a business on the lower level. Initially, you may want to use the space as a family room, a workshop, or an Au pair suite. However, with the special zoning you will always have the opportunity to use it for a commercial venture... Perhaps, a law office or that boutique you've always wanted to open. This particular home is also an END UNIT. With 14 more windows than a typical interior unit you'll have natural light flooding every room! The lower level half bath has also been converted to a full bath with shower. Step into the Gourmet Kitchen and note the stylish contrast between the crisp white cabinetry and gorgeous Wide Plank Hickory Floors. These floors are hand-scraped and cover the entire main level. Quartz contertops, Stainless Steel appliances, under cabinet lighting, and a fully tiled backsplash add the finishing touches to this fabulous kitchen. Crank up the music throughout the home with a 4-zone Bose Surround Sound System. Exterior Bose speakers will drench your deck with hot tunes, but the composite surface will remain cool under the remote controlled 10'x20' Sunsetter Awning. Hunter Douglas Shades cover all windows and an Epoxy Finish covers the garage floor... with a Lifetime Guarantee! The Primary Bedroom offers a comfortable sanctuary with a well designed walk-in closet and ensuite bathroom with jetted tub and separate shower. A wall mounted Dimplex Opti-Myst fireplace will mesmerize you for hours! Special features can be found throughout the home and are too numerous to list here. BE SURE TO REQUEST the "Full List of Features". Additional photos, room dimensions, and wall measurements can be found in the VIRTUAL TOUR. Pool and other amenities available with Berkshire Annapolis Bay membership. Just minutes from Historic Downtown Annapolis and major commuter routes to Baltimore and Washington DC. You may want to see this one sooner than later! The market is hot and this very unique opportunity will not last long.
#MDAA2115044

ANNAPOLIS

801 SKIPPERS LANE

3 Beds

3 Baths

2,940 Sq.Ft.

$679,000

MLS#: MDAA2115044

Experience luxury and convenience at The Residence at Park Place!! This two-bedroom, two-bathroom condo has been used as a second residence so lightly used! It remains in pristince condition. The open floor plan seamlessly integrates living and dining room areas creating a spacious and bright cheerful setting/home environment. The gourmet kitchen offers granite countertops, breakfast bar, stainless steel applicances, a gas range and plenty of oak cabinetry in addition to a separate pantry. The primary suite feautres a walk-in closet and a serene ensuite bath with a double vanity and tub/shower. The second bedroom offers a spacious walk-in closet, ensuite bath and a upscale Murphy bed which includes a sofa and coffee table professionally installed. Enjoy the convenience of in-unit laundry and the rarity of two assigned garge parking spaces. The community's resort-style amenities include a secure lobby with concierge service, indoor and outdoor pools, hot tub, a fitness center, a party room, a library, a garden area, outdoor dining and a dog park. With dining, shopping, entertainment and historic downtown just minutes away, this is a premier Annapolis living at its finest!
#MDAA2113228

ANNAPOLIS

5 PARK PLACE 507

2 Beds

2 Baths

1,277 Sq.Ft.

$675,000

MLS#: MDAA2113228

This stunning 2-bedroom, 2.5-bathroom luxury home offers a lifestyle of comfort and elegance, and is nestled in a tranquil, waterfront community that combines the best of nature and modern convenience. Set against a park-like backdrop with professional landscaping, the home provides over 2000 square feet of beautifully designed living space and is complemented by a TWO CAR ATTACHED GARAGE for easy access to living areas. This community has 24/7 gated security ensuring peace of mind. The home’s open, airy ambiance is enhanced by wood floors throughout and a layout designed to bring in natural light, especially in the bright well-lit chef’s kitchen with custom lighting. A spacious water-facing balcony with a remote-controlled decorative lighted fireplace sets the stage for cozy, intimate evenings. Inside, the Great Room boasts soaring cathedral ceilings, a raised hearth, and another remote-controlled gas fireplace. For those who appreciate quality, this home includes high-end kitchen and laundry appliances, plus a brand-new HVAC system and recent water heater. Stay connected throughout the home with an intercom system that has a camera at the front door, offering convenience throughout the home. Architectural arches and niches add character, while a water sprinkler system ensures peace-of-mind. The master suite is a private retreat, featuring natural light, a massive 32-square-foot area walk-in deluxe shower, and an expansive bright walk-in closet. The second bedroom, also with natural light, is equally spacious and benefits from its own full bath for added privacy. Beyond the home itself, the community offers an active, engaging lifestyle. Just a short stroll from your front door you’ll find a well-equipped fitness facility, as well as two swimming pools—one located on Chesapeake Bay that features Olympic swim lanes, and a second heated pool. For relaxation, take advantage of the private sandy beach, watch the sunrise and sailing events off Annapolis Buoy One from the fishing pier, or enjoy a quiet waterfront meal at the on-site restaurant. Sports enthusiasts will appreciate the four tennis courts and two pickleball courts, while nature lovers can unwind on the oyster shell walking path or sit by the tidal pond to observe herons and osprey. A deep-water, protected marina accommodates yachts ranging from 25’ to 115’, offering direct access to the Bay. For the golfers there are several courses within a short drive. This community is perfectly located next to the former and historic Carr’s Beach near Annapolis, where you’ll enjoy countless dining, shopping, and entertainment options. It’s also close to public parks, medical facilities, the Naval Academy, and St. John’s College, with easy access to Baltimore, Washington, and BWI Airport. Whether you're enjoying this home as a full-time residence or a weekend getaway, there’s always something to do and explore. Plus, the garage features a large storage area for your convenience, and we are pet friendly. Live the life you’ve always dreamed of, in a place where comfort, luxury, and natural beauty come together. Let us welcome you home.
#MDAA2113978

ANNAPOLIS

7020 CLINTON COURT 20A

2 Beds

2 Baths

2,016 Sq.Ft.

$664,995

MLS#: MDAA2113978

Pay no attention to the days on the market; this spectacular condo has been completely refreshed with new paint and a new price, and you will not be disappointed!!! Move right in and enjoy the fabulous downtown Annapolis lifestyle in this meticulously maintained 2bdr/2bath unit in the amenity-rich upscale community of Park Place! As you walk through the unit's front door, you will quickly realize how turnkey this home is - high-end countertops and appliances, breakfast bar/kitchen-island seating, moldings, plantation shutters, and beautiful and immaculate wood floors immediately greet you. The open-concept kitchen/living area with tons of beautiful natural light is inviting and the perfect place to relax and enjoy. As you continue through the unit, you will be blown away by the detail that went into all the updates. Both bedrooms offer fresh carpet, fresh paint, tasteful wallpaper, and newly added plantation shutters. Not to mention BOTH the primary and secondary full bathrooms have been totally and tastefully renovated. Other updates include a new washer/dryer and a newer HVAC (2019). The owners have spared no expense and have taken exquisite care of this beautiful home -- 514 is truly ready for you to MOVE RIGHT IN! The icing on the cake is the 2-PRIVATELY OWNED PARKING SPACES convey!!! The parking is ideally located immediately inside the garage entrance and steps from the elevator. Community amenities include an in-ground swimming pool, hot tub, front concierge desk & security, dog park, and so much more! Come look at all this unit offers - you will not be disappointed!!!!
#MDAA2094974

ANNAPOLIS

5 PARK PLACE 514

2 Beds

2 Baths

1,056 Sq.Ft.

$650,000

MLS#: MDAA2094974

Welcome to 2742 Alfred Circle – a stunning split foyer in sought after Riva Woods, just minutes from Annapolis Town Center and close to shopping, dining, and major commuter routes. This move-in ready home combines classic charm with modern upgrades throughout. As you start your tour, you will find a traditional floor-plan featuring refinished hardwood floors and new windows and doors. Upstairs you’ll find a completely renovated kitchen (2025) with quartz countertops and stainless steel appliances. A 12x16 Trex deck (2023) off the kitchen offers the ideal space for summer grilling or morning coffee. Back inside, the living and dining areas flow seamlessly, perfect for entertaining guests or quiet time with family. The primary suite includes a bright remodeled bath with contemporary finishes, while two additional bedrooms and full hall bath round out the upper level. The upstairs has ample storage space with two closets in each bedroom. Downstairs, you'll find a spacious family room with an embracing custom-painted brick wall surrounding a new gas insert fireplace (2021). Past the newly remodeled half-bath (2023), you’ll find a laundry area, new HVAC (2016), water heater (2018), ready-to-use storage space, and a cleanly finished multi-purpose room (office, exercise, etc.). Enjoy outdoor living with a large, level yard with patio and a fenced in garden to enjoy fresh herbs, fruits and vegetables. Thoughtful upgrades have made this property weather ready with a new roof (2022), gutter guards, removal of old trees, and extended underground downspouts (2024) leading to the rear of the property. There is also a 10x14 Amish-built shed (2018) for your outdoor storage needs. Don’t miss this rare opportunity to own a beautifully updated home in Annapolis.
#MDAA2112416

ANNAPOLIS

2742 ALFRED CIRCLE

3 Beds

2 Baths

2,266 Sq.Ft.

$650,000

MLS#: MDAA2112416

Fully Renovated 2BR/3BA home in Heritage Harbour This completely remodeled home offers a refined living experience within the highly sought-after 55+ community of Heritage Harbour. The interior has been improved with high-end finishes throughout, balancing clean design with everyday functionality. Known for its extensive community offerings, residents of Heritage Harbour enjoy access to a golf course, indoor and outdoor pools, hot tub, sauna, Tennis and pickleball courts, fully equipped fitness center, exclusive community restaurant Wilder Fresh Kitchen, Boat slips, kayak launch & storage, an RV/boat storage lot, scenic walking trails, clubhouse events, and so much more. Schedule your tour today and discover all that Heritage Harbour has to offer!
#MDAA2113432

ANNAPOLIS

2609 POINT LOOKOUT COVE

2 Beds

3 Baths

1,961 Sq.Ft.

$650,000

MLS#: MDAA2113432

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