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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
384
# of Listings
3
Avg # of Bedrooms
$476
Avg. $ / Sq.Ft.
$1,085,905
Med. List Price

Browse Annapolis Real Estate Listings

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384 Properties Found. Page 14 of 26.

Welcome to your next home by the Chesapeake Bay. Wake up to amazing sunrises and have your morning coffee and evening wine sitting on your deck that has views of the Chesapeake Bay. This two bedroom, two bath condo with plenty upgrades is the perfect setting for your next home. Upon entering, you are greeted by a bright and open space with skylights that flood the home with natural light. Sliding glass doors off of the family room leads you to a spacious deck that is shared with the primary suite. The primary suite has views of the bay and has its own upgraded primary bath with a walk in closet. Hardwood floors throughout the home with the exception of the kitchen which boasts ceramic tile..The kitchen has granite countertops and back splash, stainless steel appliances and a beverage bar ( installed 2023) that includes a temp controlled wine fridge. Off of the kitchen is a small deck, perfect for a quiet breakfast. The property also includes a versatile loft that can be utilized as an additional bedroom or a home office, offering flexibility to suit your lifestyle. In addition to the luxurious home features, residents of Chesapeake Harbour enjoy access to a wealth of community amenities, including a pool, tennis courts, jogging trails, a marina and marina club, private lake and much more! Chesapeake Harbour is conveniently located, minutes from downtown Annapolis and the US Naval Academy, and short drive to D.C., Baltimore and BWI. Convenient to everything that Annapolis has to offer, including shopping, dining and entertainment. Chesapeake Harbour also offers their own restaurant on the property for those nights that you do not want to drive. This is an exceptional opportunity to experience resort-style living in a picturesque waterfront setting. Don't miss your chance to make this stunning condo your new home.
#MDAA2115108

ANNAPOLIS

2012 QUAY VILLAGE COURT 202

3 Beds

2 Baths

1,502 Sq.Ft.

$599,000

MLS#: MDAA2115108

Welcome home to the sought-after community of Heritage in Annapolis! This 3 level colonial has so many wonderful features and updates throughout! Features brand new paint, new carpet & LVP flooring, updated fixtures, new drywall/recessed lights in partially finished basement, brand new shower in upper level Jack n Jill bathroom, new hardware, new fridge and freshly painted kitchen cabinets. Other recent upgrades include roof (last 10 yrs), replacement windows, and composite deck! The main level is great for entertaining and has an updated kitchen, formal living/dining room, family room off kitchen, half bath, mud room (with laundry hook-ups) and fully enclosed sunroom with casement windows. The upper level has 4 ample sized bedrooms - primary BR has 2 closets and 2nd / 3rd bedroom have a Jack n Jill bathroom, plus there is a 2nd full bath in hallway. The lower level has a partially finished basement with spacious recreation room and huge storage / utility room with laundry (waterproofing system installed in 2023 with Lifetime warranty)! The fully fenced yard is HUGE and has a storage shed as well! Located within walk distance to Downtown Annapolis and the community features a pool, clubhouse, fields, and footbridge over Spa Creek! Come fall in love today and call this HOME SWEET HOME!
#MDAA2105102

ANNAPOLIS

402 S CHERRY GROVE AVENUE

4 Beds

2 Baths

2,231 Sq.Ft.

$599,000

MLS#: MDAA2105102

New on site 1 day ago
OPEN HOUSE Friday 5-7PM and Sunday 12PM-2PM. Professional interior photos coming soon - Adorable Cape Cod steps from the Chesapeake Bay and close proximity to Downtown Annapolis and the United States Naval Academy! This well maintained home features a first floor primary bedroom, an open layout with vaulted ceiling, hardwood floors, and a pretty gourmet kitchen with granite counters, stainless steel appliances (gas range), quality cabinetry and ample bar seating. The upper level includes 2 additional bedrooms and a full bathroom. Fenced-in backyard and deck - perfect for relaxing and summer nights! This is a wonderful water-privileged community in a great location featuring sandy beach, playgrounds, open space, boat ramps and slips. Hurry to this one and schedule your private tour today!
#MDAA2117138

ANNAPOLIS

1414 ELLIS ROAD

3 Beds

2 Baths

1,330 Sq.Ft.

$599,000

MLS#: MDAA2117138

Great opportunity for investor or buyer looking to live in one unit and rent the other. This is a good condition legal two unit in Annapolis. Main level unit A has one bedroom, living room, kitchen, full bath, full size washer/dryer. Upper level unit B has separate entrance (side of house) two bedrooms, 1 bath, eat in kitchen, living area, loft room that is finished and is bedroom #2, full size washer/dryer in this unit as well. 1680 finished square feet (924 main level; 756 upstairs unit). Gas heat and cooking; central air conditioning. Off street parking for 3 cars; Nice surprise is the 207' deep lot features a private yard. detached shed in rear offers extra storage. furnishings negotiable
#MDAA2103562

ANNAPOLIS

1201 WEST STREET

3 Beds

2 Baths

1,680 Sq.Ft.

$590,000

MLS#: MDAA2103562

Great opportunity for investor or buyer looking to live in one unit and rent the other. This is a legal two unit in Annapolis. Main level unit A has one bedroom, living room, kitchen, full bath, full size washer/dryer. Upper level unit B has separate entrance (side of house) two bedrooms, 1 bath, eat in kitchen, living area, loft room that is finished and is bedroom #2, full size washer/dryer in this unit as well. 1680 finished square feet (924 main level; 756 upstairs unit). Gas heat and cooking; central air conditioning. Off street parking for 3 cars; Nice surprise is the 127' deep lot features a private yard. detached shed in rear offers extra storage. furnishings negotiable
#MDAA2103558

ANNAPOLIS

1201 WEST STREET

3 Beds

None Baths

1,424 Sq.Ft.

$590,000

MLS#: MDAA2103558

This wonderful home located in Hillsmere Estates, offers a solid foundation and endless potential. It's move-in ready as is, but provides the perfect canvas for you to personalize and create the home of your dreams. Set on a 1/3 acre, level lot with fully fenced backyard, the home is just 3 blocks from the community beach! The open floor plan is ideal for both comfortable living and entertaining. Tons of natural light in the living and dining areas, with a sliding door leading to a large deck that overlooks the backyard. The family room also opens to the backyard and features an covered stone patio. With approximately 2800 sqft of living space, a walk-in floored attic and sub basement with all the mechanicals, this home is ready for you! Hillsmere is a special tax district included in your taxes.
#MDAA2111358

ANNAPOLIS

113 BOYD DRIVE

3 Beds

2 Baths

2,128 Sq.Ft.

$585,000

MLS#: MDAA2111358

Cape St. Claire Home sold with Extra Lot and Detached Garage Plans! This lovely Cape St. Claire property boasts an extra lot, offering more space for your family to enjoy. The Seller is working on providing approved plans and permit for a detached garage, adding even more potential. Upon entering the home, you’ll immediately feel at ease. The spacious living room, which could also serve as a formal dining area, features a cozy fireplace. The kitchen, with its wall of windows, brings the outdoors in, providing an abundance of natural light. The first-floor bedroom is perfect for a variety of needs, and the entryway to the family room creates an ideal space for a child’s play or reading area, or simply another comfortable living space. Just a few steps away, the family room invites you to relax or step outside onto the patio, where you can take in the beauty of the natural rear yard. Upstairs, you’ll find an additional roomy bedroom as well as the 17x15 primary bedroom, which comes with its own upgraded private bath, huge bow window and double closets. This 3-bedroom, 2-bath home has undergone numerous upgrades, including new flooring, fresh paint, granite countertops, stainless steel appliances, and updated bathrooms. Other recent improvements include new sidewalks, a new water softener system, and a newer roof. The attached 2-car garage completes this perfect package! See lot listing.
#MDAA2103730

ANNAPOLIS

1165 GREEN HOLLY COURT

3 Beds

2 Baths

2,218 Sq.Ft.

$585,000

MLS#: MDAA2103730

New on site 2 days ago
Modern Elegance Meets Coastal Charm in Cape St. Claire Discover the ultimate in contemporary living in this beautifully renovated home, perfectly situated in the highly sought-after, water-privileged community of Cape St. Claire. This modern gem seamlessly blends style, comfort, and convenience—offering a lifestyle that’s as inspiring as it is functional. Step inside to a light-filled open floor plan adorned with new flooring throughout, soaring ceilings, and stunning floor-to-ceiling bookcases. The gourmet kitchen is a dream come true, featuring all-new appliances, sleek finishes, and smart design for effortless entertaining. Both bathrooms have been beautifully transformed with high-end, modern upgrades and elegant design. The expansive primary suite is your personal sanctuary, with beautiful new bamboo floors complete with a large sitting area, dramatic windows, and a spacious walk-in closet. Outside, the fully fenced backyard provides a private escape—perfect for hosting guests, playing with the kids, or letting pets roam freely. Located just minutes from local shops, dining, and major commuter routes, this home offers the rare combination of peaceful suburban living with unbeatable convenience. Whether you are launching a kayak from the community pier (minutes away) or enjoying a sunset from your own backyard oasis, this is more than a home—it’s a lifestyle. Don't miss your chance to live in one of Annapolis’s most desirable neighborhoods, with water access and everyday amenities right at your doorstep.
#MDAA2116218

ANNAPOLIS

1127 LITTLE MAGOTHY VIEW

3 Beds

2 Baths

1,698 Sq.Ft.

$585,000

MLS#: MDAA2116218

This Golfers Ridge single-family home in Heritage Harbour is located on a friendly cul-de-sac and backs to peaceful and private woods. Easy access from the garage to the kitchen or from the front door into the foyer. Lovely warm original parquet floors flow throughout. The kitchen has a user-friendly peninsula and extra glass-front cabinets for plentiful storage. The kitchen is bright and sunny with south-facing windows and a side window facing the front entry. Large and open living and dining areas provide space for entertaining friends or family for holiday dinners or casual gatherings. The cozy east-facing sitting/tv room has access to the corner deck via sliding doors. Each living area offers woods-facing privacy and distance from neighbors. The corner deck offers the ideal space for summer dining or just enjoying the birds and the sounds of summer. The main floor laundry offers the convenience of easy access from both bedrooms. The primary bedroom has an ensuite bath with double sinks and a walk-in shower, and has a large walk-in closet. The guest bedroom has a full closet for additional storage, and hallway access to a second full bath with a tub/shower combination. Now for the bonus! A bright open stairwell with a large window and a landing is carpeted, and offers easy access to a huge basement that runs the full length of the home. The basement glass slider provides outdoor access and tons of light. Perfect for a third bedroom for guests or an entertainment space for the "grands." The lower level features a half-bath, large walk-in closet, and a separate room for additional storage space, an office, or a media room. If you are down-sizing, this is an elegant storage solution for all those cherished items that you are not ready to part with! Neighborhood amenities include indoor & outdoor pools, tennis & pickleball courts, 9-hole, par-3 executive golf course, on-site restaurant, theater room, a billiard room, woodshop, library, and more. Clubs and activities include Zumba, movie nights, dinner club, mahjong, dancing, bocce ball, horseshoes, kayaking, biking, remote-control sailing, and more. This is the ideal solution for downsizing...quiet single-family, one-level living in a sought-after Heritage Harbour location...with tons of storage!
#MDAA2114610

ANNAPOLIS

854 SCENIC HILLS WAY

2 Beds

2 Baths

2,354 Sq.Ft.

$579,000

MLS#: MDAA2114610

Build your dream home using your builder or ours! This is truly an amazing 6.7 acre (+/- NOTE THE TAX RECORD IS WRONG) estate-home lot in a beautiful part of the County. The shared portion of the driveway (which connects to the 9+ acre lot behind it) is cleared. Perc is approved. File your grading and building permits and get going!
#MDAA2085492

ANNAPOLIS

BAY HEAD ROAD

None Beds

None Baths

8.0 acres

$575,000

MLS#: MDAA2085492

Build your dream home on this rare .47-acre wooded waterfront lot in Annapolis Roads. Located on a quiet cul-de-sac, this property offers privacy, nature, and scenic views. Enjoy the variety of waterfowl, wildlife and ever-changing scenery of Lake Ogleton and surroundings. Bring your architect and your imagination to create your peaceful waterfront retreat. The elevated lot with 137 ft of waterfrontage provides endless opportunity to maximize the views throughout the property. The coveted Annapolis Roads community features a private beach, pavilion with a fire pit, boat launch, pier, and walking trails. With public sewer access, building is easy and the perfect location on Lake Ogleton gives easy access to the Chesapeake Bay and beyond. Or spend the day strolling the close by artful and nautical streets of Eastport to five-star restaurants, pubs and street-end parks. You'll also find yourself minutes from downtown Annapolis and Naval Academy. Annapolis offers the perfect balance of small-town charm and big world sophistication. Located just 5 miles to Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC. Welcome Home!
#MDAA2103022

ANNAPOLIS

1009 DULANEY LANE

None Beds

None Baths

0.47 acres

$575,000

MLS#: MDAA2103022

This stunning home is a true standout! Thoughtfully maintained by a meticulous owner, it boasts an inviting open floor plan with 2,698 sqft of finished space, soaring vaulted ceilings, elegant custom light fixtures, and beautiful vinyl flooring throughout. On the main level, enjoy a spacious living room, along with a bright and airy den featuring skylights and a cozy wood-burning fireplace. Step out onto the deck, which offers serene views of acres of county-owned wooded parkland. There are 3 bedroom and 2 full recently update bathrooms on the main level as well. The recently update well-appointed kitchen offers ample space for cooking and entertaining, with a sunny breakfast nook perfect for casual meals. The basement features a bonus room with a full bath, ideal for a guest suite, plus a ground-level entrance from the adjacent family room. Custom-built bookcases add charm and function, while an expansive 26x19 unfinished area provides abundant storage space. The impressive Media Room is your go-to spot for game days and movie nights—the seller is even including the theater seating and a 75" HD media screen! Located in the premier 55+ community of Heritage Harbour, this home comes with access to exceptional amenities, including golf (separate membership), a clubhouse, restaurant, tennis & pickleball courts, billiards, indoor & outdoor pools, a bocce ball court, and a state-of-the-art fitness center with an aerobics studio. Residents also enjoy a private pier on the South River with ten 30-ft. boat slips, as well as a vibrant selection of special interest groups. A one-time recreational fee of $2,055 is due at settlement.
#MDAA2102314

ANNAPOLIS

505 COOVER ROAD

3 Beds

3 Baths

2,698 Sq.Ft.

$575,000

MLS#: MDAA2102314

This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops throughout. The freshly painted interiors are complemented by custom window treatments that add both privacy and sophistication. Step outside to your private balcony and enjoy sweeping views of the surrounding area. Key Features: 2 spacious bedrooms with large closets Gorgeous hardwood floors Soaring 10-ft ceilings for an open, airy feel Granite countertops in kitchen and baths Freshly painted with custom window treatments Private balcony with stunning views Assigned parking space for convenience Building Amenities: Rooftop pool with panoramic vistas State-of-the-art fitness center Elegant club rooms for gatherings and relaxation Concierge service for a luxurious living experience Ideally located in the vibrant Annapolis Towne Centre, this condo puts you within walking distance of premier shopping, dining, and entertainment options. Whether you're enjoying a meal at one of the area's finest restaurants or exploring local boutiques, everything you need is just moments away. This is a must-see home that blends modern living with the best of Annapolis! Don't miss out on the chance to call this spectacular property yours.
#MDAA2100426

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$575,000

MLS#: MDAA2100426

PRICE REDUCED. Picture this for your next home in historic Annapolis: a bright, open, two-bedroom, two-bath condo in the gorgeous Residences at Park Place. Conveniently located near Rt. 50 and Rt. 97, with easy access to Washington, D.C., Baltimore, and BWI Airport, this home is just a short walk from Annapolis’s finest restaurants, unique boutiques, live entertainment, and the iconic U.S. Naval Academy. Surrounded by the charm of cobblestone streets, waterfront views, and the lively energy of City Dock and Ego Alley, this condo offers luxury living with amenities like a private outdoor pool, an enclosed pet park, a well-equipped exercise room, a community room, secure garage parking for two vehicles, and on-site professional property management. 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 to schedule a private tour.
#MDAA2108870

ANNAPOLIS

5 PARK PLACE 314

2 Beds

2 Baths

1,056 Sq.Ft.

$574,000

MLS#: MDAA2108870

The epitome of luxury living resides in Annapolis at Grand View! Reduced for QUICK SALE and best value in the building with a 10th floor location. Experience the pinnacle of sophistication in this exquisite high-rise condominium. Step into a world of elegance as you enter through the secured entrance, providing you with peace of mind and a sense of exclusivity. With on site friendly staff, you can rest assured, your packages will be delivered and handled and you will be greeted with kindness. The moment you step foot into this stunning residence, you'll be captivated by the sleek and stylish wood floors that adorn the living spaces, adding a touch of warmth and refinement. The high ceilings create an atmosphere of grandeur, while the expansive windows allow an abundance of natural light to flood the rooms, creating an inviting and cheerful ambiance. Prepare to be mesmerized by the breathtaking views that surround you from every angle, providing a constant reminder of the beauty that Annapolis has to offer. Indulge in the luxurious amenities that this building has to offer. Take a dip in the rooftop pool, providing you with a tranquil oasis to unwind and soak up the sun. Elevate your social gatherings in the exclusive lounge area, perfect for entertaining guests or simply relaxing in style. Maintain your fitness routine in the state-of-the-art fitness center, ensuring that your well-being is always prioritized. For your convenience, secured storage is included on the basement level, allowing you to stow your belongings with ease and peace of mind. Never worry about finding parking again, as covered parking is provided, with 2 assigned spaces, one near the entry, ensuring your vehicle is protected. To top it all off, a private balcony awaits you, offering a serene outdoor space to enjoy your morning coffee as the sun comes up or a glass of spirits as the sun sets. Don't miss out on this incredible opportunity to elevate your lifestyle to new heights. Experience the luxury, comfort, and conveniences that await you in this high-rise condominium, steps to top restaurants, ease of shopping, and entertainment. Make this exceptional residence your new home and immerse yourself in a world of opulence.
#MDAA2078120

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1013

2 Beds

2 Baths

1,485 Sq.Ft.

$569,900

MLS#: MDAA2078120

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