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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

357

# of Listings

3

Avg # of Bedrooms

$480

Avg. $ / Sq.Ft.

$1,092,577

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

122 Properties Found. Page 6 of 9.

Live like you’re always on vacation. Chesapeake Harbour is a private, gated waterfront community offering an easy, resort-style lifestyle with marina access, private beach, tennis courts, pools, and on-site waterfront dining. Wake up to Bay breezes, walk your dog along scenic paths, or launch a kayak from the shore—it’s all here.

Located in the heart of Maryland’s capital, Annapolis blends small-town charm with historic character and coastal living. Just 30 minutes from Washington, D.C. and Baltimore, and under an hour to Northern Virginia, you can enjoy the ease of a relaxed pace without ever being far from the city.

This open concept, modern residence features sought after convenience of walk-out main level living—perfect for pets, entertaining, or simply enjoying the convenience of no stairs. Whether full-time or part-time, this is effortless living at its best

ANNAPOLIS

7044 HARBOUR VILLAGE COURT T1

2 Beds

2 Baths

1,250 Sq.Ft.

$599,900

MLS#: MDAA2102356

#MDAA2105152

ANNAPOLIS

406 EDGEMERE DRIVE

4 Beds

2 Baths

2,200 Sq.Ft.

$599,000

MLS#: MDAA2105152

First floor 1 Bedroom, 1 Bath condo is a perfect "home away from home" or a great primary residence that is easy to maintain, no outside maintenance worries. This waterfront community "The Point", located on Spa Creek is a water taxi ride to Annapolis to shop, dine, and enjoy all the festivities, events and local Annapolis vibe. Recent upgrades include: new carpet, freshly painted, renovated bathroom and new kitchen appliances. Wood burning fireplace with marble tile, custom built ins, recessed lighting. Waterfront views from every room. Pella sliders in the living room area lead to a covered deck, a perfect spot to relax, unwind catch a view of an amazing sunset. Another nice feature of this condo is a front patio located off the dining area that allows for extra outdoor private space. The community offers many amenities for those that enjoy outdoor lifestyle living. Deep water boat slips, community clubhouse, outdoor pool, tennis/pickleball courts, EV charging, kayak/canoe rack. A short bike ride, walk or water taxi to Annapolis shopping, restaurants and more. Estate Sale - Seller to review all offers - Motivated!!!

ANNAPOLIS

5 PRESIDENT POINT DRIVE A1

1 Beds

1 Baths

923 Sq.Ft.

$599,000

MLS#: MDAA2088748

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.

ANNAPOLIS

2012 QUAY VILLAGE COURT 202

3 Beds

2 Baths

1,502 Sq.Ft.

$599,000

MLS#: MDAA2115108

New on site 3 days ago

Welcome Home!
Step into this beautiful, freshly painted, move-in ready brick front town home offering 3 bedrooms, 2 full baths, and 2 half baths in the sought -after Deep Creek Village on the Broadneck Peninsula. Nestled just off College Parkway and Bellerive Drive, this home combines space, style and location!
The main entry level welcomes you with a spacious foyer leading to a large rec room (possible 4th bedroom), half bath, laundry room, and access to the garage.
Upstairs enjoy an open concept floor plan with gleaming hardwood floors throughout the living room, dining room, kitchen, and sunroom. The chef’s kitchen features granite countertops, stainless steel appliances, gas cook top, wall oven, ample cabinetry, and a large pantry- perfect for entertaining or family gatherings. There’s even bonus space off the kitchen ideal for a home office, playroom, or cozy breakfast nook.
Retreat upstairs to the luxurious owner’s suite with two walk in closets and a spa-like bath featuring double sinks, a soaking tub, and a separate shower with bench. Two additional generously sized bedrooms and a full bath complete this level.
Community Perks:
Deep Creek Village offers a tot lot, green space, walking trails, and a vibrant HOA with community events. Located in the prestigious Broadneck School District, just minutes to shopping, dining, and major routes-RT 50/RT 2 for quick access to Annapolis, DC, Baltimore or the Eastern Shore!
Don’t Wait- schedule your showing today!
This gem won’t last long!

ANNAPOLIS

527 DEEP CREEK VIEW

3 Beds

2 Baths

2,786 Sq.Ft.

$599,000

MLS#: MDAA2111274

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

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

ANNAPOLIS

1201 WEST STREET

3 Beds

None Baths

1,424 Sq.Ft.

$590,000

MLS#: MDAA2103558

Welcome to this immaculate home!! If you enjoy easy living and a short stroll to fine dining, a casual meal or snack, all of your shopping needs, a quick casual drink or a venue of wine tasting, plus an abundance of other amenities - this is the house for you! Walk to Annapolis Town Center, Whole Foods, Coopers Hawk and Tatte - the new French Bakery boasting the most delectable coffee and fresh tasty meal and snack options all day long. This move in Ready 3 bedroom 3 full plus 2 half bath home boasts all the amenities and upgrades you have been waiting for! Prime Annapolis location! Bright Cheery, Spacious, fresh and ready for you! This beautifully finished home welcomes you with an oversized 2 car garage , gourmet open spacious kitchen with quartz countertops. Entertain or relax in the open kitchen, dining, living area or on your huge sunny patio or 2 large balconies. 3 ensuite bedrooms. Enjoy walking your dog, strolling your babies, or just taking a walk along the sidewalks or through the nature trails. Highly sought after community, Beautiful home! This one will not last!

ANNAPOLIS

710 AGNES DORSEY PLACE

3 Beds

3 Baths

2,272 Sq.Ft.

$589,000

MLS#: MDAA2113972

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.

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.

ANNAPOLIS

1165 GREEN HOLLY COURT

3 Beds

2 Baths

2,218 Sq.Ft.

$585,000

MLS#: MDAA2103730

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!

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!

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!

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.

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.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 502

2 Beds

2 Baths

1,485 Sq.Ft.

$575,000

MLS#: MDAA2100426

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