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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
211
# of Listings
3
Avg # of Bedrooms
$517
Avg. $ / Sq.Ft.
$1,092,234
Med. List Price

Browse Annapolis Real Estate Listings

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211 Properties Found. Page 9 of 15.

Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded cabinetry, stainless steel appliances, and a large center island. The open-concept living and dining areas create a warm, inviting atmosphere ideal for gatherings or quiet evenings. The primary suite features a generous walk-in closet and a spa-style bath with high-end finishes. Additional features include a full-size washer and dryer, included window treatments, ample storage, and reserved parking. As part of the new Element at Mill Creek community, you’ll enjoy low condo fees, resort-style amenities, and the ease of low-maintenance living in a brand-new home. Inquire today about available floor plans and pricing—your perfect new home is waiting!
#MDAA2136300

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 112

2 Beds

2 Baths

1,621 Sq.Ft.

$614,900

MLS#: MDAA2136300

New on site 4 days ago
Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and an unmatched lifestyle. This spacious end-unit villa boasts over 2,500 square feet of living space and is filled with natural light thanks to its desirable end-unit location. Freshly painted throughout with brand new flooring and carpet, this home is truly move-in ready and features soaring ceilings that enhance the open, airy feel. The main level is designed for easy, one-level living and includes a generous primary bedroom with en-suite bath, along with a convenient half bath for guests. The bright and spacious kitchen offers plenty of room for a table or center island, making it a perfect gathering space. The family room features a cozy fireplace and opens directly to a private, fenced-in patio—ideal for relaxing or entertaining outdoors. A welcoming front porch provides yet another great space to unwind and enjoy the neighborhood. Upstairs, you’ll find a large second bedroom with ample closet space, a full bath, and a versatile loft area that works perfectly as a home office, guest retreat, or second family room. Additional highlights include a one-car garage with extra storage and low-maintenance living at its finest. Enjoy all the incredible amenities Heritage Harbour has to offer, including a clubhouse, indoor and outdoor pools, fitness center, golf course, tennis and pickleball courts, walking trails, community events, and more—all just minutes from downtown Annapolis. This is the one you’ve been waiting for—don’t miss it!
#MDAA2139088

ANNAPOLIS

906 PERRY LANDING COURT

2 Beds

2 Baths

2,569 Sq.Ft.

$609,900

MLS#: MDAA2139088

New on site 4 days ago
Fully updated 4-bedroom, 2-bath home in the heart of Eastport offering modern finishes, flexible living space, and a walkable location just minutes from downtown Annapolis, marinas, restaurants, and waterfront parks. The main level features a bright living room, dining area, and upgraded kitchen with stainless steel appliances. Three bedrooms and one full bath complete this level, along with access to the back deck and patio overlooking a spacious fenced backyard with mature trees. The finished lower level includes a separate entrance, additional bedroom and full bath, and a kitchenette/wet bar with walkout access to the backyard—providing versatile space for guests, extended living, home office, or recreation. Dual washer and dryer units upstairs and downstairs add exceptional convenience. Thoughtfully updated and move-in ready, this Eastport home combines comfort, flexibility, and location in one of Annapolis’ most desirable neighborhoods. Key Features: • 4 Bedrooms | 2 Full Bathrooms • Finished lower level with separate entrance • Kitchenette / wet bar in lower level • Dual washer & dryer units (upstairs and downstairs) • Updated kitchen with stainless steel appliances • Back deck and patio • Fenced backyard with mature trees • Walkable Eastport location • Minutes to downtown Annapolis & marinas • Move-in ready-schedule your private showing today!
#MDAA2138058

ANNAPOLIS

1223 MADISON STREET

4 Beds

2 Baths

1,488 Sq.Ft.

$609,000

MLS#: MDAA2138058

*TO BE BUILT / READY TO BE CUSTOMIZED. CONSTRUCTION STARTING SOON* Starting at a base price of $600k. Reach out to Chase Kincer today for customization options! In addition to the builder's warranty, there is a 5-year roof warranty. Listing Photos are just for representation purposes of the same spec house.
#MDAA2116188

ANNAPOLIS

14 DORSEY AVENUE A

4 Beds

2 Baths

2,037 Sq.Ft.

$600,000

MLS#: MDAA2116188

Welcome to 730 Rosedale St, Annapolis, MD 21401—a traditional detached home offering a comfortable and functional layout in a convenient location. This residence features three bedrooms, two full bathrooms, and one half bathroom, providing ample space for a variety of living arrangements. Inside, the home features hardwood flooring on the first floor and carpet flooring throughout the remaining areas, along with built-in bookcases that add both character and practical storage. The layout is designed for everyday living and easy flow between spaces. Situated on a dead-end street, the property offers a quieter setting with reduced through traffic. Outdoor features include a spacious back deck, ideal for relaxing or entertaining, as well as a backyard with a swing set for added enjoyment. Located just minutes from the Navy-Marine Corps Memorial Stadium, this home provides convenient access to the local amenities, dining, and neighborhood charm that Annapolis is known for, while maintaining a peaceful residential setting.
#MDAA2140178

ANNAPOLIS

730 ROSEDALE STREET

3 Beds

2 Baths

1,280 Sq.Ft.

$595,000

MLS#: MDAA2140178

New on site 4 days ago
Welcome to this beautiful 2 bedroom 2 bath coveted end unit condo in the sought-after gated Chesapeake Harbour community, This home is a rare find, offering the perfect blend of privacy, natural light, and outdoor space. Inside, the additional square footage an end unit offers creates an open floor plan bathed in sunlight, thanks to windows on three sides. The living spaces are airy and inviting, with seamless flow from the cozy living room to the dining area and updated kitchen. You'll love the thoughtful details, including hardwood floors, a fireplace for those cooler evenings, and scenic views that bring the outdoors in. This home is ideally located to enjoy watching the sunrise over Chase Pond and the Bay with your morning coffee or tea. Later in the day the oversized wrap-around deck invites you to relax, entertain, or simply soak in the tranquil surroundings and watch the sunset over the Marina. Chesapeake Harbour is a vibrant, amenity-rich community with access to 2 pools, 2 tennis and pickle ball courts, kayaking, walking trails and a marina, all just minutes from downtown Annapolis. Whether you're a boating enthusiast or simply crave the coastal lifestyle, this property checks all the boxes. Don’t miss your chance to own this one-of-a-kind retreat. Schedule your tour today and experience Chesapeake Harbour living at its finest!
#MDAA2138114

ANNAPOLIS

2110 CHESAPEAKE HARBOUR DRIVE 101

2 Beds

2 Baths

1,237 Sq.Ft.

$595,000

MLS#: MDAA2138114

Welcome to 2707 Judson Place in Riva Woods. This inviting home sits on a private, fenced corner lot in one of Annapolis’s most peaceful communities. Thoughtfully updated, it offers spacious indoor living and a modern outdoor retreat. Inside, two large open living areas feature hardwood floors and abundant natural light. The kitchen includes stainless steel appliances, pantry storage, and a cozy eat-in nook framed by big front windows. A 21x21 heated sunroom adds versatility, perfect for a gym, playroom, workshop, or studio. Upstairs, three bedrooms and two full baths provide comfort and flexibility. The primary suite offers a walk-in closet and custom built-in storage. The lower level provides another bright gathering space with direct access to the backyard. Outside, a brand-new two-level patio creates a perfect setting for entertaining or relaxing, while simplified landscaping adds beauty with minimal upkeep. Highlights include energy-efficient windows, a newer roof with upgraded gutters, two floored attics for storage, and ample driveway parking. Conveniently located near schools, shopping, dining, and Historic Annapolis, this home combines everyday ease with a tranquil setting. With a voluntary HOA, 2707 Judson Place is ready to welcome its next owners.
#MDAA2126274

ANNAPOLIS

2707 JUDSON PLACE

3 Beds

2 Baths

2,156 Sq.Ft.

$590,000

MLS#: MDAA2126274

Welcome to 102 Vanguard Lane, an elegant gated community offering a home with refined finishes and comfort in the heart of Annapolis. Rich hardwood floors throughout the main level, while the kitchen impresses with granite countertops and a brand-new refrigerator. Custom plantation shutters & blinds; upgraded lighting & more! Exterior w/ Hardiplank siding & beautiful deck off kitchen that includes an amazing indoor/outdoor fireplace! This beautifully updated home showcases brand-new paint and new carpet throughout, creating a pristine, move-in-ready experience. Thoughtfully refreshed and designed for both everyday luxury and memorable gatherings, this home offers an exceptional lifestyle just minutes from Annapolis dining, shopping, and waterfront attractions. A rare opportunity to enjoy comfort, style, and location—all in one exceptional property.
#MDAA2134520

ANNAPOLIS

102 VANGUARD LANE

4 Beds

3 Baths

2,000 Sq.Ft.

$585,900

MLS#: MDAA2134520

Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three bedrooms and two full baths complete the main level. The lower level is highlighted by a private primary suite with a generously renovated full bathroom, providing an ideal owner’s retreat or guest quarters, along with a spacious family/recreation room, laundry area, and mechanical room. Luxury vinyl flooring extends throughout both levels, complemented by windows in excellent condition. Major updates include the roof and HVAC system. Serviced by well and public sewer. A well-maintained home offering comfort, privacy, and timeless appeal.
#MDAA2134820

ANNAPOLIS

721 FAIRWAY DRIVE

4 Beds

3 Baths

1,820 Sq.Ft.

$585,000

MLS#: MDAA2134820

Welcome to this beautifully updated split foyer home in the highly desirable community of Cape St. Claire! Offering 4 spacious bedrooms and 3 full bathrooms, this turnkey property combines modern upgrades with comfortable living. The fully renovated kitchen features brand-new cabinetry, stylish countertops, and new stainless steel appliances — perfect for everyday living and entertaining alike. Both upper and lower levels offer generous living space, including a cozy fireplace for relaxing evenings at home. Recent major upgrades provide peace of mind, including a new roof, new gutters, new HVAC system, and new energy-efficient windows. The bathrooms have been thoughtfully updated with custom tile work, creating a clean and contemporary feel throughout. New luxury vinyl flooring enhances the main living areas, while new carpet adds warmth and comfort to the bedrooms. Step outside to enjoy the rear deck — ideal for entertaining, grilling, or simply unwinding in your private outdoor space. Located in a sought-after school district and just minutes from shopping, dining, parks, and commuter routes, this move-in ready home offers the perfect blend of style, function, and location. Don’t miss your opportunity to own this beautifully updated home in Cape St. Claire!
#MDAA2137286

ANNAPOLIS

1041 SKYVIEW DRIVE

4 Beds

3 Baths

1,960 Sq.Ft.

$584,900

MLS#: MDAA2137286

***Major Price Reduction***Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming hardwood floors, spacious and bright layout, and a stylish kitchen, this residence combines comfort and convenience. Park Place offers exceptional amenities including 24/7 concierge service, a pool, fitness center, meeting and party rooms, library, and a rear outdoor patio with a kitchen and grilling area—perfect for entertaining. The unit comes with a storage space as well as parking. Additional perks include a dog park and easy access to restaurants and shopping. A fabulous in-town location you won’t want to miss. Welcome home!
#MDAA2138356

ANNAPOLIS

5 PARK PLACE 107

2 Beds

2 Baths

1,272 Sq.Ft.

$575,000

MLS#: MDAA2138356

Location Location location!! Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully renovated in 2025. The finished basement features a laundry room, family room, 2 spacious bedrooms, and one full bathroom. The whole top level features 3 bedrooms, one full bath, open concept style kitchen with island that opens to the dining space and large living room. New HVAC, plumbing and electrical system. Move-in ready, fully furnished!! This home really offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.
#MDAA2130284

ANNAPOLIS

1002 TYLER AVENUE

5 Beds

2 Baths

1,920 Sq.Ft.

$565,000

MLS#: MDAA2130284

Watch sunrises over the Chesapeake Bay from this airy condo in amenity-rich Chesapeake Harbour. Updated and larger than many other two-bedroom units, this second-floor condo includes a spacious loft - ideal as a family room, home office, or third bedroom. The vaulted living room ceiling, skylights, and sliding doors bring the outdoors in while showcasing bucolic views of the water and nearby woods. The primary suite offers its own sliding doors to the deck, a walk-in closet with extra storage, and an en-suite bath. A second bedroom includes a full wall of closets and west-facing windows that capture the afternoon light. Additional highlights include a modern kitchen with glass doors opening to a front deck, stainless steel appliances, hardwood floors, and a wood-burning fireplace. Recent seller improvements include a new HVAC system (2025) and a stacked washer and dryer (2023). Chesapeake Harbour, a popular gated community just outside historic Annapolis, offers turn-key living and exceptional amenities including outdoor swimming pools, tennis courts, walking trails, and private beaches. The community is also home to the Beacon Waterfront Restaurant and the Chesapeake Harbour Marina, managed by Trident Marine Group. The marina offers wet slips, transient slips, lifts, and concierge services. Come enjoy the Annapolis waterfront lifestyle, peaceful Chesapeake Bay views, and turn-key living in this resort-like setting.
#MDAA2137422

ANNAPOLIS

2010 QUAY VILLAGE COURT 201

2 Beds

2 Baths

1,489 Sq.Ft.

$565,000

MLS#: MDAA2137422

Picture this for your next home in historic Annapolis: a bright, open, two-bedroom, two-bath condo in the 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 fine 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.

$564,000

MLS#: MDAA2108870

Unbeatable USNA Proximity! Perfectly Located to enjoy all of what downtown Annapolis has to offer! This delightful one-level condo at 31 College Ave places you in the premier location, literally neighbors with the Naval Academy and St. John’s. Enjoy a functional, open floor plan with a decorative fireplace, gas cooking, and a luxurious custom bath in the primary suite. Includes basement storage unit and common storage space. With Maryland Avenue’s dining and the City Dock just blocks away, this is the perfect home base for Navy fans and downtown enthusiasts alike. Enjoy the spirit of the Yard and the beauty of the City Dock every single day.
#MDAA2138136

ANNAPOLIS

31 COLLEGE AVENUE

1 Beds

1 Baths

632 Sq.Ft.

$550,000

MLS#: MDAA2138136

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Buyers resources
7 Reasons to Work with a Realtor
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Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
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Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

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