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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
164
# of Listings
2
Avg # of Bedrooms
$502
Avg. $ / Sq.Ft.
$965,657
Med. List Price

Browse Annapolis Real Estate Listings

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50 Properties Found. Page 1 of 4.

Prime Retail/Office Space in the Heart of Annapolis Welcome to 141 West Street, Suite 103 – a versatile retail/office space perfectly positioned in the vibrant core of Annapolis. This ground-level suite offers an open layout that’s ready to be outfitted to match your vision. Whether you’re looking to expand your business, launch a new venture, or establish a professional office, this space gives you the flexibility to make it your own. Situated in a highly visible and walkable area, you’ll benefit from steady foot traffic, nearby shops, dining, and cultural attractions. The suite also comes with the added convenience of one dedicated parking space, a rare find in downtown Annapolis. Seize the opportunity to plant your business in one of the city’s most sought-after locations! Prime retail/office condo in the heart of downtown Annapolis. Ground-level suite ready to be customized for your business. High visibility, walkable location near shops and dining. Includes 1 dedicated parking space. Perfect for professional office, boutique retail, or creative workspace. Contact City of Annapolis Permitting office to verify your intended use. The Condo fee is estimated $591 monthly.
#MDAA2125942

ANNAPOLIS

141 WEST STREET 103

None Beds

None Baths

1,009 Sq.Ft.

$500,000

MLS#: MDAA2125942

Welcome to 1106 Brashears Street, a rare opportunity in Eastport. This charming 3-bedroom, 1.5-bath rancher sits on one of the largest lots in Eastport, offering a combination of location, livability, and long-term potential that is increasingly hard to find. Enjoy the ease of single-level living with a functional layout, while also benefiting from exceptional expansion potential—build up, build out, or create the outdoor space of your dreams. The generous lot provides flexibility for future potential improvements, whether that’s additional living space, a garage, or enhanced outdoor entertaining. Located just minutes from shops, restaurants, marinas, and waterfront amenities, and conveniently close to Downtown Annapolis, this home delivers the Eastport lifestyle buyers crave. A true opportunity for homeowners, investors, or anyone looking to secure a foothold in one of Annapolis’ most desirable neighborhoods.
#MDAA2133596

ANNAPOLIS

1106 BRASHEARS STREET

3 Beds

1 Baths

1,008 Sq.Ft.

$499,900

MLS#: MDAA2133596

Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been tastefully renovated and includes a tub/shower combo. The newly-carpeted basement offers flexible space for a home office, gym or recreation area plus dual closets for extra storage. Utilize the savings and comfort from the high-efficiency zoned dual heating/cooling system and heat pump. Outside, enjoy the fully-fenced backyard with vinyl privacy fencing and a hardscaped patio-ideal for entertaining-and a custom 16 x 12 storage shed for tools and gear. Nature & water lovers will appreciate the home's close proximity to Quiet Waters Park, where you can enjoy walking trails, a dock and boat/kayak access to scenic Back Creek. You're also just minutes from the Severn River, the Annapolis Maritime Museum, downtown Annapolis, the Eastern Shore and major commuter routes to Washington D.C., Baltimore and beyond. Don't miss this perfect blend of location, charm and convenience-your Annapolis lifestyle awaits!
#MDAA2130832

ANNAPOLIS

1005 HYDE PARK DRIVE

2 Beds

1 Baths

1,190 Sq.Ft.

$499,000

MLS#: MDAA2130832

Plans and permits are ready and building can start right away! Conditional Grading Permit issued! This is a rare opportunity to build a home with water views in the exclusive water-privileged neighborhood of Beacon Hill. Buyers can design their own home or use one of two gorgeous current plans. A smart buyer would fit his plan within the footprint of the current 2500 sq ft, 4-bedroom building plan, with a wrap-around porch. NOTE- Any increase in footprint (surface area) would have a negative impact (increase) on storm water management, setbacks from the septic system, etc. Beacon Hill was originally a community of only forty houses, with twenty lots directly on the Bay and the other twenty with water views. 1546 Shipsview is undoubtedly the best of the ‘ water view’ lots. Directly across the street from 1546 is one of the community's two public water access points. It is the perfect spot to wade into the Bay or sit with a morning coffee and watch the sunrise. 1546 is a rare gem in a highly sought-after community. DO NOT DELAY, or you will miss the opportunity to build in this very special neighborhood. Easy access/commuter routes to the Chesapeake Bay Bridge, the Eastern Shore , Washington and Baltimore.
#MDAA2133158

ANNAPOLIS

1546 SHIPSVIEW ROAD

None Beds

None Baths

0.47 acres

$495,000

MLS#: MDAA2133158

Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. The only unit available in this Luxurious Condo Building still priced below $500K. Many upgrades: New Bosch HVAC Heat Pump costing $10K, New designer walk-in shower costing $12 K , New carpeting in Bedroom., Hardwood floors, granite counters. Many amenities : 24/7 live person at the Lobby Front Desk, very secure building, One owned/ assigned underground garage parking space with remote opener, Fitness Center, Outdoor Pool and Hot Tub, Two Outdoor Gourmet BBQ kitchens, Gardening Area, Library, Party Room , TV Lounge , Free Shuttle Service to downtown, just blocks to City Dock attractions: restaurants, entertainment venues, shopping. The most luxurious condo residence in this county.
#MDAA2121784

ANNAPOLIS

5 PARK PLACE 431

1 Beds

1 Baths

839 Sq.Ft.

$489,900

MLS#: MDAA2121784

Sweet, cozy, and lovely home semi-detached house. 3 bedroom, 1 1/2 baths and semi finished basement, NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 HWY. GREAT OPPORTUNITY! Bring your best offer.
#MDAA2133422

ANNAPOLIS

108 CONLEY DRIVE

3 Beds

1 Baths

1,880 Sq.Ft.

$485,000

MLS#: MDAA2133422

HERITAGE HARBOUR SPACIOUS VILLA - Welcome home to this beautifully renovated 2 BEDROOM plus BONUS ROOM (could be 3rd BEDROOM), 2 BATH VILLA with over 1440 square feet of living space. Located in the desirable HERITAGE HARBOUR 55+ Active Community, this villa offers one level living. Some of the recent updates include newly refinished Brazilian Cherry Solid Hardwood Floors, new LIGHT FIXTURES, updated kitchen with QUARTZ COUNTERTOPS, LARGE SINK and FAUCET, new BACKSPLASH and UNDERCABINET LIGHTING, STAINLESS STEEL APPLIANCES, Beautiful Cherry Cabinetry and large BREAKFAST ISLAND. The home is an OPEN CONCEPT FLOORPLAN -- perfect for entertaining. CUSTOM PLANTATION SHUTTERS on the front windows of the home and ROOF is only about 5 years old. There is a laundry/storage closet conveniently located off the kitchen and a large BONUS ROOM (could be a 3rd bedroom or home office) with a walk-in pantry/closet. Sliding glass doors off the second bedroom open to a large, private, PAVED PATIO with hardscape and gas grill (outdoor furniture and grill are included). Heritage Harbour offers lots of amenities including an indoor and outdoor swimming pool, fitness center, tennis courts, pickleball courts and a community center with a variety of activities. A golf course is located within the community if homeowners would like to join. GREAT LOCATION - Only minutes to downtown Annapolis, major roads, shopping, restaurants and medical facilities. Buyer pays a one-time recreation fee of $2,075 at settlement.
#MDAA2133702

ANNAPOLIS

2510 PAINTER COURT

2 Beds

2 Baths

1,440 Sq.Ft.

$484,900

MLS#: MDAA2133702

Nestled in the sought-after Woods Landing community, this completely renovated two-story townhouse offers the perfect blend of modern comfort and serene living. A main-level master suite features an en-suite bath with a new granite-top double vanity and a walk-in closet. An inviting living room with vaulted ceiling is centered around a cozy fireplace, and flows into a formal dining space—ideal for entertaining. The versatile upstairs loft with built-in bookshelves provides a perfect spot for a home office or reading nook. The renovated kitchen boasts granite countertops, brand new stainless steel appliances, and stylish finishes. Additional highlights include new flooring and paint throughout, a spacious rear deck with new floorboards and railings, and major energy-efficiency upgrades, including a brand new roof and HVAC system. Enjoy exceptional community amenities including tennis courts, walking paths to the Magothy River, picnic areas, playground, and boat storage. Located in the highly regarded Broadneck school district, this home offers comfort, convenience and an opportunity to savor the outdoors—whether kayaking on the river or relaxing on your private deck.
#MDAA2133612

ANNAPOLIS

402 CRANES ROOST COURT

None Beds

None Baths

1,662 Sq.Ft.

$460,000

MLS#: MDAA2133612

Set within the sought-after 55+ community of Heritage Harbour, this renovated townhome villa offers the ease of one-level living paired with stylish, modern updates throughout. A covered front porch welcomes you inside, where a beautiful neutral color palette, mid-tone vinyl plank flooring, new carpeting, new water heater, and updated kitchen, bathrooms, and light fixtures create a warm and cohesive first impression. The spacious living room features a vaulted ceiling that enhances the open feel and flows seamlessly into the dining room, where the vaulted ceiling continues, creating an airy space ideal for everyday living and entertaining. Just beyond, the renovated kitchen stands out with soft-close shaker-style cabinetry, quartz countertops, a tile backsplash, and stainless steel appliances, including a wine fridge. A center island with a breakfast bar provides additional seating and workspace, making the kitchen both functional and inviting. Off the kitchen, a convenient laundry room offers direct access to the one-car garage. Down the hall, the primary bedroom serves as a comfortable retreat with two closets and a private en-suite bath. The second bedroom features a walk-in closet and a sliding glass door that opens to the deck, offering a peaceful connection to the outdoors. Both bathrooms have been thoughtfully renovated with tile flooring, tile tub and shower surrounds with decorative inlay, and cohesive modern fixtures that tie the spaces together beautifully. Outdoor living is extended with a deck, perfect for enjoying quiet mornings or relaxing afternoons. Parking is well accommodated with a one-car garage, driveway, and ample guest spaces throughout the community. Beyond the home, Heritage Harbour offers an exceptional lifestyle. Residents enjoy waterfront access to a marina with boat slips, a community pier, and kayak and canoe storage. Two resort-style pools, including one with a hot tub, invite relaxation, while a state-of-the-art fitness center and fully equipped woodshop support active and creative pursuits. With clubs and social groups for golf, tennis, pickleball, and more, plus a café, Par 3 golf course, newly renovated tennis courts, lively pickleball matches, and a billiards room at the waterfront lodge, this community blends comfort, luxury, and connection in an extraordinary setting.
#MDAA2134380

ANNAPOLIS

1945 MARCONI CIRCLE

2 Beds

2 Baths

1,200 Sq.Ft.

$459,000

MLS#: MDAA2134380

Beautiful Split Foyer in Whispering Woods! Classic floorplan - Laminate Flooring with Oak Finish Throughout. Upper Level Living Room with Chair Rail, Eat-In Kitchen features Stainless Appliances, Double Oven, and Sliding Door access to Rear Deck overlooking Wooded Lot. Two Generously Sized Bedrooms and Updated Full Bath with Dual Entry from both Hall AND Primary Bedroom. Walkout Lower Level includes Third Bedroom, Updated Full Bath, Laundry Room, and Large Den with Woodburning Fireplace and Sliding Door to Rear Yard and Covered Patio. Roof replaced apx 2014, HVAC installed apx 2020, Fireplace Inspected 2020, Radon Testing 2020. Less than a quarter mile from neighborhood public park Whispering Woods Drive Playground) down the street and apx 1 mile located close to Broadneck Peninsula Trail. Easy access to both 50 and RItchie Hwy.
#MDAA2134526

ANNAPOLIS

1525 HICKORY WOOD DRIVE

3 Beds

2 Baths

1,265 Sq.Ft.

$450,000

MLS#: MDAA2134526

Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter from the covered front porch, you'll notice the high vaulted ceilings and lovely hardwood floors throughout. Custom shutters have been added on all windows and slider. Both bedrooms are generous in size. The primary bedroom includes an ensuite bathroom. The rear of the home includes a fenced in patio. Roof is approximately 2 years old and includes solar panels with a monthly fee of $99.00. Heritage Harbour offers lots of amenities including an indoor and outdoor pool, fitness facility, community center with a variety of activities. A golf course is located within the community if homeowners would like to join. Close proximity to Major Roads, Shopping and Restaurants. Historic Annapolis is approximately 20 minutes drive time.
#MDAA2131974

ANNAPOLIS

1955 MARCONI CIRCLE

2 Beds

2 Baths

1,200 Sq.Ft.

$445,000

MLS#: MDAA2131974

Bring your pickiest buyers. Great Location! Close to shopping centers and main roads. Route 50, schools, places of worship, and the community college. This is a Turn-In-Key Property. Beautiful, fully renovated 3-level end unit with a spacious driveway. 4 Bedrooms, 2 1/2 bathrooms, Fully Finished Basement. Some of the upgrades include a new roof, a new HVAC system, new floors, new plumbing, a new electrical system, new hardwood floors, new ceramic bathrooms, freshly painted, and a bright, gourmet kitchen with a pantry and lots of storage. All nicely renovated. This property is easy to show. Sentrilock-front door. Brokers welcome!
#MDAA2135632

ANNAPOLIS

1636 SECRETARIAT DRIVE

4 Beds

2 Baths

1,450 Sq.Ft.

$424,900

MLS#: MDAA2135632

Located in the landings community in Annapolis, Md, this charming and beautifully updated 2-bedroom, 3.5-bath townhouse with large basement offers comfort, style, and thoughtful upgrades. Recent updates include a beautifully renovated bathroom, updated kitchen, new appliances, custom closet organization system, new carpet, new hot water heater, Bahama shutters, and more. Step outside to enjoy a newly fenced, private patio, perfect for relaxing or entertaining. The main level provides wonderful living and entertaining space filled with natural light and features a cozy, updated fireplace. The upper level offers two spacious bedrooms with cathedral ceilings and wonderful natural light, each with its own en-suite bathroom, creating a comfortable and private setup for owners and guests alike. The lower level includes a full bathroom, large laundry room, and a generous living area that could easily be used as a third bedroom, guest space, or home office. Ideally located with easy access to Routes 50 and 97 and just minutes from downtown Annapolis, shopping, dining, and waterfront attractions. Community amenities include pool and tennis courts. ✨ This townhome is a must see!!!
#MDAA2134442

ANNAPOLIS

21 MUIR WOODS COURT

2 Beds

3 Baths

1,304 Sq.Ft.

$419,000

MLS#: MDAA2134442

Experience easy living in Annapolis’ premier 55+ community at this charming 2-bedroom, 2-bath villa in Heritage Harbour, perfectly positioned just steps from the community lodge and amenities. Freshly painted with brand-new flooring throughout, this home offers a bright, clean, and welcoming feel from the moment you walk in. The spacious layout flows effortlessly from the living and dining areas, making it ideal for both everyday comfort and entertaining. Large windows invite in abundant natural light and showcase peaceful views, creating a relaxing atmosphere year-round. Living at Heritage Harbour means enjoying a true resort-style lifestyle, with two swimming pools, golf course, tennis courts, fitness center, library, billiards room, walking trails, and a vibrant community lodge offering countless clubs and activities. Residents also love the convenience of the on-site restaurant for easy dining and socializing. Ideally located near shopping, restaurants, Anne Arundel Medical Center, and just minutes from historic downtown Annapolis, 992 Riversedge delivers comfort, convenience, and community in one of the area’s most sought-after active adult neighborhoods. Enjoy relaxed, low-maintenance living. Welcome home!
#MDAA2134066

ANNAPOLIS

992 RIVERSEDGE CIRCLE

2 Beds

2 Baths

1,218 Sq.Ft.

$415,000

MLS#: MDAA2134066

CHARMING WHISPERING WOODS END-UNIT TOWNHOME IN ANNAPOLIS Welcome to this beautifully updated 3-bedroom, 1.5-bath end-unit townhome located in the desirable Whispering Woods community. This home features assigned parking plus ample guest parking. Freshly painted and move-in ready, is filled with natural sunlight as you walk in the foyer. The home offers brand-new carpeting, new vinyl plank flooring in the kitchen, oak cabinetry, and new appliances including a refrigerator, electric stove, and dishwasher. A full-size washer and dryer are included for added convenience. The main level features a spacious living room with sliding glass doors that lead to a private, fenced rear yard—perfect for relaxing or entertaining. The dining area flows seamlessly off the kitchen and living room, creating an open and inviting layout. Upstairs, you’ll find three generously sized bedrooms with fresh paint and new carpeting. The primary bedroom offers abundant natural light, a walk-in closet, and an additional closet for extra storage. A full bathroom with a tub and shower serves the upper level, along with two additional hallway closets for extra storage. Enjoy all that the Whispering Woods community has to offer, including parks, jogging paths, and picnic areas. Conveniently located near shopping, dining, Anne Arundel Community College, the U.S. Naval Academy, and the vibrant Downtown Annapolis City Dock. Easy access to Washington, DC and Baltimore with multiple commuter routes available.
#MDAA2131252

ANNAPOLIS

1250 STONEWOOD COURT

3 Beds

1 Baths

1,496 Sq.Ft.

$409,900

MLS#: MDAA2131252

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