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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
270
# of Listings
3
Avg # of Bedrooms
$425
Avg. $ / Sq.Ft.
$922,557
Med. List Price

Browse Annapolis Real Estate Listings

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91 Properties Found. Page 5 of 7.

Amazing location, minutes to Annapolis and the Bay Bridge. Easy commute to DC. Incredible opportunity to own a beautiful parcel of land on desirable Shot Town Road area where large estates abound. Build a sprawling estate or possible subdivision potential of three smaller lots. If you can imagine yourself here and need additional resources to build your dream home please call for more information.
#MDAA2113200

ANNAPOLIS

SHOT TOWN ROAD

None Beds

None Baths

7.83 acres

$600,000

MLS#: MDAA2113200

This colonial-style residence, situated in the desirable Murray Hill subdivision, offers a blend of classic architecture and modern amenities. Built in 1900, this detached home features a traditional floor plan with 2,280 square feet of finished living space, ideal for both entertaining and everyday living. Interior highlights include three spacious bedrooms and a well-appointed full bathroom featuring a tub shower. The kitchen, designed with a country aesthetic, is equipped with stainless steel appliances and a breakfast area, perfect for casual dining. Hardwood floors and carpeted areas enhance the warmth of the living spaces, while ceiling fans and centralized air conditioning provide comfort. The exterior boasts a corner lot with sidewalks, enhancing the neighborhood's walkability. A welcoming porch invites relaxation, while the attached two-car garage offers convenience and additional storage. Located in an urban setting, this property provides easy access to local amenities and services. The proximity to Acton Cove allows for water-oriented activities, enhancing the lifestyle appeal of this home. This residence combines historical charm with modern functionality, making it an excellent choice for those seeking an opportunity in a vibrant community.
#MDAA2128268

ANNAPOLIS

34 LAFAYETTE AVENUE

3 Beds

1 Baths

3,000 Sq.Ft.

$599,900

MLS#: MDAA2128268

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single or two unit residential dwelling. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious board room. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level includes a spacious reception area, 3 private offices & 1/2 bath. Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is. Check local zoning for commercial use, but it is set up and zoned for two professional offices. Also listed as a multifamily property: MDAA2121808
#MDAA2130584

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,304 Sq.Ft.

$599,900

MLS#: MDAA2130584

Welcome to 212 Duke of Gloucester- a prime development opportunity in the heart of historic Annapolis-- Steps away from Church circle, this 2300 sqft split level property built in 1946 is ready for your vision. This property is ideal for visionary investors or developers seeking to create a signature residential, commercial, or mixed-use project. While the zoning is C2P which allows both professional offices and residential, this property now has approval from the City of Annapolis to move forward with plans to develop into a single- or two-unit residential dwelling. The upper level, with natural light provided by the high vaulted ceilings and windows across the front facade could accommodate a luxurious 1- or 2-bedroom residential unit. The space has a large kitchen, an expansive multi-purpose room and large living area. The lower level currently includes a spacious reception area; 3 private offices & 1/2 bath and can easily be converted into another 1- or 2-bedroom apartment. Surrounded by historic charm, waterfront attractions, and top-tier dining and retail, this is a once-in-a-generation chance to make a lasting mark on downtown Annapolis. Sold as-is. Also listed for Commerical Sale: MDAA2120582
#MDAA2130582

ANNAPOLIS

212 DUKE OF GLOUCESTER STREET

None Beds

None Baths

2,300 Sq.Ft.

$599,900

MLS#: MDAA2130582

✨ Waterfront Living at Its Finest ✨ Welcome to your marina-front pearl in the coveted Chesapeake Harbour community with a 24-hour guarded gate. This 1-bedroom, 1.5-bath terrace-level condo blends coastal charm with resort-style amenities — All centered around one of the most breathtaking views in Annapolis. The Unit has been completely rehabbed from its original owners. Complete unit flooring, paint, electrical fixtures, and some lighting were updated. Complete renovations of the Kitchen, baths, and separate Laundry Room. All new stainless steel appliances and warranties are in place. The buyer may choose kitchen cabinet hardware From your updated kitchen or your private patio, enjoy sweeping views of the marina extending all the way to the Bay Bridge. Watch stunning sunrises and sunsets, admire the Bay Bridge illuminated at night, and take in the constant rhythm of the Chesapeake waves. 🏝 Community Highlights Dining: On-site Beacon Waterfront Galley & Bar Relaxation & Recreation: 2 pools with bay views, private sandy beach, scenic walking & biking trails Activities: Fishing piers, kayak launch, tennis, pickleball, playgrounds, and picnic areas Convenience: EV charging stations, gated security, and ample parking For Boaters: Chesapeake Harbour Marina with 81 wet slips, water, electricity, WiFi, and a full-service yacht facility 📍 Ideally located just minutes from Historic Downtown Annapolis, with easy access to Baltimore and Washington, D.C., Chesapeake Harbour is a hidden waterfront gem. This home offers the perfect blend of luxury coastal living and everyday convenience. Don’t miss your chance to own one of the premier marina-view properties in Chesapeake Harbour.
#MDAA2131520

ANNAPOLIS

7036 HARBOUR VILLAGE COURT T1

1 Beds

1 Baths

1,000 Sq.Ft.

$594,000

MLS#: MDAA2131520

New on site today
Lovely and spacious 3-bedroom townhome in the sought-after Admirals View community! This beautifully maintained home features 2 full baths and 2 half baths, a gourmet kitchen with granite countertops, stainless steel appliances, double ovens, and an extra-large pantry. Enjoy effortless indoor/outdoor living with a deck off the kitchen, perfect for grilling and entertaining. The open main level offers gorgeous hardwood floors, a gas fireplace, and a large family room filled with natural light. The upper level includes a generous primary suite with a soaking tub, huge walk-in closets, built-ins, and a California Closet system for exceptional organization. Additional highlights include a new washer and dryer, an attached garage, and abundant storage throughout. Ideally located minutes to downtown Annapolis and close to major highways including Rt. 97 and Rt. 50, offering an easy commute to D.C., Baltimore, and surrounding areas. Truly a fantastic opportunity to own in one of the area’s most desirable locations!
#MDAA2132398

ANNAPOLIS

321 BULWARK ALLEY

3 Beds

2 Baths

2,000 Sq.Ft.

$590,000

MLS#: MDAA2132398

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

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.

$580,000

MLS#: MDAA2130284

*Move-In Ready* Well taken care of 2-story end unit colonial in Heritage Harbour - This 3 bedroom, 3.5 bath home has been recently updated with brand new paint and carpet throughout. The kitchen is sporting new flooring, cabinets, range, and microwave! The houses entry level is home to your new main floor primary with ensuite while the second floor hosts two more primary's with ensuite's, and a flex room ready for your office, craft space, or den. Entry and exit from the community is a breeze as this home sits on the corner of first street after entering the community on Mastline Dr. The communities amenities are a plenty with pools, billiards, library, water access, and fitness center to name a few as well as 90 activities, clubs, and committees for the residence to be a part of. Come be part of an active, established community offering beauty, education, and relaxation!
#MDAA2129702

ANNAPOLIS

916 SEXTANT WAY

3 Beds

3 Baths

2,640 Sq.Ft.

$579,995

MLS#: MDAA2129702

Beautifully Updated Annapolis Home Near Navy Stadium!! Welcome to 201 Bowie Ave, a turnkey 4-bedroom, 3-full-bath home in an unbeatable location. Just a short distance to Navy Stadium, local shopping, dining, and commuter routes, this home blends convenience with comfort and style. The interior has been thoughtfully updated throughout, featuring bright, open living spaces and a modern kitchen. Offering flexible living arrangements with a full bath and bedroom on the lower level, and spacious bedrooms, beautifully finished baths, and ample storage on the main level. Step outside to a fully fenced backyard — perfect for pets, gatherings, or relaxing outdoors. Whether you’re looking for a walkable Annapolis lifestyle or an easy move-in ready home, this one checks all the boxes.
#MDAA2129020

ANNAPOLIS

201 BOWIE AVENUE

4 Beds

3 Baths

1,709 Sq.Ft.

$574,900

MLS#: MDAA2129020

Completely renovated home with modern finishes and updates throughout. This property boasts two brand new updated bathrooms with dual-sink vanities, walk-in showers and tile flooring. Additional upgrades include electrical system with new electrical panel, brand-new HVAC and boiler installed in 2025, interior sprinkler system for added peace of mind and safety, new LVP and carpet flooring, recessed lighting, new appliances, and an open concept floorplan. Property is situated on an almost .5 acre lot. Every detail has been updated for modern living and is move in ready.
#MDAA2129670

ANNAPOLIS

1831 DREW STREET

5 Beds

2 Baths

2,236 Sq.Ft.

$570,000

MLS#: MDAA2129670

Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private primary bedroom with full bathroom, screened in porch/sunroom, open floor plan with lots of windows and natural light, large driveway for lots of parking, font and side porches, fenced-in yard, brand new hvac and expansion tank, etc. Owner/Agent. Situated on the picturesque Annapolis Neck peninsula just minutes from downtown Annapolis by boat or car, Oyster Harbor is a private, water-privileged community offering an extraordinary waterfront lifestyle. Residents enjoy access to 3 bodies of water—Oyster Creek, Fishing Creek, and the Chesapeake Bay—along with three marinas, a boat ramp, fishing pier, and views that span from the Chesapeake Bay Bridge to the Thomas Point Shoal Lighthouse and beyond. The community also features two playgrounds, and a welcoming sandy beach. Ideally located close to the community beach, fishing pier, marina, and playground—and with easy access to Routes 50 and 97—this move-in-ready home combines coastal charm, neighborhood warmth, and unmatched convenience. Don’t miss this chance to make your private Annapolis oasis your own—it won’t last long!
#MDAA2130140

ANNAPOLIS

3365 ARUNDEL ON THE BAY ROAD

3 Beds

2 Baths

1,232 Sq.Ft.

$560,000

MLS#: MDAA2130140

BIG PRICE IMPROVEMENT! COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADMIRALS SQUARE DUAL ASPECT CORNER UNIT offering 2 levels of living with upscale detailing and finishes! 9-Foot ceilings, terrace-like walls of windows, a turnkey urban neutral palette, brick accent walls, and upgraded flooring to enhance any décor. The entry staircase will take you into an open concept Dining area and chef’s choice restaurant-inspired dining bar Kitchen showcasing sleek quartz & stainless steel surfaces. Adjoining the kitchen is a glass-encased living room with a gas fireplace to further enhance ambiance. Upstairs you’ll find a Generous Primary Bedroom Suite with 2-sided walk-in closet w/organizers & luxe spa Bath! The upper level also has two Additional bright ‘n’ airy Bedrooms (flexible use spaces) and a Full Bath with a double vanity. Stairs ascend to a PANORAMIC ROOFTOP VIEW DECK for alfresco dining and entertaining beneath sun & stars! Extended, rear access parking pad & 1-car garage. Minutes to Downtown City Dock harbor, the USNA, Westfield/Towne Centre Malls, eclectic restaurants & crab cake eateries, marinas/boating, and commuter RTs 50/97/32 . Bring your offers.
#MDAA2121454

ANNAPOLIS

547 LEFTWICH LANE 88

3 Beds

2 Baths

2,600 Sq.Ft.

$560,000

MLS#: MDAA2121454

Note the dramatic change in the list price. Open house Saturday and Sunday 1 - 3 pm. come and take another look. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 security, tennis courts, a beach and walking trails.
#MDAA2127108

ANNAPOLIS

2010 QUAY VILLAGE COURT 101

2 Beds

2 Baths

N/A

$555,000

MLS#: MDAA2127108

Welcome to this beautifully maintained 4-bedroom, 2.5-bath split foyer on a desirable corner lot in Cape St. Claire. The upper level features a bright open-concept kitchen, dining, and family room, perfect for entertaining, with access to a spacious deck for morning coffee or summer gatherings. The lower level offers a private primary suite, a second family room, and two bonus rooms ideal for a home office, gym, or extra bedrooms, plus a sliding door to the patio and fenced backyard. Additional highlights include numerous upgrades, a large side yard, and a hydroponic growing system for garden enthusiasts. Cape St. Claire offers a true lifestyle community with marinas, parks, beaches, a fishing pier, and convenient access to shopping, schools, and easy commutes to Annapolis, D.C., Baltimore, and the Eastern Shore. Schedule your showing today—this one won’t last long!
#MDAA2127586

ANNAPOLIS

1247 RAMBLEWOOD DRIVE

4 Beds

2 Baths

1,728 Sq.Ft.

$555,000

MLS#: MDAA2127586

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