One of the most popular communities provided by {{page_data.agentName}}

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
163
# of Listings
3
Avg # of Bedrooms
$492
Avg. $ / Sq.Ft.
$944,738
Med. List Price

Browse Annapolis Real Estate Listings

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$250,000 - $500,000

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$3M - $5M

Over $5M

66 Properties Found. Page 3 of 5.

** Seller is offering a Buyer Credit up to $10,000.00 ** Welcome to 807 Eastern Point Road, a beautifully maintained home located in the highly sought-after 55+ community of Heritage Harbour in Annapolis. Set on a desirable corner lot with generous outdoor space and an extended driveway, this home offers a rare combination of flexible living, thoughtful updates, and a prime location within one of the area’s most amenity-rich communities. With 2,814 square feet of total living space, this home provides plenty of room to spread out and make it your own. The layout is both functional and inviting, designed to accommodate everyday comfort while still offering space for entertaining, hobbies, or future expansion. The main level welcomes you with a spacious, light-filled living room that immediately feels warm and inviting. Just beyond, a versatile secondary living area off the kitchen can serve as a formal sitting room, additional dining space, or a casual gathering area—giving you the flexibility to tailor the home to your lifestyle. The dining area flows into the kitchen, which features brand-new quartz countertops and convenient access to the one-car garage. One of the standout features of this home is the main-level bedroom and full bathroom, ideal for guests, multigenerational living, or a private home office. Step outside from the dining area onto the rear deck, perfect for morning coffee, outdoor meals, or simply enjoying the peaceful surroundings. Upstairs, you’ll find three comfortable bedrooms and two full bathrooms, all finished with brand-new carpet throughout the entire level. The upper floor provides a private retreat for rest and relaxation, with well-proportioned rooms and a layout that feels both practical and cozy. The unfinished basement spans the full footprint of the home, offering exceptional potential. Whether you envision a recreation space, home gym, workshop, or additional finished living area, this level provides a blank canvas to bring your ideas to life. The laundry is currently located here and can easily be reconfigured if desired. Additional highlights include a recently updated HVAC system, ample driveway parking, and a corner lot that provides extra yard space and a sense of openness rarely found. Living in Heritage Harbour means enjoying a vibrant, resort-style lifestyle. Residents have access to indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine-hole golf course, walking paths, water access for kayaking, a community lodge, and a wide range of clubs and social activities. All of this is just minutes from Annapolis’ historic district, the Naval Academy, shopping, dining, and major commuter routes. With its flexible layout, generous square footage, recent updates, and prime setting within Heritage Harbour, 807 Eastern Point Road offers an exceptional opportunity to enjoy comfort, convenience, and community—all in one place.
#MDAA2134648

ANNAPOLIS

807 EASTERN POINT ROAD

5 Beds

3 Baths

1,694 Sq.Ft.

$635,000

MLS#: MDAA2134648

New on site 1 day ago
Welcome to this beautifully updated and impeccably maintained three-bedroom, two-and-one-half bath townhome in the highly sought-after Summer Village section of Riva Trace. Spanning three levels and thoughtfully designed for modern living, this exceptional home seamlessly blends comfort, elegance, and convenience all within a picturesque, amenity-rich community. The main level showcases an inviting open floor plan enhanced by hardwood flooring and abundant natural light. A spacious living and dining area flows effortlessly into a cozy den anchored by a striking two-sided fireplace, creating warm and versatile gathering spaces for both everyday living and entertaining. The updated kitchen features beautiful cabinetry, generous counter space, a gas range, and a charming breakfast nook ideal for casual meals or morning coffee. Just beyond, step onto your private rear porch a peaceful outdoor retreat surrounded by nature, perfect for relaxing or entertaining. Upstairs, the expansive primary suite offers a true sanctuary. This luxurious space includes its own fireplace, a comfortable sitting area, private porch access, generous closet space, and a spa-like ensuite bath designed for rest and rejuvenation. Two additional well-appointed bedrooms and a beautifully renovated hall bath provide flexibility for family, guests, or a home office. The unfinished lower level offers outstanding storage and exciting potential for future living space, fitness area, or recreation room. Additional highlights include a one-car garage with extra storage, providing both convenience and functionality. Residents of Riva Trace enjoy an exceptional lifestyle with access to community amenities including a waterfront pier, kayak racks, gazebo overlooking the water, tennis and basketball courts, playground, and scenic walking trails. Ideally located just minutes from Route 50, Downtown Annapolis, shopping, dining, and major commuting routes, this home offers both tranquility and accessibility. Move-in ready and meticulously cared for, this property presents the perfect opportunity to enjoy low-maintenance living in one of the area’s most desirable communities
#MDAA2136782

ANNAPOLIS

2733 GINGERVIEW LANE

3 Beds

2 Baths

2,038 Sq.Ft.

$635,000

MLS#: MDAA2136782

WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool.This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage.A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit.Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading.Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops.This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.
#MDAA2136172

ANNAPOLIS

755 FAIRVIEW AVENUE 755 D

3 Beds

2 Baths

1,295 Sq.Ft.

$629,950

MLS#: MDAA2136172

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

*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 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.

$600,000

MLS#: MDAA2134520

Welcome to this beautifully maintained four-bedroom, two-bath colonial in the highly sought-after Cape St Claire community, perfectly positioned on a spacious corner lot. Move-in ready and full of charm, this home welcomes you with original hardwood floors, a cozy wood-burning fireplace in the living room, and hardwoods continuing through the dining and family rooms for seamless main-level living. The bright kitchen features French doors that open to a sunroom—perfect for morning coffee or casual gatherings—plus a full bath conveniently located on the main level. Upstairs, you’ll find four generously sized bedrooms with brand-new carpet and an updated full bath with new flooring. The walkout basement offers endless potential to create additional living space tailored to your needs. Outside, enjoy a fully fenced, level backyard with secure gated parking, a massive deck ideal for entertaining, and plenty of room to relax or play. Major updates include a new HVAC system (2022) and roof (2023), offering peace of mind for years to come. Residents of Cape St Claire enjoy access to private beaches, a fishing and crabbing pier, boat ramp, marina, playgrounds, and more—all within the Broadneck School District. Just minutes to downtown Annapolis, shopping, dining, and with easy commuter access to Rt 50, I-97, Washington, Baltimore, and Ft. Meade, this home truly offers the best of lifestyle and location.
#MDAA2134016

ANNAPOLIS

1207 HAMPTON ROAD

4 Beds

2 Baths

2,412 Sq.Ft.

$599,000

MLS#: MDAA2134016

Big price reduction for this beautifully maintained 3 level end unit garage townhome in the sought after community of Admirals View. This sunny and spacious 3 BR, 4 BA residence offers the perfect combination of comfort, style and convenience. Step inside to find gleaming hardwood floors on lower and main levels, complemented by neutral carpeting on the upper level. The bright, open kitchen features granite countertops, stainless steel appliances, abundant cabinetry, laundry, and a French door leading to the deck, ideal for morning coffee. Thoughtful details are found throughout including elegant millwork, decorative windows and custom window treatments. The lower level provides additional living space and gas fireplace, perfect for a family room, home office or guest area. Situated in a quiet, secluded townhome community yet conveniently located off Admiral Cochran Drive, this home offers easy access to commuter routes, shopping, dining and all that Annapolis has to offer. A rate opportunity to own a stylish, well appointed home in a prime location. Don't miss out.
#MDAA2131964

ANNAPOLIS

328 BULWARK ALLEY

3 Beds

2 Baths

2,000 Sq.Ft.

$598,500

MLS#: MDAA2131964

New on site 1 day ago
Nestled in the charming Annapolis Townes at Neal Farm, this exquisite end-of-row townhouse offers a perfect blend of luxury and comfort. Built in 2020, the home boasts a timeless Colonial architectural style, featuring a stunning brick and vinyl exterior that exudes elegance. Step inside to discover an inviting open floor plan adorned with crown moldings and rich hardwood flooring. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, upgraded countertops, and a spacious island, perfect for entertaining. Enjoy cozy evenings by the gas fireplace in the living area, or unwind in the serene primary suite, complete with a walk-in closet and a spa-like bath. Natural light floods through double-pane windows, enhancing the warmth of the home. The upper-level laundry adds convenience to your daily routine, while the outdoor spaces, including a balcony and patio, invite you to relax amidst beautifully landscaped surroundings. With an attached two-car garage and a concrete driveway, parking is a breeze. The community offers delightful amenities such as common grounds and jogging paths, perfect for an active lifestyle. Enjoy tranquil views of lush gardens and trees, creating a peaceful retreat right at your doorstep. This property is not just a home; it's a lifestyle of luxury and comfort, waiting for you to make it your own.
#MDAA2136958

ANNAPOLIS

706 AGNES DORSEY PLACE

None Beds

None Baths

2,272 Sq.Ft.

$595,000

MLS#: MDAA2136958

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 spacious 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

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.

$583,000

MLS#: MDAA2132398

Discover a luxurious lifestyle in this stunning Cape Cod residence, meticulously renovated in 2020. The exterior boasts a classic brick front, complemented by charming sidewalks and street lights that enhance the neighborhood's appeal. Step onto the expansive deck, perfect for entertaining or enjoying serene evenings under the stars. Inside, experience the elegance of high end stainless steel appliances in the gourmet kitchen, designed for culinary enthusiasts. The spacious layout features four generous bedrooms and two and a half beautifully appointed bathrooms, ensuring comfort and privacy for all. A fully finished basement offers endless possibilities for recreation or relaxation, while the inviting fireplace adds warmth and sophistication to the living space. With a concrete driveway providing ample parking, this property combines convenience with style. Embrace the exclusive lifestyle this exceptional home offers, where luxury meets comfort in every detail. Don't miss your chance to make this dream home your reality!
#MDAA2135832

ANNAPOLIS

1655 CANANARO DRIVE

4 Beds

2 Baths

2,040 Sq.Ft.

$575,000

MLS#: MDAA2135832

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.

$570,000

MLS#: MDAA2130284

New on site 1 day ago
Coastal Annapolis living meets everyday comfort in this beautifully updated three-level townhome nestled between Safe Harbor Port Annapolis and Annapolis Landing marinas on a peaceful peninsula along Back Creek. The main living level is designed for both entertaining and relaxation, featuring beautiful hardwood floors, a wood-burning fireplace with a brand-new fireplace system replacement, and a spacious deck offering privacy, marina views, and peeks of the water — a daily reminder you are in the sailing capital of the world. The updated kitchen showcases granite countertops, a subway tile backsplash, stainless steel appliances (approximately two years old), and timeless beadboard-style cabinetry that perfectly complements the home’s coastal character. Offering 4 bedrooms and 3.5 baths, the entry level has been thoughtfully enhanced with the addition of a full bath — previously a half bath — creating a true private suite alongside the entry-level bedroom. With access to a private paver patio, this space functions beautifully as a guest retreat, home office, or flexible living area. Upstairs, three additional bedrooms include a serene primary suite with its own private deck — ideal for morning coffee or quiet evening relaxation — and an attached en suite bath. With no HOA fees and the added convenience of an oversized one-car garage, this home offers rare flexibility in an exceptional waterfront setting. Ideally located between two premier marinas, you’re moments from Capital SUP, Annapolis Sailing School, Annapolis Boat Club, the Annapolis Maritime Museum Park, Black Market Bakers, and Ellen O. Moyer Nature Park. Head downtown by water taxi from nearby C Dock, or enhance your lifestyle with a social membership at Safe Harbor Port Annapolis Marina, offering access to a pool, fitness center, pavilion, and waterfront amenities.
#MDAA2135438

ANNAPOLIS

3 KLAKRING COURT

4 Beds

3 Baths

1,960 Sq.Ft.

$569,000

MLS#: MDAA2135438

New on site 2 days ago
Located in the highly sought-after Cape St. Claire neighborhood — where life unfolds against a backdrop of sandy beaches and boat slips — this thoughtfully maintained split-foyer home offers comfort, flexibility and peace of mind. The main level features an easy, functional layout highlighted by an updated custom kitchen and a dining area that opens to a newer Trex deck with awning — ideal for shaded summer dinners or quiet mornings with coffee. Steps lead down to the privacy-fenced backyard, where a storage shed adds everyday practicality. The living room is filled with natural light, anchored by an expansive window that brightens the space throughout the day. The primary bedroom with en suite bath and a generously sized second bedroom are positioned on the upper level, along with a full hall bath, creating a comfortable retreat. Downstairs, the finished lower level expands your living options. A spacious gathering room with propane gas fireplace provides a cozy setting for movie or game nights, while two additional bedrooms offer versatility for guests, home offices or flex space. A large unfinished utility area with washer and dryer allows for abundant storage and room for hobbies or workshop needs. Meticulously cared for, the home reflects thoughtful stewardship throughout, including: 2018 waterproofing, a whole-house generator, owned well water treatment system with reverse osmosis in the kitchen, newer well pump, annual termite warranty and a standing quarterly gutter-cleaning contract. The exterior, shed and deck were professionally power-washed in September 2025. Life in Cape St. Claire means access to three beaches, three marinas, a fishing pier, boat ramp and kayak storage. Optional membership to the Cape St. Claire Swim Club — home of the Dolphins’ competitive swim team — offers even more community connection. Located within the award-winning Broadneck School District and convenient to downtown Annapolis, with easy access to commuter routes to Washington, D.C., Baltimore and Fort Meade, this home offers the rare combination of neighborhood charm, waterfront lifestyle and commuter convenience.
#MDAA2129694

ANNAPOLIS

1107 CRESTVIEW DRIVE

4 Beds

2 Baths

2,066 Sq.Ft.

$565,000

MLS#: MDAA2129694

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Sellers resources
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