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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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$250,000 - $500,000

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Over $5M

270 Properties Found. Page 13 of 18.

**Ask us for more details on Special Financing at 3.625% ** - Welcome to Lake Heron, one of Annapolis’ most sought-after condo communities surrounded by trees, water views, and easy access to everything the area has to offer. This bright and spacious top-level condo features two bedrooms, two full baths, and a large additional loft space that's perfect for a home office, guest area, den or library with a cozy reading nook. The main living area feels open and airy with vaulted ceilings, a wood-burning fireplace, and large windows that fill the space with natural light. The updated kitchen offers modern finishes, plenty of cabinet space, and flows easily into the dining and living area, ideal for entertaining or relaxed everyday living! Step outside to not one, but two private balconies...the perfect spots for morning coffee or unwinding at the end of the day. The primary suite includes its own balcony access, 3 large closets, and an en-suite bath. A second full bath and laundry area add convenience and comfort, with the addition of a bonus walk in storage closet in the loft! Enjoy all that Lake Heron has to offer, including a community pool, fitness center, and kayak storage. All just minutes from downtown Annapolis, Quiet Waters Park, and local marinas!
#MDAA2128776

ANNAPOLIS

1115 LAKE HERON DRIVE 3B

2 Beds

2 Baths

1,412 Sq.Ft.

$379,000

MLS#: MDAA2128776

Freshly updated Three Bath & Two Bath home featuring new flooring, fresh paint, stainless steel appliances, and updated baths. Enjoy a finished basement, covered front porch, and a rear deck backing to woods for added privacy. Off-street parking and a prime location just minutes to downtown Annapolis. Easy access to Routes 50 & 97 and an ideal commute to Ft. Meade, Washington DC, Baltimore, and Northern VA. Only one exit from the Bay Bridge and all the Eastern Shore has to offer.
#MDAA2131980

ANNAPOLIS

474 RUFFIAN COURT

3 Beds

2 Baths

1,232 Sq.Ft.

$374,950

MLS#: MDAA2131980

Annapolis - Come and see this gorgeous Ranch style home. The updated interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, and stainless-steel appliances offers maximum versatility and functionality. Complete with open floor plan and modern finishes that will wow you the minute you walk through the door. The bathroom has been tastefully refreshed adding modern elegance to this classic home. Freshly painted, new carpet and flooring throughout. Enjoy fun times in backyard area, great for entertaining, grilling, and relaxing. Close to restaurants and shopping adding convenience to major routes,. Schedule to see this amazing home today!!
#MDAA2130898

ANNAPOLIS

6 VICTOR PARKWAY

3 Beds

1 Baths

912 Sq.Ft.

$374,900

MLS#: MDAA2130898

New on site 4 days ago
This beautiful end-of-row townhouse on a desirable corner lot offers 4 bedrooms, 2.5 bathrooms, and 2,042 finished square feet in the welcoming Oxford Landing community. Luxury vinyl tile flows throughout the traditional interior, which features numerous updates. Step inside the foyer that opens to the spacious combined dining and living room, complete with access to the deck and a convenient powder room. The bright eat-in kitchen includes an island, upgraded countertops, white cabinetry, generous counter space, abundant natural light, stainless steel appliances, and a pass-through window that enhances the open flow of the main level. Upstairs, luxury vinyl tile continues into three bedrooms, including the primary suite with double closets and a private ensuite bathroom. A centrally located full bathroom serves the additional sizable bedrooms. The lower level offers a fourth bedroom and a storage room with laundry facilities. Outdoor living includes an elevated deck overlooking tranquil, wooded views, perfect for relaxing. Additional conveniences include two assigned parking spaces.
#MDAA2131646

ANNAPOLIS

627 TRIPP CREEK COURT

4 Beds

2 Baths

2,042 Sq.Ft.

$369,999

MLS#: MDAA2131646

Discover easy, low maintenance living in this updated two bedroom, two bath condo nestled among the treetops of sought after Heritage Harbour, one of Annapolis’s premier 55+ communities. The home features fresh paint and new flooring throughout the main living areas, plus a remodeled kitchen with modern countertops, sleek cabinetry, and newer appliances. Major system updates include a replaced HVAC, water heater, washer, and dryer, so you can move right in and enjoy peace of mind. Relax on your private balcony surrounded by nature, or take advantage of convenient building amenities including an elevator, game room, and indoor/outdoor pools. Heritage Harbour residents enjoy resort-style amenities: a community lodge with a fitness room, billiards room, library, and gathering spaces; golf, tennis, pickleball, water access, boat storage, an additional community pool, and nearby shops and restaurants. Minutes from Downtown Annapolis and the Chesapeake Bay, this location offers comfort, convenience, and community all in one.
#MDAA2122918

ANNAPOLIS

930 ASTERN WAY 405

2 Beds

2 Baths

1,464 Sq.Ft.

$369,900

MLS#: MDAA2122918

Welcome to the ultimate Annapolis lifestyle at 2704 Summerview #103! This charming, light-filled condominium in the desirable Riva Trace community offers the a peaceful, private space and easy access to the vibrant culture of "America's Sailing Capital". Conveniently Located In Annapolis off of Bestgate Road & close to the Annapolis Mall + only a few minutes to downtown Annapolis' historic charm, the U.S. Naval Academy, and a quick commute to major cities like Baltimore and Washington D.C. The open floor plan features a spacious living room with a cozy wood-burning fireplace, a separate dining area, and a bright sunroom, creating an ideal space for entertaining or quiet relaxation. 2-bedroom, 2-bath Home includes an eat-in kitchen with lots of counter space, a luxurious master suite with a walk-in closet and a spa-like bath featuring a soaking tub and separate shower, and convenient in-unit laundry. Community Perks include a jogging/walk path, picnic areas, a baseball field, basketball, tennis & pickleboard courts & community pier. Enjoy a low-maintenance lifestyle with the HOA covering common area maintenance, exterior building upkeep, water, and sewer, plus security features like smoke detectors and an indoor sprinkler system. Step outside your door and immerse yourself in a city known for its rich history, lively arts scene, and world-class boating. Spend weekends exploring the cobblestone streets of Historic Downtown, dining on famous Maryland blue crabs at local seafood spots, or strolling along Ego Alley watching the parade of boats. This home provides a serene escape while keeping all the excitement of Annapolis within easy reach. Discover your Annapolis dream home! Schedule your private showing today—this exceptional property won't last long. The Annapolis Lifestyle Awaits!
#MDAA2128786

ANNAPOLIS

2704 SUMMERVIEW WAY 103

2 Beds

2 Baths

1,285 Sq.Ft.

$365,000

MLS#: MDAA2128786

New on site 3 days ago
Welcome to this charming four-bedroom, one-and-a-half-bathroom home nestled in the sought-after Revell Downs community. This delightful 1,432 square foot residence spans two thoughtfully finished levels, offering functionality for today's lifestyle. The heart of the home features a spacious eat-in kitchen, a dedicated laundry and mudroom, while four well-appointed bedrooms provide ample space. The large, fully fenced backyard serves as your private oasis with direct access to open space. Location enthusiasts will appreciate the home's proximity to exceptional amenities. Sandy Point State Park and the Bay Bridge are just minutes away, offering endless recreational opportunities. Downtown Annapolis, with its historic charm, local marinas, shopping, and dining, is a short drive from your front door. The property is zoned for the highly regarded Broadneck School District. Adding to the area's appeal, the new Broadneck Peninsula Trail is near completion, creating a paved multi-use path that connects the existing Baltimore and Annapolis Trail directly to Sandy Point State Park. This exciting addition forms part of the national American Discovery Trail, providing seamless outdoor recreation from trail to bay. Whether you're a first-time buyer, investor, or someone seeking the quintessential Annapolis lifestyle, this home presents an excellent opportunity.
#MDAA2132476

ANNAPOLIS

419 MASTER DERBY COURT

4 Beds

1 Baths

1,432 Sq.Ft.

$360,000

MLS#: MDAA2132476

Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. Home is located on a no through, dead end Cul-de-sac street minimizing traffic. The main level living room leads to an open concept kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious fenced yard, and a storage shed. Upstairs you’ll find the master bedroom with a walk-in closet, a second bedroom with ample storage, and a full bathroom. The home features elegant engineered wood flooring, with tile in wet areas. Enjoy recent, extensive upgrades in this home. Highlights include a new Kenmore washer/dryer, renovated bathroom with new tub, tile, vanity and toilet. Exterior improvements feature a French Drain, concrete driveway, a ground-level deck and partial new fence. For those of whom commute for work or play. You'll find the location of this home is conveniently located. With easy access to RT 50, I-97, and I-95, making commutes to Annapolis, Washington D.C., and Baltimore effortless.
#MDAA2127724

ANNAPOLIS

1553 STAR PINE DRIVE

2 Beds

1 Baths

1,060 Sq.Ft.

$346,000

MLS#: MDAA2127724

Wow—this could be your new home! This bright and sunny top-floor penthouse condo offers an open floor plan with great natural light, a cozy fireplace for those relaxing evenings at home, and a balcony for you to enjoy your morning beverage. Recently refreshed in 2025, the home features brand-new wood-laminate floors, New light fixtures, beautifully refinished kitchen cabinets, new countertops, a stylish backsplash, and new refrigerator and stove. With 2 bedrooms and 2 full bathrooms, this spacious unit is located in a secure, keyed-entry building for extra peace of mind. You’ll love the convenience of being close to downtown Annapolis, shopping, dining, and major commuter routes—everything you need is right at your fingertips. Move-in ready and waiting for you!
#MDAA2131744

ANNAPOLIS

2155 SCOTTS CROSSING COURT 303

2 Beds

2 Baths

1,126 Sq.Ft.

$339,900

MLS#: MDAA2131744

0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs. The existing well and septic are assumed to be nonfunctional. All site engineering, utility applications, and permitting will be the responsibility of the buyer. Convenient location near Route 50, downtown Annapolis, and area shopping. Excellent opportunity for a custom home project or long-term hold in a highly accessible central corridor.
#MDAA2129812

ANNAPOLIS

668 N BESTGATE ROAD

None Beds

None Baths

0.65 acres

$325,000

MLS#: MDAA2129812

Welcome Home to Easy Coastal Living in Annapolis! Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy fireplace. The renovated kitchen (2022) features a stylish farmhouse sink, spacious granite countertops, stainless steel appliances, and contemporary cabinetry—ideal for everyday cooking or hosting. Brand-new windows (2021) allow natural light to pour in, enhancing the warm and welcoming atmosphere. The primary bedroom includes its own private en-suite bathroom and offers direct access to a walkout patio overlooking the community pool—perfect for morning coffee or winding down in the evening. Each bedroom offers generous closet space, and the home provides comfortable, updated bathroom finishes throughout. An added bonus is the HVAC system with approximately 10 years of remaining warranty, offering long-term peace of mind. Enjoy a community designed for easy living with access to a swimming pool, and pet-friendly amenities, including pet waste stations located conveniently nearby. Situated just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, waterfront dining, marinas, shopping, parks, and major commuter routes, this home places you at the center of everything Annapolis has to offer. Whether you're a first-time buyer, downsizing, or searching for a serene home near the water, this condo offers the perfect balance of comfort, modern upgrades, and coastal charm. Your Next Chapter Starts Here—Tour This Home Today.
#MDAA2129788

ANNAPOLIS

10 SANDSTONE COURT L

3 Beds

2 Baths

1,333 Sq.Ft.

$320,000

MLS#: MDAA2129788

Welcome to this fully renovated, single level condo on the 2nd floor of the building. This is the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor pool, exercise room, and recreational clubroom. Reserved/assigned parking is available for two vehicles.
#MDAA2131674

ANNAPOLIS

10 SANDSTONE COURT G

2 Beds

2 Baths

1,103 Sq.Ft.

$315,000

MLS#: MDAA2131674

Discover exceptional turn-key living in this beautifully refreshed top-level condo in the sought-after Annapolis Overlook community. Bright, inviting, and thoughtfully designed, this home is completely move-in ready so you can focus on lifestyle, not projects. Step into the two-story foyer as you are ushered upstairs into the open main living area of the home boasting a soaring cathedral ceiling with a sleek contemporary lighted ceiling fan, beautiful new luxury vinyl plank flooring. A cozy double-sided woodburning fireplace adds warmth and charm and creates the perfect spot for gathering and relaxation. The updated kitchen with gleaming granite countertops, stylish painted cabinetry with modern hardware, updated lighting, and newer appliances is sure to please, while a breakfast bar and the open dining area make entertaining family and friends and breeze. A second bedroom off the living room makes an excellent guest suite or home office and features new sliding glass doors that open to a private balcony overlooking lush common area, ideal for enjoying morning coffee or relaxing at the end of the day. The light filled primary suite boasts a wall of windows, a new private glass door to the balcony, and an upgraded ensuite bath with chic porcelain tile flooring, updated lighting, and a new tub/shower. A third spacious bedroom, a stylish hall bath with upgraded lighting and new porcelain tile flooring, and an in-unit washer and dryer complete this amazing home. A new HVAC in 2020 and new windows and washer and dryer provide peace of mind. Enjoy resort-style amenities including a clubhouse, outdoor pool, fitness center, and lush common grounds all just steps from your door. The location is a standout: just minutes from Downtown Annapolis, with easy access to dining, shopping, recreation, and commuter routes. If you’ve been searching for the perfect blend of comfort, convenience, and coastal style, this is it. 🌟
#MDAA2129536

ANNAPOLIS

20 SANDSTONE COURT J

3 Beds

2 Baths

1,254 Sq.Ft.

$305,000

MLS#: MDAA2129536

Step inside this beautifully renovated 2-bedroom, 2-bathroom condo in Annapolis Overlook and instantly feel coastal charm meet modern comfort. This isn’t just a home—it’s a lifestyle rooted in the heart of Annapolis, where history, community, and the Chesapeake Bay come together in a way only this city can offer. Annapolis Overlook provides resort-style living with a sparkling outdoor pool, a clubhouse ideal for gatherings, and meticulously maintained grounds that create the feel of a private retreat. Located on the ground level, this condo is fully ADA-compliant and includes an oversized assigned parking spot—an everyday convenience rarely found in condo living. Inside, every detail has been thoughtfully transformed: • Warm LVP flooring flows throughout the living areas • A renovated kitchen featuring new cabinets, upgraded appliances, stone countertops, and a stunning stone backsplash—perfect for hosting or unwinding • Both bathrooms have been fully updated with modern finishes • Natural light enhances the open layout, making the entire home feel welcoming from the moment you step inside This home has been revitalized with care, beauty, and functionality—set in a community where residents don’t just live, they thrive. If you’ve been searching for the perfect blend of Chesapeake charm and modern living, this one is ready for you. Imagine starting your mornings just minutes from Historic Downtown Annapolis, where sailboats glide across the harbor, coffee shops open onto cobblestone sidewalks, and the energy of the Naval Academy mingles with festivals, art fairs, and waterfront dining. From the shops along Main Street to summer nights at Bayfront celebrations, this becomes the backdrop to your everyday life. All of this is nestled within a community known for unbeatable access to D.C., Baltimore, and Fort Meade—making your daily commute as effortless as your weekend adventures.
#MDAA2131656

ANNAPOLIS

30 HEARTHSTONE COURT A A

2 Beds

2 Baths

1,217 Sq.Ft.

$300,000

MLS#: MDAA2131656

You won't find a home like this for this price anywhere in Annapolis! There is a nice water view of College Creek! Recorded plat and deed indicate the lot goes to the shores of College Creek. Walk to downtown historic district, only 3 1/2 blocks to Calvert Street! Fully fenced back yard is much larger than other townhomes and is perfect for the gardener. The home was fully renovated in 2002: Open first floor plan, 200 amp electric, plumbing replaced, kitchen, baths, laundry on 2nd floor (bedroom level). Renovation provided excellent closet space, nice sized kitchen, living room. A bonus is the walk-up floored attic that can be finished or used for storage. Access to Rideout St in back beyond rear fence gate (see subdivision drawing).
#MDAA2128414

ANNAPOLIS

192 CLAY STREET

2 Beds

1 Baths

1,244 Sq.Ft.

$299,900

MLS#: MDAA2128414

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