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
274
# of Listings
3
Avg # of Bedrooms
$510
Avg. $ / Sq.Ft.
$1,357,507
Med. List Price

Browse Annapolis Real Estate Listings

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Under $250,000

$250,000 - $500,000

$500,000 - $1M

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$3M - $5M

Over $5M

117 Properties Found. Page 4 of 8.

Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the outdoor. Inside, you’ll find a thoughtfully designed floor plan featuring: 2 bedrooms, 2 baths, den/home office, hardwood floors throughout (no carpet!), granite countertops, 10-foot coffered ceilings and custom window treatments. Additional highlights include two assigned garage parking spaces and access to luxury amenities such as concierge services, a fully equipped fitness center, and a rooftop pool. Live just steps from everything the Annapolis Town Center has to offer — including Whole Foods Market, Target, banking, and some of Annapolis’ best restaurants and nightlife. You’re also just minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and have easy access to Route 50 and I-97 — making commuting a breeze. MUST SEE UNIT! All showings scheduled through ShowingTime.
#MDAA2137884

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 503

2 Beds

2 Baths

1,602 Sq.Ft.

$725,000

MLS#: MDAA2137884

Stylish Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath residence in the highly desirable Acton’s Landing community. Ideally located on the street level for easy access, this condo blends everyday convenience with upscale living. The open-concept design offers a bright, expansive living area and a well-appointed kitchen featuring a center island, breakfast bar, and ample storage—perfect for both weekend escapes and full-time living. A separate den provides flexible space for a home office or a cozy retreat. The primary suite serves as a private sanctuary, complete with a spa-like bath that includes a soaking tub, walk-in shower, and generous closet space. Enjoy the convenience of the building’s parking garage just steps from your door. Residents also have access to a range of amenities, including a fitness center, gathering rooms, library, and more. Just a short walk to the water taxi, park and the shops, restaurants, Naval Academy and the historic charm of downtown Annapolis. Experience the perfect blend of comfort, convenience, and coastal charm in the heart of Annapolis.
#MDAA2142366

ANNAPOLIS

66 FRANKLIN STREET 20

1 Beds

1 Baths

1,342 Sq.Ft.

$725,000

MLS#: MDAA2142366

A very special custom built home in a wonderful water privileged community! Located in Arundel On The Bay community, which provides a sense of neighborhood, as well as many scenic opportunities. Enjoy a short walk to the beach and numerous parks. Views of the Bay can be enjoyed at the cross streets or the end of Cohasset. The setting is well landscaped, private, and tranquil. The outdoor area in the rear of the house works as a quiet retreat or a fabulous entertaining area. Enjoy this bright and open home with the many unique special architectural features. Enjoy the bamboo recessed ceiling in the open kitchen, the mahogany front door, refinished cypress wood floors, and patio fireplace and cooking area to name a few. The main level of the home features a two car garage (with half currently used for storage) and mud room just inside. Enter the front and there is a large foyer with powder room, and private den. Enjoy the open gourmet kitchen with granite counters and gorgeous wood cabinets which all open to living room with stone fireplace and dining area. The upper level features a generous primary bedroom suite with a large walk in closet (complete with expander storage) and an attractive spa like bath. There are two other bedrooms on this level, as well as a full hallway bath. The laundry room is off this hallway bathroom. Don't miss the oversized window flooding the stairs with bright light. The floored attic with high ceilings is accessed by a pull down stairway. There is also an outdoor shed for garden equipment. The totally fenced rear yard has been hardscaped and landscaped as a perfect spot for outdoor dining or quiet enjoyment. The side yard looks out to a treed area and walking path. There is a community pier where an owner can lease a boat slip as well as a rack for kayaks or canoes. There is also a community boat ramp with slips for rent and an additional crabbing ramp. The neighborhood enjoys many community events throughout the year which are advertised on the brick pillars as you enter the neighborhood. A delightful place to call home!
#MDAA2143110

ANNAPOLIS

3420 COHASSET AVENUE

3 Beds

2 Baths

2,416 Sq.Ft.

$725,000

MLS#: MDAA2143110

An absolute must see! Stunning 4 bed 3 1/2 bath updated home in sought after Hillsmere Shores. This home just had cosmetic upgrades including but not limited to fresh paint throughout, new carpet, new fixtures, new appliances more. Home features two bedrooms upstairs to include a primary with his and hers walk in closets and a spa like primary bath. The second floor boasts two additional bedrooms. One being a second primary with an en suite and fireplace. The home includes a large deck outback and completely fenced back yard. This property is available for immediate occupancy. Come check it out. Seller will provide home warranty with full price offer.
#MDAA2144216

ANNAPOLIS

110 KUETHE DRIVE

4 Beds

3 Baths

1,809 Sq.Ft.

$715,000

MLS#: MDAA2144216

Beautifully maintained and filled with natural light, this inviting home offers an open floor plan with vaulted ceilings, hardwood floors, and comfortable living spaces designed for both relaxing and entertaining. The spacious primary suite features a private sitting area and en-suite bath, while the cozy fireplace and rear deck create the perfect setting for everyday living. A fenced backyard backing to trees provides added privacy and a peaceful outdoor retreat. Located in the sought-after water-privileged Bay Highlands community with beaches, marina, boat ramp, playgrounds, and easy access to Downtown Annapolis.
#MDAA2142452

ANNAPOLIS

1180 BAY HIGHLANDS DRIVE

3 Beds

2 Baths

1,758 Sq.Ft.

$710,000

MLS#: MDAA2142452

An exceptional opportunity to create not one, but two custom residences in the highly sought-after community of West Annapolis. These two fully buildable lots offer the rare chance to design and construct your dream home — plus a second residence for extended family, investment, or resale. Both parcels are just weeks away from receiving grading permits, allowing construction to begin as early as this summer — a significant advantage for buyers looking to fast-track their building timeline. Lot 30 – 704 Arundel Place offers 12,320 square feet of prime homesite. Lot 32 – 700 Arundel Place features 11,680 square feet of buildable space. The current owner has completed the extensive due diligence and groundwork to subdivide and prepare these lots, saving you valuable time and expense. This is a streamlined, ready-to-build opportunity in one of Annapolis’ most desirable locations. Don't miss this rare offering in West Annapolis — secure your vision and begin building sooner than you imagined.
#MDAA2137138

ANNAPOLIS

700 ARUNDEL PLACE

None Beds

None Baths

0.55 acres

$700,000

MLS#: MDAA2137138

New on site today
WATERFRONT ONE BEDROOM CONDO facing sandy Bembe Beach and the Chesapeake Bay !! No direct glaring sun on patio or entering unit from the east morning/mid day sun cover... Great scenic and panoramic waterfront views ! Front row seats for the Blue Angels flyover and weekly regatta races ... Amenities galore with two community pools / pool house complexes - one directly on the bay == two community sports courts - one by Chase Pond. Onsite Gourmet Cafe - the 'Beacon' overlooking a privately owned 200 slip Marina and just an oyster shell path stroll to the private 1600 foot sandy bayfront beach with a small craft storage area... The front entrance is secured 24/7/365 and the security team walks the premises daily... HOA and CONDO fees are very affordable compared to other areas. Hurry !
#MDAA2146176

ANNAPOLIS

2020 QUAY VILLAGE COURT T1

1 Beds

1 Baths

1,000 Sq.Ft.

$700,000

MLS#: MDAA2146176

Step into sophisticated comfort in this exceptional third-floor corner residence, a 2024-built condominium offering 1,723 square feet of thoughtfully designed space filled with natural light and showcasing designer finishes, premium upgrades, and meticulous attention to detail throughout. Located within a desirable 55+ active adult community, the open, well-appointed floor plan includes two spacious bedrooms, two full baths, and a private study—perfect for today’s flexible lifestyle. The gourmet kitchen stands out with high-end appliances, upgraded cabinetry, and elegant finishes, ideal for both everyday living and entertaining. Freshly painted and professionally styled, the home features new designer lighting and custom closet systems for added sophistication and functionality. Step outside to a private balcony—perfect for enjoying warm summer days, morning coffee, or evening relaxation. A rare highlight is the combination of two highly sought-after features: a private storage unit, reserved garage parking, an uncommon offering that adds significant value. Enjoy the added benefit of a low condo fee, enhancing both affordability and long-term value. Residents enjoy resort-style amenities, including pickleball courts, scenic walking trails, a golf simulator, dog park, and inviting indoor and outdoor gathering spaces with grilling areas, all ideally located with a quick drive to downtown Annapolis, waterfront dining, shopping, and the Bay Bridge. Impeccably maintained and move-in ready, this residence offers a unique opportunity to own a beautifully upgraded home with exceptional parking and storage in a vibrant, amenity-rich community.
#MDAA2143488

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 311

2 Beds

2 Baths

1,723 Sq.Ft.

$699,999

MLS#: MDAA2143488

****BEST VALUE IN RIVA TRACE. THIS HOME HAS BEEN TREATED WITH TENDER LOVING CARE AND HAS HAD MANY RECENT UPGRADES****It is impossible to detail every upgrade to this lovely property and here are just a few: hardie board siding, new Trex decking, all baths totally renovated, new hybrid water heater, replacement double hung windows, maintenance free PVC trim, hardwood or ceramic tile throughout the house, patio with firepit, large Liebherr side by side fridge, custom container store closets, plus a energy efficient certificate from BGE for all of the improvements. Complete list of all upgrades in the document file. This property is one of a kind and is ready for your choosiest buyers to just move right in! Note: property has a TOTAL sq ft of 3,374sf including below grade space!
#MDAA2143290

ANNAPOLIS

114 SPRING PLACE WAY

4 Beds

3 Baths

2,615 Sq.Ft.

$699,000

MLS#: MDAA2143290

PRICE IMPROVEMENT! MOTIVATED SELLERS!! Experience refined living in this stunning second-floor corner residence, a brand-new 2024-built condominium offering 1,723 square feet of beautifully designed living space filled with natural light. Formerly the community’s model home, this exceptional residence showcases designer finishes, thoughtful upgrades, and meticulous attention to detail throughout. The well-designed floor plan features two spacious bedrooms, two full bathrooms, and a private study—offering the perfect balance of comfort, style, and functionality. The gourmet kitchen is a true centerpiece, featuring high-end appliances, premium cabinetry, and sophisticated finishes, ideal for both everyday living and entertaining. The residence has been professionally decorated and freshly painted, with brand-new designer lighting installed throughout, creating a cohesive and elevated aesthetic. Custom closet organizers add both style and practicality. What truly sets this home apart—and makes it one of the most valuable opportunities in the community—is the rare combination of THREE premium features that are nearly impossible to find together: a private storage unit, a reserved garage parking space, and an additional dedicated parking space with a pre-installed EV charger. These highly sought-after upgrades are extremely limited and represent an estimated value of $47,000+, offering both convenience and long-term investment appeal. Residents enjoy access to an impressive collection of resort-style amenities within this highly sought-after community, including pickleball courts, scenic walking trails, a golf simulator, a dedicated dog park, and expansive indoor and outdoor gathering spaces with grilling areas—perfect for entertaining, relaxing, and connecting with neighbors. Move-in ready and impeccably maintained, this luxury residence presents a rare opportunity to own a former model home with unmatched parking and storage advantages, while enjoying modern design, exceptional amenities, and a vibrant lifestyle in one of the area’s most desirable communities.
#MDAA2138456

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 211

2 Beds

2 Baths

1,723 Sq.Ft.

$699,000

MLS#: MDAA2138456

ONE OF THE BEST! BRAND NEW CORNER CONDO FILLED WITH SUNLIGHT, PRIVACY, AND PEACEFUL VIEW. Welcome to effortless, low-maintenance living in Annapolis’ premier Active Adult Community. This bright corner residence, completed in 2025, offers 1,723 sq ft with 2 Bedrooms, 2 full Baths, a Den, and a flexible Bonus room—designed for comfort, ease, and everyday enjoyment. Ideally positioned as one of the best-located corner homes in the community, this residence offers exceptional privacy, natural light, and peaceful surroundings, along with a private balcony perfect for morning coffee or relaxing evenings. The open layout with 9-foot ceilings and a kitchen with gas cooking creates a spacious, welcoming feel—ideal for both everyday living and entertaining. Beyond the two bedrooms, this home offers additional space and versatility with a Den near the entry and a 10’ x 10’ Bonus room off the primary suite, complete with a custom-built closet—perfect for a home office, fitness area, hobby room, or private retreat. Enjoy a vibrant lifestyle with pickleball, walking trails, a golf simulator, a dog park, and inviting gathering spaces—all in a prime Annapolis location just minutes to shopping, dining, marinas, and major routes. Elevator building with secure entry, garage parking, storage, and true low-maintenance living. Rare opportunity in a premium location.
#MDAA2134658

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 301

2 Beds

2 Baths

1,723 Sq.Ft.

$699,000

MLS#: MDAA2134658

Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the outdoor. Inside, you’ll find a thoughtfully designed floor plan featuring: 2 bedrooms, 2 baths, den/home office, hardwood floors throughout (no carpet!), newer appliances, granite countertops, 10-foot coffered ceilings and custom window treatments. Storage cage and prime parking! Additional highlights include two assigned garage parking spaces and access to luxury amenities such as concierge services, a fully equipped fitness center, and a rooftop pool. Live just steps from everything the Annapolis Town Center has to offer — including Whole Foods Market, Target, banking, and some of Annapolis’ best restaurants and nightlife. You’re also just minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and have easy access to Route 50 and I-97 — making commuting a breeze. MUST SEE UNIT! All showings scheduled through ShowingTime.
#MDAA2139904

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 403

2 Beds

2 Baths

1,602 Sq.Ft.

$695,000

MLS#: MDAA2139904

Welcome to this beautifully maintained colonial in the sought-after Cape St. Claire community! Situated on a landscaped corner lot, 1108 Crestview Drive offers 4 bedrooms, 2.5 baths, and the perfect blend of comfort, functionality, and outdoor living. The main level features a cozy fireplace, spacious living areas, and easy flow for everyday living and entertaining. The finished walk-out basement with new carpet, provides additional flexible living space, including a versatile bonus room ideal for a home office, gym, playroom, or more, plus washer/dryer hookups still in place while the current laundry area has been conveniently relocated to the upper level. Enjoy peace of mind with a full-house generator and newer HVAC system. Outside, relax or entertain on the large deck overlooking the beautifully maintained yard. The home also offers a private driveway and additional parking pad for extra convenience. Located in the vibrant Cape St. Claire community with access to beaches, parks, boat ramps, playgrounds, trails, and more. This is coastal community living at its best!
#MDAA2145072

ANNAPOLIS

1108 CRESTVIEW DRIVE

4 Beds

2 Baths

2,318 Sq.Ft.

$689,000

MLS#: MDAA2145072

Tucked into the heartbeat of Annapolis, 303 Taylor Ave is the kind of home that quietly invites you to live a little differently—in the best way. This classic 1953 Cape Cod doesn’t just offer space—it offers rhythm. Morning walks to coffee in Downtown Annapolis, spontaneous dinners along the water, and game-day energy just minutes from Navy-Marine Corps Memorial Stadium. Here, your lifestyle isn’t something you drive to—it’s right outside your door. Inside, the home balances charm with intention. Sunlight plays across freshly refinished upper-level floors, where two bedrooms—including a primary suite with a walk-in closet—create a peaceful retreat. The shared bath, thoughtfully remodeled in 2024, feels crisp and current. On the main level, a third bedroom and another updated full bath offer flexibility for guests, work-from-home life, or whatever your next chapter holds. And then there’s the lower level—soft new carpet underfoot (2025), a bonus living area ready for movie nights or quiet mornings, plus space for an office, laundry, and storage that actually makes life easier. Behind the scenes, the heavy lifting is already done: a brand-new roof (2025), HVAC (2020), and hot water heater (2019), gutters (2024) mean you can focus less on projects and more on living. Out back, a fully fenced yard becomes your own private backdrop—summer evenings, weekend gatherings, or simply a quiet place to unwind. This isn’t just a home—it’s a starting point. A place where convenience meets character, where updates meet opportunity, and where every day feels connected to something bigger.
#MDAA2143324

ANNAPOLIS

303 TAYLOR AVENUE

3 Beds

2 Baths

1,948 Sq.Ft.

$675,000

MLS#: MDAA2143324

New on site 1 day ago
Amazing opportunity! Situated in one of Annapolis’ most desirable waterfront communities, Oyster Harbor, 3328 Shore Drive offers a premier corner-lot location with beautiful second-floor water views. Enjoy the coastal lifestyle with easy access to marinas, parks, the community beach, local dining, and the charm of nearby historic Annapolis. This property presents an incredible opportunity for buyers looking to renovate, update, or create their dream home in a sought-after location. Don’t miss this rare chance to bring your vision to life!
#MDAA2144406

ANNAPOLIS

3328 SHORE DRIVE

3 Beds

2 Baths

1,824 Sq.Ft.

$675,000

MLS#: MDAA2144406

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