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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

265

# of Listings

3

Avg # of Bedrooms

$481

Avg. $ / Sq.Ft.

$1,292,621

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

$500,000 - $1M

107 Properties Found. Page 3 of 8.

Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this truly turn-key home presents 5 bedrooms and 2 full baths. Upon arrival, an inviting screened-in front porch welcomes you into a residence created for comfort. The main level is designed for modern living and entertaining, featuring an open floor plan anchored by a gourmet kitchen boasting a large center island and quality, stylish finishes that ensure a fresh, modern aesthetic. The layout offers maximum convenience with a valuable main-level bedroom and full bath. The comprehensive renovation inside and out showcasing stylish design and quality finishes throughout.

The property is further enhanced by an expansive backyard, creating an outdoor retreat for the whole family to enjoy. The large paver-patio with fire pit, is ideal for entertaining, and family dinners. This Eastport gem perfectly balances premium convenience with exceptional comfort. This is your opportunity to own a like-new home in a prime location.

ANNAPOLIS

1107 BRASHEARS STREET

5 Beds

2 Baths

1,800 Sq.Ft.

$825,000

MLS#: MDAA2142894

Welcome home to this beautifully maintained transitional Craftsman in sought-after Clifford Estates, NO HOA! From the moment you arrive, you’re greeted by a spacious Trex front porch, the perfect place to sip your morning coffee, unwind after a long day, and wave to neighbors passing by. Step inside to discover an inviting, light filled interior featuring Brazilian cherry hardwood flooring, neutral tones, and a traditional, flowing layout designed for both everyday living and entertaining. The bright and airy living room offers abundant natural light, while the chef’s kitchen truly shines with granite countertops, updated backsplash, stainless steel appliances, a large island with additional storage, ample cabinetry, a pantry, and space for a breakfast table. A formal dining room provides the perfect setting for holiday gatherings or casual dinners, and a convenient main level powder room completes the space. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite featuring extra windows, a large walk-in closet, and an ensuite bath with dual vanities. An additional full hallway bath and bonus storage area add even more functionality.
The lower level offers incredible flexibility currently set up as a home gym, it’s ready for your vision. Finish it for additional living space, create guest quarters, or simply enjoy the storage. A cozy pellet stove adds warmth and charm as an additional heat source. Situated on a large corner lot, this home provides plenty of room to spread out. The rear Trex deck creates an ideal outdoor living space for entertaining or relaxing. With a detached garage, storage shed, attached three car garage, and a two car driveway, parking and storage are effortless. Additional highlights include a new roof (2025) for peace of mind. Enjoy a prime location just minutes from shopping, dining, and entertainment, including Annapolis Mall and the Maryland Renaissance Festival, with easy access to USNA, Fort Meade, Baltimore, Washington, DC, and BWI Airport.
This is the one you’ve been waiting for, schedule your private tour today.

ANNAPOLIS

92 CLIFFORD BOULEVARD

4 Beds

2 Baths

2,252 Sq.Ft.

$820,000

MLS#: MDAA2139188

Authentic Log Cabin Living in One of Annapolis' Most Desirable Waterfront Communities - A Genuinely Rare Find. Real log construction you simply cannot find in the Annapolis market. Set on almost 2.5 private acres in a premier South River community with beach access.

This isn't log-look or log-style. This is the real thing. Authentic log cabin construction of this quality doesn't exist in many other places in Annapolis waterfront market, if at all. If you've been searching for genuine log home living with waterfront community access and Annapolis convenience, your search just ended. This opportunity doesn't come around often.

The setting delivers rare privacy. Your nearly 2.5 acres provide true seclusion surrounded by mature trees and natural landscaping. Peaceful treetop views year-round. Seasonal water views during winter months. You're tucked away in nature while being minutes from everything Annapolis offers. This combination of privacy and accessibility simply doesn't exist at this price point in waterfront communities.

The living spaces work for real life. The two-story living room with striking wood-burning fireplace creates the cabin experience you're envisioning. Updated kitchen with granite countertops, breakfast bar, and ample cabinet space makes daily living effortless. Three spacious main-level bedrooms all feature hardwood floors. The primary suite offers walk-in closet, spa-style bath with soaking tub and separate shower, plus private deck access for morning coffee in the trees.

Flexible space adapts to how you live. Bright upstairs loft with oversized skylights and full bath becomes home office, family room, or creative retreat. The finished basement adds serious usable square footage - large recreation room, fourth bedroom, laundry area, and abundant storage. This isn't a cramped cabin - it's generous living space with authentic character.

Outdoor living enhances the experience. Rear deck overlooks wooded privacy perfect for entertaining or quiet evenings. Front paver walkway welcomes guests. Ample driveway parking handles visitors easily. And here's the bonus - community beach access on the South River is a short walk from your door. You get log cabin seclusion with waterfront community amenities.

Location provides the best of both worlds. Near major commuter routes for easy access to DC, Baltimore, or Annapolis employment centers. Downtown Annapolis dining, shopping, and waterfront attractions are minutes away. You live in the trees but you're never far from modern conveniences.

Seriously Motivated seller timeline has created immediate opportunity that will not last much longer.
This property is for serious buyers only. Those seeking authentic craftsmanship you cannot replicate. Those wanting waterfront community access with true privacy. Those understanding that genuine log cabin living in this location is essentially unavailable at any price - until now.

If you've been waiting for something genuinely rare in the right location at the right time - this is it.

ANNAPOLIS

2977 SOUTHAVEN DRIVE

5 Beds

4 Baths

1,936 Sq.Ft.

$799,900

MLS#: MDAA2138068

Modern “like-new” townhome ideally located just minutes to Downtown Annapolis and Eastport, offering easy access to waterfront dining, marinas, and shopping! This nearly new construction home at 118 Treblis Way showcases modern style, thoughtful enhancements, and effortless living in a prime Annapolis location. This home (Largest Model / 4 Levels) has been meticulously improved by the current owners, featuring hardwood flooring on every level (excluding bedrooms) for a seamless and elevated look throughout. Freshly repainted from top to bottom, the interior feels bright, clean, and completely move-in ready. Designer wallpaper accents on three of the four levels add a custom, upscale touch that sets this home apart, with each space carefully curated to blend comfort and contemporary style. Ideally situated near Quiet Waters Park, enjoy easy access to scenic walking trails, dog parks, and outdoor recreation, all while being just minutes from the best of Annapolis living. With its like-new condition, stylish upgrades, and unbeatable location, this home is a standout opportunity you won’t want to miss.

ANNAPOLIS

118 TREBLIS WAY

3 Beds

3 Baths

2,348 Sq.Ft.

$769,000

MLS#: MDAA2141836

Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ideally located on the retail boulevard side of Annapolis Town Center. This residence offers a true city feel with unbeatable walkability to premier shopping and dining.
The open-concept living and dining area features bamboo flooring, a dramatic tray ceiling, and floor-to-ceiling glass doors leading to a private balcony filled with natural light. Elegant French doors open to a versatile bonus room, ideal as a home office or third bedroom.
The kitchen is designed for both entertaining and everyday living, showcasing stone and granite countertops, a professional-grade double oven, and a peninsula breakfast bar. A spacious laundry room and additional storage cage add convenience.
Two luxury bedroom suites each feature custom closet organizers. The primary suite includes a spa-inspired bath with a soaking tub and walk-in shower, while the second suite offers a double-sink vanity and walk-in shower—perfect for guests or flexible living.
Enjoy resort-style amenities including concierge services, fitness center, and a rooftop pool with social lounges, plus two assigned garage parking spaces. Walk to Whole Foods, Target, and top restaurants like True Food Kitchen and Cooper’s Hawk. Minutes from Historic Downtown Annapolis, Anne Arundel Medical Center, Annapolis Mall, with easy access to Route 50 and I-97.
A must-see for those seeking a luxury, maintenance-free lifestyle.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 309

2 Beds

2 Baths

1,681 Sq.Ft.

$755,000

MLS#: MDAA2135756

Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming hardwood floors and abundant natural light throughout.
The spacious gourmet kitchen is a chef’s dream, complete with granite countertops, stainless steel appliances, and ample cabinetry, perfect for both everyday living and entertaining. The primary suite offers elegant tray ceilings, private access to the deck, and a luxurious ensuite bath with a soaking tub and dual vanities.
Step outside to your expansive private deck and take in panoramic views—ideal for morning coffee or evening relaxation.
Residents of Grandview enjoy resort-style amenities, including a rooftop pool, bar and lounge, library, meeting room, state-of-the-art fitness center, concierge service, secure entry, and 2 garage parking with an assigned space.
Conveniently located within walking distance to shopping, dining, and everyday essentials, this home offers both luxury and lifestyle in one exceptional package.

Schedule your private tour today!

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 915

2 Beds

2 Baths

1,616 Sq.Ft.

$749,900

MLS#: MDAA2141622

Luxurious penthouse condo with tons of natural light and views overlooking the fountain and plaza! 1285 square feet of living space encompassing a spacious Living room with fireplace, Kitchen with granite counters and plenty of cabinet space and 2 spacious bedrooms with ensuite baths. Every room boasts views and sliding doors onto a juliet balcony, perfect for letting in the fresh air and the cool evening breeze. Neutral finishes throughout and recently new refrigerator (1.5 years old) and HVAC unit (2 years old) creates peace of mind and a move-in ready blank canvas. Simplify your life with easy lock and go living. Fabulous 24/7 live concierge services, secure and monitored building, designated parking space and storage area. Even bills are streamlined since most utilities are included in the monthly condo fee. Enjoy the plethora of amenities that the Residences at Park Place provides including outdoor pool, courtyard for entertaining and grilling, hot tub, dog park, party room with billiards table, fitness room and many social activities. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

ANNAPOLIS

5 PARK PLACE 722

2 Beds

2 Baths

1,285 Sq.Ft.

$730,000

MLS#: MDAA2112456

****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!

ANNAPOLIS

114 SPRING PLACE WAY

4 Beds

3 Baths

2,615 Sq.Ft.

$725,000

MLS#: MDAA2143290

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.

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 503

2 Beds

2 Baths

1,602 Sq.Ft.

$725,000

MLS#: MDAA2137884

#MDAA2131464

ANNAPOLIS

524 RIDGE ROAD

4 Beds

3 Baths

2,944 Sq.Ft.

$725,000

MLS#: MDAA2131464

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.

ANNAPOLIS

66 FRANKLIN STREET 20

1 Beds

1 Baths

1,342 Sq.Ft.

$725,000

MLS#: MDAA2142366

New on site 2 days ago

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.

ANNAPOLIS

110 KUETHE DRIVE

4 Beds

3 Baths

1,809 Sq.Ft.

$715,000

MLS#: MDAA2144216

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.

ANNAPOLIS

700 ARUNDEL PLACE

None Beds

None Baths

0.55 acres

$700,000

MLS#: MDAA2137138

Welcome to 43 Shaw Street! A quaint 8-unit building located on a sleepy street in Downtown Annapolis. Location, location, location is the theme here – and it does not disappoint! Mere steps from bustling West St, Main St and the City Dock, your new home will offer access to Annapolis’ most popular restaurants, bars and history. This bright jewel of a condo is every Annapolis-lover’s dream. Featuring 2 bedrooms, 2 full bathrooms, an open floor plan and spacious kitchen with a breakfast bar, it is the perfect place to entertain. Down the hall, you'll find the master bedroom with an en-suite bathroom (complete with a soaking tub!) and spacious walk-in closet. The second bedroom also has its own attached bathroom, making it an attractive guest suite. In-unit laundry is conveniently located off the kitchen. In addition to the plentiful storage space within the condo itself, there is shared storage in the basement of the building. Watersports enthusiasts will be glad to know there is possible kayak storage available on the property as well. The building features a secured lobby, elevator and a shared patio to enjoy on those warm summer afternoons, either alone or with your new neighbors! Conveys with two deeded parking spaces - one of which is covered! (Parking Space # 4 and #7) Close proximity to great restaurants, stores, historic sites, public transportation. This unit is in a secured building is a total" lock and leave "style of living. The biggest perk of this home, however, is the endless selection of activities right outside your door. Eat at one of the many, many gourmet restaurants, sip coffee on a waterfront terrace, browse local artisan shops, or go for a jog along the water. The neighborhood is a thriving hub of food, music, boating, and above all, history. Commuters will also appreciate easy access to I-97 and MD-50, and Eastern Shore day-trippers will love being so close to the Chesapeake Bay Bridge! MUST SEE

ANNAPOLIS

43 SHAW STREET G

2 Beds

2 Baths

1,332 Sq.Ft.

$700,000

MLS#: MDAA2142764

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.

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 311

2 Beds

2 Baths

1,723 Sq.Ft.

$699,999

MLS#: MDAA2143488

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