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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
158
# of Listings
3
Avg # of Bedrooms
$504
Avg. $ / Sq.Ft.
$994,807
Med. List Price

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158 Properties Found. Page 4 of 11.

Prime West Annapolis Opportunity | B-1 Zoning | 13 Annapolis Street. Positioned in the heart of high-demand West Annapolis, 13 Annapolis Street presents an exceptionally rare opportunity to acquire a property with B-1 zoning flexibility in one of Annapolis’ most dynamic commercial districts. This is the kind of location where vision, creativity, and smart planning can translate into long-term value. B-1 zoning opens the door to a variety of potential uses such as boutique retail, professional offices, wellness studios, salons, galleries, cafés, creative workspaces, or thoughtfully designed mixed-use concepts (buyer to verify specific uses with the City). Whether you’re an entrepreneur looking to establish a flagship presence, a business owner seeking visibility, or an investor with a redevelopment vision, this property offers the versatility to bring those plans to life. Adding to its appeal is a feature rarely found in West Annapolis: a private driveway with abundant off-street parking, a significant advantage for clients, customers, or tenants and a true differentiator in this walkable corridor. Surrounded by beloved local restaurants, shops, and everyday conveniences, the property benefits from strong foot traffic, excellent visibility, and the vibrant energy that defines West Annapolis. Opportunities with this combination of location, zoning, and parking simply do not come along often.
#MDAA2135402

ANNAPOLIS

13 ANNAPOLIS STREET

None Beds

None Baths

2,240 Sq.Ft.

$1,000,000

MLS#: MDAA2135402

Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant city living. Move in ready with a new roof, new updated kitchen, new full bathroom on main floor, new plumbing, new electrical, new basement ceiling, new fenced in yard, The main level features inviting front and enclosed side porches—perfect for morning coffee or unwinding with a glass of wine in the evening. Inside, wide-board pine floors lead to an updated L-shaped kitchen with bright white cabinetry, stainless steel appliances, and a convenient stackable washer and dryer nearby. The living room showcases rich wood wainscoting, detailed wood trim, custom built-in bookcases, and a rustic fireplace accent, creating a warm and cozy atmosphere. A dedicated dining room completes the main level, ideal for everyday living and entertaining. Upstairs, the home offers two spacious bedrooms and there is an extra versatile space featuring an exposed beam ceiling, curved built-in arch shelving, and custom cabinetry—ideal for a home office, or a den. A large bathroom showcases a Victorian-style Van Buren clawfoot tub, new LVP flooring adding timeless historic character. Outdoors, the fenced backyard provides a private retreat for entertaining or relaxing. The property also includes two oversized off-street parking spaces, offering exceptional convenience. Step into a lifestyle steeped in history and culture. Wander charming cobblestone streets to acclaimed dining, embrace sailing and local events, and enjoy the dynamic rhythm of downtown living just beyond your doorstep. This is a rare opportunity to own a true piece of Annapolis charm—schedule your private showing today. Fireplace non operational.
#MDAA2135874

ANNAPOLIS

179 GREEN STREET

2 Beds

2 Baths

1,656 Sq.Ft.

$999,999

MLS#: MDAA2135874

Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Each residence showcases high-end finishes, spacious open-concept layouts, 9-foot ceilings, 4-5 Bedrooms, gourmet kitchen, modern baths, 2-car garages with private parking, and quality craftsmanship throughout, creating a truly well-built home. Inspired by its coastal setting, each home incorporates light-filled spaces and design elements that reflect Eastport’s nautical character. Enjoy effortless access to Eastport’s vibrant waterfront dining, live music, local marinas, yacht clubs, and scenic sunset views - or bike to or take the water taxi to City Dock, downtown Annapolis, and the United States Naval Academy. Luxury, lifestyle, and location - together in one place. This is a rare opportunity to build your own home this close to town. Lot and model options available!
#MDAA2134724

ANNAPOLIS

105 GRISCOM SQUARE WAY

4 Beds

3 Baths

2,850 Sq.Ft.

$995,000

MLS#: MDAA2134724

Perfectly positioned in Eastport, Annapolis, just moments from downtown, this brand-new home places you in the heart of it all: boat shows, waterfront dinners, parades, morning coffee walks, and sunset strolls along the harbor. Leave the car behind and lean into the Annapolis lifestyle. Inside, the home blends modern design with thoughtful flexibility. With 5 bedrooms and 3 full baths, including two bedrooms on the main level, you have options, guest space, multigenerational living, or the ideal home office. Upstairs, the primary suite offers a private retreat with a walk-in shower, double-sink vanity, and elevated finishes. Two additional bedrooms share a well-appointed hall bath with a tub. Gold accents throughout the kitchen and bathrooms add warmth and character, while oak-toned flooring and windows on every side allow natural light to pour throughout the home. The kitchen is the centerpiece, expansive island, generous prep space, and seamless access to the backyard through sliding glass doors, with an additional rear entry for convenience. There is even potential for a deck installation prior to closing, offering flexibility for the next owner. Outdoor living is just as intentional. A rare front yard in Eastport is framed by a half fence and gate, while the fully fenced backyard creates a private setting for cookouts, gatherings, or quiet evenings at home. A welcoming front porch completes the picture. This is not just a new build. It is an opportunity to live fully connected to everything Annapolis has to offer, with the comfort of a rare brand-new construction.
#MDAA2136542

ANNAPOLIS

148 JEFFERSON STREET

5 Beds

3 Baths

2,330 Sq.Ft.

$950,000

MLS#: MDAA2136542

Time to Make a Lifestyle Change – Stunning & Fabulous at The GrandView! Welcome to The Flagship, a unique and highly sought-after corner unit in the premier GrandView community. Perfectly positioned for the best location, views, and luxury, this residence offers an unmatched lifestyle in the heart of Annapolis Town Center. Step inside and be captivated by the wall of windows that flood the space with natural light and showcase panoramic views of Annapolis Town Center’s vibrant activity. Enjoy morning coffee or evening cocktails from your private, covered corner balcony. This 2-bedroom, 2-bath home is beautifully appointed with granite countertops, 10-foot coffered ceilings, hardwood floors, and custom window treatments. Recent upgrades include: New HVAC system, New stainless steel appliances, New bedroom carpeting, Updated lighting and black hardware through out. Additional features include an assigned storage unit and two reserved garage parking spaces. Residents of The GrandView enjoy luxury amenities such as: Concierge services, Fitness center, and Rooftop pool with stunning city views. Live the walkable lifestyle! Stroll to Whole Foods Market, Target, fine dining, cafés, banking, and boutique shopping—all just steps from your door. You’re minutes from Historic Downtown Annapolis, Annapolis Mall, Anne Arundel Medical Center, and with easy access to Route 50 and I-97 for effortless commuting. This is truly a must-see residence—a perfect blend of comfort, convenience, and modern elegance in one of Annapolis’ most desirable addresses.
#MDAA2137020

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 1004

2 Beds

2 Baths

1,794 Sq.Ft.

$949,000

MLS#: MDAA2137020

GREAT OPPORTUNITY! Huge building offers two levels with office on main level and office on upper level, both units are vacant and ready to run your business as you rent the other unit out or combine both. Close to Annapolis Mall, Route 50 and much more!
#MDAA2135848

ANNAPOLIS

2563 FOREST DRIVE

None Beds

None Baths

20,173 Sq.Ft.

$899,999

MLS#: MDAA2135848

Rare double-lot opportunity in water-privileged Annapolis Roads! This beautifully updated home at 1009 Old Bay Ridge Rd conveys with the adjoining parcel at 1011 Old Bay Ridge Rd for a combined 0.55 acres. Enjoy exceptional outdoor space, extensive hardscaping, ample parking, golf-putting green, and a large detached barn-style garage/outbuilding ideal for parking, boat storage, hobbies/workshop, or storage. The renovated main level offers two family rooms, dining room, updated kitchen, and a bright sunroom. Upstairs includes a primary bedroom with full bath access, plus three additional bedrooms and two more full baths. Finished lower level featuring additional living space, workspace, & storage. Annapolis Roads amenities include a private beach, boat ramp, kayak storage, playground, pavilion, firepit, and waterfront overlook with Chesapeake Bay views. This home is conveniently located within a short distance to downtown Annapolis, the United States Naval Academy, amazing restaurants, shopping, and plenty of fun activities. A unique chance to own a spacious property in one of Annapolis’s most desirable communities! Hurry to this one, it won't last long!
#MDAA2132254

ANNAPOLIS

1009 OLD BAY RIDGE ROAD

4 Beds

3 Baths

2,845 Sq.Ft.

$899,000

MLS#: MDAA2132254

New Construction in Cape St. Claire. Home construction will start in February. Days on the market began when lot was purchased. Sales price would be reduced to $872,000 if buyer gets a construction perm loan to purchase home before the actual construction begins. Please look at the documents section of the listing to see all standard features included with this home and all floor plans and site plan. Pictures shown in this listing are of a previous home built at 1216 Ramblewood Drive Annapolis, Md. also located in Cape St. Claire during the construction of that home. This same floor plan will be constructed on this site. Please contact listing agent with any questions. Home is scheduled to be completed by July/August of 2026.
#MDAA2130056

ANNAPOLIS

1217 HAMPTON ROAD

4 Beds

2 Baths

2,700 Sq.Ft.

$894,000

MLS#: MDAA2130056

Set within the sought-after, water privileged community of Annapolis Cove. This stately brick residence offers timeless style and serene connection to nature. Tucked away on the headwaters of Blackwater creek, the home enjoys private backyard framed by peaceful water views and lush natural surroundings. Morning light glimmers across the creek as blue herons and native birds glide by, ever-changing backdrop. the setting is quiet and restorative-ideal for those appreciate privacy, beauty, and a calming presence on Black Water Creek. Nestled in mature trees and screened by nature. Traditional 4/5 bedroom home features lots of welcoming spaces for all. Designed for both connection and relaxation. Four bedrooms, three full baths and a half bath on the main floor. Full Lower walk out level features gas fireplace stove for those cozy nites around the recreation room and bedroom and bath. A rare retreat. Annapolis Cove is a scenic waterfront community in Annapolis. It has a beautiful private marina on Lake Ogleton that opens to the Chesapeake Bay, just south of the mouth of the Severn River. The Cove has a waterfront park,recreational area with picnic tables, basketball court and a toddler playground overlooking the marina. Annapolis Cove Residents are able to join the Bay Ridge Pool and Swim team Each Summer. Bay Ridge pool is a private members only pool which is for Bay Ridge and Annapolis Cove Community Members. Annapolis Cove is a 10 minute drive from the Annapolis Historic district and less than five minutes from Quiet Waters Park.
#MDAA2132662

ANNAPOLIS

3233 CHRISLAND DRIVE

5 Beds

3 Baths

2,518 Sq.Ft.

$849,900

MLS#: MDAA2132662

New on site 2 days ago
Rarely available colonial in the extremely sought-after, water-privileged community of Admiral Heights!! You will immediately feel at home as soon as you pull up and step inside. Gorgeous, refinished hardwood floors will lead you through the dining room and into the perfectly renovated kitchen with custom cabinetry, marble, yes, marble countertops, and stainless steel appliances. You will now begin to imagine how wonderful it will be to entertain and enjoy this home with seamless transitions to the family room and oversized deck. Enjoy your evenings in the spacious family room anchored by a beautiful brick fireplace and perfectly executed built-ins. You will continue to be impressed upstairs with a primary suite that is uniquely designed to incorporate a dressing/sitting area with 2 double closets, and the ensuite bathroom is nicely renovated with a large stand-up shower. The basement is mostly finished and ready for whatever you desire, with one very large rec area, laundry room, and much-desired storage room. All of this in one of Annapolis' hottest neighborhoods!! Walk to Navy football games...ride your bike or walk to West St and downtown Annapolis...this is truly the Annapolis lifestyle you envisioned!! Priced perfectly for a quick sale - don't hesitate on this one!!
#MDAA2135648

ANNAPOLIS

1703 NIMITZ DRIVE

3 Beds

2 Baths

2,629 Sq.Ft.

$845,000

MLS#: MDAA2135648

Truly one of a kind, this exceptional 1-bedroom, 2 full-bath residence in sought-after Acton’s Landing, has been completely transformed by its current owners, who have spared no expense in creating a refined, turnkey home of remarkable quality and scale. With over 1,800 square feet, 9'+ ceilings, an open floor plan, and a dedicated office/den that has potential as a guest space or second bedroom, this residence offers flexibility, sophistication and comfort in equal measure. Uniquely positioned within the building, the home enjoys access to a second-floor lounge overlooking the interior courtyard—an amenity exclusive to this level. The sellers were told by fellow residents that this home boasts one of the largest kitchens in the building, and it shows. Anchored by an impressive 8'5" x 3'10" waterfall island with Calacatta® Venezia polished quartz, the kitchen is outfitted with premium GE® Monogram and Profile appliances, a striking imported Quelline® glazed ceramic backsplash from Spain, a pantry with wood shelving, wine cooler, and an abundance of cabinet and counter space—making it equally suited for entertaining and everyday living. Throughout the residence, new Mirage® Red Oak Nordic hardwood flooring with a Cashmere finish creates a cohesive, elegant aesthetic. A bank of windows in the sunroom fills the home with natural light. The expansive primary suite is a private retreat, featuring French doors, a walk-in closet plus an additional double-door closet, and a spa-inspired bath with a soaking tub, separate frameless glass shower, quartz double vanity, and high-end finishes throughout. A separate laundry room with full-size washer and dryer and built-in shelving completes the layout. This offering includes a dedicated garage parking space and private storage unit, with guest parking available in the garage. The building itself has undergone significant recent improvements, including a full interior refresh in 2025 and ongoing exterior rehabilitation, ensuring both beauty and peace of mind for years to come. Located in the heart of Annapolis with a Walk Score of 92, Acton’s Landing places you just two blocks from the waterfront, Water Taxi, City Dock, St. John’s College, the Naval Academy, and an abundance of shops, dining, and cultural attractions. Of particular note, Acton’s Landing is no longer subject to age restrictions This is a rare opportunity to own a meticulously reimagined residence where luxury, location, and livability converge.
#MDAA2134636

ANNAPOLIS

66 FRANKLIN STREET 214

1 Beds

2 Baths

1,821 Sq.Ft.

$840,000

MLS#: MDAA2134636

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!
#MDAA2137260

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 205

3 Beds

3 Baths

1,729 Sq.Ft.

$825,665

MLS#: MDAA2137260

New on site 1 day ago
OPEN SATURDAY AND SUNDAY, FEB 28/MAR 1, 12:00-2:00! This one is a gem! Welcome to this absolutely charming, beautifully renovated Craftsman-style home. Originally built in 1940, the home was rebuilt and expanded in 2010 to add a second story. It now offers two main-level bedrooms, an updated kitchen, a spacious dining room, an expansive rear yard with a large deck, three upper-level bedrooms, and an upper-level laundry room. You will love the classic charm, including original doors with glass handles, graceful archways, and an intricately crafted living room ceiling. The charming kitchen features refinished cabinetry and updated appliances and opens to a cozy living room with a wood-burning stove, an east-facing dining room filled with morning sun, and a cozy reading nook. There is a huge backyard, and both the front and back yards are fully fenced. The finished basement provides a second entertainment space along with plenty of unfinished storage space. Tucked away at the end of a quiet dead-end street, the home offers easy access to West Annapolis, the Historic District, uptown shopping, and all major commuter routes, and it attends Blue Ribbon West Annapolis Elementary School. A perfect place to call home!
#MDAA2135408

ANNAPOLIS

1873 LUCE CREEK DRIVE

5 Beds

3 Baths

2,834 Sq.Ft.

$815,000

MLS#: MDAA2135408

New on site today
Coming Soon! Showings will start Friday, Feb 27th. Professional photo to come! Tucked away at the end of a quiet Cul-de-sac, this alpine contemporary home at 2729 Poplar Lane offers privacy, nature, and modern comfort in one of Annapolis’ most serene settings. Surrounded by mature trees and peaceful woodland views, this 4-bedroom, 2.5-bath property delivers a true retreat lifestyle with easy access to downtown Annapolis, Baltimore, and an easy commute to Washington, DC. Inside, soaring vaulted ceilings elevate both living spaces, filling the home with natural light and architectural character. The front living room features a cozy fireplace, creating a warm and inviting gathering space. The rear family room showcases expansive backyard views and partial water views, seamlessly connecting the indoors with the surrounding natural beauty. The gourmet kitchen is designed for both everyday living and entertaining, complete with granite countertops, a Viking refrigerator, and upscale stainless steel appliances, all complemented by abundant cabinetry and thoughtful design. The thoughtfully designed floor plan offers exceptional flexibility. Two bedrooms are conveniently located on the main level and share an updated Jack-and-Jill full bath. A third bedroom is privately situated upstairs via its own separate staircase, creating an ideal guest suite or secluded workspace. The primary suite, accessed by the main stairway, serves as a true retreat, complete with a beautifully renovated spa-inspired bath featuring a custom shower and vanity, and high-end finishes. All bathrooms throughout the home have been tastefully upgraded with elevated materials and refined, modern design. The versatile lower level offers plenty of additional space. Currently set up as a game room and outfitted with a pool table, ping pong table, and basketball shooting setup - the perfect space for entertaining or relaxing. Step outside to a massive rear deck overlooking the secluded backyard, ideal for gatherings or quiet mornings with coffee. Bald eagles nest nearby, adding to the property’s unique natural setting on the secluded Broad Creek. Residents enjoy community water access with a pier and boat slips available for rent, embracing the Chesapeake Bay lifestyle. Located just minutes from historic downtown Annapolis, the U.S. Naval Academy, waterfront dining, shopping, and marinas - yet tucked away in a peaceful enclave - this home offers the perfect balance of convenience, privacy, and contemporary style.
#MDAA2137480

ANNAPOLIS

2729 POPLAR LANE

4 Beds

2 Baths

2,150 Sq.Ft.

$774,900

MLS#: MDAA2137480

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.
#MDAA2135756

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 309

2 Beds

2 Baths

1,681 Sq.Ft.

$770,000

MLS#: MDAA2135756

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