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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
387
# of Listings
3
Avg # of Bedrooms
$475
Avg. $ / Sq.Ft.
$1,079,940
Med. List Price

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387 Properties Found. Page 8 of 26.

Immerse yourself in the epitome of sophisticated living at GrandView, where luxury meets meticulous craftsmanship in this impeccably renovated condo at the heart of the Annapolis Town Center. This residence has been transformed with an unwavering commitment to detail, creating a haven of transitional design elegance. As you enter, the home welcomes you with a seamless open-concept design, illuminated by an abundance of natural light pouring through expansive wall-to-wall windows. The gourmet kitchen, adorned with stainless steel Thermador appliances and marble countertops with full height marble backsplash, offers a perfect blend of functionality and style. A cozy breakfast nook and bright white cabinetry add a touch of warmth to the culinary space. Step outside onto the spacious covered corner balcony, where you can bask in the ambiance of Town Center activities, creating the perfect backdrop for outdoor relaxation and entertaining. Discover tranquility in the two generously-sized bedrooms, each thoughtfully outfitted with custom designed closet storage solutions. The primary owner's suite is a sanctuary of luxury, featuring a dressing room, a spa-like bathroom and curved elevation of tinted windows for added privacy and style. This residence boasts a myriad of updates, including custom electronic window treatments, exquisite marble flooring/countertops and shower walls, built-in closet organizers, premium trim throughout, and all new and custom cabinetry throughout, all new plumbing fixtures and kitchen appliances. With 10’ 6” high ceilings enhancing the sense of space, every detail has been carefully curated to elevate your living experience. GrandView offers a true sense of community, providing residents with access to a rooftop sky lounge, rooftop pool, outdoor kitchen, state-of-the-art fitness center, and a club/party room. The professionally managed concierge staff ensures convenience and security. Conveniently located, GrandView is just a stroll away from Annapolis' finest restaurants, Whole Foods, Target, Life Time Fitness Club, banking, and local shops. Minutes from Historic downtown Annapolis, the US Naval Academy, Anne Arundel Medical Center, and Annapolis Mall, this residence is a commuter's dream with easy access to Route 50 and 97. Don't miss the opportunity to experience refined urban living at its finest. Schedule a showing today and embark on a new chapter of sophisticated living in this captivating residence.
#MDAA2101336

ANNAPOLIS

1915 TOWNE CENTRE BOULEVARD 504

2 Beds

2 Baths

1,945 Sq.Ft.

$1,099,500

MLS#: MDAA2101336

New on site 2 days ago
Rare Opportunity in Exclusive Bay Ridge! Welcome to your dream home in the sought-after Bay Ridge Community. This beautifully maintained, move-in-ready 3-bedroom, 1.5-bath home offers an open and airy floor plan designed for both comfort and entertainment. Step into the updated kitchen, featuring stainless steel appliances, tall modern cabinetry with abundant storage, granite countertops, and an eat-in area perfect for morning coffee. The separate formal dining room is ideal for hosting dinners and holiday gatherings. Unwind in the spacious living room, complete with an electric fireplace and a sliding glass door with integrated blinds that opens onto an exceptionally large patio — the perfect setting for summer barbecues, celebrations, and quiet evenings under the stars. A versatile bonus room: create a serene home office, cozy reading nook, or personal yoga retreat. The convenient mudroom includes additional storage, washer/dryer, a half bath, and direct access to the patio. The master bedroom features a walk-in closet, while the updated full bathroom boasts ceramic tile, a modern vanity, and a shower. The outdoor living space is a true highlight — host unforgettable parties, graduations, and get-togethers on your sprawling patio with a large outdoor kitchen. After a day of sun and sand at the private beach, rinse off in your convenient outdoor bathhouse before stepping inside. As a Bay Ridge resident, you’ll enjoy access to an incredible suite of amenities, including a community pool, marina with boat slip opportunities, private beach, park, and more — all just minutes from downtown, dining, and shopping. Don’t miss your chance to call this stunning home in one of the area’s most coveted waterfront communities your own. ALL CONTRACTS ARE DUE BY 5 PM ON SUNDAY, JUNE 8.
#MDAA2114074

ANNAPOLIS

13 WAINWRIGHT AVENUE

3 Beds

1 Baths

1,620 Sq.Ft.

$1,090,000

MLS#: MDAA2114074

This stunning home, available for delivery in April, boasts high-end upgrades throughout. It features a first-floor owner's suite, plus three additional bedrooms on the second level, along with two full bathrooms and a spacious loft. The gourmet kitchen is a chef’s dream, complete with custom cabinetry and an open-concept design. The impressive two-story family room with soaring ceilings creates a dramatic focal point, while the finished basement rec room, featuring a wet bar with a refrigerator and sink, is perfect for entertaining. Experience luxury living at its finest—schedule your tour today! Photos for illustration purposes only. Agent must attend first visit.
#MDAA2103810

ANNAPOLIS

106 STILLY WAY

4 Beds

4 Baths

4,594 Sq.Ft.

$1,047,590

MLS#: MDAA2103810

New Construction - Move In Ready March 2025! Please go to Model home to tour! Welcome to the Lynnfield model at Parkside Preserve, where luxury meets tranquility in this stunning new construction adjacent to the serene Quiet Waters Park. With over 5,017 finished square footage this meticulously designed living space across four levels, featuring 5-bedrooms, 5.5-bathrooms, 4th level loft, and finished lower level with a a true walk-out basement is a perfect fit for modern living. Step inside and be captivated by the elegance of the owner’s suite, featuring a tray ceiling and a spacious walk-in closet. Enjoy the comfort of 9' ceilings throughout, including in the finished basement, and cozy up by the gas fireplace in the expansive living area. The exterior impresses with a blend of brick and HardiePlank, complemented by a welcoming front porch and a front-entry garage. The heart of the home—the kitchen—is a chef’s dream. It boasts two 36' wall ovens (one with an air fryer), a 30' gas cooktop, a stainless steel hood, and a built-in microwave. The staggered white maple cabinetry, complete with under-cabinet lighting and display glass door cabinets, pairs beautifully with the iced white quartz countertops and tiled backsplash. All full bathrooms feature maple cabinetry, quartz countertops, and oversized ceramic tile for a touch of luxury. The finished basement is an entertainer’s paradise with an enormous rec. room, a wet bar, and the fourth full bath. This is more than just a home—it’s a lifestyle. Don’t miss the opportunity to be the first to live in this spectacular residence at Parkside Preserve. Photos are for illustration purposes only.
#MDAA2098972

ANNAPOLIS

110 STILLY WAY

5 Beds

5 Baths

5,017 Sq.Ft.

$1,039,990

MLS#: MDAA2098972

Welcome to 711 Genessee Street – where modern luxury meets the heart of Annapolis charm. Located in the coveted West Annapolis School District, this newer construction stunner (built in 2021) offers the perfect blend of upscale finishes, smart design, and unbeatable location—all within walking distance to shops, dining, and everything you love about Annapolis living. Step inside to find a main level designed for both everyday comfort and effortless entertaining. The open-concept layout is grounded by wide plank wood flooring, enhanced by custom moldings, and anchored by a cozy gas fireplace. The chef’s kitchen is a standout feature, boasting 42” custom cabinetry, quartz countertops, a top-of-the-line appliance package, and a gas cooktop—perfect for everything from weekday meals to weekend gatherings. Custom oak stairs and railings tie the space together with warmth and character. Upstairs, retreat to your primary suite complete with cathedral ceilings and a spa-like ambiance. The upper level continues the upscale feel with 9-foot ceilings and custom tray ceilings, creating a spacious, airy vibe throughout the bedrooms and baths. The fully finished lower level adds even more versatility, featuring a large recreation room, an additional bedroom, a full bath, and plenty of storage space—ideal for guests, hobbies, or a second living area. Outside, enjoy a welcoming front porch that invites morning coffee and neighborhood chats, while the rear paver patio offers the perfect spot for outdoor dining or summer soirées. The fully fenced-in backyard is a private escape, ready for pets, play, or peaceful lounging. Don't miss your chance to own this thoughtfully upgraded, move-in ready gem in one of Annapolis' most desirable neighborhoods. 711 Genessee Street is more than a home—it’s a lifestyle upgrade.
#MDAA2108296

ANNAPOLIS

711 GENESSEE STREET

4 Beds

3 Baths

3,148 Sq.Ft.

$999,900

MLS#: MDAA2108296

Recently updated colonial with all new custom kitchen cabinets, stainless appliances, dual oven w/gas cooktop. Family room with built in surround sound speakers-bring your own equipment. Primary suite with custom bath large shower with dual heads, nice soakiing tub, border-lighted mirror and a towel warming bar. Laundry closet on 2nd floor. Parrtial unfinished basement with utilities plus space for a possible movie/man cave. Attached oversized 2 car garage with extra storage area. 3 car-plus garage 10' doors 13' ceilings, car lift-great for those do-it-yourself folks, tons of space above to finish for rooms-in-law/teenage apartment! House sits on a double lot space for a pool? Plenty of room for boats, RV's or other toys? Access to back of lot by a gravel driveway
#MDAA2111664

ANNAPOLIS

2942 SOUTHAVEN DRIVE

4 Beds

2 Baths

2,142 Sq.Ft.

$999,900

MLS#: MDAA2111664

***Be at the forefront of the Neighborhood Property Expansions and Enjoy the Future Appreciation of this stunning five-bedroom, three full and one-half bath colonial is located in the Mulberry Hill community. Situated on a large corner lot, this home boasts a covered front porch, rear deck and attached three-car garage. Inside, you will find beautiful hardwood floors, recessed lighting, crown molding and fresh paint throughout. The main level features a formal living room, separate dining room and step-down family room with a gas fireplace and mantel. The spacious, table-space kitchen boasts granite countertops, center island, stainless steel appliances and a bay-window breakfast nook. Upstairs, the primary suite offers a luxurious retreat with hardwood floors, a private bath and a bonus room. Three additional bedrooms with new carpet and an updated full hall bath complete the upper level. The finished, walk-up lower level offers a versatile recreation room, a flexible fifth bedroom, perfect for use as a home office, den or guest room and a full bathroom. Located in a quiet setting, just minutes from the Naval Academy and the Naval Academy Golf Course, yet close to everything that Annapolis has to offer, this home is truly a dream come true!
#MDAA2098830

ANNAPOLIS

1825 JOHNSON ROAD

5 Beds

3 Baths

3,028 Sq.Ft.

$985,000

MLS#: MDAA2098830

Welcome to this DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. Owner worked with a reputable interior designer to select all finishes to include designer light fixtures, gorgeous real hardwood floors, custom designed bathrooms, and so many interesting trim details. Transitional timeless design with a coast twist. ONE OF A KIND and RARE GEM! END UNIT. Not one detail has been overlooked! And a beautiful gated waterfront and water-privileged community. BE PREPARED to be wowed when you open the front door with a top of the line renovation over $350,000. NOTICE ALL OF THE BEAUTIFUL ARCHED DOORWAYS!New Bosch HVAC, and tankless hot water heater. All the vents were professionally cleaned after renovation. This is an opportunity that doesn't come along too often to move right into a turn-key TOTALLY RENOVATED & AND REDESIGNED BY AMAZING LOCAL DESIGNER !! gorgeously designed home in the exclusive community of Chesapeake Harbour. No expense has been spared to make this custom first-class from floor to ceiling. Totally redesigned and totally renovated with all permits. Custom window treatments throughout and designer light fixtures. Custom gourmet kitchen with quartz counters, stainless steel appliances, an abundance of drawer storage, perfect bar/pass through and much more! Three bedrooms and three full bathrooms. Each space offers light and invites you to relax and be happy you don't have to redo anything. Two-car garage with storage room and storage installed in ceiling of garage. Two gas fireplaces. Beautiful custom shiplap in living room and master bedroom. Multiple decks and from the top deck off master, owner loves to relax and watch the boats and bay bridge. His and her custom closets. And talk about the community, Community beach and pier and two pools, one heated and one waterfront looking out at the Bay. Tennis and pickleball courts for your fun and exercise. Don't worry about getting your steps in with all the waterfront walking paths, If you don't feel like cooking, walk on over to The Beacon with dockside seating . This is a gated community with 24/7 security and guard gate. You can have it all with the best of coastal living in this vibrant and secure community. The pictures really don't do it justice. WAS TEMP OFF THE MARKET NOVEMBER TO NOW!
#MDAA2073518

ANNAPOLIS

7015 CHESAPEAKE HARBOUR DRIVE 23B

3 Beds

3 Baths

2,041 Sq.Ft.

$985,000

MLS#: MDAA2073518

Eastport Waterfront Condo – 2BR/2BA – 1250 sq ft. 2 outdoor decks – 1 with amazing full city and waterfront view. Open Concept Living Room with cooks kitchen. Living Room has hardwood floors and fireplace. Newer windows and sliding doors with blinds. Full size front loader washer/dryer. Designer style Bathrooms. Community has pool, pier and tennis courts. Walk to town and live the life. Sorry no pets. Non-smoking unit.
#MDAA2101062

ANNAPOLIS

15 PRESIDENT POINT DRIVE B2

2 Beds

2 Baths

1,260 Sq.Ft.

$975,000

MLS#: MDAA2101062

Incredible PRIVATE oasis, in sought after community of Winchester on the Severn. One of a kind home, surrounded by protected lands. One of the highest and largest lots in the community, overlooking the wooded glen. Custom hardscaping with multi level decks, and numerous stone patios. Enjoy the tiered golf putting green and the outdoor spa hot tub! There are 2 beautiful sunroom additions on the back of the house, allowing nature to flow in. The windows and french style doors through-out affording light to flow and tree top views. Quality interor features include hardwood and marble flooring, custom cherry built-ins, in-law/au pair suite (that could serve as a optional second primary suite), featuring interior and exterior entry. Double covered carport parking and additioanl parking in driveway for several vehicles. Vaulted beamed ceilings, masonry fireplace and more! Community has a voluntary association of $260/yr. for use of community water amenities. Chase Creek Swim Club within walking distance. Explore miles of trails on foot or by bike, on the nearby Annapolis Baltimore Trail.
#MDAA2108900

ANNAPOLIS

1534 CIRCLE DRIVE

5 Beds

3 Baths

3,230 Sq.Ft.

$975,000

MLS#: MDAA2108900

Waterfront Living in Epping Forest with Stunning Views! Nestled in the exclusive, gated community of Epping Forest, this beautifully maintained 2-bedroom, 2.5-bath home offers serene water views and a relaxed yet sophisticated lifestyle. Designed for effortless living, the open floor plan features 10-foot ceilings, gleaming hardwood floors, and a cozy fireplace in the Great Room. The expansive gourmet kitchen flows seamlessly into the all-season sunroom, complete with dedicated HVAC and stunning water vistas. A convenient half bath and laundry room complete the main level. Upstairs, the grand owner’s suite boasts an oversized walk-in closet, a spa-like bathroom, and a private deck overlooking the water—perfect for morning coffee or evening sunsets. A spacious guest bedroom (or ideal office/den) with a charming full bath completes the upper level. Outside, a fully fenced yard provides a secure space for furry friends to play freely. Off-street parking is plentiful, a rare and highly sought-after feature in this private enclave. Epping Forest is more than a neighborhood—it’s a lifestyle. This vibrant waterfront community offers a marina with direct Severn River access, a private beach, clubhouse with a restaurant, boat club, fishing tournaments, tennis, volleyball, basketball, and year-round social events like oyster roasts, dock parties, summer camps, and holiday celebrations, including spectacular July 4th fireworks. Located just minutes from major highways, shopping, and Historic Downtown Annapolis, this is a rare opportunity to experience the best of waterfront living. Come discover the charm of Epping Forest and make it your home!
#MDAA2110674

ANNAPOLIS

336 SEVERN ROAD

2 Beds

2 Baths

1,708 Sq.Ft.

$975,000

MLS#: MDAA2110674

Stunning contemporary in Winchester on the Severn featuring abundant windows that provide private treetop views. Situated at one of the highest elevations, the property is surrounded by parkland and overlooks wooded areas. Enjoy multi-level decks, stone patios, and custom hardscaping, complete with a private putting green and hot tub. Main level includes foyer, large sunroom, living room with stone fireplace - dining room combination, kitchen with granite countertops, main bedroom with adjoining full bath, 2 additional bedrooms and full bath in hall. The lower level includes another sunroom with exit to the rear yard, recreation room, office/potential 4th bedroom, and another very spacious room / potential 5th bedroom with super bath and side exit. A real beauty! The Winchester on the Severn community offers a voluntary association fee of $260 per year for access to amenities, including a private beach, dock, canoeing, playground, and covered picnic pavilion . The community also has 2 different areas with boat slips that when available can be rented for an additional fee. The Chase Creek Swim Club is also nearby and joinable for an additional fee.
#MDAA2116724

ANNAPOLIS

1534 CIRCLE DRIVE

5 Beds

3 Baths

2,316 Sq.Ft.

$975,000

MLS#: MDAA2116724

Price Reduction: Welcome to 1141 Mainsail Drive, a renovated Classic Colonial style home located in the sought-after Waterfront Community of Anchorage. This 4-bedroom, 2.5-bathroom property has undergone over $200,000 in renovations over the past 20 years while preserving its classic colonial charm. This beautiful corner lot has a newly repaved driveway, a 2-car garage and is only a block away from the amenities which include a 49-slip marina, a boat ramp, an outdoor pool, racks for kayak and paddle boards and a half basketball court. Many improvements have been done throughout the home including a total refurbishing of the hardwood floors (main level and upper level), fresh paint, upgraded kitchen with marble countertops and stainless-steel appliances, gas line, renovated bathrooms, replacement of windows, roof, siding, gutters, finished basement and water proofing (French drain), laundry room with 2021 washer and dryer, furnace, water heater, well pump, sump pump, sewer line and more. The tall symmetrical windows in the main level invite light into this classic colonial style layout with a newly painted double-sided masonry wood burning fireplace and an open-layout kitchen. The main level includes a foyer, powder room, family room, living room, dining room and kitchen. The eat-in-kitchen flows seamlessly into “the heart of the home”, the casual dining area and family room, creating an open and inviting space for everyday living. The French doors from the casual dining area lead to a rear brick patio for outdoor entertainment. The 2-car garage is attached to the home with direct entrance into the main level. The upper level features 4-bedrooms, 2-upgraded bathrooms and a den/home office nook. The lower level is a fully finished basement with space for a recreation room, home office and/or fitness area. Also, there is a renovated Laundry / Utility Room with an additional storage space. Do not miss this opportunity to purchase a renovated colonial in Anchorage as they are a rare find and especially at this price point. Anchorage is a small community (106-homes), with no cut through streets, and mature landscaping. This .34-acres property is 3.5-miles from downtown historic Annapolis, 1-mile from the 340-acre Quiet Waters Park, 35-miles from Washington D.C. and 32-miles from Baltimore.
#MDAA2108692

ANNAPOLIS

1141 MAINSAIL DRIVE

4 Beds

2 Baths

2,176 Sq.Ft.

$970,000

MLS#: MDAA2108692

Welcome to 712 Pearson Point Place—The best lot location in Kingsport! This beautifully maintained property is ideally situated in a sought-after pool and dock community with scenic walking paths. Featuring five spacious bedrooms, four and one half bathrooms, fully finished basement, and a stylish, functional layout, this home offers both comfort and elegance. Enjoy light-filled living spaces, a well-appointed/updated kitchen, and inviting outdoor area perfect for relaxing or entertaining. With top-tier community amenities just steps away, this is Kingsport living at its finest!
#MDAA2113996

ANNAPOLIS

712 PEARSON POINT PLACE

5 Beds

4 Baths

5,184 Sq.Ft.

$970,000

MLS#: MDAA2113996

Price Reduction to this former model home in Kingsport! Step into an inviting two story foyer that sets the tone for the entire residence! This home offers a blend of elegance and functionality. Many updates have been done by current homeowners. A three story, three-sided brick home on a corner lot that emanates timeless elegance. This home has two inviting front porches for relaxation. Entering the two story foyer with marble floor, you will see framed mirrors, and a Juliet balcony. A formal living room, hardwood floors, and one of three gas fireplaces. A bay window for your grand piano, or to sit with morning coffee. The dining room, includes a mirrored wall, and hardwood floors. A half bath with marble tile floor is off the living room. An open concept kitchen, family room, laundry room and pantry are situated towards the back of the home. The kitchen is an entertainer's dream with a large two level granite island with cooktop, hardwood floors, and a double wall oven for your holiday baking! A walk-in pantry with ample shelving. The family room has floor to ceiling windows, hardwood floors, and the second gas fireplace situated next to built in glass shelves. The family room looks out on a private enclosed fenced back yard with a two level gray slate patio to enjoy the gardens. On the second level, you will find a split hallway with hardwood floors. The primary bedroom, includes an attached bathroom which was updated in March 2022; a soaking tub with jets and a walk-in shower with dual shower heads, dual sink vanities, quartz counter tops. The primary bedroom, has a ten foot tray ceiling, ceiling fan, recessed lighting, wainscoting, two walk-in closets, and a sitting area for relaxing. There are three other bedrooms on the upper level, the largest of the three features a private porch, hardwood floors, private bath with tub/shower, and ceramic tile floor. Perfect for visitors. Another bedroom features built-in bookshelves. The last of the four bedrooms overlooks the upstairs porch. The lower level is fully finished. A family room with built in counter w/cabinets, wainscoting, an egress window. Another room serves as a bonus room or flex room that could be used as a fifth bedroom, and is currently used as a gym, with a wall of mirrors, built-in counter with shelving and drawers. There is also a home office that is a homeowners dream, with built in bookcases, shelving to store your books, and the third gas fireplace. Another room currently used for storage, can be used for hobbies, or to store your wine. A full bathroom is also located on the lower level. Crown molding throughout enhances the character of this home. Two new Air Conditioner Units- August 2017 and July 2019. Duct cleaning - March 2024, New Roof-Oct.-2019, Hardwood floors on main floor and stairs were refinished-May 2024. Kitchen counter to match kitchen island granite w/new sink April 2025. Sound surround throughout the house to include the outdoor patio. Central Vac, Sprinkler System, 75 Gallon Hot Water Tank- February 2022, Hot/cold water faucet in the garage, Security system. A community pool, two tot lots, walking trails, water access to Church Creek, dock, kayak launch, and kayak storage. Convenient to Rt.50/97 to D.C., Baltimore, Bay Bridge and beaches. 3.2 miles to Naval Academy, and historic downtown Annapolis.
#MDAA2111234

ANNAPOLIS

709 PILOT HOUSE DRIVE

4 Beds

4 Baths

4,494 Sq.Ft.

$959,900

MLS#: MDAA2111234

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