Annapolis, Maryland listings for sale

$3,250,000 - Annapolis, MD

3015 Friends Rd Annapolis, MD - 3015 Friends Road is perched on a stunning point of land where the South River meets the protected waters of Boyds Cove. The views down the South River towards the Chesapeake Bay are truly endless! This custom-built home with 456 ft of waterfrontage is everything you'd hope for in a modern waterfront retreat. Built in 2021, it blends contemporary design with the relaxed elegance of coastal living and every detail has been thoughtfully crafted to make life feel effortless. From the moment you walk in, you're welcomed by a soaring two-story foyer anchored by a dramatic light fixture - a striking first impression that sets the tone for the rest of the home. From there, the wall of glass overlooking the South River takes center stage and immediately lures you to the waterside. The heart of the main level is an open-concept great room featuring the kitchen with quartz waterfall, dining area, and family room with a stylish raised gas fireplace. The spaces flow easily in a bright, airy layout designed for both easy living and entertaining. The gorgeous, oversized island is perfect for casual meals, conversations, or hosting with ease. A walk-in pantry adds function, while beautiful light fixtures lend a contemporary, curated feel throughout the space. Step onto the spacious composite waterside deck, through 8 ft doors, which offers impeccable views, al fresco dining and comfortable seating areas.Â The layout is as flexible as it is beautiful. There's a main-level water view bedroom (currently set up as an office) with a full bathroom. Upstairs, the primary suite is a peaceful escape, featuring a private office or sitting room that overlooks the water. The walk-in closet has been perfectly designed to handle an extensive wardrobe. The bathroom truly feels like a spa with deep soaking tub, custom tiled shower, WC and dual sink vanity. Two more bedrooms, each with their own bathroom, provide space and privacy for everyone. The finished, walk-out basement is a great place to hang out with friends, with its' custom bar and space for a home theater. There's also another bedroom, with sliding glass door to a waterside patio, and full bathroom. From the main level, there is access to an upstairs guest suite, thoughtfully designed to have a separate entrance and lots of closet space to provide guests with privacy and comfort. Outside, enjoy everything that makes living on the South River so special: a private pier tucked into a protected cove, multiple vantage points for soaking in the river views, an outdoor shower, and lush, thoughtful landscaping that frames the home beautifully. Around the corner by boat are multiple restaurants and fuel docks. This property offers the rare combination of a new home in pristine condition, panoramic views and protected pier, public water and sewer, and easy access to downtown Annapolis and Route 50.

$1,980,000 - Annapolis, MD

201 Nottingham Hl Annapolis, MD - PRICE REDUCTION - Exciting Opportunity in Sherwood Forest - Enjoy breathtaking panoramic water vistas of Brewers Pond and Round Bay on the Severn River. Observe Bald Eagles, Herons, and Osprey soaring amidst the stunning backdrop from your water view deck or spacious living room adorned with floor-to-ceiling windows. This elegantly designed home, nestled in the hillside, seamlessly blends modern amenities with the charm of a traditional cottage. Situated on one of the most secluded homesites in Sherwood Forest, ample parking is available for entertaining family and friends. Sherwood Forest is a prestigious gated community comprising 341 residences. Residents enjoy access to a plethora of amenities including a spacious multi-purpose Club House, General Store, 9-Hole Golf Course, 6 Tennis Courts, Marina, Beaches, Swimming Pool, Basketball Court, Bowling Alley, Pickle Ball Courts, Archery Pit, Nature Lab, and a renowned Children's Summer Camp Program. Numerous fields throughout the neighborhood cater to various sports such as Lacrosse, Soccer, Football, Softball, Volleyball, and Badminton. The surrounding forest boasts over 5 miles of scenic walking and mountain biking trails, with a picturesque 2-mile waterfront loop offering captivating views of the Severn River and Brewers Pond. Golf carts are the preferred mode of transportation within the community. The vibrant social calendar is filled with events including the 3rd of July Fireworks, 4th of July Parade, Summer Dances, 5K Race, Corn Roast, Clam Bake, Tennis and Golf Tournaments, and much more. Holiday festivities cater to both adults and children alike. A one-time $20,000 membership fee to join the Sherwood Forest Club is required as part of your Real Estate Transaction.

$1,875,000 - Annapolis, MD

1924 Hidden Point Rd Annapolis, MD - Nestled at the end of a quiet cul-de-sac and set on over half an acre, this rare waterfront opportunity on Mill Creek offers stunning panoramic views, tranquil privacy, and a lifestyle centered around the water. With a deep-water pier, a dock with a single slip, and a mean low water depth of 8 feet, the property can comfortably accommodate 80 foot vessels making it a dream for serious boaters and waterfront enthusiasts alike. The home is filled with potential, waiting for your vision to make the most of its prime setting. Hardwood floors flow throughout the main level, which includes a spacious living room with a fireplace and a large dining room just off the kitchen. The kitchen enjoys its own water view and is enhanced by sliding glass doors that open to the expansive deck, perfect for morning coffee or entertaining against a backdrop of sunrise skies over the creek. One of the standout features is the sunroom, with floor-to-ceiling windows that flood the space with natural light and offer uninterrupted water views year-round. At the far end of the home, the primary suite addition is a retreat of its own, complete with an en-suite bath, walk-in closet, and a few steps down to a dramatic sitting room with a two-story ceiling and a second fireplace. Sliding glass doors in both the bedroom and sitting room provide easy access to the deck and backyard, creating a seamless indoor-outdoor connection. The lower level includes three additional bedrooms and a full bath, along with a laundry room and utility space. Mature landscaping surrounds the home, and a backyard shed provides extra storage. Located in a sought-after waterfront community, this home offers convenient access to shopping, dining, marinas, and recreation. Mill Creek flows into the Chesapeake Bay, offering easy access to the Severn River and Downtown Annapolis, delivering the quintessential Annapolis boating lifestyle. This is an estate sale with key documents already in hand and ready for review. Whether you're an investor, renovator, or hoping to create your dream waterfront retreat, this is a rare chance to secure a prime piece of Mill Creek shoreline.

$1,850,000 - Annapolis, MD

3303 Hidden River View Rd Annapolis, MD - PROPERTY BACK ON MARKET.....BUYER WITHDREW ON HOA DOCS. SEE OUR NEW PRICE...THIS IS A STEAL OF A DEAL! ABSOLUTELY STUNNING 4 BEDROOM, 4.5 BATH CUSTOM BEAUTY ON A QUIET CUL DE SAC IN HIGHLY SOUGHT AFTER FISHING CREEK FARM! LOCATED ON 1.14 ACRES (ONE OF LARGEST LOTS IN COMMUNITY), THE SELLERS HAVE SPENT HUNDREDS OF THOUSANDS OF DOLLARS ON A GORGEOUS 2025 RENOVATION WHERE NO EXPENSE WAS SPARED OR DETAIL OVERLOOKED. FEATURES INCLUDE A LOVELY NEW GOURMET KITCHEN AND LUXURIOUS NEW FULL BATHS, NEW FLOORING, LIGHTING, CUSTOM CLOSETS, WINDOW COVERINGS, ETC, ETC! THE RENOVATION WAS FEATURED IN MAGAZINES AND WON AWARDS....IT IS SPECIAL! THE MAIN LEVEL BEDROOM OWNERS SUITE FEATURES A GORGEOUS NEW BATH WITH CUSTOM TUB AND OVERSIZED WALK IN SHOWER. THE TWO STORY GREATROOM FEATURES A GAS FIREPLACE WITH NEW STONE SURROUND THAT MATCHES THE KITCHEN STONE AND HAS NEWLY REFINISHED HARDWOOD FLOORS. A HUGE TREX DECK OVERLOOKS THE PRIVATE AND PEACEFUL REAR YARD BACKING TO TREES. A FULLY FINISHED WALK OUT LOWER-LEVEL OPENS TO PATIO AND NEWER HOT TUB (2022) THAT'S BARELY BEEN USED! THREE CAR SIDE LOAD GARAGE, AND TASTEFULLY LANDSCAPED GROUNDS WITH AN UNDERGROUND SPRINKLER SYSTEM. IT'S AN EASY WALK OR GOLF CART RIDE (GOLF CART CONVEYS) TO THE COMMUNITY POOL, FULLY EQUIPPED CLUBHOUSE, MARINA, TENNIS/PICKLEBALL COURT AND BEACH. JUST MINUTES TO DOWNTOWN HISTORIC ANNAPOLIS & MAJOR COMMUTING ROUTES. ENJOY THE TRANQUILITY OF THIS AWESOME LOCATION ON YOUR COVERED FRONT PORCH AND ENJOY THE WATER VIEWS AND SUNSET. THIS IS A GREAT HOUSE!

$1,795,000 - Annapolis, MD

18 Bancroft Ave Annapolis, MD - This is TRULY A WELL MAINTAINED MUST SEE HOME! Featuring a Fabulous MAIN Level Master Bedroom Suite and SO MANY OTHER SPECIAL FEATURES IN THE HOME ! DON'T MISS THIS OPPORTUNITY! See House Detailed Information/Maintenance information in MLS Documents section. THE BAY RIDGE LIFESTYLE IS UNMATCHED IN ALL OF MARYLAND! STEPS TO COMMUNITY POOL/CLUBHOUSE W/ WATERCRAFT STORAGE RACKS , PRIVATE COMMUNITY BEACHES! & THE BIG WOODS ""BAY RIDGE CONSERVATION AREA""Â? W/TRAILS AND ACCESS TO BLACKWALNUT CREEK, A TRUE GEM! WALK TO COMMUNITY MARINA, PLAYGROUND, BASKETBALL/PICKEL BALL COURT, KAYAK RACKS , KASS PARK w/ BASEBALL/SOCCER, LACROSSE FIELD!! WHETHER YOU'RE A BOATER, SUP ENTHUSIAST, DOG WALKER, HIKER (PRIVATE TRAILS IN THE BIG WOODS), RUNNER, THIS NEIGHBORHOOD HAS IT ALL! JOINING THE BAY RIDGE CIVIC ASSOCIATION IS VOLUNTARY.

$1,650,000 - Annapolis, MD

3300 Shore Dr Annapolis, MD - Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless steel appliances, and breakfast bar. The open-concept living and dining areas flow easily out to the multi-level waterfront decking, ideal for entertaining or simply enjoying the peaceful surroundings. The luxury primary suite is a true sanctuary, complete with a private waterfront deck, spa-like bathroom featuring a walk-in shower, soaking tub, and a generous walk-in closet. The third-level living space includes a full bath and offers endless possibilities-perfect as a media room, guest suite, or home office with elevated views. Outside, a private pier with a 9,000 lb boat lift invites you to explore the water with ease. Whether you're boating, fishing, or just soaking in the serene creekfront setting, this property offers the ultimate coastal lifestyle. Don't miss this rare opportunity to own a slice of waterfront paradise on Oyster Creek. Property is in a Special Tax District. - $2,274.75 annually.

$1,500,000 - Annapolis, MD

215 Wardour Dr Annapolis, MD - A rare opportunity in the heart of Wardour-one of Annapolis' most sought-after communities. This special property offers incredible potential for those with vision. Set on a beautifully landscaped lot with restored meandering gardens, the home blends timeless character with flexible possibilities: renovate, rebuild, add a level-or even a pool. The charm of this home will completely captivate you. The rooms are spacious and inviting. Enjoy relaxing in the living room with hardwoods and a wood burning fire place for those chilly fall or winter nights. There is a main floor bedroom as well as an office, than could be a bedroom and one full bath. On the upper level there are 2 generous rooms and a full bath. Inside, a custom-designed kitchen which still has wonderful charm-five years in the making-anchors the main living space, complemented by a breezeway, which is perfect for the gardner in you. Enjoy an afternoon tea on the charming sun porch. The home is being freshly painted, professionally cleaned, and staged to showcase its unique appeal. Stroll through the back gardens which is expansive and backs to a conservation area for wonderful privacy.

$1,484,000 - Annapolis, MD

2644 Claibourne Rd Annapolis, MD - AMAZING BRAND NEW WATER VIEW HOME - This stunning 6 bedroom, 4 full bathroom residence offers 3,702 sq ft of finished space with breathtaking views of Lake Heron and the Chesapeake Bay. Situated in the sought-after Annapolis Roads community, the home occupies a premium 20,125 sq ft corner lot and features a 2-car side load garage. The main level showcases 9-foot ceilings and LVP hardwood floors throughout, complemented by a gourmet kitchen with stainless steel appliances, 42-inch maple cabinets, and granite countertops. A spacious great room centers around an inviting gas fireplace, while the main level also includes a formal dining room, living room, 6th bedroom/den/office option, full bathroom, and conveniently located laundry room near the garage entrance. The upper level is thoughtfully designed with 5 bedrooms and 3 full bathrooms. The expansive primary suite features a bonus room perfect for an office, gym, or reading room, along with a luxurious bathroom showcasing a quartz double bowl vanity, ceramic tile throughout, soaking tub and a large glass shower. A secondary suite bedroom and bath are located down the hall, with three additional bedrooms and a full bathroom completing this level. Two of these bedrooms offer spectacular water views of Lake Heron and the Chesapeake Bay. For future expansion, the home includes a 1,717 sq ft unfinished basement with 8-foot walls ready for customization. The builder is offering $5,000 in settlement assistance when using preferred title company (Newlyn Title Assurance Co., Inc.) and Lender (Redwood Mortgage Services). This exceptional home is constructed by an established Maryland builder Lacrosse Homes with over 30 years of experience in delivering quality homes. There is potential for a rear deck but the buyer will need to discuss this option with the builder for size, design , timeline and cost. Annapolis Roads is located on the Annapolis Peninsula bordering the Chesapeake Bay in Maryland. In 1926, the original community was planned in the tradition of Frederick Law Olmsted - the Father of Landscape Architecture - who pioneered the use of green and open space in community design and whose numerous high-profile projects include the US Capitol and New York's Central Park. Nestled between Lake Ogelton and the Chesapeake Bay, the community of Annapolis Roads features winding roads with wooded lots and an abundance of protected green space and water. Amenities include a community children's playground next to a grassy overlook with a spectacular view of the Chesapeake Bay and the Bay Bridge; a community beach; and a easily accessible boat ramp The Annapolis Roads Property Owners Association ""ARPOA""Â? is dedicated to preserving this original community vision. ARPOA's mission is to promote a sense of community and to enhance the community's livability, safety, and welfare, and to preserve the interests of its owners. Annapolis Roads is a Special Community Benefit District (SCBD), not a homeowners' association. This means that homeowners in the community pay an additional tax, administered by the County, that provides the funds needed to maintain community-owned properties, clear snow on non-county roads, control pests and provide security. This is different than a homeowner's association (HOA) in that SCBD funds are collected through property owners' annual taxes. The current SCBD charge on 2644 Claibourne Rd is $490.90 per the 2025 Real Estate Tax Bill.

$1,200,000 - Annapolis, MD

2000 Monticello Drive Annapolis, MD - Welcome to this former model home in the exclusive Monticello enclave-just steps from restaurants and shopping. Offering over 6,500 sq ft of refined living space across three levels, this beautifully maintained residence features a dramatic two-story foyer with black-and-white marble flooring and designer lighting. The chef's kitchen boasts high-end appliances, quartz waterfall counters, and opens seamlessly to the family and breakfast rooms, with two decks for outdoor enjoyment. The main-level ensuite bedroom is ideal for guests or multigenerational living. Upstairs, the luxurious Primary Suite includes a sitting room with fireplace, private balcony, spa bath, and bonus space for an office, gym, or nursery. Three additional bedrooms and 2 full baths complete the upper level. The fully finished lower level includes a with a wet bar, rec room, theater, and flexible bonus suite. Additional perks include a 2-car garage, ample storage, and access to Monticello's pool and dog park.

$1,175,000 - Annapolis, MD

179 Green St Annapolis, MD - Experience the Essence of Annapolis Charm at 179 Green Street Nestled in the heart of historic downtown Annapolis, this beautifully updated home blends timeless character with modern comforts. Just steps from vibrant Main Street, the waterfront, boutique shopping, and Annapolis Elementary School, this location offers the very best of city living in one of the city's most coveted neighborhoods. Inside on the main level, you'll find wide-board pine floors, a thoughtfully updated kitchen with new cabinetry and appliances, and inviting front and side porches perfect for morning coffee or evening relaxation. Rarely found in downtown Annapolis, two oversized off parking spaces add incredible convenience. Upstairs, the home features two spacious bedrooms and a versatile third room-ideal for a home office, den, or oversized walk-in closet. The newly fenced backyard offers a private oasis for entertaining, dining al fresco, or simply enjoying the outdoors. Living at 179 Green Street means immersing yourself in a lifestyle rich with history and culture. Stroll cobblestone streets to award-winning restaurants, art galleries, and the iconic City Dock. Enjoy sailing, community events, and the vibrant energy of downtown-right outside your door. Don't miss your chance to own a piece of Annapolis charm. Schedule your private tour today.

Annapolis, Maryland listings for sale

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