Hillsmere Homes for Sale

Hillsmere Homes for Sale

$890,000
3 Beds 3 Baths
Welcome to Hillsmere Shores, one of Annapolis' premier waterfront communities, where coastal living meets convenience and an active lifestyle. This beautifully maintained all-brick, two-story Colonial offers a highly desirable open floor plan, hardwood floors, elevator access, and ADA-friendly design, providing comfort and accessibility for all stages of life. Enjoy seasonal water views from the main living areas and upper-level bedrooms, bringing the beauty of the Chesapeake lifestyle right into your home. Recent improvements include a new roof (2025) and new appliances (2026), offering peace of mind for years to come. The floored attic presents exciting potential for future expansion and additional living space. Primary bedroom offers spacious deck for relaxing with morning coffee and evening conversation. Situated on an attractive lot, this home is located within the sought-after Hillsmere Shores community, known for its vibrant neighborhood spirit and year-round events and celebrations. Residents enjoy access to exceptional amenities including a waterfront playground, volleyball court, two marinas with individual slips available for lease, and a community beach. The community swimming pool is available through a separate membership. Just minutes from historic Downtown Annapolis, residents can take advantage of award-winning restaurants, boutique shopping, waterfront parks, sailing, cultural events, and endless outdoor recreation. Commuters will appreciate the convenient access to Routes 50 and 97, providing easy connections to Washington, DC, Baltimore, and BWI Airport. Whether you're seeking a primary residence, a retirement-friendly home with elevator access, or a place to embrace the Annapolis waterfront lifestyle, this exceptional property offers the perfect combination of location, community, and value.

131 Kuethe Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$849,900
4 Beds 3 Baths
Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced backyard retreat complete w/ a refreshing private pool, exceptional privacy & peaceful tree-lined views. Step inside to discover an inviting open layout enhanced by beautifully refinished natural hardwood floors, fresh paint, new interior trim, new interior & exterior doors & new lighting fixtures throughout. The completely refreshed kitchen features new finishes, tile flooring & new appliances and flows seamlessly into the adjoining living & dining spaces, creating an ideal setting for both everyday living & entertaining. Updated bathrooms feature new finishes & tile flooring, while the finished lower level provides additional flexible living space w/ new LVP flooring, perfect for a family room, recreation area, home office, guest space or gym. The extensive 2026 renovations go well beyond the beautiful interior and include a new architectural-shingle roof, new blown-in cellulose insulation throughout the attic, whole-home draft sealing, new HVAC system, new water softener/filter system, new sump pump motor, new kitchen & laundry appliances, new interior & exterior doors, new trim package & new lighting fixtures throughout. Outdoor improvements are equally impressive, including new bluestone front & rear patios w/ custom steel railings. The backyard is designed for relaxation & entertaining, offering a refreshing private pool surrounded by a fenced setting, mature trees & peaceful views. The pool has been professionally opened & serviced, recently fully drained, updated w/ new tile & caulking at the coping & includes a new robotic cleaner. A large tree on the property has also been professionally pruned & assessed for health & safety. And then there is the Hillsmere Shores lifestyle. Residents have access to a private sandy beach overlooking the Chesapeake Bay, private marina w/ boat slips & direct access to the South River, boat ramps, community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas & an active calendar of events that creates a genuine sense of community. Whether spending summer days at the beach or pool, launching a boat for an afternoon on the water or gathering with neighbors along the waterfront, this is a community designed to enjoy the very best of Annapolis living. There is a voluntary HOA of just $25 annually for those wishing to use the Association. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis & City Dock are all just minutes away, giving you the perfect blend of convenience, recreation & coastal charm. schedule your showing now to enjoy move-in-ready living and the quintessential Annapolis lifestyle. *** LIST OF UPGRADES IS ONE OF THE LAST PHOTOS ***

109 Sunset Dr, Annapolis

Listing courtesy of Winning Edge. Contact: 4434636009

$699,990
4 Beds 3 Baths
Some neighborhoods give you an address. Hillsmere gives you a way of life. At 104 Groh Lane, you’ll find a beautifully updated four-bedroom, three-bath home with approximately 2,300 square feet of finished living space, an exceptionally versatile floor plan, and a wonderful level, fenced backyard—all within one of Annapolis’ most beloved waterfront communities. Three bedrooms and two full baths are conveniently located on the main level, including the primary suite, while light-filled living and dining spaces, a fireplace, and a beautifully renovated kitchen create a warm and inviting setting for everyday living and entertaining. The finished walk-out lower level adds nearly 1,000 square feet of additional living space with a fourth bedroom, full bath, recreation area, and laundry, offering wonderful flexibility for guests, a home office, fitness space, or additional living area. Outside, a spacious deck overlooks the expansive backyard framed by mature trees—a private setting for summer dinners, gardening, children at play, and four-legged family members. But what makes this home particularly special is everything waiting just beyond the front door. Hillsmere is the kind of neighborhood where children ride their bikes down tree-lined streets, neighbors walk their dogs and stop to talk, and families head to the beach together on summer evenings. It’s Fourth of July bike parades ending at the water, Halloween parades, ice cream socials, beach gatherings, live music, the annual oyster roast, and Santa making his way through the neighborhood during the holidays. Residents enjoy a sandy community beach overlooking the Chesapeake Bay, marina and boat ramps, waterfront pavilions, playgrounds, and community pool, while the trails, dog park, and natural beauty of Quiet Waters Park are practically next door. Eastport, Historic Annapolis, City Dock, restaurants, shopping, and the waterfront are only minutes away. Beautifully updated and wonderfully livable, 104 Groh Lane offers something increasingly difficult to find: a home you’ll love in a neighborhood that still feels like a community.

104 Groh Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$799,000
4 Beds 3 Baths
Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own.

100 Oak Dr, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

$439,990
3 Beds 1 Baths
A CHERISHED FAMILY CLASSIC IN WATERFRONT HILLSMERE ESTATES! This home qualifies for zero downpayment financing through FHA Solar + Loan! 410 Walnut Road presents a rare opportunity in one of Annapolis’s most coveted water-privileged communities. Lovingly maintained by the same family, this home serves as a beautiful foundation for your future memories and personal design touches. Three bedrooms with a traditional layout which include rich hardwood flooring, adding a layer of warmth and timeless style serviced by a central, streamlined full bath. Kitchen includes custom cabinets, inviting living room features large picture window & hardwood floors. Expansive unfinished basement ideal for a future recreation room, premium home gym, personal workshop, or private guest suite +potential is there for adding an additional full bath. HUGE Level, park-like fenced-in yard offering endless space for upscale outdoor living, mature gardens and entertaining. Enjoy unparalleled private neighborhood amenities just steps from your door along the South River and Duvall Creek. A private, sandy community beach with beautiful expansive water views. A crystal-clear community swimming pool. Multiple deep-water community piers and an extensive marina network. Dual neighborhood boat ramps and a dedicated low-profile launch for kayaks and paddleboards. Scenic waterfront picnic pavilions and community playground areas. Experience a serene coastal neighborhood, exceptional lot size, and close proximity to Quiet Waters Park and historic downtown Annapolis. Welcome home!

410 Walnut Dr, Annapolis

Listing courtesy of Taylor Properties. Contact:

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Hillsmere MD Homes For Sale

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