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Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including a unique, spacious 360 sqft roof garden accessed from the third floor bedroom suite and lounge area, this home is perfect for entertaining gatherings large or small. Enjoy the captivating views from almost every room! The brand new beautifully designed and appointed gourmet Kitchen features leathered countertops, stylish backsplash, high end appliances and fabulous butcher block island. A conveniently located main level Bedroom suite with full bath provides flexibility for one level living. The luxurious Primary bedroom suite includes a large adjacent living space with panoramic uninterrupted water views and fireplace. The private balcony is the perfect location to unwind and watch the sunset over the South River and the luxurious primary bath is sure to please with 2 sinks, soaking tub, walk-in shower and large walk-in closet with windows offering natural light. The thoughtful layout and design throughout the home captures both an abundance of natural light and takes advantage of the views, while the open floor plan and gourmet Kitchen makes daily life and entertaining easy. Abundant outdoor living space including the wrap around porch, roof deck and covered balcony along with the backyard creates a private sanctuary within the community. Tucked in on a quiet street just a stroll away from the many community and surrounding amenities including the neighborhood Marina and boat ramp, community pool, community beach with pavilion, playground and picnic area, close proximity to public/private schools, restaurants/shopping and Quiet Waters Park with over 300 acres of beautiful parkland featuring trails winding through forests and grasslands, summer concerts and winter ice skating; year-round activities are always readily available. Additionally, it is conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best. Welcome Home!

5 Beds ⋅ 5 Baths

Absolutely transformed with a recently completed interior remodel this stunning contemporary home boasts panoramic water views across Lake Hillsmere and out to the South River; located in the coveted Hillsmere Shores community. With 5 bedrooms that all provide newly updated private baths, over 4,000 sqft of living space, 9'+ ceilings, freshly renovated first floor office, multiple decks including a unique, spacious 360 sqft roof garden accessed from the third floor bedroom suite and lounge area, this home is perfect for entertaining gatherings large or small. Enjoy the captivating views from almost every room! The brand new beautifully designed and appointed gourmet Kitchen features leathered countertops, stylish backsplash, high end appliances and fabulous butcher block island. A conveniently located main level Bedroom suite with full bath provides flexibility for one level living. The luxurious Primary bedroom suite includes a large adjacent living space with panoramic uninterrupted water views and fireplace. The private balcony is the perfect location to unwind and watch the sunset over the South River and the luxurious primary bath is sure to please with 2 sinks, soaking tub, walk-in shower and large walk-in closet with windows offering natural light. The thoughtful layout and design throughout the home captures both an abundance of natural light and takes advantage of the views, while the open floor plan and gourmet Kitchen makes daily life and entertaining easy. Abundant outdoor living space including the wrap around porch, roof deck and covered balcony along with the backyard creates a private sanctuary within the community. Tucked in on a quiet street just a stroll away from the many community and surrounding amenities including the neighborhood Marina and boat ramp, community pool, community beach with pavilion, playground and picnic area, close proximity to public/private schools, restaurants/shopping and Quiet Waters Park with over 300 acres of beautiful parkland featuring trails winding through forests and grasslands, summer concerts and winter ice skating; year-round activities are always readily available. Additionally, it is conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, D.C. Annapolis living at its best. Welcome Home!

133 Lake View Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Central Properties, LLC,.

$1,306,000

** Rare Mid-Century Modern Waterfront Sanctuary on Bay View Drive ** Welcome to 129 E Bay View Drive, an authentic 1954 mid-century modern masterpiece offering a rare combination of 2,852 square feet of seamless, single-level living and an elite 102 feet of premium shoreline. Perched safely outside the high-risk flood plain, this property delivers a rare blend of elevated peace of mind and significant annual insurance savings not shared by many neighboring waterfront properties. ** The 102 feet of bulkheaded shoreline features a pristine water entry point, perfectly suited for launching kayaks, paddleboards, or rowing shells directly into the scenic waterways. ** Designed for the design purist and luxury downsizer alike, the home flows effortlessly across an expansive one-level footprint. At the heart of the residence is a masterfully restored 1954 kitchen featuring iconic, authentic Geneva steel cabinetry, a celebrated testament to mid-century industrial design. ** In place of a standard garage, the home boasts a spectacular, museum-grade botanical conservatory flooded with natural light from specialized skylights. This architectural feature transforms the traditional parking footprint into a world-class, climate-controlled indoor oasis, perfect for the avid collector, artist, or green thumb. ** Floor-to-ceiling vistas frame the sweeping water views, leading out to a beautifully manicured lot. Positioned perfectly for DC and Northern Virginia professionals seeking a sophisticated weekend retreat, or locals looking to "right-size" without sacrificing premium water access. Complete with floor plans and site surveys ready for your review. Schedule your private tour today. Welcome!

3 Beds ⋅ 3 Baths

** Rare Mid-Century Modern Waterfront Sanctuary on Bay View Drive ** Welcome to 129 E Bay View Drive, an authentic 1954 mid-century modern masterpiece offering a rare combination of 2,852 square feet of seamless, single-level living and an elite 102 feet of premium shoreline. Perched safely outside the high-risk flood plain, this property delivers a rare blend of elevated peace of mind and significant annual insurance savings not shared by many neighboring waterfront properties. ** The 102 feet of bulkheaded shoreline features a pristine water entry point, perfectly suited for launching kayaks, paddleboards, or rowing shells directly into the scenic waterways. ** Designed for the design purist and luxury downsizer alike, the home flows effortlessly across an expansive one-level footprint. At the heart of the residence is a masterfully restored 1954 kitchen featuring iconic, authentic Geneva steel cabinetry, a celebrated testament to mid-century industrial design. ** In place of a standard garage, the home boasts a spectacular, museum-grade botanical conservatory flooded with natural light from specialized skylights. This architectural feature transforms the traditional parking footprint into a world-class, climate-controlled indoor oasis, perfect for the avid collector, artist, or green thumb. ** Floor-to-ceiling vistas frame the sweeping water views, leading out to a beautifully manicured lot. Positioned perfectly for DC and Northern Virginia professionals seeking a sophisticated weekend retreat, or locals looking to "right-size" without sacrificing premium water access. Complete with floor plans and site surveys ready for your review. Schedule your private tour today. Welcome!

129 E Bay View Dr, Annapolis

Listing courtesy of RE/MAX Allegiance. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$1,025,000

Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along picturesque East Bay View Drive with water views, this thoughtfully updated home is just one block from the neighborhood beach with stunning water views, around the corner from the community marina, and a block away from the boat ramp and kayak racks, offering an easy connection to the South River lifestyle. Inside, a welcoming two-story foyer introduces the home’s fresh, elevated feel, highlighted by a remodeled staircase with wrought iron balusters, maple railing and treads, and fresh neutral interior paint throughout. The main level offers an open and airy floor plan with recessed lighting, large picture windows, and a wood-burning fireplace with a white brick surround. The living area flows seamlessly through glass sliding doors to the wraparound covered deck, creating a wonderful setting for outdoor dining, relaxing, entertaining, or simply enjoying the peaceful surroundings. From the main level living area, 180-degree views capture both Duvall Creek and the Chesapeake Bay, offering a rare setting to enjoy beautiful sunrise and sunset views. The spacious kitchen features abundant maple cabinetry, stainless steel appliances, a center island with bar seating, and a walk-in pantry. The main level also includes three bedrooms with new luxury wool carpeting, including a spacious primary suite with multiple closets and a beautiful en suite bath. The stunningly remodeled primary bath features a high-end double vanity, luxurious polished nickel fixtures, elegant medicine cabinets, alabaster sconces, a freestanding soaking tub, an oversized glass-enclosed curbless shower with a rain showerhead, custom niches, a custom double window, and a touchless toilet. The second full hall bathroom has also been recently remodeled and offers designer finishes, a new skylight, and a tub/shower combination. The lower level provides exceptional flexibility with a large second living area featuring new maple hardwood flooring throughout, a new sliding glass door, a coat closet, under-stair storage, a spacious fourth bedroom, and a fully remodeled bathroom with a glass-enclosed shower and designer finishes. A laundry/mudroom with additional storage connects to the oversized two-car garage, which includes a large attached separate storage room or exercise room. Outdoors, the newly fenced backyard with horizontal cedar plank fencing enhances privacy and creates a comfortable space for pets, play, gardening, or entertaining. With refreshed interiors, renovated bathrooms, updated flooring, improved lighting, generous indoor and outdoor living spaces, and a prime Hillsmere Shores location, 124 E Bay View Drive is ready to welcome you home. Hillsmere Shores offers a true Annapolis waterfront lifestyle, ideally located approximately three miles from historic Downtown Annapolis and adjacent to Quiet Waters Park, with a convenient neighborhood entrance located within Hillsmere Shores. The community offers residents access to a private marina with direct South River access, a sandy beach with stunning water views, a community pool, multiple playgrounds, waterfront pavilions, boat ramp, and kayak/dinghy storage. The neighborhood is also close to The Key School, the Eastport-Annapolis Neck Library, Hillsmere Elementary, and all the shops, restaurants, and waterfront charm of Downtown Annapolis.

4 Beds ⋅ 3 Baths

Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along picturesque East Bay View Drive with water views, this thoughtfully updated home is just one block from the neighborhood beach with stunning water views, around the corner from the community marina, and a block away from the boat ramp and kayak racks, offering an easy connection to the South River lifestyle. Inside, a welcoming two-story foyer introduces the home’s fresh, elevated feel, highlighted by a remodeled staircase with wrought iron balusters, maple railing and treads, and fresh neutral interior paint throughout. The main level offers an open and airy floor plan with recessed lighting, large picture windows, and a wood-burning fireplace with a white brick surround. The living area flows seamlessly through glass sliding doors to the wraparound covered deck, creating a wonderful setting for outdoor dining, relaxing, entertaining, or simply enjoying the peaceful surroundings. From the main level living area, 180-degree views capture both Duvall Creek and the Chesapeake Bay, offering a rare setting to enjoy beautiful sunrise and sunset views. The spacious kitchen features abundant maple cabinetry, stainless steel appliances, a center island with bar seating, and a walk-in pantry. The main level also includes three bedrooms with new luxury wool carpeting, including a spacious primary suite with multiple closets and a beautiful en suite bath. The stunningly remodeled primary bath features a high-end double vanity, luxurious polished nickel fixtures, elegant medicine cabinets, alabaster sconces, a freestanding soaking tub, an oversized glass-enclosed curbless shower with a rain showerhead, custom niches, a custom double window, and a touchless toilet. The second full hall bathroom has also been recently remodeled and offers designer finishes, a new skylight, and a tub/shower combination. The lower level provides exceptional flexibility with a large second living area featuring new maple hardwood flooring throughout, a new sliding glass door, a coat closet, under-stair storage, a spacious fourth bedroom, and a fully remodeled bathroom with a glass-enclosed shower and designer finishes. A laundry/mudroom with additional storage connects to the oversized two-car garage, which includes a large attached separate storage room or exercise room. Outdoors, the newly fenced backyard with horizontal cedar plank fencing enhances privacy and creates a comfortable space for pets, play, gardening, or entertaining. With refreshed interiors, renovated bathrooms, updated flooring, improved lighting, generous indoor and outdoor living spaces, and a prime Hillsmere Shores location, 124 E Bay View Drive is ready to welcome you home. Hillsmere Shores offers a true Annapolis waterfront lifestyle, ideally located approximately three miles from historic Downtown Annapolis and adjacent to Quiet Waters Park, with a convenient neighborhood entrance located within Hillsmere Shores. The community offers residents access to a private marina with direct South River access, a sandy beach with stunning water views, a community pool, multiple playgrounds, waterfront pavilions, boat ramp, and kayak/dinghy storage. The neighborhood is also close to The Key School, the Eastport-Annapolis Neck Library, Hillsmere Elementary, and all the shops, restaurants, and waterfront charm of Downtown Annapolis.

124 E Bay View Dr, Annapolis

Listing courtesy of Washington Fine Properties. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$903,500

Welcome to this amazing home in sought after Hillsmere Estates, where you will always have a beautiful water view of the Chesapeake Bay! The owners have spared no expense in maximizing the water view with large sliders to a private deck off of the living room. The large, open kitchen with breakfast bar walks out to the large back deck and private yard with beautiful, mature trees. The primary suite has a nice attached bathroom and access to the deck. Two more bedrooms and a full bath complete the main level. The lower level has a large family room with wood stove, fourth bedroom option, full bathroom, laundry, and a large custom built mudroom. The carport has been converted to a bonus three seasons room perfect for a gym, office, playroom and more! Hillsmere is known for the access to the waterfront with playgrounds, parks, a boat ramp, marina, and community pool (extra fee). This is a special tax district neighborhood where the fees are included in the property taxes and there is a voluntary HOA. Don’t miss this rare opportunity to own a well-appointed property with a beautiful view in a sought-after location. Located only minutes to Downtown Annapolis, Eastport, shopping and dining. Don't miss this one!

4 Beds ⋅ 3 Baths

Welcome to this amazing home in sought after Hillsmere Estates, where you will always have a beautiful water view of the Chesapeake Bay! The owners have spared no expense in maximizing the water view with large sliders to a private deck off of the living room. The large, open kitchen with breakfast bar walks out to the large back deck and private yard with beautiful, mature trees. The primary suite has a nice attached bathroom and access to the deck. Two more bedrooms and a full bath complete the main level. The lower level has a large family room with wood stove, fourth bedroom option, full bathroom, laundry, and a large custom built mudroom. The carport has been converted to a bonus three seasons room perfect for a gym, office, playroom and more! Hillsmere is known for the access to the waterfront with playgrounds, parks, a boat ramp, marina, and community pool (extra fee). This is a special tax district neighborhood where the fees are included in the property taxes and there is a voluntary HOA. Don’t miss this rare opportunity to own a well-appointed property with a beautiful view in a sought-after location. Located only minutes to Downtown Annapolis, Eastport, shopping and dining. Don't miss this one!

102 Green Spring Dr, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: Coldwell Banker Realty.

$895,000

Welcome to 600 Tayman Drive, where timeless Colonial charm meets the easy, coastal lifestyle that defines this sought-after Annapolis waterfront community. From the moment you arrive, the inviting front porch sets the tone — a place for morning coffee, evening wine, and neighbors who still wave as they pass by. Inside, the home opens effortlessly with a bright, flowing floor plan anchored by rich wood floors and a kitchen designed for real life — complete with stainless steel appliances and seamless connection to everyday living and entertaining spaces. Upstairs, every bedroom is thoughtfully placed on the second level, including a spacious primary suite that feels like a true retreat, featuring a tray ceiling and an updated spa-inspired bath that brings a sense of calm at the end of the day. Step outside to a private back deck perfect for grilling, gathering, or simply unwinding, while the low-maintenance yard still offers room for play, pets, or a future outdoor vision. And in a community where parking can be a premium, the attached garage is a rare and valuable bonus. The full unfinished basement offers incredible upside — a blank canvas ready to become whatever you need next: home gym, media room, guest suite, or additional living space. But what truly sets this home apart is the lifestyle. Just a short walk away, Hillsmere residents enjoy one of the largest private community beaches on the Chesapeake Bay, along with a marina, boat ramps, pool, playgrounds, and year-round neighborhood events. Here, days are spent on the water, evenings bring unforgettable sunsets over the South River, and weekends feel like a permanent vacation. All of this, just minutes from downtown Historic Annapolis, with its restaurants, shops, and waterfront charm. If you’ve been waiting for the right home in Hillsmere — don’t blink.

4 Beds ⋅ 3 Baths

Welcome to 600 Tayman Drive, where timeless Colonial charm meets the easy, coastal lifestyle that defines this sought-after Annapolis waterfront community. From the moment you arrive, the inviting front porch sets the tone — a place for morning coffee, evening wine, and neighbors who still wave as they pass by. Inside, the home opens effortlessly with a bright, flowing floor plan anchored by rich wood floors and a kitchen designed for real life — complete with stainless steel appliances and seamless connection to everyday living and entertaining spaces. Upstairs, every bedroom is thoughtfully placed on the second level, including a spacious primary suite that feels like a true retreat, featuring a tray ceiling and an updated spa-inspired bath that brings a sense of calm at the end of the day. Step outside to a private back deck perfect for grilling, gathering, or simply unwinding, while the low-maintenance yard still offers room for play, pets, or a future outdoor vision. And in a community where parking can be a premium, the attached garage is a rare and valuable bonus. The full unfinished basement offers incredible upside — a blank canvas ready to become whatever you need next: home gym, media room, guest suite, or additional living space. But what truly sets this home apart is the lifestyle. Just a short walk away, Hillsmere residents enjoy one of the largest private community beaches on the Chesapeake Bay, along with a marina, boat ramps, pool, playgrounds, and year-round neighborhood events. Here, days are spent on the water, evenings bring unforgettable sunsets over the South River, and weekends feel like a permanent vacation. All of this, just minutes from downtown Historic Annapolis, with its restaurants, shops, and waterfront charm. If you’ve been waiting for the right home in Hillsmere — don’t blink.

600 Tayman Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$890,000

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.

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:

Selling Office: RE/MAX Distinctive Real Estate, Inc..

$832,500

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 ***

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:

Selling Office: EXP Realty, LLC.

$800,000

520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positioned in the heart of one of Annapolis’ most loved waterfront communities, this home delivers the lifestyle that keeps people here for years: private beaches, marina access, boat ramps, a community pool, playgrounds, and effortless access to the South River and Chesapeake Bay. From the moment you arrive, the home feels polished, intentional, and completely move-in ready. This isn’t a cosmetic refresh — this home has been extensively renovated with permits and thoughtfully updated throughout, delivering the confidence and peace of mind buyers want. The work is already done with updated systems, quality finishes, and a level of care that is difficult to replicate. Inside, light-filled spaces and a flowing layout create the kind of everyday comfort buyers are searching for, anchored by a beautifully designed kitchen that opens seamlessly into generous living and gathering spaces built for both entertaining and real life. Step outside and the experience only gets better with a brand-new paver patio creating the perfect setting for summer gatherings, morning coffee, or evenings under the stars. The huge fully fenced backyard offers exceptional space and privacy, while the detached shed adds valuable storage and flexibility. And then there is Hillsmere itself — where life truly revolves around the water. Residents enjoy neighborhood traditions and waterfront gatherings throughout the year, from the annual Fourth of July bike parade to beach picnics and community events that bring neighbors together. The community beach features a playground overlooking the water, and many consider Hillsmere to offer one of the most desirable beach and pool lifestyles in Annapolis. This is more than a move-in ready home — it is a chance to become part of a community people fall in love with and rarely want to leave.

4 Beds ⋅ 3 Baths

520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positioned in the heart of one of Annapolis’ most loved waterfront communities, this home delivers the lifestyle that keeps people here for years: private beaches, marina access, boat ramps, a community pool, playgrounds, and effortless access to the South River and Chesapeake Bay. From the moment you arrive, the home feels polished, intentional, and completely move-in ready. This isn’t a cosmetic refresh — this home has been extensively renovated with permits and thoughtfully updated throughout, delivering the confidence and peace of mind buyers want. The work is already done with updated systems, quality finishes, and a level of care that is difficult to replicate. Inside, light-filled spaces and a flowing layout create the kind of everyday comfort buyers are searching for, anchored by a beautifully designed kitchen that opens seamlessly into generous living and gathering spaces built for both entertaining and real life. Step outside and the experience only gets better with a brand-new paver patio creating the perfect setting for summer gatherings, morning coffee, or evenings under the stars. The huge fully fenced backyard offers exceptional space and privacy, while the detached shed adds valuable storage and flexibility. And then there is Hillsmere itself — where life truly revolves around the water. Residents enjoy neighborhood traditions and waterfront gatherings throughout the year, from the annual Fourth of July bike parade to beach picnics and community events that bring neighbors together. The community beach features a playground overlooking the water, and many consider Hillsmere to offer one of the most desirable beach and pool lifestyles in Annapolis. This is more than a move-in ready home — it is a chance to become part of a community people fall in love with and rarely want to leave.

520 Harbor Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Non Subscribing Office.

$800,000

Life in Hillsmere revolves around the water — the Chesapeake Bay, the South River, and a lifestyle that most people only experience on vacation. Welcome to 298 Edgemere Drive, located in one of Annapolis’ most beloved waterfront communities, where the rhythm of everyday life is shaped by fresh air, sunset skies, and a neighborhood designed for living well. Hillsmere Shores offers an extraordinary collection of amenities rarely found in a private community. Residents enjoy access to one of the largest private beaches on the South River, where sandy shoreline, panoramic water views, and unforgettable sunsets become part of your daily routine. Just moments away, the marina and community boat ramp provide effortless access — making boating, sailing, fishing, jet skis, and paddleboarding feel like second nature. The lifestyle continues on land with a community pool, playgrounds, kayak storage, volleyball court, and vibrant neighborhood events that bring neighbors together all year long. It’s the kind of place where weekends are spent at the beach, kids ride bikes until sunset, and neighbors quickly become lifelong friends. Within this exceptional setting, is a fantastic property, offering five bedrooms, three full baths, and more than 2,600 square feet of living space — a size and layout that is increasingly rare in this coveted waterfront community. Inside, the home offers bright, welcoming living spaces designed for both everyday comfort and entertaining. Multiple living areas provide flexibility for modern lifestyles — whether hosting friends after a day on the water, creating private work-from-home space, or comfortably accommodating guests and family. But what truly sets this home apart is the lifestyle that surrounds it. Morning walks along the Bay. Launching the boat on the South River. Summer afternoons at the community beach. Evenings watching the sun melt into the Chesapeake. All of it just minutes from Historic Downtown Annapolis, world-class sailing, marinas, waterfront restaurants, and the charm of Maryland’s capital city. Homes offering this amount of space, flexibility, and access to the Hillsmere waterfront lifestyle rarely come to market. 298 Edgemere Drive is more than a home — it’s an invitation to live the Chesapeake Bay life Annapolis is famous for.

5 Beds ⋅ 3 Baths

Life in Hillsmere revolves around the water — the Chesapeake Bay, the South River, and a lifestyle that most people only experience on vacation. Welcome to 298 Edgemere Drive, located in one of Annapolis’ most beloved waterfront communities, where the rhythm of everyday life is shaped by fresh air, sunset skies, and a neighborhood designed for living well. Hillsmere Shores offers an extraordinary collection of amenities rarely found in a private community. Residents enjoy access to one of the largest private beaches on the South River, where sandy shoreline, panoramic water views, and unforgettable sunsets become part of your daily routine. Just moments away, the marina and community boat ramp provide effortless access — making boating, sailing, fishing, jet skis, and paddleboarding feel like second nature. The lifestyle continues on land with a community pool, playgrounds, kayak storage, volleyball court, and vibrant neighborhood events that bring neighbors together all year long. It’s the kind of place where weekends are spent at the beach, kids ride bikes until sunset, and neighbors quickly become lifelong friends. Within this exceptional setting, is a fantastic property, offering five bedrooms, three full baths, and more than 2,600 square feet of living space — a size and layout that is increasingly rare in this coveted waterfront community. Inside, the home offers bright, welcoming living spaces designed for both everyday comfort and entertaining. Multiple living areas provide flexibility for modern lifestyles — whether hosting friends after a day on the water, creating private work-from-home space, or comfortably accommodating guests and family. But what truly sets this home apart is the lifestyle that surrounds it. Morning walks along the Bay. Launching the boat on the South River. Summer afternoons at the community beach. Evenings watching the sun melt into the Chesapeake. All of it just minutes from Historic Downtown Annapolis, world-class sailing, marinas, waterfront restaurants, and the charm of Maryland’s capital city. Homes offering this amount of space, flexibility, and access to the Hillsmere waterfront lifestyle rarely come to market. 298 Edgemere Drive is more than a home — it’s an invitation to live the Chesapeake Bay life Annapolis is famous for.

298 Edgemere Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Cummings & Co Realtors.

$785,000

YES, YOU CAN HAVE IT ALL. Completely remodeled from top to bottom in one of the most sought-after neighborhoods around—this one checks ALL the boxes. The kitchen, the great room… this is the hub. The heart of the home. And the best part? You’re not dreaming about what it could be—the work is already done. Big island, open flow—everyone ends up here. Whether you’re cooking, hanging out, or just catching up at the end of the day, it’s easy, comfortable, and it works. And it flows right out to the deck—so your living space doesn’t stop at the back door. And then… the yard. Over 1/3 acre of flat, usable space—which in Hillsmere is a big deal. This isn’t a “look at it from the window” yard. This is a run around, roam around, throw a ball, set up a fire pit, bring all the toys (for kids and adults) kind of yard. The kind you actually use. There is plenty of storage space to store all those toys in your extra deep one car garage which is an added bonus. Back inside—everything’s been done. Hardwood floors throughout the upper level, freshly painted, and ready for you. Kitchen, baths, finishes—clean, updated, and done right. No projects. No guesswork. Just move in and start living. Upstairs offers three bedrooms and 1.5 baths. Downstairs? A private primary suite with a full bath, plus additional living space that flexes however you need it—guests, office, gym, or all three. And then there’s the lifestyle that makes Hillsmere what it is… Just a few blocks in any direction takes you to the best of Hillsmere—the beach, marina, boat launch, pool, playground, pavilion… and right across from Key School. Your Morning walks by the water, spontaneous sunset plans, weekends that don’t need planning—YES, YOU CAN HAVE IT ALL.

4 Beds ⋅ 3 Baths

YES, YOU CAN HAVE IT ALL. Completely remodeled from top to bottom in one of the most sought-after neighborhoods around—this one checks ALL the boxes. The kitchen, the great room… this is the hub. The heart of the home. And the best part? You’re not dreaming about what it could be—the work is already done. Big island, open flow—everyone ends up here. Whether you’re cooking, hanging out, or just catching up at the end of the day, it’s easy, comfortable, and it works. And it flows right out to the deck—so your living space doesn’t stop at the back door. And then… the yard. Over 1/3 acre of flat, usable space—which in Hillsmere is a big deal. This isn’t a “look at it from the window” yard. This is a run around, roam around, throw a ball, set up a fire pit, bring all the toys (for kids and adults) kind of yard. The kind you actually use. There is plenty of storage space to store all those toys in your extra deep one car garage which is an added bonus. Back inside—everything’s been done. Hardwood floors throughout the upper level, freshly painted, and ready for you. Kitchen, baths, finishes—clean, updated, and done right. No projects. No guesswork. Just move in and start living. Upstairs offers three bedrooms and 1.5 baths. Downstairs? A private primary suite with a full bath, plus additional living space that flexes however you need it—guests, office, gym, or all three. And then there’s the lifestyle that makes Hillsmere what it is… Just a few blocks in any direction takes you to the best of Hillsmere—the beach, marina, boat launch, pool, playground, pavilion… and right across from Key School. Your Morning walks by the water, spontaneous sunset plans, weekends that don’t need planning—YES, YOU CAN HAVE IT ALL.

101 Huse Dr, Annapolis

Listing courtesy of RE/MAX One. Contact:

Selling Office: Coldwell Banker Realty.

$780,000

Welcome to 107 Lake View Drive — a stunning, fully renovated retreat tucked inside one of Annapolis's most coveted waterfront neighborhoods. Nestled in the heart of Hillsmere Shores, just steps from the Chesapeake Bay near the mouth of the South River, this 4-bedroom, 3.5-bath home is a rare opportunity to live the quintessential bay lifestyle! The open layout immediately draws you in — a spacious bump-out family room, beautifully updated kitchen, and natural light throughout. Step outside to a private fenced backyard perfect for entertaining or unwinding after a day on the water. Updated top to bottom: brand new HVAC, electrical, and plumbing. Nothing overlooked. Truly move-in ready. Blocks from a private beach, marina, boat slips, community pool, and playground. Minutes from downtown Annapolis, Quiet Waters Park, and Key School. Whether you're planting roots or chasing that Chesapeake dream — 107 Lake View Drive is ready for you!

4 Beds ⋅ 4 Baths

Welcome to 107 Lake View Drive — a stunning, fully renovated retreat tucked inside one of Annapolis's most coveted waterfront neighborhoods. Nestled in the heart of Hillsmere Shores, just steps from the Chesapeake Bay near the mouth of the South River, this 4-bedroom, 3.5-bath home is a rare opportunity to live the quintessential bay lifestyle! The open layout immediately draws you in — a spacious bump-out family room, beautifully updated kitchen, and natural light throughout. Step outside to a private fenced backyard perfect for entertaining or unwinding after a day on the water. Updated top to bottom: brand new HVAC, electrical, and plumbing. Nothing overlooked. Truly move-in ready. Blocks from a private beach, marina, boat slips, community pool, and playground. Minutes from downtown Annapolis, Quiet Waters Park, and Key School. Whether you're planting roots or chasing that Chesapeake dream — 107 Lake View Drive is ready for you!

107 Lake View Dr, Annapolis

Listing courtesy of Jason Mitchell Group. Contact:

Selling Office: Non Subscribing Office.

$700,000

Turn-key and beautifully appointed, this 5-bedroom, 3 full bath home sits on a generous 0.27-acre lot in the highly sought-after Hillsmere Estates community. A long driveway offers ample parking and leads to a spacious 2-car garage. The main level features a warm and inviting family room with a wood-burning stove and a dining room with hardwood floors. The gourmet kitchen is a standout, complete with granite countertops, GE Monogram appliances, gas cooktop with hood and heat lamps, wall oven with warming drawer, and a center island with sink—all seamlessly flowing into a bright sunroom. From there, step out onto the custom, maintenance-free Trex deck overlooking the expansive backyard—perfect for entertaining. Enjoy luxury touches throughout, including Pella windows, heated floors in the kitchen and baths, and skylights with electric open/close and shades. The upper level offers four bedrooms and three full baths, including a spacious primary suite with walk-in closet and ensuite bath with jetted tub. The cozy lower level includes a family room with electric stove, brand-new LVP flooring, a 5th bedroom, laundry room, and has been fully waterproofed for peace of mind. Additional highlights include a 4-year-old roof, oversized gutters with guards, and a charming front walkway with a koi pond and waterfall (koi fish convey). 5 minute walk to Hillsmere Elementary and a 3 minute drive to Key School. Located in amenity-rich Hillsmere Estates—featuring a community pool, beach, boat ramp, volleyball court, frisbee golf, pavilion, and more—plus adjacent access to Quiet Waters Park. This home offers the perfect blend of comfort, upgrades, and lifestyle.

5 Beds ⋅ 3 Baths

Turn-key and beautifully appointed, this 5-bedroom, 3 full bath home sits on a generous 0.27-acre lot in the highly sought-after Hillsmere Estates community. A long driveway offers ample parking and leads to a spacious 2-car garage. The main level features a warm and inviting family room with a wood-burning stove and a dining room with hardwood floors. The gourmet kitchen is a standout, complete with granite countertops, GE Monogram appliances, gas cooktop with hood and heat lamps, wall oven with warming drawer, and a center island with sink—all seamlessly flowing into a bright sunroom. From there, step out onto the custom, maintenance-free Trex deck overlooking the expansive backyard—perfect for entertaining. Enjoy luxury touches throughout, including Pella windows, heated floors in the kitchen and baths, and skylights with electric open/close and shades. The upper level offers four bedrooms and three full baths, including a spacious primary suite with walk-in closet and ensuite bath with jetted tub. The cozy lower level includes a family room with electric stove, brand-new LVP flooring, a 5th bedroom, laundry room, and has been fully waterproofed for peace of mind. Additional highlights include a 4-year-old roof, oversized gutters with guards, and a charming front walkway with a koi pond and waterfall (koi fish convey). 5 minute walk to Hillsmere Elementary and a 3 minute drive to Key School. Located in amenity-rich Hillsmere Estates—featuring a community pool, beach, boat ramp, volleyball court, frisbee golf, pavilion, and more—plus adjacent access to Quiet Waters Park. This home offers the perfect blend of comfort, upgrades, and lifestyle.

326 Cedar Ln, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

Selling Office: Compass.

$645,000

New price! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living spaces designed for everyday living and entertaining alike. Step outside to enjoy the screened porch overlooking a fully fenced backyard, complete with a large storage shed and plenty of room for pets, play, gardening, or gatherings with family and friends. A spacious driveway provides abundant off-street parking for multiple vehicles, boats, or trailers. Living in Hillsmere Shores means much more than owning a home—it’s a lifestyle. Residents enjoy access to a private marina with South River access, a community pool (additional membership), sandy beach, waterfront pavilions, playgrounds, kayak launches, and boat ramps. The neighborhood is also adjacent to Quiet Waters Park and just minutes from downtown Annapolis, shopping, dining, and commuter routes. Whether you're looking for your first home, your forever home, or the perfect place to enjoy Annapolis waterfront living, 108 Maple Drive offers an incredible opportunity.

3 Beds ⋅ 3 Baths

New price! Welcome to 108 Maple Drive, a beautifully updated rancher in the sought-after waterfront community of Hillsmere Shores. Renovated throughout in 2016, this move-in ready home offers 3 bedrooms, 3 full baths, and the convenience of single-level living in one of Annapolis' most beloved neighborhoods. Inside, you'll find updated finishes, an inviting floor plan, and comfortable living spaces designed for everyday living and entertaining alike. Step outside to enjoy the screened porch overlooking a fully fenced backyard, complete with a large storage shed and plenty of room for pets, play, gardening, or gatherings with family and friends. A spacious driveway provides abundant off-street parking for multiple vehicles, boats, or trailers. Living in Hillsmere Shores means much more than owning a home—it’s a lifestyle. Residents enjoy access to a private marina with South River access, a community pool (additional membership), sandy beach, waterfront pavilions, playgrounds, kayak launches, and boat ramps. The neighborhood is also adjacent to Quiet Waters Park and just minutes from downtown Annapolis, shopping, dining, and commuter routes. Whether you're looking for your first home, your forever home, or the perfect place to enjoy Annapolis waterfront living, 108 Maple Drive offers an incredible opportunity.

108 Maple Dr, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: Compass.

$600,000

Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and living areas—perfect for everyday living and entertaining. Just off the living room, enjoy an enclosed deck that adds extra flexible space and a great place to relax or entertain. This level also includes three spacious bedrooms and an updated full bathroom. Downstairs, the home continues to impress with tiled flooring throughout, heated floors, and a large primary suite with a private full bathroom, plus walkout access to an enclosed patio featuring a heated exercise pool or hot tub. Outside, the property offers a large cleared lot with beautiful landscaping, an irrigation system, and a shed for additional storage. Hillsmere Shores is known for its exceptional community amenities including a marina, multiple boat ramps and kayak launches, a beach, playground, and access to Quiet Waters Park, with the Key School conveniently located right across the street. An electric vehicle charger is also included, adding even more value and convenience—this move-in ready home is a rare opportunity to enjoy a renovated property and an unmatched Annapolis lifestyle.

4 Beds ⋅ 2 Baths

Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and living areas—perfect for everyday living and entertaining. Just off the living room, enjoy an enclosed deck that adds extra flexible space and a great place to relax or entertain. This level also includes three spacious bedrooms and an updated full bathroom. Downstairs, the home continues to impress with tiled flooring throughout, heated floors, and a large primary suite with a private full bathroom, plus walkout access to an enclosed patio featuring a heated exercise pool or hot tub. Outside, the property offers a large cleared lot with beautiful landscaping, an irrigation system, and a shed for additional storage. Hillsmere Shores is known for its exceptional community amenities including a marina, multiple boat ramps and kayak launches, a beach, playground, and access to Quiet Waters Park, with the Key School conveniently located right across the street. An electric vehicle charger is also included, adding even more value and convenience—this move-in ready home is a rare opportunity to enjoy a renovated property and an unmatched Annapolis lifestyle.

100 Carroll Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

Selling Office: Unrepresented.

$505,000

This 4-bedroom, 2.5-bath detached Colonial in Hillsmere Estates offers a spacious three-level layout with an eat-in kitchen, family room, sunroom, fenced backyard, and partially finished walkout lower level. Additional features include a primary suite with a private bath and sitting area, a wood-burning fireplace, hardwood flooring, an asphalt driveway, and access to community beaches, picnic areas, a playground, boat ramp, and marina.

4 Beds ⋅ 3 Baths

This 4-bedroom, 2.5-bath detached Colonial in Hillsmere Estates offers a spacious three-level layout with an eat-in kitchen, family room, sunroom, fenced backyard, and partially finished walkout lower level. Additional features include a primary suite with a private bath and sitting area, a wood-burning fireplace, hardwood flooring, an asphalt driveway, and access to community beaches, picnic areas, a playground, boat ramp, and marina.

318 Beach Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$498,000

Located in the highly desirable Hillsmere Shores community, 102 Oak Drive offers a comfortable lifestyle in one of Annapolis’ most well-established neighborhoods. Conveniently located just minutes from downtown Annapolis, the U.S. Naval Academy, and major commuter routes, this home provides easy access to shopping, dining, and everyday essentials. Residents of Hillsmere Shores also enjoy easy access to Quiet Waters Park, with miles of scenic walking and biking trails, dog parks, playgrounds, and year-round outdoor recreation. Inside, the home is filled with natural light, creating bright and inviting living spaces. Designed for both everyday living and entertaining, the layout offers flexibility to suit a variety of needs. The finished family room provides direct access to the backyard, where thoughtfully designed hardscaping with extensive brickwork creates multiple areas for outdoor dining, grilling, and gathering. A hot tub adds to the appeal, offering a perfect spot to relax and unwind. With its great neighborhood setting and convenient location, 102 Oak Drive presents an excellent opportunity to enjoy all that Annapolis has to offer.

2 Beds

Located in the highly desirable Hillsmere Shores community, 102 Oak Drive offers a comfortable lifestyle in one of Annapolis’ most well-established neighborhoods. Conveniently located just minutes from downtown Annapolis, the U.S. Naval Academy, and major commuter routes, this home provides easy access to shopping, dining, and everyday essentials. Residents of Hillsmere Shores also enjoy easy access to Quiet Waters Park, with miles of scenic walking and biking trails, dog parks, playgrounds, and year-round outdoor recreation. Inside, the home is filled with natural light, creating bright and inviting living spaces. Designed for both everyday living and entertaining, the layout offers flexibility to suit a variety of needs. The finished family room provides direct access to the backyard, where thoughtfully designed hardscaping with extensive brickwork creates multiple areas for outdoor dining, grilling, and gathering. A hot tub adds to the appeal, offering a perfect spot to relax and unwind. With its great neighborhood setting and convenient location, 102 Oak Drive presents an excellent opportunity to enjoy all that Annapolis has to offer.

102 Oak Dr, Annapolis

Listing courtesy of Samson Properties. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$400,000

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!

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:

Selling Office: Keller Williams Legacy.

$312,000

Estate sale - 2 bed 1 bath - needs work

2 Beds ⋅ 2 Baths

Estate sale - 2 bed 1 bath - needs work

508 Beach Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact:

Selling Office: Unrepresented.

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