364 houses for sale in Hillsmere Shores

A cherished family classic in waterfront hillsmere shores! Available for the first time, 410 Walnut Road presents a rare opportunity in one of Annapoliss 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 for adding an additional bath Level, park-like yard offering endless space for upscale outdoor living, mature gardens, or future home extensions. Enjoy unparalleled private neighborhood amenities just steps from your door along the South River and Duvall C

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 un

Yes, you can have it all. Completely remodeled from top to bottom in one of the most sought-after neighborhoods aroundthis one checks ALL the boxes. The kitchen, the great room this is the hub. The heart of the home. And the best part? Youre not dreaming about what it could bethe work is already done. Big island, open floweveryone ends up here. Whether youre cooking, hanging out, or just catching up at the end of the day, its easy, comfortable, and it works. And it flows right out to the deckso your living space doesnt stop at the back door. And then the yard. Over 1/3 acre of flat, usable spacewhich in Hillsmere is a big deal. This isnt 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 insideeverythings been done. Hardwood floors thr

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Prepare to fall in love with this totally renovated gem! A complete and tasteful remodel has just been completed for the lucky new owners. Stunning LPV flooring, a beautiful gourmet kitchen with granite counters and new Stainless Steel Appliances, a fully remodeled bath and great details like new contemporary closet doors await the new owners. The exterior has been refreshed for great curb appeal with the same attention to detail as the interior from new house numbers to planted window boxes to a charming new mailbox and freshly painted retaining wall. Walk into the warm and welcoming sunroom which leads to the open floor plan living room and dining room. The expansive rear deck and huge fenced yard are perfect for outdoor activities and entertaining. The unfinished lower level provides storage and room for future expansion. Add the off street parking and you have everything you need at a great price!

Tucked among mature trees in the sought-after community of Annapolis Roads, this beautifully updated home offers the perfect blend of privacy, modern upgrades, and timeless charm. Set on a picturesque wooded lot, the property welcomes you with a massive wraparound porchan ideal place to enjoy your morning coffee, entertain guests, or unwind while taking in the peaceful views of the surrounding trees. Inside, a dramatic two-story foyer with soaring 30-foot ceilings and a stunning staircase creates an unforgettable first impression. Gleaming hardwood floors flow throughout the main level, complemented by thoughtful updates and designer finishes that make this home truly move-in ready. The spacious main level offers excellent flow for both everyday living and entertaining. Large windows fill the home with natural light while showcasing the beautiful wooded setting. The oversized family room and gathering spaces create a warm and inviting atmosphere for family and friends. Upstairs, the ex

Standing proudly along the South River, just minutes from downtown Annapolis and the open waters of the Chesapeake Bay, this custom-built 2015 shingle-style residence captures the essence of refined waterfront living with a seamless balance of elegance, comfort, and connection to the outdoors. Thoughtfully designed and bathed in natural light, the home is positioned to take full advantage of its spectacular, ever-changing views, while an energy-efficient geothermal system provides exceptional year-round comfort and sustainability. The main level is anchored by a beautifully appointed primary suite, offering a private retreat with a custom-designed closet and a spa-inspired bath. A soaking tub perfectly positioned to overlook the pool and waterfront creates a serene daily ritual, complemented by a walk-in shower and refined finishes throughout. The living spaces flow effortlessly from the kitchen to the dining area and living room, creating an inviting setting for both intimate gatherin

Waterfront Views. Annapolis Roads Community! Amazing brand new water view home in a desirable annapolis, md location! This stunning 6 bedroom, 3 full bathroom residence offers multigenerational living plus all the amenities of Annapolis Roads. Ask about the lock and leave lifestyle. 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. Special features include Special financing 2u002F1u002Fbuydown at 4.5 % Included two year lawn maintenance 9-foot ceilings and LVP hardwood floors throughout Gourmet kitchen with stainless steel appliances, 42-inch white maple cabinets, large island and quartz countertops A spacious great room centers around an inviting fireplace Formal dining room, living room Main level 6th bedroomu002Fdenu002Foffice option, full bathroom Conveniently located laundry room near the garage entrance 6 bedrooms and 3 full bathrooms Expansive primary suite with a bonus room perfect

Welcome to this beautifully maintained custom built Tudor Style home! With a primary suite and full bath on the main level and another primary suite with full bath on the upper level, this home is perfect for multi-generational living! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 bedroom and 1.5 bath; and the lower level has another full bath and several areas to make 2-3 additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The laundry is located on the main level in the mudroom off of the garage so you don't need to go to the basement to do laundry. Situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! The backyard is fully fenced in and

Tucked away in a peaceful cul-de-sac, this beautiful home offers the perfect blend of comfort, style, and convenience in one of the most desirable neighborhoods around. Step inside to find fresh, neutral paint throughout that gives the entire home a bright, modern feel. The heart of the home is the stunning updated kitchen featuring elegant Silestone counters, stainless steel appliances, and a generous island with seatingideal for casual meals, entertaining, or morning coffee. Versatility shines with a main-level bedroom that easily transforms into a private den, home office, or guest suite. Upstairs, two additional bedrooms await, highlighted by a spacious primary suite complete with its own en-suite bathroom. Best of all, enjoy resort-style living with community amenities including a sparkling pool and clubhouse. Just minutes from downtown dining, shopping, and entertainmentthis home truly has it all. Move-in ready and waiting for you!

Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting privacy. Thoughtfully and tastefully updated to reflect modern styles, every detail of this residence exudes sophistication, from its open floor plan to its refined finishes and light-filled interiors. The main level showcases a stunning great room with fireplace, a chefs kitchen designed for culinary excellence with a quartz-topped island, custom cabinetry, generous eat-in space, a powder room, and a beautifully designed custom bar area perfect for entertaining. Upstairs, the lavish primary suite is a true retreat with a spa-inspired bath featuring a large shower and soaking tub, dual vanities, and two expansive custom walk-in closets. Three additional bedrooms and two full baths complete the level. The finished lower level offers a private guest suite with full bath and an expansive recreation space ideal for gathering

PRICE DROPPED TO SELL, seller is moving away and just wants the home sold. Property appraised for $1,097,000 January 2026 so this is a great chance to walk into equity! Buyer may keep all furnishings if desired, all items in garage will be removed prior to sale. Welcome to 3249 Arundel on the Bay Road — where coastal charm meets timeless character in one of Annapolis’ most sought-after waterfront communities. Nestled in the heart of Arundel on the Bay, this beautifully positioned home offers the rare opportunity to enjoy true Chesapeake Bay living with a blend of tranquility, charm, and convenience. Surrounded by water and embraced by a tight-knit community known for its private beaches, boat ramps, and breathtaking sunsets, this property delivers a lifestyle—not just a home. Step inside to discover a residence filled with natural light, warm finishes, and an inviting layout designed for both everyday living and effortless entertaining. The home features spacious living areas, well-app

Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community! No hoa! With a primary suite and full bath on the main level and another primary suite with full bath on the upper level, this home is perfect for multi-generational living and accessibility! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 bedroom and 1.5 bath; and the lower level has another full bath and several areas to make 2-3 additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The laundry is located on the main level in the mudroom off of the garage so you don't need to go to the basement to do laundry. Situated on almost a half of acre and only 2 blocks

Major price reduction! Beautifully updated by the current owners, this move-in ready home offers a fresh, modern feel with stylish finishes throughout and a rare opportunity to own in Annapolis at this price point, just minutes from Eastport, Downtown Annapolis, and Quiet Waters Park. Boasting over 2,000 square feet, the spacious floor plan features a large living area, separate dining space, expansive kitchen, and walk-out deck perfect for entertaining. Upstairs offers two generously sized bedrooms, including a spacious primary suite. The beautifully finished lower level provides flexible living space with the potential for a third bedroom, home office, or guest suite. Ideally located near waterfront dining, shopping, marinas, and scenic trails, this home combines modern updates, exceptional value, and one of Annapolis most convenient locations. Whether youre looking for a primary residence, weekend retreat, or investment opportunity, this is Annapolis living at an increasingly hard-t

Welcome to 953 Windwhisper Lane in the desirable Mariners Point community of Annapolis. This beautifully updated single-level duplex offers easy living with 2 bedrooms, 2 full baths, vaulted ceilings, and a bright open layout filled with natural light. Bamboo flooring runs throughout the home with no carpet, and the spacious family room features a wood-burning stacked stone fireplace and soaring ceilings for a warm yet airy feel. The updated kitchen and baths make this home truly move-in ready, while the primary suite offers the convenience of main-level living with vaulted ceilings and a private bath. Outside, enjoy beautifully maintained landscaping, a custom built stone fire-pit perfect, a freshly painted deck, charming shed, and a private fenced backyard designed for relaxing and entertaining. Roof 2021 HVAC/Heat pump 2023 Hot Water Heater 2022 New Gutters 2022 Mariners Point residents enjoy a community pool and clubhouse, all just minutes from Quiet Waters Park, Thomas Point Park,

Move-in ready and filled with thoughtful updates, this beautifully maintained 4-bedroom, 2 full and 2 half bath home offers stylish finishes, functional living space, and a private outdoor retreat. The renovated kitchen (2025) showcases modern finishes, including a stylish tile backsplash, recessed lighting, and updated fixtures, spacious island with ample cabinet space making it the heart of the home. The thoughtfully designed main level features a spacious living room, dining room, and family room with a firebox with blower and chimney liner (2025), creating an ideal layout for both everyday living and entertaining. The convenient main-level laundry room adds to the home's practicality. Upstairs, you'll find three generously sized bedrooms and two full bathrooms, including a comfortable primary suite. The finished lower level expands the living space with a fourth bedroom, a half bath, and a dedicated gym, offering flexibility for guests, a home office, or fitness enthusiasts. Additi

Tucked along the protected waters of Ramsgate Harbor with direct access through the canal to the South River and the Chesapeake Bay beyond, this exceptional waterfront retreat captures the essence of relaxed coastal living. Set on beautifully landscaped grounds with approximately 100 feet of waterfrontage, the property is designed to embrace the outdoors at every turn, from the heated saltwater pool and expansive waterside entertaining areas to the private pier ready for boating adventures and sunset cruises. The main level is thoughtfully arranged for both everyday comfort and effortless entertaining. A well-appointed galley kitchen with high-end appliances flows seamlessly into the adjacent family room with fireplace, while the expansive living and dining areas open directly to the covered waterside deck, creating a seamless indoor-outdoor connection overlooking the pool and tranquil harbor views. Whether hosting summer gatherings or enjoying a quiet morning coffee with the breeze of

This spacious and well-maintained townhouse offers comfortable living in a highly desirable Annapolis location. The main level features a welcoming living room centered around a classic wood-burning fireplace, creating a warm focal point and cozy atmosphere, while the French doors provide access to the backyard, allowing natural light to fill the space while offering an easy transition to outdoor living. A dedicated dining area sits adjacent to the living room, creating an ideal layout for gatherings both casual and formal. The fully equipped kitchen includes all major appliances, generous cabinet and counter space, and all major appliances. The main level also includes a convenient powder room and an oversized storage closet. Upstairs, two generously sized bedrooms each include updated carpeting, ceiling fans and their own private full bathroom, offering a comfortable and flexible layout. The primary bedroom also features an oversized walk-in closet. The convenient upper-level laundry

Stop searching and start living the Annapolis dream. Unit #C at 1233 Gemini Drive offers the perfect'lock-and-leave' sanctuary for the busy professional or the weekend adventurer. This isn't just a condo; its your home base for everything the Chesapeake Bay lifestyle has to offer. Bathed in natural light, this thoughtfully designed layout maximizes every square inch. Whether youre hosting a pre-game social before a Navy Navy-Marine Corps Memorial Stadium event or prepping a meal in the updated kitchen, the flow is effortless. Why Youll Love It: Prime Location: Less than 10 minutes to the U. S. Naval Academy and the historic cobblestone streets of Downtown Annapolis. Commuters Dream: Instant access to Hwy 50 and I-97, making your trek to D. C. or Baltimore a breeze. Turn-Key Ready: Low-maintenance living with updated bathroom and hvac Outdoor Access: Minutes from Quiet Waters Park and the best waterfront dining in Eastport. If you want the Annapolis zip code without the historic-home he

Significant Price Improvement! A rare opportunity! Priced to sell, won't last long. Welcome to this beautifully maintained 5 bed, 4.5 bath, colonial home situated on almost a half of acre and only 2 blocks to the Chesapeake Bay where you can hear the sounds of the ships passing by in your backyard! Located in the very desirable and relaxed Oyster Harbor Community. This move-in ready home features: over 3,100 finished sqft, 2 primary suites with private full baths which makes it perfect for multi-generational living. The main level is filled with natural light, cathedral ceilings, and an open layout. The main level primary suite offers a spacious bedroom with costume shutters, a walk-in closet with extra room for storage, and a oversized walk-in shower with floor to ceiling tile, multiple shower heads, and a bench. The upper level features the second primary suite with a full bath, 2 additional bedrooms and another full bath. The huge lower level has multiple rooms including a large rec

Motivated Sellers! Price Just Improved! Rare Opportunity in an Amazing Annapolis Neighborhood! Welcome to 79 Windwhisper. A beautiful 4 bedroom, 2500 sq foot, 3.5 bath home with an office, located in one of Annapolis most desirable neighborhoods. This well-maintained property offers numerous recent updates, including new carpet, hardwood flooring on main level, updated bathrooms, flooring, fresh paint interior and exterior, a new refrigerator, and a new dishwasher, making it move-in ready. The home features a fully finished basement, providing plenty of additional living or entertainment space, along with the convenience of a garage. Enjoy the Chesapeake lifestyle with a private neighborhood marina just a short walk away, perfect for kayaking and paddleboarding. Outdoor lovers will also appreciate being less than 2 miles from Quiet Waters Park, offering trails, waterfront views, and year-round recreation. Ideally located near the U. S. Naval Academy and just 3 miles from Historic Downt

Fully renovated rancher with all required permits in highly desired neighborhood. Completely updated kitchen with 42' cabinets, quartz countertop, separate island and stainless steel appliances. Main level hardwood floor. Fully finished basement with 4th bedroom and full bathroom, plus huge family room. New siding. New roof. New windows. New gas furnace. New central AC. new hwh. New sump pump. New deck. Private back yard. House located on quiet street, close to major routs and shopping

Motivated Sellers! Price Just Improved! Rare Opportunity in an Amazing Annapolis Neighborhood! Welcome to 79 Windwhisper. A beautiful 4 bedroom, 2500 sq foot, 3.5 bath home with an office, located in one of Annapolis’ most desirable neighborhoods. This well-maintained property offers numerous recent updates, including new carpet, hardwood flooring on main level, updated bathrooms, flooring, fresh paint interior and exterior, a new refrigerator, and a new dishwasher, making it move-in ready. The home features a fully finished basement, providing plenty of additional living or entertainment space, along with the convenience of a garage. Enjoy the Chesapeake lifestyle with a private neighborhood marina just a short walk away, perfect for kayaking and paddleboarding. Outdoor lovers will also appreciate being less than 2 miles from Quiet Waters Park, offering trails, waterfront views, and year-round recreation. Ideally located near the U. S. Naval Academy and just 3 miles from Historic Down

Options for VA buyers. 5% 30 year fix mortgage. Large, beautifully maintained contemporary home in the sought-after Stone Creek community of Annapolis. Professional photos of this bright and airy property are coming soon. Features of this 4-bedroom, 3.5-bathroom home include: Renovated Interior: Recently painted throughout with an open-concept layout, remodeled kitchen and bathrooms, and vinyl plank flooring in the living and dining rooms. Chefs Kitchen: Features granite countertops, extensive cabinet space, and a breakfast bar that opens to a great room with a fireplace. Primary Suite: Includes double closets and a recently remodeled primary bath. Upgraded Systems: Newer roof and windows, with an HVAC unit installed in 2018. Outdoor Living: A sliding door leads to a gorgeous new deck and mature landscaping, perfect for entertaining. Lower Level: The basement includes a large laundry room, a full bath, and two rooms; the main family room area is framed and ready for completion. Communi