1,072 properties for sale in Chester, District 4 Kent Island Queen Anne's County Maryland

This is an Estate sale and selling all'as is. Seller in process of removing some items but some household contents will remain. Priced well for a quick sell! Property overall has been well taken care of. Andersen windows and thermal doors, hardwood floors in kitchen area, separate laundry room. The fenced rear yard has a detached screened gazebo and a shed. There is an outside entrance to a deck from the kitchen area. Three car garage and off street parking. Three blocks to the Chesapeake Bay and a Community members only small beach area. Close to several county boat ramps and park areas. A road maintenance fee is $40.00 per year and the sewer fee is $300.00 per quarter

This well-maintained duplex in Rio Vista presents an exceptional investment opportunity, featuring two spacious units, each offering 2 bedrooms and 1.5 baths. Ideally situated just moments from the heart of historic downtown St. Michaels, residents enjoy easy access to charming shops, dining, and waterfront attractionsall while benefiting from no town taxes. With both units currently 100% leased, this property provides immediate, reliable income, making it a smart addition to any investment portfolio

Lovely custom-built one-level rancher home located in the sought-after and desirable, water-oriented Cloverfields community. This spacious one-level home offers a large primary bedroom with a walk-in closet and an en-suite bath featuring a walk-in shower with grab bar and a double-sink vanity. It has two additional bedrooms and a hallway full bathroom with tub. The inviting living room showcases a large front window with a half-moon transom that fills the space with natural light. A charming country kitchen includes a generous cabinet pantry and opens to a dining room with a beautiful built-in corner cabinet. Just off the kitchen, enjoy a large screened-in porchperfect for relaxing or entertaining. Additional features include a two-car garage with built-in shelving, a large paved driveway and an attractive newer white privacy fence surrounding the spacious yard. The fencing requires no repainting, and the property line extends beyond the back fence. Residents of Cloverfields enjoy outs

Welcome to 306 Grindstone Drive, an exceptionally luxurious two-story home located in the highly coveted Stonecrest community, a premier active adult neighborhood in Arnold. Ideally situated on a premium lot, this beautifully appointed residence offers 3 bedrooms, 4 full baths, and a dedicated office with built-in bookcases that could easily serve as a fourth bedroom, with over 3,200 square feet of thoughtfully designed living space. Built by award-winning NV Homes, this impressive residence welcomes you with stately brick exterior accents and a charming covered entryway. Inside, the home is highlighted by Brazilian hardwood flooring, elegant crown molding, custom blinds throughout, and soaring ceilings that create an atmosphere of refined comfort. The heart of the home features an open and inviting floor plan designed for both everyday living and upscale entertaining. The gourmet kitchen showcases 42' cherry cabinetry, granite countertops, a large center island with breakfast bar seat

Enjoy historic in-town living in the heart of St. Michaels, where this beautifully maintained residence offers a rare combination of timeless architecture, a sought-after waterfront-adjacent location, and convenient access to the harbor, parks, trails, shops, and restaurants. Ideally located near the waterfront, scenic trails, park, kayak launch, and the towns many amenities, the home provides easy access to the best of Eastern Shore living. Inside, warm and inviting interiors feature hardwood floors throughout, multiple living areas, and four wood-burning fireplaces that enhance the homes historic character. The flexible floor plan includes four bedrooms, four and one-half baths, a dedicated office, custom built-ins, and generous storage, well-suited for a variety of living arrangements and lifestyle needs. Thoughtfully designed spaces offer both comfortable everyday living and additional room for guests, creative pursuits, work-from-home flexibility, or future customization. Outdoor

Welcome to 130 Summer Village Drive, a beautifully maintained three-bedroom, two-and-one-half bath townhome located in the highly sought-after Riva Trace community of Annapolis. Nestled within the desirable Summer Village section, this residence offers a rare blend of comfort, charm, and low-maintenance living surrounded by mature landscaping and exceptional community amenities. The main level features an inviting and functional layout enhanced by hardwood flooring, abundant natural light, and thoughtfully designed living spaces. A spacious living and dining area flows seamlessly into a cozy sitting space anchored by a striking two-sided fireplace, creating warmth and character throughout the home. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and an ideal setup for everyday living and entertaining. Just beyond the main living area, the rear deck provides a peaceful outdoor retreat perfect for morning coffee or unwinding among the natural surrou

Move-in ready home in the Woodland Beach area of Edgewater with major updates already completed. Recent improvements include brand new paint, carpet, and kitchen appliances, along with a new HVAC system (2023) and new well pump and pressure tank (2025). The home offers a comfortable and functional layout with hardwood floors, a fireplace, and inviting living spaces suited for everyday living and entertaining. Enjoy the outdoor space with a deck and fenced backyard, ideal for relaxing or hosting. Embrace the Chesapeake Bay lifestylebring your water toys and walk to neighborhood beaches and community docks. Conveniently located with easy access to Annapolis, major routes to DC & Baltimore, and local amenities. A great opportunity to own an updated home in a desirable Edgewater location and school district. Schedule your showing today!

Welcome to Bay Bridge Cove! This highly desired, 55+ luxury, waterfront community is known for its gorgeous setting, beautifully maintained grounds, exceptional amenities, and a true easy, low-maintenance lifestyle. This thoughtfully designed and updated 2BR/2BA villa offers a warm, inviting layout with bonus living space that truly sets it apart. Inside, hardwood flooring and an open floor plan create a seamless flow throughout the main living areas. The beautifully updated kitchen features quartz countertops, crisp cabinetry, and a spacious center island, opening to a large living room/dining room combo space anchored by a stunning gas fireplace. Ideal for both everyday living and entertaining. At the rear of the home, a bright and sunny bonus room (den, office, reading room? )extends the living space and leads to a custom screened-in porchperfect for enjoying the outdoors in comfort, whether its for morning coffee or a quiet evening respite. The elegant primary suite offers a comfor

Perched on a premier stretch of Main Creek, 8044 Forest Glen Road offers the kind of waterfront lifestyle that Pasadena buyers spend lots of time searching for. With panoramic water views from nearly every room along the waterfront side of the home, this exceptional residence captures the beauty of the creek from sunrise to sunset. Whether you're enjoying your morning coffee, preparing dinner, or unwinding at the end of the day, the ever-changing backdrop of sparkling water becomes part of everyday life. Thoughtfully updated through the years and meticulously maintained, this 3-bedroom, 4 full-bath waterfront home is move-in ready and designed for both relaxation and entertaining. Recent improvements include a newly replaced bulkhead (June 2026), a beautifully rebuilt waterside porch (April 2026), and fresh paint throughout many areas of the home, allowing the next owner to immediately enjoy the property without the burden of major projects. Outside, a thoughtfully designed hardscape w

A fenced backyard designed as a private Zen-inspired retreat sets this Arnold townhouse apart, combining mature landscaping with a patio that extends the living space outdoors. Located in the Broadneck area, this two-bedroom, one-and-one-half-bath home offers approximately 1,075 square feet of living space and a practical layout with hardwood flooring throughout the main living areas. The generously sized primary bedroom provides flexibility for a king-size bed, additional furniture, or a dedicated reading or workspace, creating a comfortable retreat within the home. The backyard offers a peaceful setting for morning coffee, outdoor dining, gardening, or simply enjoying the privacy provided by mature landscaping and fencing. A private driveway adds everyday convenience, and the property benefits from no HOA, providing added flexibility without monthly association fees. The location places shopping, dining, and everyday services within easy reach, while Arnold Park, Sandy Point State Pa

Want to live close to Historic Saint Michaels in a beautiful and low maintenance setting offering ample first floor living? Welcome to 24375 Widgeon Place, Unit 37, nestled in the picturesque Martingham Community just outside Historic St. Michaels. This desirable END UNIT property is the epitome of style and comfort, encapsulating all the charms of eastern shore coastal living. Featuring 3 stunning bedrooms with 3 full bathrooms, offering generous living spaces and functionality, the property overlooks the beautiful Links of the Perry Cabin Golf Course, blending indoor comfort with outdoor beauty. After you enter the vestibule/covered entryway, you're greeted by the foyer leading into the open living room area, which offers an inviting atmosphere, all new LVP flooring, a convenient wet bar, Bose sound system, and an electric fireplace, then unfolds into the dining area featuring grasscloth wallpaper and is perfect for hosting social gatherings. Off the dining area is a well-appointed k

One of Pine Valley's best golf course views and a rare end-unit position to enjoy it. This bright, move-in-ready townhome in the Bay Hills community looks straight out over the Bay Hills Golf Course, with the par-3 green, bunkers, and course pond just beyond your windows and rear deck. As an end unit, the home draws natural light from three sides across all three finished levels. The main level offers an open living and dining area with new luxury vinyl plank flooring and a granite kitchen with stainless appliances and a tile backsplash. Step out to the rear deck and covered porch below. Downstairs, a finished lower level with a cozy gas fireplace makes a comfortable family room or flex space. Upstairs, the owner's suite is a true retreat: vaulted ceiling, walk-in closet, and a private bath with a soaking tub, separate glass shower, and dual vanity. Two additional bedrooms, a full hall bath, and a convenient upper-level laundry complete the bedroom level and with a half bath on every f

Move-in ready! Beautifully renovated 5BR/3BA home in the sought-after, water-privileged Pines on the Severn community. This turnkey home offers over three finished levels with quality updates throughout. The main level features restored hardwood floors, a bright living room, formal dining room with chair rail, two bedrooms, a full bath, and a dedicated home office. The designer kitchen showcases new cabinetry, quartz countertops, stainless steel appliances, and opens to a brand-new Trex deckperfect for entertaining. Upstairs offers two spacious bedrooms connected by a fully renovated bath. The finished walkout lower level includes a fifth bedroom, full bath, recreation room, and separate laundry area, providing excellent flexibility for guests, in-laws, or additional living space. Major updates include a new roof, new plumbing, new electrical, brand-new HVAC (A/C), new two-car garage, new asphalt driveway, and new steel garage access door for lasting peace of mind. Enjoy exceptional co

New Home Owners, Investors, Developers, Discover the perfect canvas for your dream home in this charming Colonial-style residence, built in 1987 and brimming with potential. Nestled in a serene setting, of over 20 acres, this detached gem offers a unique opportunity to create a personalized sanctuary, for you or your family, tailored to your lifestyle or the possibility of a subdivision with up to 15 single family lots. The existing home has a spacious layout and a solid foundation along with aluminum siding and brick, this home is ready for your creative touch and updating, boasting two main level main suites, a third bedroom, two full baths and two half baths. The second level has attic spaces, two bedrooms and one bathroom. The generous three-car attached garage and ample driveway parking for ten vehicles ensure convenience for you and your guests. The property boasts a blank slate, in need of updates and possible expansion on the second floor, allowing you to design your ideal livi

The perfect weekend getaway does existand it's more attainable than you might think. Escape the city and discover the charm of St. Michaels, one of the Eastern Shore's most beloved waterfront towns. Known for its picturesque streets, waterfront dining, boutique shopping, wineries, marinas, and laid-back coastal lifestyle, St. Michaels offers the perfect place to relax, recharge, and enjoy a slower pace of life. Welcome to 204 E Marengo Streetan affordable opportunity to own a move-in ready home just outside of the Historic District and approximately 1.5 blocks from water access, including a marina and public boat ramp. Whether you're looking for a weekend retreat, second home, or a place to enjoy extended stays on the Shore, this charming cottage offers the ideal blend of comfort, convenience, and location. Inside, you'll find bright, inviting living spaces, easy main-level living, an updated bathroom, modern HVAC, and numerous recent improvements. Major updates include a new roof (202

Welcome to 3909 River Club Drive ONE LEVEL LIVING! A beautifully maintained custom home tucked away on nearly an acre in the sought-after River Club Estates community of Edgewater. Built in 2018, this spacious 4-bedroom, 2-bath residence offers over 2,200 square feet of thoughtfully designed one-level living, 870 sq ft with stairway access of unfinished storage with plywood flooring for future growth and development combining modern comfort with the privacy and tranquility of a wooded homesite. Over sized garage with tons of room and access. Voluntary community water access. Inside, youll find an open-concept layout ideal for both everyday living and entertaining, featuring generous living spaces, abundant natural light, and a well-appointed kitchen with ample cabinetry and workspace. The primary suite offers a peaceful retreat, while three additional bedrooms provide flexibility for guests, a home office, or growing households. The unfinished expansive attic space offers a flexible ar

This detached cottage-style home offers two bedrooms and one full bathroom in a thoughtfully designed layout. The interior features buffed and stained wood flooring, creating a warm and inviting feel throughout the living spaces. Recent updates include an updated heating system and a new water heater installed in 2026. Exterior highlights include attractive stonework and siding, a stone patio ideal for outdoor enjoyment, and a large backyard offering generous open space. Conveniently located with access to local amenities and major routes

Experience relaxed waterfront living in this beautifully updated townhome condominium overlooking scenic Thompson Creek, where stunning water views, community amenities, and an exceptional coastal lifestyle come together. Thoughtfully renovated and move-in ready, this waterfront retreat blends modern upgrades with inviting indoor and outdoor spaces designed for both everyday comfort and, entertaining. The main level welcomes you with an updated kitchen featuring granite countertops, stainless steel appliances, and abundant cabinetry. Just beyond, the sunken living room creates a warm and inviting atmosphere highlighted by a beautiful brick gas fireplace (ready for propane hookup if desired and easily convertible back to wood-burning), a custom wet bar, and seamless access to the spacious waterfront deck, perfect for enjoying peaceful sunsets over the creek. Recent improvements totaling approximately $20,000 include luxury vinyl plank flooring, new carpet upstairs, fresh interior paint

Have a fun-filled summer right in your own backyard! The heated pool is open and ready to enjoy, while the open-concept floor plan seamlessly connects the cozy great room, dining area, and updated kitchen, creating the perfect space for entertaining. Extensive & impressive thoughtful renovations. A wood-burning fireplace adds warmth on cool fall and winter evenings. A spacious bonus room with its own private side entrance offers endless possibilities, including a potential 4th bedroom or recreation room, while the upper-level loft provides even more flexible living space. The large rear shed has been thoughtfully divided into a climate-controlled office with year-round heating and air conditioning plus a separate storage area for lawn equipment, pool supplies, and outdoor gear. Recent updates include crisp white soft-close kitchen cabinets & glide shelves, Quartz countertops, refreshed bathrooms have new vanities with Quartz tops Kohler fixtures & beautiful shower tiles, Everlife luxur

Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over 4,600 square feet, the home blends classic Chesapeake architecture with modern scale, light, and livability. High ceilings, oversized doors, and expansive windows draw the water into nearly every room, creating a constant connection to the horizon. The layout balances open, light-filled gathering spaces with a thoughtful separation of private areas, making it equally suited for everyday living and hosting guests. The main-level primary suite is positioned to capture water views, with a fireplace, spa-like bath, and custom walk-in closet. At the center of the home, the kitchen is designed for bo

You are not going to want to miss 726 Davol! The Perfect Place to Call Home in Cloverfields! Welcome to this beautifully maintained 3-bedroom, 2.5-bath home offering 2,128 square feet of warm, inviting living spaceperfectly designed for making lifelong memories. A versatile bonus roomcurrently used as playroom filled with laughtercan easily evolve with your needs as an optional 4th bedroom, dining room, or home office. From the moment you walk in, youll feel itthis is a home where life happens. With multiple living spaces, theres room for everyone to spread out while still staying connected. The expansive primary suite offers a peaceful retreat, while the additional bedrooms on the 2nd story are well-sized providing extra comfort and space. The home has been thoughtfully updated with a new roof (2021), crawlspace and attic encapsulation (2025), fresh paint (2025), updated bathrooms (2025) & regraded sodded backyard with custom drainage system reflecting true pride of ownership througho

Waterfront living with lifestyle, location and luxury! Located at the mouth of the Chester River, this home is in the perfect spot for days on the Bay, boat rides to Kent Narrows restaurants, golf at Queenstown and shopping the Outlets. Just minutes from the Bay Bridge, this beautifully updated home delivers the best of Eastern Shore living with 259' waterfront, community pier, good schools and easy access to Annapolis and beyond. The deeded slip (with boat and PWC lifts) makes life on the water a breeze, while the waterfront backyard soaks up the sun and wildlife on Winchester Creek. This beautiful home features more than 4,400 square feet on three finished levels with west-facing water views from expansive windows that fill the home with natural light. The two-story family room features a rebuilt luxury fireplace with custom trim work, creating an everyday space that is upscale yet comfortable. The renovated gourmet kitchen offers quartz countertops, heated floors, stainless steel ap

No waiting on the Builder for 8+ months! This just like brand new Jenkins II Model built in June 2025 boasts soaring, coffered and vaulted ceilings in the 2,025 sf of spaciousness! The generously sized primary suite & spa like bath with a huge walk-in-closet, double vanities & walk-in-shower is sure to make you feel like Royalty! The 2nd bedroom & full bathroom are located across the home which offers privacy for you and your guests. Barn doors open to a bonus room which easily can be used for a 3rd bedroom or home office! Bright and open kitchen with gleaming white Quartz countertops, shiny stainless-steel appliances, Gas cooking, wall oven, cabinetry to the ceiling for all of your storage needs and a walk-in pantry to die for is every chef's dream! The large center Quartz Island hosts your sink, additional cabinets and is poised to entertain all your family and friends! The Dining Room area is the perfect spot for hosting Holidays and there is nothing more inviting than the floor to

Welcome to 394 Kings College Drive in the tranquil community of College Manor. This Colonial style home offers a fantastic location just minutes from downtown Annapolis, the Naval Academy, shopping, dining, and major commuting routes, giving you convenience while still enjoying a peaceful setting. The home features three bedrooms, two and a half baths, and an attached one-car garage. Major exterior updates include a new roof and new siding, adding fresh curb appeal and peace of mind. Inside, Brazilian cherry hardwood floors run throughout, bringing warmth and character to the home. The kitchen has been updated with new countertops, backsplash, and appliances, creating a clean, modern space ready for everyday living and entertaining. The sunlit family room is a standout, featuring built-in bookshelves and a cozy woodstove. Out back, enjoy the spacious deck overlooking woods and conserved land, offering a natural extension of your living space. Theres also an upgraded shed with electrici

Huge Price Reduction on this beautiful, less than 1 year old home in the sought after community of Four Seasons at Kent Island. This Simone model home with loft features 4 bedrooms and 3 full baths is awaiting it's next owner and priced well below the new construction models that are now selling for over $800,000. With recent improvements including paint and Plantation Shutters, this home is move in ready so that you can enjoy this community and the upcoming Spring and Summer on fabulous Kent Island. Situated on a premium lot with close proximity to the 24,000 sq. Ft. club house, indoor and outdoor pools, you won't be disappointed in touring this home. The gourmet kitchen with the 'Farmhouse Collection' design features stainless appliances including both a gas stove and built in wall oven to impress the most pampered chef with the oven and stove never used. The master suite is beautifully designed with a master bath which includes a large walk-in shower, double vanity sink and large wa