145 houses for sale in Chester River Beach

Reduced price! Experience Exceptional Waterfront Living on the Chester River! A stunning 3000 sq ft townhome featuring 3 bedrooms, 3.5 bathrooms, a dedicated office AND a large bonus room. Offering the perfect combination of comfort and flexibility. This was also one of the few 'stretch' units. Built wider to accommodate setbacks. The result was a wider Dining Room adding more natural light, wider decks, and more WATERVIEWS! Inside you'll find an open floor plan that's perfect for entertaining! It has hardwood floors, a dramatic floor to ceiling stone fireplace, a gourmet kitchen with high end newer stainless steel appliances & finishes, granite countertops, and ensuite bathrooms in all the bedrooms! Enjoy Beautiful Water Views from nearly every room thanks to thoughtfully designed architectural windows. Two covered decks with remote controlled screens invite you to relax and take in the breathtaking views over the Chester River. You also have a 2 car attached garage! Located in an exc

Stunning Colonial in the Heart of Greenwood this exquisitely maintained, show-stopping colonial boasts over 3,600 square feet of pure luxury. The stately brick front makes this property an absolute standout! The open-concept main level includes a grand two-story foyer, with formal living and dining rooms flanked on either side. Behind the living room, there's a den/office with double doorsideal for remote work or quiet study. The chef-inspired kitchen comes complete with premium cabinetry, stainless/black appliances, double oven, abundant counter space with an island, a generous pantry, reverse osmosis system and newer French doors. The kitchen flows seamlessly into the two-story Great Room, where youll find a soothing pellet stove and endless space to entertain or unwind in style. Behind the Great Room, a quiet family room with oversized windows provides a perfect retreat, while offering views of your fenced-in backyard and private access to the deck. Upstairs, the home features not O

Welcome to life on Kent Island in the sought-after Cox Creek Landing communitywhere coastal charm meets everyday convenience. With water access on the community pier and available boat slip easement with boat lift, CCL neighborhood is perfect for embracing the Chesapeake Bay lifestyle, all just minutes from shopping, dining, and local amenities. From the moment you arrive, the inviting front porch sets the tonean ideal spot to relax with a morning coffee or unwind in the evening while enjoying the peaceful surroundings. Inside, the home is thoughtfully designed for both comfort and functionality. The main level features a desirable first-floor primary suite with a full bath, along with an additional half bath for guests. A private home office with elegant glass doors provides the perfect space for remote work or quiet retreat. The heart of the home is the open-concept kitchen and family room, where vaulted ceilings create an airy, inviting atmosphere. Just beyond, a sun-filled morning

Welcome to 126 Claiborne Street in the sought-after Gibson's Grant community on Kent Island — a beautifully crafted Covell-built Sawgrass model offering the perfect blend of coastal charm and comfortable with peaceful pond and park views right outside your door This thoughtfully designed home features 3 bedrooms, 2.5 baths, and a desirable main-level primary suite complete with a private en suite bath for easy everyday living. The heart of the home is the updated kitchen, showcasing quartz countertops, stainless steel appliances, and timeless hardwood floors that continue throughout the main living spaces. Upstairs, you'll find two additional bedrooms, a full bath, and a spacious rec room that provides the perfect second living area, home office, or guest retreat. Enjoy outdoor living with a covered front porch, a screened porch for relaxing evenings, and an additional open porch overlooking the fenced side yard — ideal for entertaining or enjoying the peaceful surroundings. A rear-ent

Welcome to a VERY well-maintained 4 bedroom, 2.5 bathroom home located in the coveted Queenstown Harbor waterfront community. This beautiful waterfront home features a main-level primary suite with hardwood floors and a private en-suite bath, plus 3 additional bedrooms on the upper level. The Gourmet chef's kitchen is equipped with stainless steel appliances, marble countertops, and opens to comfortable living spaces ideal for entertaining. Enjoy the front-row seat to nature and the water in the outdoor three-season covered porch and a patio featuring newer composite decking. The property is surrounded by mature landscaping and low-maintenance river rock along the perimeter of the home. Launch your kayak or paddleboard right behind your home with boat slips available in the community. IDEALLY located next to Queenstown Harbor Golf Course, featuring the new Toptracer partially heated driving range and the recently renovated Tavern restaurant. Convenient access to Route 50 makes commutin

Just Reduced! Best value in Gibsons Grant. Welcome home to this beautifully maintained three-bedroom, two-and-a-half-bath home in the sought-after waterfront community of Gibson’s Grant, where lifestyle and a prime Kent Island location come together effortlessly. A welcoming front porch sets the tone, leading into an open-concept main level designed for both everyday living and entertaining. The spacious living room with propane fireplace flows seamlessly into the dining area and kitchen featuring stainless steel appliances, propane stove with double oven, granite countertops, and ample cabinetry. Rich wood flooring extends throughout the main level, adding warmth and continuity. Just inside off the one-car garage, you’ll find a convenient powder room and two additional storage closets. Step outside to a fenced brick paver patio just off the kitchen, an ideal setting for outdoor dining, gardening, or simply relaxing in a private, low-maintenance space. Upstairs, the primary suite offer

Designed to rival a private resort, the outdoor spaces were made for celebrating with family and friends. Sweeping water views set the stage for unforgettable gatherings. The waterfront pool features a cascading natural rock waterfall with a bench tucked underneath and a generous shallow sun shelf. A beautifully appointed pool house offers a covered summer kitchen, bar, seating area and full bath with AC. A curated firepit lounge is perfect for evenings under the stars, while expansive patios, balconies and a waterside screened porch provide seamless indoor and outdoor living for every occasion. At the shoreline, life on the Chesapeake begins. The newly expanded L shaped pier is engineered for serious boating, with dockage for a large yacht, a 24,000 lb. And 10,000 lb. lift, electric, R/O water, dual pedestals and decorative lighting along all 260 feet. Protected waters offer calm conditions for docking, fishing, crabbing and watersports, with direct Bay access and easy cruising to Ann

Welcome to 200 Newtown Road, a charming home perfectly suited for those looking to enjoy Eastern Shore living. The inviting front porch offers the perfect spot to relax and unwind, while the screened porch provides additional space to enjoy the outdoors in comfort. Inside, youll find a generously sized kitchen with room for a table for six, ideal for everyday living and entertaining. A sliding door leads to the fenced backyard, offering both convenience and privacy. Enjoy peaceful water views and the freedom of no HOA restrictions. Located just around the corner from Public Landing, this home is perfect for those who love being on the waterbring your boat and take advantage of nearby access. With 3 bedrooms, 2.5 bathrooms, and a price of $445,000, this home offers an excellent opportunity to own near the water in a desirable location

Great price improvement! Sellers have found home of choice. Welcome to The Enclave at Prospect Bay, where this former model home showcases the sought-after Pebble Beach floor plan with thoughtful upgrades and timeless details, backing directly to the 18-hole golf course. Designed for both everyday living and entertaining, the home features three first floor bedrooms, three and a half bathrooms, and a spacious walk-up sky basement with a full bathideal as a fourth bedroom, office, or media room. The chefs kitchen offers Quartz countertops, wall oven, cooktop, ceramic tile backsplash, pantry, and a large island that opens to the dining area and family room. There is a bonus coffee or wine bar with mini fridge, stylish glass cabinets, and additional storage located off the kitchen. In the living room, a custom fireplace with built-ins creates a warm focal point, while expansive windows and plantation shutters throughout the home invite natural light. The main-level primary suite includes

Save up to $269u002Fmonth with a Lender Paid 1 Point Buy Down with an accepted offer by 6u002F30u002F26. Ask Lender for Details! Come Check Out the Views of Crab Alley! Welcome to 200 Newtown Road, a charming home perfectly suited for those looking to enjoy Eastern Shore living. The inviting front porch offers the perfect spot to relax and unwind, while the screened porch provides additional space to enjoy the outdoors in comfort. Inside, you’ll find a generously sized kitchen with room for a table for six, ideal for everyday living and entertaining. A sliding door leads to the fenced backyard, offering both convenience and privacy. Enjoy peaceful water views and the freedom of no HOA restrictions. Located just around the corner from Public Landing, this home is perfect for those who love being on the water—bring your boat and take advantage of nearby access. With 3 bedrooms, 2.5 bathrooms, and a price of $445,000, this home offers an excellent opportunity to own near the water in a de

Just completed brand new home! Energy efficient! The comfort of knowing that everything is new! One year warranty included! The fully finished daylight basement offers additional space for recreation or relaxation, enhancing the home's versatility. Composite deck, paved driveway, LVP flooring throughout, stainless steel appliances, and may other upgrades are found at this home. All you have to do is move in! There are no projects that need to be done except for putting your personal touch on making this new construction house, your home! Nestled in a vibrant neighborhood, residents enjoy easy access to local park/playground. Walk around the neighborhood and catch plenty of creek views as the community is situated on Cox Creek. This property features an attached garage and a gracious amount of off-street parking for convenience. Embrace the warmth and comfort of this exceptional home, where community spirit and modern living harmoniously blend

Huge $20,000 price reduction! Just like NEW! Welcome Home to this beautifully upgraded 4BR END UNIT Townhome with 2 full and 2 half baths, thoughtfully renovated from top to bottom! Step inside to find the main level that boasts NEW carpet and new LVP flooring, a NEW half bath, NEW paint, a spacious laundry room and a large bedroom that could be used as another family room, toyu002Fgame room, den space, home office and more! Get ready to be wowed by the rich walnut NEWLY stained hardwood flooring throughout the 2nd level where the living room, gas fireplace, NEW half bath and kitchen are located. The BRAND-NEW Kitchen finishes are sure to please with NEW white quartz counter tops, NEW SS Appliances, fresh neutral paint and white cabinetry! Upstairs hosts the huge Primary En-Suite, 2 more bedrooms all with NEW Carpet and another full bathroom with NEWLY Tiled shower, NEW toilet and NEW quartz sink! With three generous levels, a deck overlooking the pond, a cozy patio and a charming fron

Seller has found a property out of state, so all reasonable offers will be considered. Step back in time—without sacrificing a single modern comfort—in this colonial masterpiece, where historic elegance and thoughtful renovations come together in perfect harmony. Nestled in the picturesque and walkable heart of Queenstown, this 6-bedroom, 2-bath showstopper is more than just a home—it's an opportunity. Zoned Town Center, this unique property offers endless potential: a gorgeous private residence, charming bed & breakfast, lucrative Airbnb (conservative est. Of $50ku002Fyear for 4 months), or even the chance to live where you work—all in one of Maryland’s most charming small towns. Spread across three character-filled stories, you’ll find original architectural features that include four fireplaces (2 for decoration only) —in the primary bedroom, dining room, living room (gas FP), and kitchen (gas FP) —each adding ambiance to every corner. The sunroomu002Fscreened porch is your private

Welcome to the Simone, a beautifully designed home offering 4 bedrooms, 3 baths, and a 2-car garage. This home combines thoughtful design with comfortable living spaces ideal for both everyday life and entertaining. The main living area features a cozy one-story fireplace, creating a warm and inviting focal point. A dedicated home office provides a private space for work or study, while the screened patio extends your living area outdoors—perfect for relaxing or hosting guests. The kitchen is designed for both style and function, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive and elegant finish. Luxury vinyl plank flooring runs throughout the foyer, extended foyer, kitchen, dining area, great room, bedroom 2, owner’s suite, HovHall, loftu002Fsecond floor, and bedrooms 3 and 4. Tile flooring is featured in all full

Dont miss this charming Cape Cod-style home in the highly desirable Harbor View neighborhood of Chester. Thoughtfully designed and move-in ready, this home offers the perfect blend of comfort, style, and functionality. The main level features luxury vinyl plank flooring and a bright, open-concept layout ideal for everyday living and entertaining. The spacious kitchen boasts granite countertops, a center island, and ample cabinetry, flowing seamlessly into the dining area and inviting family room with a cozy fireplace. A main level bedroom and full bath provide flexible living options, while an additional versatile space can serve as a home office, gym, or potential fourth bedroom. Upstairs, youll find two generously sized bedrooms, including one with direct access to the hall full bath. Situated on a large, fenced rear yard, the outdoor space is perfect for relaxing or entertaining, complete with a spacious deck and a storage shed for added convenience. Located across from a large vaca

This stunning 4-bedroom, 2.5-bath home sits directly on the golf course, overlooking the 10th hole in the prestigious Prospect Bay community. Hardwood floors flow throughout, with refinished flooring in the kitchen and living area, while large windows fill every room with natural light. The updated kitchen boasts granite countertops, stainless steel appliances, and new lighting above the island, opening to a spacious living area with high ceilings and an open floor plan perfect for entertaining. The first-floor primary suite includes a sitting room or private office, offering comfort and flexibility. Step outside to enjoy the screened-in porch, large pool with hot tub, privacy fence, and beautifully landscaped backyard, all with direct access to the golf course. A new compressor has been installed in one of the HVAC units, new skylights and the home has been freshly painted. Experience the ultimate lifestyle within this vibrant waterfront communitygolf, boating, dining, and social even

Welcome to 109 Price Lane, a beautifully maintained original-owner split foyer home built in 2013. This home offers comfort, space, and convenience in one of the Eastern Shores most popular locationsKent Island. This 3-bedroom, 2.5-bath home features a bright, open layout with hardwood flooring in the entry, family room, kitchen, and hallway. The kitchen offers tall cabinetry, granite countertops, a classic stone backsplash, and an eat-in area with access to the maintenance-free second-level deck. The primary suite includes a full ensuite bath, while two additional bedrooms and a full hall bath complete the upper level. The finished lower level offers a second living space, laundry, half bath, and access to both the garage and backyard. Outside, enjoy white vinyl fully fenced yard, stamped concrete patio, and a stand out feature of a 12 x 16 climate-controlled shed/workshop with electricperfect for hobbies, a home office/studio, gym or flex space. The extended driveway provides ample p

Seller has found a property out of state, so all reasonable offers will be considered. Step back in timewithout sacrificing a single modern comfortin this colonial masterpiece, where historic elegance and thoughtful renovations come together in perfect harmony. Nestled in the picturesque and walkable heart of Queenstown, this 6-bedroom, 2-bath showstopper is more than just a homeit's an opportunity. Zoned Town Center, this unique property offers endless potential: a gorgeous private residence, charming bed & breakfast, lucrative Airbnb (conservative est. Of $50k/year for 4 months), or even the chance to live where you workall in one of Marylands most charming small towns. Spread across three character-filled stories, youll find original architectural features that include four fireplaces (2 for decoration only) in the primary bedroom, dining room, living room (gas FP), and kitchen (gas FP) each adding ambiance to every corner. The sunroom/screened porch is your private sanctuary, ideal

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

Discover the charm of this beautifully renovated split-level home in the desirable Prospect Bay community. With 4 spacious bedrooms and 3 full baths, this residence boasts an inviting interior featuring upgraded countertops, LVP floors, and cozy exposed beams. The heart of the home is the combination kitchenu002Fdining area, perfect for gatherings that can flow outside to the new expanded deck. With one bedroom, full bath and living room on lower level it could be the perfect in-law suite or college student apartment. Enjoy the serene 1.22-acre corner lot with firepit, trees perfect for hammock, backing to mature trees, offering a peaceful views. The community amenities include a pool, golf course, marina, community pool, tennis & pickleball courts and playgrounds, fostering a vibrant neighborhood spirit. Enjoy easy access to the Prospect Bay sanctuary for boating and fishing enthusiasts. Located in a friendly community with excellent schools and nearby parks, this home is perfect for

Welcome to 129 Sailcloth Way in the resort-style community of Four Seasons at Kent Island! This beautifully upgraded Kilarney model offers over 2300 square feet of single-level living, an open layout, and designer finishes throughout. Move-in ready and available now. No need to wait months for new construction. Inside, you'll find a spacious gourmet kitchen with GE Profile appliances, gas cooktop, double oven, quartz countertops and backsplash, a large island, under-cabinet lighting, and a convenient wine bar. The kitchen flows seamlessly into the bright dining area and the expansive great room with a gas fireplace, creating the perfect space for everyday living and entertaining. This home includes 2 bedroom, 2 full baths, and a flex room idea for a home office or a third bedroom. The impressive owner's suite features a walk-in closet, and a private bath with a quartz-topped double vanity. Additional upgrades include custom window treatments, upgraded lighting, and an oversize garage t

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

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

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

Price improvement! Welcome to this beautifully renovated ranch-style home offering 4 bedrooms, 2 full bathrooms, and a spacious open floor plan designed for modern living. Completely remodeled from top to bottom, this move-in ready property combines style, comfort, and functionality in every detail. The stunning kitchen features sleek quartz countertops, stainless steel appliances, and a large pantry, making it perfect for everyday living and entertaining alike. The open layout flows seamlessly into the main living areas, creating a bright and inviting space for gatherings. Both full bathrooms have been thoughtfully updated with ceramic tile flooring, spacious showers, and top-of-the-line vanities. The primary suite offers a private retreat with a luxurious dual vanity sink, ceramic tile flooring, and an oversized stand-up shower. Step outside to enjoy the huge backyard with endless possibilities for entertaining, gardening, play, or simply relaxing outdoors. Conveniently located near