145 houses for sale in Chester River Beach

A Waterfront Retreat on the Chester River! Wake up to glowing Sunrises, unwind to painted Sunsets and savor the Peaceful rhythm of life on the Waters of the Chester River. This beautifully renovated Home offers 75 feet of waterfront and a rare lotandahalf setting comfortably outside the flood zone, giving you both serenity and security. Inside, the Home feels bright and welcoming from the moment you step in! With 4 Bedrooms, including a spacious primary ensuite, and newly renovated Bathrooms, every space has been thoughtfully Updated for comfort and ease. The heart of the Home is the stunning Chefs Kitchen, where a Large Quartz island invites gathering and conversation with Picturesque Views of the Water! A Wolf gas Cooktop, Brizo Vegetable Sink, Wolf Steam Convection Wall Oven, Bosch Microwave Drawer, Ceramic Farm Sink, Stainless Steel Appliances, Spice Drawer and leathered Granite countertops make cooking a true joy! Custom (Friel Lumber) Walnut Cabinetry with soft close and pull-out

Discover comfortable Eastern Shore living in this spacious 4-bedroom, 3-bath, 2,405 sq ft single level home, ideally located just one block from the Chester River. Designed for flexibility and convenience, the home features two primary bedrooms, each with its own private ensuite bathroomperfect for multi generational living, long term guests, or creating a dedicated work from home suite. The spacious layout offers generous living and dining spaces while the kitchen sits at the heart of the home for easy everyday living. Outdoor enthusiasts will appreciate being just a short stroll from the river and having access to a community boat launch approximately one mile away, making boating, kayaking, and fishing easily accessible. A rare combination of location, layout, and lifestyle, this home delivers the best of single level comfort near the water

Experience the best of Waterfront living at 952 Chester River Drive, where panoramic water views, spectacular sunsets, and thoughtful custom design come together to create an exceptional waterfront retreat. Offering over 3,500 square feet of living space, this custom-built home is perfectly positioned to capture endless water views from nearly every room. High ceilings and expansive windows fill the home with natural light while framing the ever-changing waterfront backdrop. Designed for both everyday living and effortless entertaining, the main level features an open floor plan that seamlessly connects the living, dining, and kitchen spaces. The gourmet kitchen is equipped with gas cooking, abundant cabinetry, and generous workspace, allowing you to prepare meals while enjoying stunning views of the water. With five bedrooms and three-and-a-half baths, there is plenty of room for family and guests. Thoughtful design elements throughout the home maximize both functionality and comfort

Come discover this charming water view cottage nestled in the sought after water privileged Chester River Beach community. This remodeled & inviting home offers the perfect balance of comfort, convenience & lifestyle with plenty of room to add on or up & expand to capture water views. This property is on public sewer. Youll love spending relaxing mornings or evenings on the front patio or watch the sun set from the waterfront park/boat launch just steps away. Wonderful location, just minutes away from local parks, marinas, cross island trail, hospitals, restaurants, shopping, recreational activities & convenient to route 50. For a limited time only, four lots including the cottage, totaling 18 acres (which may have further subdivision potential), is being offered at $1,650,000. Potential investment opportunity

Discover comfortable Eastern Shore living in this spacious 4-bedroom, 3-bath, 2,405 sq ft single level home, ideally located just one block from the Chester River. Designed for flexibility and convenience, the home features two primary bedrooms, each with its own private ensuite bathroom—perfect for multi generational living, long term guests, or creating a dedicated work from home suite. The spacious layout offers generous living and dining spaces while the kitchen sits at the heart of the home for easy everyday living. Multiple Systems including Roof, Heat Pump and Mini Split, Water Pump for Well, and Water Softener System have been installed or replaced within the last 5 years. Outdoor enthusiasts will appreciate being just a short distance from the river and having access to the Cross Island Trail. There is access to a boat launch within the community, making boating, kayaking, and fishing easily accessible. Interested in activities on land? Check out what Kent Narrows has to offer

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

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

Set on more than 5 tranquil acres with woods, open space, and a partially fenced yard, this inviting one-level home offers a peaceful setting along the Wye River with glimpses of the water. Enjoy morning coffee or evening cocktails from the welcoming front porch while taking in the serene surroundings. Inside, the thoughtfully designed floor plan features an open kitchen with granite countertops, a center island, and seamless flow into the spacious living room. A separate dining room sits just off the main living area, while the screened porch overlooks private farmland views and offers the perfect place to relax. The oversized primary suite includes a vaulted ceiling, walk-in closet, and private bath. Two additional bedrooms feature hardwood flooring and share a full bath, with a convenient half bath and laundry area nearby. This well-maintained home includes a brand-new roof, new heating and air units with warranty, a new nitrogen septic system designed for long-term use, and high-en

Welcome to 200 Wye Road, an exceptional waterfront estate set on over two private acres along the Wye River, directly across from the protected natural beauty of Wye Island. Here, scale, setting, and thoughtful design converge to create a truly elevated Eastern Shore lifestyle. Spanning more than 8,100 square feet across three finished levels, the residence offers a refined yet highly livable floor plan designed to capture water views from nearly every room. Expansive living spaces, a formal dining room with handpainted custom wallpaper from the U. K. and a reimagined gourmet kitchen create an environment equally suited for everyday living and large-scale entertaining. The kitchen has been thoughtfully redesigned with updated cabinetry, statement lighting, and a full suite of premium appliances, including Wolf, Sub-Zero, and Bosch. The home offers exceptional flexibility, including an optional first-floor primary suite, a dedicated home gym, two laundry rooms, and an oversized mudroom

Nestled on 1.32 peaceful acres along scenic Little Greenwood Creek, this waterfront residence offers a sense of calm from the moment you arrive. Surrounded by nature and gently bordered by water, this home blends comfort with effortless living. Step inside to rich hardwood floors that flow throughout, setting a warm and inviting tone. The living room, designed with custom ceiling and gas fireplace, feels both elegant and welcomingan ideal setting for relaxed evenings and lingering conversations. From here, the home unfolds seamlessly into a sunlit kitchen and family room, where expansive windows bring the outdoors in. Designed for both everyday living and entertaining, this bright and spacious kitchen features a five-burner gas stove, Granite counter tops, a pantry, and a breakfast bar that subtly defines the adjoining family area. Crown molding and chair railing grace the separate dining room providing an elegant backdrop for gatherings and special occasions. The versatile main-level

Set on Forty Five picturesque acres of prime agricultural land with extensive tillable acreage, this exceptional Five bedroom, Four and one half bath brick colonial blends timeless design with modern versatility and waterfront charm. Privately situated on a quiet cove just off the mouth of the Chester River, the property offers a rare combination of space, functionality, and lifestyle appeal. Inside, the home features a thoughtfully designed layout ideal for both everyday living and entertaining. A main-level en-suite provides excellent flexibility for multi-generational living or private guest quarters, while an additional upper-level en-suite enhances comfort and convenience for visitors. The spacious primary suite serves as a true retreat, complemented by well-proportioned secondary bedrooms and multiple full baths. Refined living spaces include a formal dining room, a dedicated home office perfect for remote work, and an inviting screened porch overlooking the wateran ideal setting

Welcome to 144 Wye Knot Road, where peaceful country living meets everyday convenience. Nestled on 3 private, level acres, this spacious cape cod offers the perfect blend of comfort, functionality, and open space, all within easy reach of Easton, Annapolis, the Bay Bridge, and major commuter routes. A tree-lined paved driveway welcomes you home, while the classic exterior, complete with a full front porch, dormer accents, and an attached side-load two-car garage, creates timeless curb appeal. Inside, you'll find over 2,200 square feet of thoughtfully designed living space featuring four bedrooms, two-and-a-half bathrooms, and an ideal floor plan for both everyday living and entertaining. Formal living and dining rooms flank the welcoming foyer, while the rear of the home opens to a dramatic family room with soaring cathedral ceilings, abundant natural light, rich wood flooring, and a cozy gas fireplace. The kitchen serves as the heart of the home, offering Corian countertops, stainless

Brand New Construction Nearing Completion! This beautifully crafted 3 bedroom, 2.5 bath home offers 1,344 sq ft of modern comfort, thoughtful design, and a location that makes everyday living easy. Step inside to a welcoming family room that flows seamlessly into the open-concept kitchen and dining area, creating a comfortable space for both relaxing and entertaining. The main level features durable LVP flooring throughout, extending into the full bathrooms upstairs for a clean, cohesive look. The kitchen is designed to impress with White soft-close cabinetry, Granite countertops, Stainless steel appliances, and a functional layout perfect for daily living. A washer and dryer are included for added convenience. Upstairs, the owners suite offers a walk-in closet and private en suite bath, while two additional bedrooms with ample closet space and a full hall bath round out the 2nd level. Enjoy a flat backyard backing to a wooded/forest retention area, offering a peaceful setting with roo

If you love the water, this extraordinary Wye River property is a dream setting. Situated on the point with more than 1,400 feet of waterfront, this property is fully equipped for waterfront living with two piers, a private beach, and a boat launch. The custom 6,400-square-foot home offers exceptional space and comfort, featuring a brick front, four-car garage, double porches, and walkout access. Inside, the kitchen is beautifully appointed with granite countertops, solid wood cabinetry, a gas cooktop, stainless steel appliances, and both a full-size refrigerator and freezer. Brazilian cherry floors and tile throughout the main living areas add warmth and timeless character. The main home includes four bedrooms, with a spacious first-floor primary suite for convenient main-level living. A bright sunroom, also perfect as a crab room, adds even more charm to the first floor. Upstairs, two expansive living areas showcase sweeping 180-degree water views. These flexible spaces are ideal for

PRICE Improvement. Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is accented with stylish shiplap walls. There's Nothing Like NEW! Step onto the new flooring that leads you to three roomy bedrooms and two beautifully renovated full baths. Every detail has been attended to, with all-new windows, siding, plumbing, fixtures, electrical panel, light switches, septic work, water heater, doors, drywall, and a new HVAC system. With a recent roof and a dehumidified crawl space featuring a vapor barrier, this home is move-in ready—no worries, just settle in! The community enhances your lifestyle with access to four beaches, three boat ramps, a playground, ball fields, a bask

PRICE IMPROVEMENT-Welcome to 124 Overlook Drive nestled in the Overlook at Carmichael Community on a quiet non-thru street. This well-maintained Colonial-style spanning over 2,454 square feet is designed to cater to both relaxation and entertainment. Featuring an open floor plan with 3 Spacious Bedrooms and 2 and a Half Bathrooms. Step Inside to a Formal Living Room and Dining Room with newer luxury vinyl tile flooring spanning the entire first floor. The kitchen boasts ample cabinet space with counter seating and table space. The adjoining family room, complete with a cozy gas brick fireplace and mantel, invites you to unwind after a long day and don't forget the cozy updated Sunroom off the kitchen for extra living space with a Pellet Stove, new windows and new French doors leading to the rear yard. Head upstairs to the Primary Bedroom offering a spacious walk-in closet and an ensuite bath. 2 Additional Bedrooms are generously sized and a Full Hall Bathroom completing the second leve

This property, situated on a 0.17-acre lot, offers a blank canvas for your vision. Located in Queen Anne's County, the existing structure presents endless possibilities for the right buyer. Take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details. Please note that access to 1405 Little Creek Rd is via 104 Little Creek Ct, followed by a left turn. Do not use or enter any neighboring driveways or properties as they are privately owned and clearly marked with “No Trespassing” signs. For safety reasons, please respect these boundaries

Nestled in a peaceful country setting in Queenstown, Maryland, this spacious 5-bedroom, 2.5-bath Colonial offers the perfect blend of privacy, comfort, and room to grow. Located in the heart of Queen Anne's County on Maryland's Eastern Shore, this beautiful home combines the tranquility of country living with the convenience today's buyers are searching for. Designed with everyday living and entertaining in mind, the home features generous living spaces filled with natural light. The large kitchen provides plenty of room for meal preparation and gathering with family and friends, while the adjoining family room with a cozy fireplace creates a warm and inviting atmosphere. Just off the family room, the screened-in porch offers the perfect space for outdoor dining, morning coffee, or relaxing while enjoying peaceful country views. The main level includes a versatile fifth bedroom, making it ideal for guests, multigenerational living, a private home office, or a flex space to fit your lif

Welcome to This is Wye! Set on a spectacular elevated lot overlooking the Wye River, this Exceptional property captures breathtaking views of both the river and Wye Island. This beautifully designed one-level residence offers 3 bedrooms and 3.5 baths, delivering effortless waterfront living with a refined, thoughtful layout. Completely renovated in 2018 and enhanced with ongoing updates through 2026, the home features hardwood flooring throughout, along with abundant windows and skylights that fill the interiors with natural light and showcase expansive water views from nearly every room. The renovated gourmet eat-in kitchen is both stylish and functional, equipped with top-of-the-line appliances, a generous center island, convenient mudroom, and seamless flow into the main living spaces. The living room opens naturally to the dining area and is anchored by a wood-burning stove insert, creating a warm and inviting focal point. A separate yet connected family room provides additional ga

Professional Photos coming soon. TWO LOTS FOR SALE with two different tax Ids/addresses. The home sits on 1.16 arces and the additional adjacent lot sits on 1.10 acres which was graded as a Par 3 golf course. The second lots tax ID is 1805020-, address is 165 Greenwood Creek Rd, Queenstown, MD 21658. This house is ready for your own personal touches, with four bedrooms and 2.5 baths sitting on 2.16 lush acres of privacy. This homes offers a mature landscaped yard with WATERVIEWS! Hardwood floors throughout just waiting to be brought back to their original beauty. This home also features a full In-law suite / guest house. Located in Queenstown, with easy commutes to Annapolis, Washington, Baltimore, Delaware and the beaches. Come see this home and make it your own today!

Absolutely Charming Eastern Shore Home with Beautiful Farm Views! Experience the peaceful charm of Queenstown living in this beautifully updated home situated on a gorgeous. 83 acre lot surrounded by the natural beauty of Marylands Eastern Shore. Enjoy the slower pace of life with open farmland views, plenty of outdoor space, and a setting that feels away from the congestion while still being convenient to nearby shopping, restaurants, waterfront areas, and commuter routes. The welcoming front porch is the perfect place to relax and take in the scenic farm views, while the screened porch overlooking the backyard provides another wonderful space to enjoy the outdoors. Inside, this home is full of warmth and character with luxury vinyl plank flooring throughout the main level and thoughtful updates throughout. The upgraded kitchen features white cabinetry, stainless steel appliances, and a convenient laundry room nearby. The inviting family room offers a cozy wood burning fireplace, crea

Welcome to this beautifully maintained home, built in 2017 and lovingly cared for by its original owner. Located on a peaceful dead-end street, this residence offers both tranquility and convenience, just minutes away from shopping, restaurants, and essential amenities. Key Features: Contemporary Kitchen: Enjoy cooking in the modern kitchen with stunning granite countertops, perfect for culinary creations. Flooring: Engineered flooring throughout the main living areas, complemented by stylish tile in the bathrooms. Vaulted Ceilings: Spacious living room and master bedroom feature custom vaulted ceilings, adding a sense of openness and luxury. Expansion Potential: The lower level is built at grade and offers a blank canvas for additional living space. HVAC is already supplied to this unfinished area, and with a rough-in for a full bathroom, the possibilities are endless! This home is ideal for those seeking modern comfort with the opportunity to customize and expand. Dont miss out on th

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 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