Chester Homes for Sale

Chester Homes for Sale

Welcome to Chester, Virginia – a charming town nestled in the heart of Chesterfield County, where Southern hospitality meets modern living. Known for its rich history and vibrant community, Chester offers an inviting atmosphere that appeals to families, young professionals, and retirees alike. With its picturesque tree-lined streets and scenic parks, residents enjoy a perfect blend of suburban tranquility and urban convenience.

Chester boasts an array of amenities, including delightful local shops, diverse dining options, and excellent schools, making it an ideal place to call home. Outdoor enthusiasts will appreciate the proximity to the James River, where you can enjoy kayaking, fishing, or simply taking a leisurely stroll along the riverbanks. The town is also conveniently located near major highways, providing easy access to downtown Richmond and beyond.

For those considering a move to Chester, you’ll be pleased to discover a variety of homes for sale that cater to different lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses in vibrant neighborhoods, there’s something for everyone. Many properties feature contemporary designs with open floor plans, updated kitchens, and inviting outdoor spaces perfect for entertaining.

Whether you’re a first-time buyer or looking to upgrade, Chester’s real estate market offers opportunities that are hard to resist. With its strong sense of community and beautiful surroundings, it’s no wonder that Chester is becoming one of Virginia’s most sought-after locations. Explore our listings today and find your dream home in this delightful town!

Newest Chester Homes for Sale

$385,000
4 Beds ⋅ 3 Baths ⋅ CVR-2624552 MLS
Welcome to your beautifully updated Chesterfield home, where modern style, flexible living space, and everyday convenience come together. If you’re looking for a move-in-ready home in a walkable neighborhood with room to grow, this split-foyer offers the space and lifestyle you’ve been searching for. Step inside to an inviting open-concept main living level where the kitchen, dining area, and living room flow seamlessly together. Whether you’re hosting friends, enjoying a quiet night in, or keeping an eye on the kids while preparing dinner, this layout makes everyday living feel connected and effortless. Head upstairs to discover a second living space along with three generously sized bedrooms, giving you plenty of room for family, guests, a home office, or a playroom. Retreat to the spacious primary bedroom, where your oversized walk-in closet provides abundant storage and your updated en-suite bathroom feels like your own private escape. The double vanity and huge walk-in tiled shower bring a fresh, modern feel to your daily routine. Outside, your huge backyard gives you space to play, entertain, garden, or simply enjoy being outdoors. Located in a walkable Chesterfield neighborhood, you can enjoy the feeling of community while still having easy access to everything you need. Commuting is simple with convenient access to I-295 and I-95, connecting you quickly to Richmond and surrounding areas. With updates throughout, multiple living spaces, three large bedrooms, an expansive backyard, and a layout designed for both connection and flexibility, this Chesterfield home is ready for you to move in and make it your own. Picture weekend mornings in the backyard, evenings gathered around the kitchen, and having the space to grow into the next chapter of your life—all in a home that combines comfort, convenience, and modern living.

1109 Walnut Drive, Chester
$369,950
3 Beds ⋅ 2 Baths ⋅ CVR-2624868 MLS
This all-brick rancher offers 3 bedrooms, 2 full baths, including a primary bedroom with ensuite. The spacious layout includes a formal living room, dining room, eat-in kitchen, family room with fireplace, utility room, and oversized 1-car attached garage. A 420-square-foot unfinished partial daylight basement is conditioned with heat and air and accessible from the exterior. The walk-up attic, accessed through the garage, offers additional potential for finished living space. Enjoy the patio overlooking a beautiful, park-like yard with mature trees and shrubs. Well built and lovingly maintained, this home has great bones and is ready for its next owner to make it their own. Don’t let this one pass you by!

3421 Wood Dale Road, Chester
$545,000
3 Beds ⋅ 3 Baths ⋅ CVR-2624849 MLS
Welcome to 1799 Outrigger Drive in Twin Rivers at Meadowville Landing! This beautifully designed 2,152-square-foot home offers true one-level living with three bedrooms, three full bathrooms, two private primary suites, and a spacious open floor plan. Step inside the welcoming foyer, where elegant picture-frame wall molding and five-panel interior doors create a polished first impression. One side of the home features a private primary suite with its own full bathroom, a second bedroom, and a spacious office enclosed by French doors. The main primary suite is thoughtfully positioned on the opposite side of the home, providing added privacy and separation. At the heart of the home, the kitchen opens seamlessly to the dining and family rooms—perfect for everyday living and entertaining. The kitchen features granite countertops, abundant cabinetry, stainless steel appliances, and a generous center island. The family room offers a tray ceiling, built-in shelving, and a cozy fireplace. French doors lead to the beautiful screened porch, where a second stone fireplace creates the perfect setting for relaxing or entertaining throughout the seasons. Additional highlights include three full bathrooms and an attached two-car garage. Twin Rivers residents enjoy access to Meadowville Landing’s resort-style amenities, including a clubhouse, fitness center, pool with slide and splash area, playground, fishing ponds, river walk, and community dock along the James River. Pickleball and bocce ball courts add even more ways to enjoy the community—all conveniently located near Route 10 and I-295. Community details

1799 Outrigger Drive, Chester
$1,349,950
4 Beds ⋅ 4 Baths ⋅ CVR-2624771 MLS
Discover exceptional craftsmanship and modern comfort at 13216 Bradley Bridge Road. Set on 6.5 picturesque acres with beautiful water views, this stunning new-construction home offers privacy, natural beauty, and refined single-level living with premium finishes and a thoughtfully designed floor plan. Soaring 10-foot ceilings in the bedrooms and bathrooms and dramatic 12-foot ceilings in the main living areas create an impressive sense of space. Spray-foam insulated walls, a conditioned spray-foam insulated crawl space, insulated thermal interior doors, and Harvey windows with black exterior trim enhance comfort and efficiency. The open-concept living room, dining area, and expansive eat-in kitchen provide an inviting space for entertaining and everyday living. The kitchen showcases upgraded Wolf Cabinetry in Grove White, a contrasting Grove Sandalwood island, quartz countertops with a waterfall edge, breakfast nook, and walk-in pantry. The laundry room is conveniently located off the primary suite, while the additional bathrooms and laundry feature Wolf Cabinetry in Grantley White. Premium Shield 4Max rigid-core flooring with a 28-mil wear layer offers waterproof and scratch-resistant performance and a lifetime warranty. Bathrooms and laundry feature porcelain flooring and wall finishes.The exterior features durable metal siding, metal soffits, metal roofing over the front porch, and a shingle roof. The spacious 3-car garage offers impressive 14-foot ceilings and insulated polyurethane garage doors with windows. Enjoy peaceful water views from the welcoming front porch or relax on the covered rear deck overlooking the serene landscape. With beautiful acreage, premium materials, energy-efficient construction, and quality craftsmanship throughout, this exceptional home was designed for comfort, style, and lasting enjoyment.

13216 Bradley Bridge Road, Chester
$475,000
4 Beds ⋅ 3 Baths ⋅ CVR-2624741 MLS
Tucked away on a quiet cul-de-sac, this beautifully updated home offers the perfect blend of comfort, style, and space—ready for you to simply unpack and enjoy your next chapter. As you step inside, you’re welcomed by a formal living room and dining room that flow seamlessly together, creating an inviting space for entertaining, holiday gatherings, or everyday living. Fresh paint, refinished hardwood floors, updated lighting, new hardware and faucets, and polished tile flooring give the home a fresh, modern feel throughout. Toward the heart of the home, the spacious kitchen opens directly to the family room, creating a comfortable gathering space anchored by a cozy fireplace. The kitchen features granite countertops, new stainless steel appliances, a center island, eat-in kitchen and plenty of room for cooking, conversation, and entertaining. Upstairs, brand-new carpet leads to generously sized bedrooms, including a spacious primary suite with a corner soaking tub and separate shower—your own private place to recharge. The finished third floor adds even more flexibility and is ready to become a home office, media room, playroom, fitness space, or guest retreat. Outside, enjoy a fenced backyard and freshly re-stained deck with plenty of room for cookouts, entertaining, morning coffee, or simply unwinding. A two-car garage and paved driveway add everyday convenience. With a brand-new roof, new HVAC system, new appliances, refreshed flooring, fresh interior paint, updated fixtures, and more, many of the big-ticket improvements have already been handled. Move-in ready, thoughtfully refreshed, and waiting for its next story—come make this one yours.

4101 Cara Hill Court, Chester
$315,000
3 Beds ⋅ 2 Baths ⋅ CVR-2624764 MLS
Welcome Home to this Classic 1961 Rancher Full of timeless Charm and Character, offering Comfortable one-level living on an oversized lot with room to spread out and enjoy! Featuring 3 Bedrooms, 2 Full Baths, and an Attached Oversized 2 Car Garage! This Home offers Beautiful Wood Floors and a layout designed for both everyday living and entertaining! The Primary Suite includes a private ensuite bath, while the spacious Family Room showcases rich knotty-pine paneling and a Beautiful Brick Fireplace, creating the perfect cozy gathering space! The oversized Kitchen offers abundant room for cooking and entertaining and includes a working vintage Classic Lady Kenmore Stove - a nostalgic centerpiece with retro appeal, New Countertops and Built-in Dishwasher! Just off the Kitchen, the screened porch provides the perfect spot to enjoy morning coffee or unwind while overlooking the serene backyard! This Home is full of warmth, space and endless possibilities waiting for its next Chapter! Conveniently located to Shopping, Dining and 95! Call NOW!

14141 Cherry Street, Chester
$375,000
3 Beds ⋅ 3 Baths ⋅ CVR-2624339 MLS
Welcome to this well-maintained Colonial-style home in Chester! A covered front porch welcomes you into a spacious floor plan featuring a large living room with a brick fireplace, formal dining room, and large eat-in kitchen with plenty of cabinet and counter space. French doors from the kitchen open to the large rear deck, providing a great extension of the living space and overlooking the fenced backyard. Upstairs you will find three bedrooms, including the primary bedroom with a walk-in closet and private full bath, along with a second full bath. Walk-up attic storage provides plenty of additional storage space. Outside, enjoy the large rear deck, spacious backyard with new vinyl privacy fence, storage shed, and paved driveway. Additional improvements include 2 sets of new French doors at rear deck, new water heater, replacement vinyl windows (2019), architectural shingle roof (2020), and vinyl siding (2020). Convenient Chester location with easy access to shopping, dining, schools, and major highways. Welcome to your New Home!

10501 Surry Road, Chester
$360,000
3 Beds ⋅ 2 Baths ⋅ CVR-2624594 MLS
This brick rancher offers 3 bedrooms, 2 full baths, including a primary bedroom with built-in cabinetry and an ensuite. The home features hardwood floors, a dining room with built-in cabinetry, and a family room that opens to the kitchen. An oversized laundry room includes a utility sink and built-in cabinetry and direct access to the mud room. Additional features include a Florida room, covered patio, country front porch, garage with direct entry to the mud room, and a concrete driveway. Conviently located to shopping and dining. Easy access to I95 & 288 so you are just minutes from Richmond, Short Pump, Fort Lee & Petersburg.

3429 Wood Dale Road, Chester
$350,000
3 Beds ⋅ 3 Baths ⋅ CVR-2620740 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath, 2-story home in Prestwould Farms, offering 1670 square feet of light-filled living space and timeless hardwood floors throughout. An abundance of windows spanning the rear of the home fills the interior with natural light and creates a wonderful connection to the outdoors. The spacious great room provides an inviting gathering space, while the family room features a cozy fireplace and opens to the screened-in porch and deck—perfect for relaxing or entertaining. A separate dining area adds versatility for both everyday living and special occasions. The generous primary suite and two additional bedrooms provide comfortable accommodations, while the one-car garage offers convenience and storage. Outside, enjoy a flat, fenced backyard with two sheds, offering plenty of space for gardening, play, pets, or outdoor projects. Conveniently located just 3 minutes from Enon Elementary School and near an array of recreational and cultural destinations, including R. Garland Dodd Park at Point of Rocks, Dutch Gap Conservation Area, Pocahontas State Park, Henricus Historical Park, Petersburg National Battlefield, Magnolia Grange House Museum, Grant’s Headquarters at City Point, and the Cultural Center of India. A wonderful opportunity to enjoy comfortable living, abundant natural light, and easy access to some of the area’s most treasured parks and historic destinations.

14613 Gimbel Drive, Chester
$1,150,000
4 Beds ⋅ 4 Baths ⋅ CVR-2624218 MLS
Where luxury, privacy, and resort style living come together. Set on an extraordinary 6.08 acre estate with a private pond, this custom brick home offers an exceptional setting, stunning craftsmanship, and a lifestyle that feels like a permanent getaway. Built in 2016 with 4,802 sq. ft. of finished living space, this remarkable residence is designed to impress from the moment you arrive. A grand two-story foyer welcomes you with marble flooring, an exquisite chandelier, soaring windows, and an abundance of natural light. A striking stone fireplace anchors the living room, with expansive windows overlooking the pool and beautifully landscaped grounds. At the heart of the home, the beautifully appointed kitchen boasts custom cabinetry, quartz countertops, a large island, and seamless connection to the main living spaces. A formal dining room, inviting breakfast area, and private office with peaceful pond views provide both elegance and everyday functionality. The expansive first floor primary suite offers a private escape, complete with a spacious sitting area and inviting views of the pool. The spa-inspired ensuite is a showstopper, with exquisite tile work, dual vanities, a luxurious soaking tub positioned beneath a chandelier and fireplace, and an impressive walk-around shower with multiple shower heads. Two additional bedrooms and full baths complete the first floor. Upstairs, a spacious rec room and flexible fourth-bedroom/loft area offer endless possibilities for guests, recreation, hobbies, or additional living space. Outside, the property takes luxury living to another level! Step onto the expansive patio and take in the incredible setting overlooking the sparkling in-ground pool and peaceful pond, surrounded by mature trees and lush landscaping. An ADU/RV hookup with electric, water, and waste connections adds even more versatility. 6.08 acres. Private pond. In-ground pool. 3-car garage. Custom construction. Unparalleled privacy. This is more than a home, it’s a destination of your own!

2403 Bermuda Avenue, Chester
$382,950
4 Beds ⋅ 3 Baths ⋅ CVR-2622560 MLS
Welcome to this beautifully renovated home, thoughtfully updated for a move-in-ready living space. The renovation includes updated electrical and plumbing, new insulation, drywall, flooring, fixtures, roof, HVAC, and finishes throughout. The home features a fresh, modern design with a seamless blend of style and functionality. The renovated kitchen showcases new cabinetry, countertops, modern fixtures, and a functional layout perfect for everyday living and entertaining. The bathrooms have been completely renovated with stylish finishes and modern conveniences. Spacious living areas, updated lighting, fresh paint, and quality finishes to create a bright and inviting atmosphere throughout the home. With major systems and interior finishes comprehensively renovated, this home offers the appeal of new construction while maintaining the character and charm of an established property. A true turnkey opportunity for buyers looking for a beautifully renovated home with extensive updates and the peace of mind that comes with all-new systems. This home is being Sold-As-Is.

3313 New Found Lane, Chester
$525,000
4 Beds ⋅ 3 Baths ⋅ CVR-2624097 MLS
Welcome to this inviting 4-bedroom, 2.5-bath transitional home tucked away on one of the largest private cul-de-sac lots in the highly sought-after Stoney Glen South community. Boasting timeless style and privacy with plantation shutters throughout, this move-in-ready property opens with a welcoming foyer flanked by a flexible home office and an elegant formal dining room. The sunlit great room impresses with floor-to-ceiling windows and a cozy gas fireplace, opening seamlessly to an eat-in kitchen complete with granite countertops, an island, a pantry, and stainless steel appliances. A true highlight is the first-floor primary suite, featuring a generous walk-in closet and a relaxing jetted soaking tub. Upstairs, a versatile open loft looks down over the living space, guiding you to three spacious guest bedrooms. Step outside to enjoy a private back deck overlooking a peaceful, wooded yard with an open clearing perfect for outdoor fun and activities.

14107 Beachmere Road, Chester
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