Chester Real Estate

Chester Real Estate

Welcome to Chester, Virginia – a charming community nestled in Chesterfield County that beautifully blends suburban comfort with rich historical heritage. Known for its picturesque landscapes and welcoming atmosphere, Chester is an ideal place for families, young professionals, and retirees alike.

One of Chester's standout features is its convenient access to both nature and urban amenities. The area is dotted with lush parks, including the stunning Pocahontas State Park, where residents can enjoy hiking, fishing, and picnicking amid serene natural beauty. The nearby Swift Creek Reservoir offers opportunities for boating and water sports, making it a perfect retreat for outdoor enthusiasts.

Chester boasts a vibrant community spirit, with local events and farmers' markets that foster connections among neighbors. The local dining scene is equally delightful, featuring a variety of restaurants that cater to every palate, from cozy cafes to family-friendly eateries. Shopping enthusiasts will find a range of options, from quaint boutiques to larger retail centers, ensuring that all your needs are met close to home.

Education is a priority in Chester, with top-rated schools that provide excellent learning opportunities for children. The community’s commitment to quality education makes it a popular choice for families looking to settle down.

With its blend of natural beauty, community engagement, and convenient amenities, Chester, VA, offers a perfect balance of tranquility and accessibility. Whether you're looking to buy your first home or seeking a peaceful retreat, Chester is a place where dreams can flourish. Come explore what this delightful town has to offer!

Newest Listings in Chester

$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
$385,000
3 Beds ⋅ 3 Baths ⋅ CVR-2624776 MLS
Welcome to 6113 W. Stonepath Garden Drive, a spacious three-level townhome in Stonebridge Gardens West at Ironbridge Plaza. The entry level welcomes you with a generous foyer leading to an oversized bedroom with convenient access to a full bath. A separate exterior door opens directly to the patio and fenced backyard, creating an inviting space for morning coffee, outdoor relaxation, or entertaining. This versatile level is ideal for guests, multigenerational living, or a private home office. The light-filled second level is designed for gathering. Its open-concept layout seamlessly connects the kitchen, dining, and living areas, providing plenty of room to entertain family and friends. The kitchen features rich cabinetry, granite countertops, a subway-tile backsplash, stainless-steel appliances, gas cooking, and a large center island with bar seating. An additional dining nook and abundant windows complete this warm and welcoming space. Upstairs, two generously sized primary suites are positioned on opposite ends of the hall for added privacy. Each offers its own full bath with a walk-in shower, while the expansive main primary suite also includes a walk-in closet. Washer and Dryer convey. Schedule your tour today!

6113 W Stonepath Garden 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
$124,999
CVR-2624705 MLS
Bring your vision to life at 4531 Chippoke Rd! This exciting parcel offers a fantastic opportunity for a future homesite or investment in Chester, VA. Enjoy a peaceful setting while staying conveniently close to shopping, dining, major roadways, and everyday amenities. Your next opportunity starts here—come explore the possibilities!

4531 Chippoke 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
$349,950
CVR-2621663 MLS
Excellent Opportunity for Buyers seeking land with Massive Exposure along major Route 10 transportation corridor. With 0.835 Acres and 36,373 lot square feet and 110 feet of direct roadside frontage. This property offers a distinctive opportunity in the area influenced by agricultural, residential, and commercial development. Conveniently positioned near established businesses, residential communities, and established and ongoing development, next to Bank, and corner lot. Located within the Iron Bridge Corridor, near established businesses and residential development. Long-term development or commercial possibilities, that are subject to Chesterfields Planning and Zoning requirements and plans. Excellent site for investors, entrepreneurs, and developers.

421 E Hundred Road, Chester
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