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

$499,999
4 Beds ⋅ 3 Baths ⋅ CVR-2620329 MLS
Discover Peaceful Luxury in Chesterfield’s Premier Suburban Community Step into your dream home—an exceptional two-story masterpiece built in 2019, offering nearly 2,500 square feet of beautifully crafted living space designed for comfort, style, and effortless everyday living. This stunning traditional residence features four spacious bedrooms and 2.5 baths, delivering the perfect blend of modern convenience and timeless charm. From the moment you enter, you’ll be greeted by an open-concept family room that flows seamlessly into the gourmet kitchen and dining area—an entertainer’s paradise. A versatile flex room off the foyer provides endless possibilities, whether you envision a cozy playroom, an additional sitting area, or your own private home office or library. The chef’s kitchen is the heart of the home, boasting a massive center island with breakfast bar seating, a gas range with overhead microwave, an oversized pantry, and elegant recessed and chandelier lighting. Slide open the glass doors to relax on the covered back porch—your personal haven for peaceful outdoor moments. Retreat to the luxurious owner’s suite, complete with a newly remodeled, extended California closet and a spa-inspired en suite bathroom featuring gorgeous tile flooring, a double vanity, and a beautifully tiled shower. Three additional bedrooms provide generous space, plush carpeting, and ample storage, perfect for family or guests. This home is packed with upgrades: premium engineered hardwood on the main level, a 2-car garage, double-wide paved driveway, irrigation systems on both the front and side yards, walk-up attic storage, a large crawl space, and leaf gutter guards for carefree maintenance. Located just one mile from Route 288, you’ll enjoy unbeatable access to top-rated schools, shopping, dining, and all the conveniences Chesterfield has to offer. Opportunities like this don’t come often—schedule your private viewing today and experience the charm, comfort, and exceptional value of this remarkable home!

10419 Centralia Station Road, Chester
$428,900
4 Beds ⋅ 3 Baths ⋅ CVR-2620359 MLS
DON'T MISS OUT ON THIS ONE! Move in Ready!! New carpet in 3 of the 4 bedrooms, newly painted rooms throughout and updated kitchen with new countertops! New flooring in the family room and kitchen approximately 8 years old. Roof is approximately 5 years old, ensuring comfort and reliability. This beautiful two-story home features 4 bedrooms, 2 1/2 baths offering 2412 square feet of thoughtfully designed living space is set in an established neighborhood with walking paths perfect for family walks or getting those steps in! Perfect for military families with nearby access or school aged kids looking to get into a wonderful school. The home sits on a well appointed lot with a large rear yard that is fully privacy fenced and a trek composite deck for outdoor entertaining, relaxation or just watching the children play! The primary suite is generously sized and includes a separate area that can function as an office, nursery, sitting room or flex room to fit your lifestyle. Additional bedrooms are over sized providing ample space for family or guests. The fourth bedroom is 20x14 and could also be an upstairs den, office or hobby room with all that space! This home also has a two car attached garage and a double driveway. Conveniently situated near schools, interstates, shopping, dining and a wide variety of amenities, this home combines modern updates with practical living. You will appreciate the thoughtful design and location of this property!! If space is what you need or are looking for... You could call this HOME!!

3136 Poplar View Pl, Chester
$595,000
5 Beds ⋅ 5 Baths ⋅ CVR-2619286 MLS
Welcome to 13337 Silverdust Lane in the sought-after Cypress Woods community! This beautifully maintained 5-bedroom, 4.5-bath home offers over 4,300 square feet of thoughtfully designed living space, perfect for everyday living and entertaining. Inside, you'll find hardwood floors, detailed moldings, a private home office, formal dining room, and a stunning two-story family room with a floor-to-ceiling stacked stone fireplace and abundant natural light. The gourmet kitchen features granite countertops, a large center island, double ovens, premium appliances, a walk-in pantry, and opens to a bright sunroom and spacious rear deck. The owner's suite is a relaxing retreat with a sitting area, walk-in closets, and a spa-like bath. The finished third floor adds a media or recreation room, fifth bedroom, and full bath, offering flexible space for guests or hobbies. Conveniently located near I-95, I-295, Fort Gregg-Adams, DLA Richmond, shopping, and dining, this exceptional home combines space, style, and convenience in one outstanding package.

13337 Silverdust Lane, Chester
$509,995
5 Beds ⋅ 4 Baths ⋅ CVR-2620243 MLS
Welcome Home to Luxury, Space & Everyday Comfort in the Heart of Chester! Nestled on a quiet cul-de-sac in one of Chester's most desirable communities, this move-in-ready 5-bedroom, 3.5-bath home offers more than 3,100 square feet of thoughtfully designed living space that blends style, comfort, and functionality. Step inside to find abundant natural light, fresh neutral paint, and an open-concept floor plan ideal for everyday living and entertaining. The spacious family room flows into the gourmet kitchen featuring granite countertops, stainless steel appliances, abundant cabinetry, a center island, and generous prep space. The spacious primary suite offers two large walk-in closets and a spa-inspired en-suite bath. Three additional generously sized bedrooms provide flexibility for family, guests, or a home office. The finished third level is a standout feature with a full bath—perfect for multigenerational living, an in-law suite, guest accommodations, a private teen retreat, or additional workspace. Step outside to enjoy the fully fenced backyard and expansive deck, ideal for grilling, entertaining, or relaxing. The corner cul-de-sac lot offers added privacy, while the irrigation system helps keep the lawn looking its best. Additional highlights include new concrete walkway, fresh interior paint, ample storage, and a versatile floor plan designed for today's lifestyle. Residents enjoy exceptional community amenities, including a neighborhood pool, clubhouse, and sidewalks. Conveniently located just minutes from Fort Gregg-Adams, shopping, dining, parks, and major commuter routes including I-95, I-295, and Route 288, this home offers easy access to Richmond, Colonial Heights, and the surrounding area. If you've been searching for a spacious, move-in-ready home with room to grow, modern finishes, and exceptional value, your search ends here. Schedule your private showing today before this exceptional home is gone!

13601 Green Spire Circle, Chester
$1,222,000
8 Beds ⋅ 4 Baths ⋅ CVR-2619912 MLS
Rich in history, “Hedgelawn” is nestled on over six tranquil acres amongst mature trees, flowering shrubs, groundcover and a level grassy lawn in the heart of Chesterfield County, 18 minutes from downtown Richmond. Known as “Bleak Hall” in the 18th century, the original story and a half home was constructed between 1725 and 1740 and exemplifies early Virginia architectural traditions. In 1837, the house was expanded with a south-facing two and a half story in the Greek Revival style with an enclosed garden room connecting the two homes. Remarkably, much of the original fabric of the house remains intact including plaster walls, original mouldings, doors, hardware and heart pine floors. In 1864, the Battle of Wooldridge Hill, at the outer line of Drewry’s Bluff, was fought here, with bullet damage still present as a silent testament to that event as well as the signatures of Union soldiers on the front entry hall wall. The main house has been fully restored with modern plumbing, air conditioning and heating systems as well as a kitchen with a large fireplace, brick floor and hidden appliances. This homestead consists of the main house with 5 bedrooms, 2.5 baths, 6 fireplaces and wide plank heart pine floors; the cottage with 2 bedrooms, 1 full bath, kitchen, laundry and great room with 1 fireplace; an office with brick floors, 1 fireplace and 2nd floor bedroom; a story and a half store house and a barn. Although this property is connected to county water, there is also an original well and a live spring. Zoned agricultural with the many benefits of that zoning.

9700 Old Cannon Road, Chester
$420,000
3 Beds ⋅ 3 Baths ⋅ CVR-2619645 MLS
ALL BRICK 1.5 STORY HOME WITH NEW WOOD THICK ENGINEERED FLOORS IN LIVING, DINING, KITCHEN, FOYER, HALL AND FAMILY ROOM. FRESHLY PAINTED LIVING, DINING, FOYER, KITCHEN, HALL AND FAMILY ROOM. LIVING AND DINING ROOM HAS DOUBLE CROWN MOLDING AND CHAIR RAILING. PRIMARY SUITE ON 1ST FLOOR W/LG WALK IN CLOSET AND NEW CARPET, CERAMIC TILE FLOOR, LARGE SHOWER, DOUBLE SINKS & LINEN CLOSET. 2ND BEDROOM OFFER NEW CARPET, DOUBLE CLOSET AND CEILING FAN. KITCHEN HAS CUSTOM CABINETS W/PULL OUT DRAWERS, LG. PANTRY, MOVEABLE ISLAND, BAR AND AREA FOR KITCHEN TABLE. OPENS TO FAMILY ROOM WITH VENTED NATURAL GAS FIREPLACE, CEILING PADDLE FAN. 2ND BATHROOM ON 1ST FLOOR OFF OF 2ND BEDROOM. 3RD BEDROOM IS LARGE ON 2ND FLOOR WITH 3RD FULL BATH, 2 CLOSETS AND WALK IN TO FLOORED ATTIC. EXTRAS: FLIPPED GUTTERS, CENTRAL VACUMN, STORM DOORS, MICROWAVE, DISHWASHER REPLACED 2019, HOT WATER TANK REPLACE 6/2025, CENTRAL AIR REPLACED 14 SEETS 3/22, 7 COIL REPLACE 3/22. GARAGE IS IN THE REAR 20'4"X20'5". HOA fee covers lawn maintenance, irrigation system, snow & trash removal. Chester Village Green has a village feel, sidewalks, street lights, & gutters. Walk to Chester Library, Perkinson Center, drug store, restaurants, boutique shops, farmers market on Saturday. There are 34 Easy Living area, very quite area. Walk in to the home from garage and also from the rear of home. Garage has garage door openers.

4401 Village Garden Circle, Chester
$449,900
4 Beds ⋅ 3 Baths ⋅ CVR-2618122 MLS
Morning starts easy at 2007 Arcadia Ave, a 2021-built home in Chester's Rolling Ridge — coffee brewing on granite counters while sunlight moves across wide-plank floors, the whole main level open enough that nothing happens out of view. The kitchen anchors it all: rich espresso cabinetry, tiled backsplash, gas cooking beneath a stainless vent hood, and an island with pendant lighting that pulls double duty as breakfast bar and command center. By afternoon, the French-door flex room earns its keep — home office under a statement chandelier, or a dining room when the occasion calls for one — while a convenient main-level half bath keeps guests downstairs and mornings upstairs running smoothly. Evenings belong to the great room, where a gas fireplace turns the open floor plan into a gathering place and the sliding door spills out to a stained wood deck and fully fenced backyard made for grilling, unwinding, or letting the day go. When it's time to head up, four bedrooms and a second-floor laundry room keep life simple across 2,164 square feet — and the primary suite makes the ending worth it: walk-in closet, double vanity, a soaking tub for the long days and a glass-door shower for the quick ones. Minutes to I-95, Route 288, shopping, and dining, this one isn't just a floor plan — it's a full day, lived well. Come spend an hour in it and see.

2007 Arcadia Avenue, Chester
$419,900
4 Beds ⋅ 3 Baths ⋅ CVR-2619304 MLS
Welcome to 4704 Cedar Cliff Road, a beautifully refreshed 4-bedroom, 2.5-bath home situated on a spacious corner lot in Stoney Glen. Spanning nearly three stories, this move-in-ready residence opens to a soaring living room with 15-foot-plus ceilings, abundant natural light, and beautifully refinished hardwood flooring. The main level features a formal dining room and a renovated eat-in kitchen. The expansive primary bedroom and generously sized secondary bedrooms offer impressive flexibility, with the upper-level bedrooms providing additional bright and comfortable space. Renovated bathrooms deliver a clean, updated finish. Ample closets and storage can be found throughout the home. Recent improvements include a new roof, fresh interior paint, new carpet, upgraded lighting, refinished flooring, and more. Complete with a two-car garage, an expansive corner-lot setting, and a tree-lined backyard offering added privacy, this home delivers the space, updates, and functionality today’s homeowners seek. Conveniently located near Centralia Road, the Chester YMCA, major shopping destinations, and key highway corridors, 4704 Cedar Cliff Road offers an ideal blend of comfort, space, and accessibility.

4704 Cedar Cliff Road, Chester
$624,999
5 Beds ⋅ 4 Baths ⋅ CVR-2619664 MLS
Experience elevated living in the highly sought-after Mount Blanco on the James, where luxury, space, and breathtaking water views come together in one exceptional home. This stunning 5-bedroom, 3.5-bath residence offers 3,777 square feet of thoughtfully designed living space on a beautifully landscaped 0.39-acre lot, creating the perfect balance of elegance and everyday comfort. From the moment you arrive, you'll appreciate the home's timeless curb appeal and welcoming front porch. Step inside to discover an open, light-filled floor plan featuring spacious living areas designed for both entertaining and everyday living. The gourmet kitchen is beautifully appointed with granite countertops, stainless steel appliances, abundant cabinetry, and generous prep space making it the true heart of the home. The inviting family room centers around a cozy fireplace, while multiple gathering spaces provide endless opportunities for hosting family and friends. Upstairs, the luxurious primary suite offers a peaceful retreat, accompanied by four additional spacious bedrooms and a versatile finished third level that's perfect for a media room, home office, fitness space, or guest suite. Step outside and prepare to fall in love with your own private oasis. Relax on the expansive deck overlooking a serene pond, where tranquil waterfront views create the perfect backdrop for morning coffee, evening sunsets, or outdoor entertaining. Even better, residents enjoy water access to the James River, offering endless opportunities for kayaking, fishing, paddleboarding, or simply embracing the beauty of waterfront living. Conveniently located near Fort Lee, Lego, Amazon, shopping, dining, award-winning Chesterfield schools, and major commuter routes.

1819 White Mountain Drive, Chester
$535,000
4 Beds ⋅ 3 Baths ⋅ CVR-2619485 MLS
Tucked away on a quiet cul-de-sac and set on a picturesque 1.3-acre lot, 5215 Lippingham Lane offers the perfect blend of timeless charm, generous living spaces, and endless outdoor potential. Hardwood floors run throughout much of the home, while elegant crown molding and custom trim add character throughout. Formal living and dining rooms flank the welcoming foyer, creating inviting spaces for everyday living and entertaining. The thoughtfully renovated kitchen features updated finishes, ample cabinetry, and a sunny breakfast nook overlooking the backyard. Just beyond, the dramatic two-story family room is anchored by custom built-in shelving, a cozy gas fireplace, and soaring ceilings that fill the space with natural light. A bright Florida room offers the perfect place to relax year-round while taking in views of the expansive property. A first-floor bedroom with adjacent full bath provides exceptional flexibility as a guest suite, home office, or convenient primary bedroom option. As well as a practical 25 sq ft butler’s pantry that adds extra storage and workspace. It includes a sink for quick prep and cleanup, cabinets for organizing small appliances and pantry items, and a fridge to keep cold drinks and ingredients close by. The compact layout is efficient and keeps everyday items neatly out of sight. Upstairs, an open loft with custom built-ins creates the perfect reading nook, home office, or flex space. The spacious primary suite features a walk-in closet and private en suite bath, while two additional well-appointed bedrooms share a hall bath. Outside, the possibilities are endless. A large rear deck and patio create an ideal setting for entertaining, while the expansive backyard offers room to garden, play, or simply enjoy the privacy of your own 1.3-acre retreat. A charming chicken coop adds a touch of country character, and with a little vision and landscaping, the outdoor spaces are ready to become something truly special.

5215 Lippingham Lane, Chester
$370,000
3 Beds ⋅ 3 Baths ⋅ CVR-2619475 MLS
This beautifully renovated home delivers the space, style, and setting you've been searching for. From the moment you step inside, you'll feel the difference — fresh paint, brand-new carpet, and a thoughtfully upgraded kitchen that strikes the perfect balance between modern design and everyday comfort. The open flow of the main level makes entertaining effortless, while the oversized deck out back invites you to slow down and take in your private, peaceful backyard — whether it's quiet mornings with coffee or weekend gatherings with the people who matter most. Tucked in a sought-after North Chesterfield cul-de-sac, you're just minutes from I-288 and I-95, giving you seamless access to Richmond and beyond — without sacrificing the calm, community feel you came here for. Move-in ready. Private setting. Unbeatable location. Don't wait — schedule your showing today before someone else calls it home.

3425 Ransom Hills Court, Chester
$399,950
3 Beds ⋅ 2 Baths ⋅ CVR-2619470 MLS
Ranch Style Home has it all! Starting with 2 Car Attached Garage, Concrete Driveway, Solar Panels, Newer Roof, Covered Rear Porch-Screened In and Partial Front Porch for sitting and chatting with a friend or neighbor. Central vacuum system as well. Home has been constructed to allow for Handicapped Lifestyle so, no steps, but quite stylish! Home is in great shape but is sold as is.

11611 Hillside Road, Chester
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