South Chesterfield Real Estate

South Chesterfield Real Estate

South Chesterfield is a vibrant city located in the state of Virginia. Nestled in the heart of the state, South Chesterfield offers a perfect blend of suburban charm and urban convenience.

One of the key attractions of South Chesterfield is its rich history. The city is home to several historical landmarks, including the historic Swift Creek Mill Theatre, which dates back to 1663. Visitors and residents alike can explore the city's past by visiting the Chesterfield County Museum or taking a stroll along the Chesterfield Historical Society's walking tour.

In addition to its historical significance, South Chesterfield boasts a thriving economy. The city is home to numerous industries, including manufacturing, healthcare, and technology. This diverse economic landscape provides ample job opportunities for residents and contributes to the city's overall prosperity.

South Chesterfield also offers a wide range of recreational activities. Outdoor enthusiasts can enjoy hiking and biking trails at the Pocahontas State Park or spend a day fishing at Lake Chesdin. The city is also home to several golf courses and sports complexes, catering to the interests of sports enthusiasts.

When it comes to education, South Chesterfield is served by excellent public and private schools, ensuring that children receive a quality education. The city also houses the John Tyler Community College, providing higher education opportunities for students.

With its rich history, strong economy, and abundant recreational activities, South Chesterfield is an ideal place to call home. Whether you're looking for a close-knit community or easy access to urban amenities, South Chesterfield has something to offer everyone.

Newest Listings in South Chesterfield

$500,000
4 Beds ⋅ 3 Baths ⋅ CVR-2623099 MLS
First Offering on this beautiful home in the golf course community of The Highlands- this beautiful home offers a wonderful floor-plan for every day living & a flat one acre lot! Greet your guest on your covered double door entryway that opens to wide foyer with hardwood floors. There is a dining room space for over-flow eating options or hosting holiday meals. The nicely sized kitchen has tons of storage, bar-height seating & a lovely eat-in area, that opens to your family room with new carpet, a fireplace & two sets of sliders, that lead out to your gorgeous screened porch...this will quickly become your favorite space to enjoy the upcoming fall weather. The FIRST FLOOR PRIMARY is a dream, there are sliders that open to your screen porch, an ensuite with double vanities, soaking tub, water closet & walk-in closet. The designated home office is tucked away for privacy with custom built-ins with a glass french door making this a bright work space. Upstairs there a large bedroom with that could double as a 2nd primary with a WIC & access to a full bath. There are 2 additonal bedrooms & HUGE WALK-IN storage area for all storage needs. This amenity enriched community offers residents access to: a community pool, a championship golf course, tennis & pickleball, basketball courts and wide open spaces for walking & bike riding. This is such a wonderful opportunity to call this home yours - it has been dearly loved by the original owners for the last 26 years! (Interior of the home was painted 8/2026 - 1st floor carpet replaced 9/2026- roof 2017- HVAC 2017)

8306 Regalia Place, South Chesterfield
$200,000
3 Beds ⋅ 2 Baths ⋅ CVR-2623987 MLS
Excellent opportunity for this 3 bedroom rancher across the street from Matoaca Elementary and walking distance to Matoaca Park and Matoaca Middle School . Inviting shady yard. Rear deck. Storage building. Inside has a vaulted ceiling in the living room with skylights. The eat-in kitchen has a unique curved breakfast bar. 2 full baths , one being in the primary suite. LVP flooring.

20401 Halloway Avenue, South Chesterfield
$419,900
4 Beds ⋅ 2 Baths ⋅ CVR-2623815 MLS
Beautifully renovated and move-in ready! Welcome to 9737 Graves Road, a spacious 4-bedroom, 2-bath home offering over 2,100 square feet of finished living space and an impressive list of recent improvements. Step inside to find new luxury vinyl plank flooring throughout, fresh finishes, updated lighting and fixtures, and a beautifully refreshed kitchen featuring granite countertops and newer appliances. The finished lower level provides exceptional additional living space and includes a stunning renovated full bath with a new vanity and custom tiled shower. The improvements continue outside with a brand-new 12' x 20' deck overlooking an expansive approximately 600-square-foot concrete patio—an incredible setup for entertaining, grilling, relaxing, or creating your own outdoor living space. Additional exterior improvements include new lower-level siding, refreshed landscaping and gravel areas, and renewed electrical service to the detached shed for added storage, workshop, or hobby space. With four bedrooms, two renovated living levels, generous indoor and outdoor spaces, and extensive updates already completed, this home offers the combination of space, function, and turnkey condition that is increasingly difficult to find. Conveniently located in South Chesterfield with access to the Matoaca school district. All that's left to do is move in and enjoy!

9737 Graves Road, South Chesterfield
$599,000
4 Beds ⋅ 3 Baths ⋅ CVR-2621849 MLS
Nestled on over 2 private acres in beautiful Matoaca, this spacious brick rancher offers peaceful country living with the convenience of being just minutes from town—and no HOA! Featuring 4 bedrooms, 3 full baths, and 3,686 total square feet, this home includes a large great room, a separate living room with a fireplace, and beautifully updated bathrooms. The walk-out finished basement offers a spacious rec room, private bedroom, full bath, and walk-in closet, making it ideal for guests, multigenerational living, or additional entertaining space. Outside, enjoy a fenced backyard, patio, paved driveway with ample parking, and a serene setting tucked back from the road for added privacy.

20808 Little Road, South Chesterfield
$236,000
4 Beds ⋅ 2 Baths ⋅ CVR-2620747 MLS
Located on a nice lot, this 4 bedroom, 1 1/2 bath Cape is priced to sell fast! Ideal for investors or first time home buyers looking for a property to customize and build equity.

19401 Braebrook Drive, South Chesterfield
$307,000
3 Beds ⋅ 2 Baths ⋅ CVR-2618566 MLS
NEW PRICE + FRESH LOOK! Welcome to 5725 Fox Hunt Trail, a move-in-ready ranch in South Chesterfield’s McCormick Woods subdivision offering comfort, thoughtful updates, and outdoor space you can actually use. This 3-bedroom, 2-bath home features easy one-level living with a welcoming front porch, a comfortable living area, and a kitchen with dining space that keeps daily routines simple. Refreshed kitchen surfaces and updated appliances create a clean, modern feel, while the roof, HVAC, and water heater have all been replaced within the past 5 to 6 years for added peace of mind. As an added bonus, the home includes a whole-home Air Scrubber system designed to support indoor air quality and circulation. Outside, the fully fenced backyard extends the home’s comfort with a refreshed rear deck, patio lighting, and a fire pit area perfect for relaxing evenings, weekend cookouts, or casual gatherings. With public water, public sewer, no HOA, and nearby parks and recreation, this well-maintained home is practical, inviting, and ready to welcome its next owner!

5725 Fox Hunt Trail, South Chesterfield
$312,000
3 Beds ⋅ 2 Baths ⋅ CVR-2617891 MLS
Amazing Investment Priced UNDER appraised value! Updated, Energy-Efficient Brick Ranch with Open Living and Backyard You'll Love! From the moment you step inside,you'll appreciate the bright,open feel of this beautifully maintained one-level brick ranch.The open-concept kitchen flows seamlessly into the main living area creating the perfect setting for everyday living,family gatherings,or entertaining friends. Offering 3 bedrooms,1.5 baths & the convenience of single-level living,this home has been thoughtfully updated so you can move in with confidence.Just off the main living area and kitchen,you'll find a versatile additional room currently used as a playroom,offering endless possibilities as a home office,reading nook,craft area,or dedicated space for hobbies & personal interests. Major improvements include a new roof (2019),vinyl replacement windows,updated attic insulation(2019), & a fully insulated crawlspace.In Aug 2021 the home received a new HVAC system (under warranty with Woodfin),removal of the oil tank,all-new ductwork,an updated electrical panel,& installation of a smart thermostat,providing comfort,efficiency,&peace of mind throughout all the seasons. One standout features is its incredibly low average monthly electric bill ($81) thanks to the solar panels installed in 2023.Additional move-in ready updates:washer/dryer(2019),refrigerator(2025),& dishwasher (2025). Incredible storage,including a fully-floored attic for all your seasonal decor!A detached storage shed,attached storage room,& double-width driveway provide even more storage and parking options. Step outside to your own private retreat;large,level fully fenced backyard offers plenty of room to enjoy the outdoors.A sun-filled garden has excellent sunlight! Ideally located minutes from shopping,restaurants,parks,& major highways,enjoy the perfect balance of peaceful neighborhood living with everyday conveniences close by.

6012 Keaneland Drive, South Chesterfield
$1,165,000
5 Beds ⋅ 3 Baths ⋅ CVR-2617860 MLS
Experience resort-style lakefront living at 20149 Oak River Ct, a beautifully appointed Craftsman home on over an acre along Lake Chesdin with an IN-GROUND POOL, DOCK and an In-Law Suite w/ separate entrance. Tucked away on a quiet cul-de-sac, this 5-bedroom, 3-bath home offers over 4,000 sq. ft. of thoughtfully designed living space with breathtaking water views and exceptional indoor-outdoor living. The main level is anchored by a dramatic great room featuring soaring 18+ ft ceilings, a wall of windows framing the lake, and a stunning gas fireplace with custom detailing. The open-concept kitchen is equally impressive with custom cherry cabinetry, granite countertops, an island, and a wet bar! A spacious first-floor primary suite captures serene water views, while an additional first-floor bedroom and full bath provide flexibility for guests. Upstairs, you’ll find three additional bedrooms, including a versatile suite with its own living area, kitchenette, and private entrance. Step outside to experience true resort-style living. The heated pool, newly upgraded with a high-efficiency variable frequency drive (VFD) pump, is surrounded by lush landscaping and redesigned flower beds with river rock. A new Trex deck overlooks the backyard, where rip rap drainage improvements enhance both function and aesthetics. Follow the path to your private dock and boathouse, complete with lifts, and enjoy what Lake Chesdin has to offer. Recent upgrades elevate the home’s efficiency, including a Rinnai high-efficiency tankless water heater with circulating pump, a 19+ SEER inverter heat pump system, Aprilaire steam whole-house humidifier, upgraded 4” media filters, Ultravation UV PhotoMax air purification systems on both levels, and new roof in 2024. Additional enhancements include a new LG refrigerator, New microwave, upgraded garage door with LiftMaster system, and more. With timeless design, modern systems, and unmatched waterfront amenities, this home offers a rare opportunity to enjoy luxury lake living at its finest.

20149 Oak River Court, South Chesterfield
$250,000
3 Beds ⋅ 1 Baths ⋅ CVR-2617251 MLS
2700 Tipton St, South Chesterfield, VA 23834 is a one-story South Chesterfield single- home built in 1991 on a generous lot with room to spread out. The kitchen pairs wood cabinetry with counter space and a double-basin sink for easier food prep and cleanup, while the adjoining living area stays open and bright with ceiling fans that improve air circulation across the room. Three bedrooms include closets that keep clothing and belongings organized, and the full bathroom provides a vanity for daily routines alongside a tub-and-shower combination. A covered front entry shelters arrivals, and a fully fenced backyard defines the outdoor space for everyday use. Functional layouts complete this well-maintained residence with practical amenities throughout every room. Included 100-Day Home Warranty with buyer activation.

2700 Tipton Street, South Chesterfield
$500,000
4 Beds ⋅ 4 Baths ⋅ CVR-2617092 MLS
14725 Grand Forest Ct is a three-story South Chesterfield cul-de-sac home with a functional layout and modern finishes throughout. The kitchen features a center island, granite countertops, and a walk-in pantry, creating a well-equipped space for cooking and entertaining. A fireplace anchors the main living area, adding warmth and ambiance to the central gathering space. A dedicated office provides a versatile space for work or study. The primary bedroom includes a walk-in closet for convenient storage and organization, while the primary bathroom features double sinks alongside a separate tub and shower for everyday convenience. A deck extends the living space outdoors, creating ample room for relaxation and entertaining. A two-car garage completes this well-maintained residence with practical amenities and comfortable living spaces throughout every room. Included 100-Day Home Warranty with buyer activation.

14725 Grand Forest Court, South Chesterfield
$360,000
3 Beds ⋅ 3 Baths ⋅ CVR-2616764 MLS
Charming 2-story on 1 acre of land close to the Interstate, restaurants and shopping. Downstairs this home offers a large Family Room with a gas fireplace and built-in bookshelves. Eat-In Kitchen has a pantry and aAll partie built-in bench perfect for more storage. Laundry/ Mud Room has its own entrance from driveway. Primary bedroom has a 9ft x 14ft walk-in closet and a private bathroom with jacuzzi tub. Two other bedrooms are upstairs one with a walk-in closet. The backyard is fully enclosed by a newly added privacy fence and features 2 detached sheds for all of your outside storage needs. Upstairs Air Conditioning unit was replaced recently as was sliding glass door to rear deck.

13808 Lawing Drive, South Chesterfield
$644,950
3 Beds ⋅ 2 Baths ⋅ CVR-2615993 MLS
Welcome to Walthall Mill, where one-level living meets privacy, comfort, and modern craftsmanship. Situated on a beautiful 1.1-acre wooded homesite, the Tiffany 1 by LifeStyle Home Builders offers 2,291 square feet, 3 bedrooms, 2 full baths, and a thoughtfully designed open layout perfect for everyday living and entertaining. The chef's kitchen features granite countertops, gas cooking, wall oven, a large center island, pantry, and seamless flow into the spacious family room with a gas fireplace and oversized windows that fill the home with natural light. The adjoining morning room provides access to the rear deck and creates the perfect space for casual dining or relaxing with views of the private backyard. The primary suite offers a luxurious en-suite bath, double vanity, and a large walk-in closet, while two additional bedrooms and a second full bath provide comfortable accommodations for family or guests. Additional highlights include 9-foot ceilings, a side-entry two-car garage, covered front porch, rear deck, and quality finishes throughout. Conveniently located just minutes from I-295 and Route 10, Walthall Ridge provides easy access to downtown Richmond, Fort Gregg-Adams, and major employment centers. Enjoy nearby outdoor recreation at Dutch Gap Conservation Area with hiking, kayaking, fishing, and wildlife viewing, or spend the afternoon at historic Henricus Historical Park. Golf enthusiasts will appreciate being just moments from Bermuda Golf Course, while shopping, dining, and everyday conveniences are only a short drive away. PHOTOS ARE OF A PREVIOUS MODEL AND MAY REPRESENT ADDITIONAL OPTIONS AND DIFFERENT FINISHES.

14600 Walthall Drive, South Chesterfield
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