Chesterfield County Homes for Sale

Chesterfield County Homes for Sale

Welcome to Chesterfield County, Virginia, a vibrant and welcoming community that perfectly blends suburban charm with the conveniences of city living. Nestled just south of Richmond, Chesterfield boasts a rich history, picturesque landscapes, and a diverse array of recreational opportunities. With its highly-rated schools, family-friendly neighborhoods, and a strong sense of community, it’s no wonder that Chesterfield is a sought-after destination for homebuyers.

The county is known for its lush parks, including the expansive Pocahontas State Park, where residents can enjoy hiking, fishing, and picnicking amidst nature’s beauty. Chesterfield also offers a variety of shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. Whether you’re exploring the historic sites or indulging in local cuisine, you’ll find a warm and inviting atmosphere that makes you feel right at home.

For those considering a move to this enchanting area, there are numerous homes for sale that cater to a range of lifestyles and budgets. From charming single-family homes with spacious yards to modern townhouses in vibrant neighborhoods, Chesterfield’s real estate market has something for everyone. Many properties feature contemporary amenities, open floor plans, and easy access to community resources, making it an ideal place to settle down.

Discover the perfect home in Chesterfield County, where you can enjoy a fulfilling lifestyle surrounded by natural beauty and a strong sense of community. Your dream home awaits in this delightful corner of Virginia!

Newest Chesterfield County Homes for Sale

5137 Gatebridge Road, Chesterfield
$430,000
5 Beds ⋅ 4 Baths ⋅ CVR-2629456 MLS
Welcome to this beautiful two-story Colonial, where timeless architectural character, generous living spaces, and everyday comfort create a wonderful place to call home! The inviting covered front porch, classic white exterior, and striking black accents create a memorable first impression. Step inside to discover gorgeous hardwood flooring, elegant architectural trim, and abundant natural light. The spacious kitchen features beautiful quartz countertops, a full backsplash, stylish gray cabinetry, stainless steel appliances, and attractive tile flooring. The main residence offers four spacious bedrooms and three full bathrooms, providing comfort, privacy, and flexibility throughout. Generously sized living and dining areas create wonderful spaces for entertaining and making lasting memories. The inviting family room features a charming white brick fireplace, picturesque bay windows, and French doors leading to the rear deck, connecting indoor and outdoor living. Adding to the home's versatility is an additional bedroom with its own full bathroom located in the garage area, offering a separate space ideal for guests, extended stays, or a private retreat. Outside, enjoy a spacious backyard, a welcoming rear deck perfect for gatherings, and a covered front porch where you can relax and enjoy the surroundings. With five bedrooms and four full bathrooms in total, including the separate garage-area accommodations, this property offers a wonderful combination of traditional charm, comfortable living, and flexibility. Whether you're gathering around the fireplace, entertaining on the deck, or enjoying a peaceful evening at home, this Colonial offers the space and character to make every moment special. Come experience the charm, comfort, and possibilities this beautiful property has to offer. Schedule your private showing today!

5137 Gatebridge Road, Chesterfield

8307 Sterling Tide Court Unit CT, Chesterfield
$599,000
4 Beds ⋅ 4 Baths ⋅ CVR-2629418 MLS
Priced under $600,000 in The Highlands! Tucked away on a quiet cul-de-sac, this 4-bedroom, 3.5-bath home offers exceptional versatility, generous storage, and the privacy you’ve been looking for. With TWO primary suites—including one on the first floor with THREE closets—you’ll enjoy flexible living options and room to spread out. Grand windows fill the living room with beautiful natural light, creating an inviting setting for everyday living and entertaining. French doors add charm to the dedicated office, while the upstairs loft offers space for a lounge, game room, or your favorite hobbies. The spacious upstairs primary suite features an additional room ready for your imagination: create a dream dressing room, separate closets, a private office, or a relaxing retreat. A spacious walk-up attic provides abundant storage, and the two-car garage adds everyday convenience. Outside, the private backyard sets the scene for hosting friends, enjoying morning coffee, or unwinding at the end of the day. Updates include a downstairs HVAC unit replaced in (2025) and a roof replaced in (2017). Enjoy The Highlands’ golf-course community setting, with amenities including walking trails, basketball, a playground, a pool, tennis courts, and more. The Reserve restaurant, located within the neighborhood, offers dining overlooking the golf course an inviting spot to gather with friends or enjoy an evening close to home. This is more than a neighborhood it’s a lifestyle!

8307 Sterling Tide Court Unit CT, Chesterfield

4508 Edenton Place, Chester
$399,000
4 Beds ⋅ 2 Baths ⋅ CVR-2629423 MLS
Tucked away in a quiet pocket of Chester’s Greenbriar neighborhood, this thoughtfully updated home offers the perfect blend of comfort, flexibility, and modern upgrades—all for under $400,000! Freshly improved and ready to impress! The kitchen has been opened up to create a more spacious, connected feel, complemented by beautiful new flooring throughout the common living areas. These latest improvements build on years of thoughtful updates, creating a home that feels fresh, functional, and ready for its next chapter. The versatile floor plan offers plenty of options for today's lifestyles. The main level features a comfortable living room, additional sitting area, beautifully renovated kitchen (2020), two bedrooms, and a full bath—ideal for guests, a home office, or multi-generational living. Upstairs, you'll find two additional spacious bedrooms, a second full bath, and fresh wall-to-wall carpet (2025). The big-ticket updates have already been taken care of! Enjoy the peace of mind that comes with HVAC (2023), an on-demand hot water heater (2022), updated flooring (2020 and 2026), fresh paint (2024 & 2026), a new sliding door to the rear deck (2025), and a new washing machine (2025). Outside, the fully fenced backyard offers room to relax, entertain, or enjoy outdoor activities. An additional shed with electricity provides space for hobbies, storage, or creative projects. Situated between two cul-de-sacs, the home enjoys a tucked-away setting with minimal through traffic. And there's more! The washer and dryer convey, and the seller is offering a full year of coverage through First American Home Warranty, adding even more value and peace of mind. With its newly opened kitchen, updated living spaces, flexible floor plan, and impressive list of improvements, this home is a unique find at this price point. Move-in ready, thoughtfully updated, and priced under $400,000—come see what makes this home special!

4508 Edenton Place, Chester

14600 Castleford Court, Midlothian
$1,035,000
5 Beds ⋅ 5 Baths ⋅ CVR-2629408 MLS
Situated on 1.75 beautiful acres on a peaceful street with a cul-de-sac, this property offers an incredible combination of privacy, space, and thoughtful updates throughout! The gorgeous setting provides plenty of opportunities to enjoy the outdoors. Inside, you'll find hardwood floors, fresh paint, new carpet (2024), updated bathrooms, and two wood-burning fireplaces that add warmth and character. The beautifully updated kitchen (2022) features a new refrigerator, gas hookup for the range, and a convenient butler's pantry, making everyday living and entertaining a breeze. The primary ensuite offers a comfortable retreat, while the sunroom, provides a peaceful space to relax and enjoy the surrounding wooded views and trails. Outdoor living is just as impressive with a screened-in porch featuring TimberTech flooring, a deck overlooking the woods, a hot tub installed in 2023, and a newer patio (2025). The finished basement offers additional living and entertaining space, complete with a wood-burning fireplace and half bath. Recent improvements include replacement windows (2022), newer siding, updated lighting and sconces throughout the upstairs bedrooms and hallway, a new ceiling fan in the primary bathroom water closet, fresh interior paint and wall coverings, a new driveway retaining wall, and new fencing. The aggregate circular driveway, abundant storage, basketball goal, and outdoor gas grill hookup add even more convenience. With an incredible setting, spacious indoor and outdoor living areas, and numerous updates already completed, this property offers the perfect opportunity to enjoy privacy without sacrificing comfort or convenience!

14600 Castleford Court, Midlothian

14100 Southshore Road, Midlothian
$1,350,000
5 Beds ⋅ 4 Baths ⋅ CVR-2627046 MLS
Waterfront living at its finest! Imagine waking each morning to the peaceful beauty of Swift Creek Reservoir, where sparkling water, towering trees, and abundant wildlife create a private retreat you'll never want to leave. Nestled along the shoreline in desirable Southshore, this exceptional home offers more than beautiful water views—it offers a lifestyle! Start your day with coffee on the expansive rear deck or beneath the stunning vaulted, wood-beamed ceiling of the screened porch, watching ducks glide across the water and eagles soar overhead. Spend afternoons fishing from your private dock or cruising the 1,700-acre reservoir aboard the included 2023 22' Ranger pontoon boat with fishing package. Boat over to The Boathouse Restaurant at Sunday Park for dinner, then return home to unwind as breathtaking sunsets paint the sky over the water. Surrounded by nature yet just minutes from the shopping and restaurants along Hull Street Road, this peaceful Southshore sanctuary offers the rare opportunity to feel miles away without sacrificing convenience. Inside, the beauty of the outdoors takes center stage. A dramatic two-story family room with soaring arched windows floods the home with natural light while framing picturesque views of the wooded backyard and reservoir. The inviting, open living spaces flow effortlessly to the outdoors, making everyday living and entertaining a pleasure. Brick and Hardiplank siding complement the home's timeless appeal, while the main-level primary suite offers comfort and convenience. A formal dining room provides an elegant setting for gatherings, and a dedicated office/flex space accommodates work or hobbies. Upstairs, four additional bedrooms and two full baths offer generous accommodations, while a walk-up attic provides abundant storage or future expansion possibilities. Here, life moves at the pace of the water, and every day feels like a getaway. Welcome home to a waterfront retreat that feels like a vacation without ever leaving home!

14100 Southshore Road, Midlothian

1725 Winbury Drive, Midlothian
$399,000
4 Beds ⋅ 3 Baths ⋅ CVR-2629403 MLS
**LOCATION, SPACE & OPPORTUNITY!** Priced to Sell - Welcome to 1725 Winbury Drive, where a great location, spacious floor plan, and plenty of potential come together! If you've been looking for a home with room to spread out and the opportunity to make it your own, this one deserves a closer look! Offering 4 bedrooms, 2.5 baths, and 1,932 square feet, this home provides comfortable living spaces for everyday life and entertaining. Step inside to a generously sized living room featuring a gas fireplace, perfect for gathering with family and friends or relaxing at the end of a busy day. The separate dining room offers space for holiday celebrations and special occasions, while the eat-in kitchen provides a casual spot for morning coffee or everyday meals. You'll also appreciate the convenience of a first-floor laundry room and an attached 2-car garage! Upstairs, the spacious primary bedroom features vaulted ceilings that create an open, airy feel, along with its own private bath. Three additional bedrooms and a full hall bath provide plenty of flexibility for family, guests, a home office, or whatever fits your lifestyle. Pull-down attic access adds another practical feature! And let's talk about the outdoor space! A large deck stretches across the rear of the home, offering a wonderful place for grilling, entertaining, or simply enjoying some fresh air. The fenced rear yard provides even more possibilities for outdoor activities, gardening, or relaxing in your own backyard. LOCATION is another great reason to take a look!** Enjoy the convenience of nearby shopping, dining, and everyday necessities while having a place to call your own. This property is being sold **AS IS**, presenting a wonderful opportunity for buyers who recognize the potential and are ready to add their own personal touches. With 4 bedrooms, generous living spaces, a gas fireplace, attached garage, and great outdoor space, there's so much to work with! Bring your ideas, imagine the possibilities, and schedule your showing today!

1725 Winbury Drive, Midlothian

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