Chesterfield County Real Estate

Chesterfield County Real Estate

Welcome to Chesterfield County, Virginia—a vibrant community that beautifully blends the charm of suburban living with the convenience of urban amenities. Nestled just south of Richmond, Chesterfield is known for its rich history, picturesque landscapes, and a strong sense of community, making it an ideal place for families, young professionals, and retirees alike.

Chesterfield County boasts an impressive array of parks, recreational facilities, and outdoor activities. With over 40 parks and numerous trails, residents can enjoy everything from serene nature walks to exhilarating sports events. The county's commitment to preserving green spaces ensures that outdoor enthusiasts have plenty of options, whether it’s hiking, biking, or picnicking with family and friends.

Education is a top priority in Chesterfield, with a highly-rated school system that offers a range of programs to cater to diverse learning needs. The county is also home to several higher education institutions, making it a hub for lifelong learning and professional development.

Culturally, Chesterfield is rich in heritage, with historic sites and museums that tell the story of the region's past. Local festivals and community events foster a strong sense of belonging, inviting residents to connect and celebrate together.

Convenience is another hallmark of Chesterfield County. With easy access to major highways, commuting to downtown Richmond or exploring nearby attractions is a breeze. Shopping, dining, and entertainment options abound, ensuring that there’s always something to do.

Whether you’re looking to settle down or invest in a property, Chesterfield County offers a welcoming environment where you can thrive and create lasting memories. Discover the charm of Chesterfield today!

Newest Listings in Chesterfield County

no property photo
$275,000
3 Beds ⋅ 3 Baths ⋅ CVR-2628986 MLS
Welcome home to a relaxed living with this low maintenance townhome!! Your home offers storage, great flow and a location that allows you to convenietly enjoy the many adventures RVA offers,just minutes away. Relax at home in the primary bedroom with ceiling fan, private full bath and walk in closet. The 2nd and 3rd bedrooms provide extra sleeping spaces or even a wellness room or home office. Whatever ideas you have bring them because the options are endless.A new 2025 HVAC system will keep you cool in summer and warm in winter.The enclosed back yard, eat in kitchen , living room and dinning room allow you to entertain or simply enjoy a little peace and quiet. Schedule time to check it out, you'll be glad you did! Detached Storage being sold "As-Is"

6430 Sexton Drive, North Chesterfield
5107 Twelveoaks Road, Midlothian
$319,000
3 Beds ⋅ 1 Baths ⋅ CVR-2628576 MLS
CHARMING RANCHER WITH A FENCED IN BACKYARD! Welcome to 5107 Twelveoaks Rd in the Glen Tara Subdivision! Enjoy this stunning one-level home offering thoughtful design and upgrades that make this one truly move-in ready. You are greeted with a warm and inviting family room boasting VAULTED ceilings, a BRICK WOOD BURNING fireplace, BRAND NEW PAINT, and BRAND NEW CARPET throughout. The EAT-IN kitchen provides versatility offering GRANITE countertops, TILE floors, SS Appliances, Separate laundry room, and sliding door to the backyard. Each bedroom is equipped with ceiling fans, thermal windows, and substantial closet spaces. Sit back and enjoy the rare benefits of a paved driveway, SPACIOUS Front Porch, and LARGE Back Deck! Additionally, the home offers a NEWER dimensional shingled ROOF and HVAC systems which allow you to focus on moving in rather than budgeting for repairs! Schedule a tour today and don't miss your chance to own this classy Midlothian Ranch!

5107 Twelveoaks Road, Midlothian
4914 Terrace Arbor Circle, Midlothian
$439,777
3 Beds ⋅ 3 Baths ⋅ CVR-2628835 MLS
Welcome to The Terraces at Swift Creek, where refined living meets everyday convenience. This immaculate, exceptionally well-maintained end-unit luxury condominium offers 3 bedrooms, 2.5 baths, and a thoughtfully designed floor plan filled with natural light. The impressive family room features soaring vaulted ceilings, beautiful built-in cabinetry, a gaslog fireplace and coziness; along with direct access to the outdoor patio. An adjoining sunroom with double doors provides an ideal setting for a private home office or cozy sitting area. The eat-in kitchen features updated countertops and LVT flooring. The first-floor primary suite offers a spacious walk-in closet and a luxury en-suite bath complete with double vanities, a separate shower, and a jetted soaking tub. Upstairs continues to impress with two generously sized bedrooms, each with a walk-in closet, and a versatile loft ideal for entertaining, relaxing, or hobbies. A walk-in attic provides convenient storage space. This home is pristine and has been well cared for by the current owner who made several updates including a new HVAC in 2024. Other highlights include a two-car garage and the ease of maintenance-free community living. The roof was just replaced in the Spring of 2026! Conveniently located just minutes from Route 288, this exceptional home combines space, comfort, style and convenience.

4914 Terrace Arbor Circle, Midlothian
14106 Abrahams Lane, Midlothian
$625,000
3 Beds ⋅ 2 Baths ⋅ CVR-2628885 MLS
Enjoy this Boone built, pristine patio home in Charter Colony’s favorite Madison Village neighborhood offering effortless, step-free one-level living. Located near the heart of Midlothian, the meticulously maintained interior features wood floors throughout the first level. A redesigned kitchen—accessed through French doors from the foyer, boasts granite countertops, a beautiful tiled backsplash, stainless steel appliances, an island, pantry, and a bright eat-in area overlooking manicured front gardens. The open dining and living area features soaring two-story ceilings, a pretty chandelier, recessed lighting, a cozy gas fireplace with a set of French doors that lead to a light-filled sunroom overlooking a well-designed landscaped patio and rear yard with year-round blooms. The main level includes a large primary suite with a vanity area, walk-in closets and an ensuite bath featuring a tiled shower, sunken tub, and double granite vanity. There are two additional nice sized bedrooms, one featuring wall to wall carpet, with wonderful closet space. The third bedroom is currently used as an office featuring a rear set of stairs to the second level. The fully renovated hall bath and dedicated laundry room with extra cabinetry finish out the main level. The finished two-car garage with storage, a utility sink and direct access that makes entry easy. Additionally, the unfinished second level offers abundant storage space and is already plumbed and wired for easy future expansion and extra square footage if needed. Situated in a maintenance-free community with walking trails, a pool, a clubhouse, and a playground, it's time to enjoy all of the benefits of "easy living" and "lock the door and go"! Conveniently located in Midlothian, you will be minutes from your favorite restaurants, shops, schools, hospitals, and churches. This move-in ready gem is truly unique and won't last long!

14106 Abrahams Lane, Midlothian
16141 Cachet Way, Midlothian
$372,945
3 Beds ⋅ 3 Baths ⋅ CVR-2628936 MLS
COMING SOON – The Sycamore II by Main Street Homes at The Aire at Westchester! Discover comfortable, lower-maintenance living in this thoughtfully designed two-level interior-unit condominium offering 3 bedrooms, 2.5 baths, an attached one-car garage, and 1,587 square feet of living space. The first level features an inviting open-concept layout, seamlessly connecting the kitchen and great room for everyday living and entertaining. The spacious kitchen offers a center island, pantry, abundant cabinetry, and quartz countertops, while Mohawk RevWood flooring adds style and durability throughout the main living space. Upstairs, the primary suite provides a relaxing retreat with two walk-in closets and a private en-suite bathroom featuring quartz countertops. Two generously sized secondary bedrooms share a full hall bath, and one bedroom offers access to a private composite balcony—an ideal spot to enjoy some fresh air. Conveniently located adjacent to Westchester Commons, The Aire puts dining, shopping, and entertainment just steps away. Future planned community amenities include parks, walking trails, dog parks, a clubhouse, and a pool. With modern finishes, functional living spaces, private outdoor access, and an attached garage, the Sycamore II offers an appealing combination of comfort, convenience, and lower-maintenance living in a prime location. PHOTOS REPRESENT THE FLOOR PLAN BUT ARE NOT OF THIS SPECIFIC HOME.

16141 Cachet Way, Midlothian
10800 Drayton Road, Chesterfield
$325,000
3 Beds ⋅ 2 Baths ⋅ CVR-2628931 MLS
Looking for the ease and convenience of one level living? Welcome to this well maintained, brick accented ranch style home in a convenient Chesterfield location! This move in ready home features three bedrooms and a comfortable layout with everything you need on one level. The eat in kitchen offers beautiful pine cabinetry, new stainless steel appliances, and a pantry, while the dining area with a bay window flows into the spacious family room with vaulted ceilings and a brick fireplace. The primary bedroom includes a walk in closet and private full bathroom. Additional features include a heat pump and central air system installed in 2019, low maintenance vinyl siding and windows, an architectural shingle roof, gutters with guards, and a storage shed. Enjoy relaxing or entertaining on the spacious rear deck, perfect for cookouts and outdoor gatherings. Conveniently located near major interstates, schools, shopping, restaurants, and medical facilities, this home offers comfortable single level living with everyday conveniences close by. If you've been searching for a ranch style home that is move in ready and easy to enjoy, this one is worth a look. Welcome home!

10800 Drayton Road, Chesterfield
16151 Cachet Way, Midlothian
$456,530
3 Beds ⋅ 3 Baths ⋅ CVR-2628925 MLS
COMING SOON – The Aspen II by Main Street Homes at The Aire at Westchester! Enjoy spacious, low-maintenance living in this beautifully designed upper-level, two-story condominium offering 3 bedrooms, 2.5 baths, an attached one-car garage, and 2,498 square feet of thoughtfully planned living space. The entry level features a welcoming foyer, coat closet, and convenient direct access to the garage. A private staircase leads to the expansive, open-concept main living level, where a spacious kitchen with quartz countertops flows seamlessly into the dining area and great room. Mohawk RevWood flooring enhances the main living space, while a versatile flex room offers added flexibility for a home office, hobby room, or additional living space. Step outside to the private covered balcony, perfect for enjoying a quiet morning or relaxing at the end of the day. Upstairs, the primary suite features a walk-in closet and private en-suite bathroom, while two additional bedrooms share a full hall bath. The conveniently located second-floor laundry adds everyday ease. Ideally situated adjacent to Westchester Commons, The Aire places dining, shopping, and entertainment just steps away. Future planned community amenities include parks, walking trails, dog parks, a pool, and a clubhouse. With stylish finishes, an attached garage, private outdoor living space, and a convenient location, the Aspen II offers an appealing blend of comfort, functionality, and modern, low-maintenance living. PHOTOS REPRESENT THE FLOOR PLAN BUT ARE NOT OF THIS SPECIFIC HOME.

16151 Cachet Way, Midlothian
5054 Oakforest Drive, Chesterfield
$325,000
3 Beds ⋅ 2 Baths ⋅ CVR-2627205 MLS
5054 Oakforest Dr offers comfortable living, thoughtful updates, and versatile spaces in a quiet Chesterfield neighborhood. The bright living room sets the scene for cozy evenings by the brick wood-burning fireplace, while newer LVP flooring (2024) adds a fresh touch to the main living area. The recently renovated kitchen (2024) makes everyday routines a little more enjoyable, with newer stainless steel appliances and a center island with bar seating that invites everything from casual breakfasts to conversation while dinner comes together. Just beyond, the open dining area provides direct access to the back deck, making it easy to take meals outside or enjoy a relaxed evening with friends. The spacious first-floor primary bedroom offers a comfortable retreat at the end of the day, complete with a private half bathroom for added convenience. The second main-level bedroom provides a welcoming space for family or overnight guests, with easy access to the full hallway bathroom featuring a shower/tub combo. Upstairs, the third bedroom offers newer carpet (2024) and room to adapt as life changes, whether you envision a private bedroom, a home office, or a dedicated space for hobbies and creative projects. The walk-in attic provides ample storage space. Outside, the wooden deck overlooks the yard, offering a place to enjoy a quiet morning outdoors or unwind in the fresh air at the end of the day. Mature trees and a peaceful neighborhood setting create a comfortable backdrop, with local shopping and dining along Hull Street just a five-minute drive away. Schedule your private showing today and imagine the possibilities at 5054 Oakforest Dr!

5054 Oakforest Drive, Chesterfield
14106 Bridgetown Court, Chester
$465,000
4 Beds ⋅ 3 Baths ⋅ CVR-2628893 MLS
Welcome to 14106 Bridgetown Court, where timeless charm, modern comforts, and beautiful one-acre setting create a home you'll love! Step inside to discover soaring ceilings, abundant natural light, and beautiful hardwood floors that create an elegant yet welcoming atmosphere. Inviting living spaces offer the perfect balance of comfort and functionality, whether you're hosting gatherings or enjoying a quiet evening by the wood-burning fireplace. Built-in bookcases add warmth, character, and sophistication. The kitchen features granite countertops and stainless steel appliances, making cooking and entertaining a pleasure. With four bedrooms and two-and-a-half bathrooms, there's room to spread out and make every space your own. Retreat to the primary suite, where a spa-inspired ensuite bathroom with a soaking tub and separate walk-in shower offers the perfect place to relax and recharge. Outdoor living is just as inviting! Enjoy the beautiful one-acre setting with mature trees, a fenced backyard, and a spacious deck perfect for entertaining, gardening, or simply enjoying the peaceful surroundings. Best of all, the hot tub conveys with the property, making relaxing evenings under the stars even more enjoyable! Storage is another outstanding feature! In addition to attic storage, the encapsulated crawl space provides valuable extra storage. An attached two-car garage with additional storage and a backyard shed offer even more room for your belongings, hobbies, and outdoor equipment. With its beautiful architectural details, comfortable living spaces, abundant storage, and inviting outdoor retreat, this Chester home offers more than just a place to live. It's a place to relax, entertain, create lasting memories, and truly feel at home. Come experience the charm, comfort, and possibilities of 14106 Bridgetown Court. Schedule your private showing today!

14106 Bridgetown Court, Chester
16147 Cachet Way, Midlothian
$502,525
3 Beds ⋅ 3 Baths ⋅ CVR-2628914 MLS
COMING SOON – The Aspen II by Main Street Homes at The Aire at Westchester! Experience stylish, low-maintenance living in this spacious upper-level, two-story condominium offering 3 bedrooms, 2.5 baths, an attached one-car garage, and 2,474 square feet of thoughtfully designed living space. The entry level features a welcoming foyer, coat closet, and convenient direct access to the garage. A private staircase leads to the expansive, open-concept main living level, where a well-appointed kitchen with quartz countertops flows seamlessly into the dining area and spacious great room. Mohawk RevWood flooring enhances the main living space, while a versatile flex room and private covered balcony provide additional space to work, relax, or entertain. Upstairs, the primary suite offers a walk-in closet and private en-suite bath, complemented by two additional bedrooms, a full hall bath, and conveniently located laundry. Enjoy even more outdoor living with a private covered rooftop terrace, perfect for unwinding or hosting guests. Ideally situated adjacent to Westchester Commons, The Aire offers convenient access to an array of dining, shopping, and entertainment options just steps away. Future planned community amenities include parks, walking trails, dog parks, a pool, and a clubhouse. With quartz countertops in the kitchen and bathrooms, an attached garage, multiple private outdoor living spaces, and a prime location, the Aspen II delivers the perfect blend of comfort, convenience, and modern living. PHOTOS REPRESENT THE FLOOR PLAN BUT ARE NOT OF THIS SPECIFIC HOME.

16147 Cachet Way, Midlothian
10300 Nestor Road, Chesterfield
$644,000
3 Beds ⋅ 2 Baths ⋅ CVR-2628884 MLS
CAR LOVER'S DREAM COMPOUND! UPDATED ONE-OWNER BRICK RANCH ON 2.31 ACRES W/4 DETACHED GARAGES! This reimagined 2275 sq ft 3 bedroom 2 bath original owner ranch features new quartz tops in kitchen & baths, new stainless appliance package, new interior paint palette, new lighting & plumbing fixtures and gorgeous new white oak LVP flooring throughout! The re-designed living room w/new recessed lighting flows nicely into the open dining area with whitewashed fireplace, leading to a sprawling den/game room with lots of natural light & interior access to the attached sideload garage with new epoxy floor. Makes for an ideal entertainment space, as does the spacious beamed sunroom addition off the kitchen. Outside you'll be amazed to find a detached shed, a ranch-style workshop garage that has ADU potential, ltwo 3-car detached garages (one with finishable 2nd floor!) and yet another 2-4 car garage in the rear. Creates a stunning 2.31 acre property loaded with mature boxwoods and other plantings, with plenty of space for your garden and room to roam for kids and pets System updates include newer heat pump, mini-split in sunroom, vapor barrier, new kitchen appliance package, attached garage epoxy floor, new exterior painting and extensive professional landscaping.. This is the kind of unique one-owner custom built home you will happily make memories in for years to come. Handsomely nestled on a private cul-de-sac street minutes from Pocahontas State Park!

10300 Nestor Road, Chesterfield
14641 Sailboat Circle, Midlothian
$489,000
4 Beds ⋅ 3 Baths ⋅ CVR-2628444 MLS
Enjoy the ease of main-level living in Edgewater at The Reservoir! Offering just over 2,200 square feet with four bedrooms and three full baths, this thoughtfully designed home pairs open living spaces with a flexible layout. Hardwood floors flow throughout the main living areas, where a spacious living room anchored by a corner gas fireplace opens to a generous breakfast nook and kitchen. Quartz countertops, stainless steel appliances, and a pantry make the kitchen as functional as it is inviting. The first-floor primary suite offers a relaxing retreat with a walk-in closet and a beautifully updated ensuite bath featuring a soaking tub and tiled shower. A second main-level bedroom provides flexibility for guests, a home office, or additional living space. Upstairs, two generously sized bedrooms share a full bath, offering comfortable separation for family or visitors. A large rear deck extends the living space outdoors with plenty of room for dining, entertaining, or unwinding. Enjoy neighborhood access to Swift Creek Reservoir, a community dock, kayak storage, and a playground, along with convenient access to Midlothian shopping, dining, Route 288, and Powhite Parkway.

14641 Sailboat Circle, Midlothian
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