Chesterfield, Virginia MLS Real Estate Search

Chesterfield, VA MLS Real Estate Search and Listing

Commonly referred to as the "South Side" of Greater Richmond, Chesterfield County is located just south of the state capital in the Commonwealth of Virginia. The county borders are primarily the James River to the north and the Appomattox River to the South. The Chesterfield Court House is the county seat.

The population of Chesterfield has been growing and it is the third-most populous county in Virginia (behind Fairfax County and Prince William County, respectively). 

The following MLS real estate listing includes the Chesterfield County area with the most recent listings first. Please contact us if you would like a customized real estate listing, which we'll be glad to provide.

Chesterfield MLS Real Estate Listings

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

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

3070 Vistapoint Road, Midlothian
$1,490,000
6 Beds ⋅ 7 Baths ⋅ CVR-2628326 MLS
Luxury Estate on 2+ Private Acres in Coveted Salisbury! Main House, Guest House & Detached Studio for True Multigenerational Living! Salisbury: one of Richmond’s most sought after neighborhoods. Brand new plush carpet & fresh paint throughout! A gracious foyer opens to stately living room w/hardwood floors, floor to ceiling stone wood burning fireplace, soaring cathedral ceiling w/painted beams, skylights, & statement chandelier. The gourmet kitchen has dual oven, veggie steamer, retractable exhaust fan, granite, SS appliances, pendant lighting, & bar w/built in swivel seating. Formal living & dining rooms anchor the right wing for entertaining, plus a private office w/built ins. The main level primary suite - true retreat: coffered tray ceiling w/pendant concealing retractable fan, private balcony, sitting/dressing room, custom walk in closet, & updated bath w/dual vanities, soaking tub, & tiled shower. Upstairs, a 2nd primary w/ensuite & private balcony, 2 additional bedrooms, & hall bath. Finished basement adds a den w/fireplace, bedroom, & full bath. The sunroom is a showpiece w/whitewashed plank ceilings, ornate chandeliers, built in bar, sitting & dining areas, & walls of windows. A vaulted screened porch w/skylights leads to the deck & hot tub overlooking a white picket fenced yard, plus a patio plumbed for propane grills. 2 car side load garage w/drop zone. The guest house lives like its own home w/cathedral ceiling, open living, kitchenette w/large island, built in wine cooler, bedroom, & full bath. Its walkout lower level holds workshops, 1 car garage for easy access, & wine room w/custom wood racking. To the side, an oversized dual bay garage w/loft storage welcomes the RV, boat, & water toys! The separate studio is finished & updated, ready for office, media, or hobby use. 50 amp RV hookup, conditioned crawl space, & wifi zoned HVAC & irrigation. Minutes to Rt 288, Midlothian Tpke, shopping, dining & more! 3 buildings, 2+ acres, & a Salisbury address! Luxurious estates like this rarely hit the market!

3070 Vistapoint Road, Midlothian

2613 Lilybank Place, Midlothian
$775,000
6 Beds ⋅ 5 Baths ⋅ CVR-2628485 MLS
Just Listed in Midlothian's beautiful NewMarket at RounTrey neighborhood. Welcome to 2613 Lilybank Place - this 2-story custom craftsman-style home is the Berkeley floor plan by local builder Main Street Homes and consists of 6 potential bedrooms (2 located on the first-floor) & 5 total full bathrooms over 3,742 sqft of move-in-ready living space. Built in 2022 and only one-owner, this vinyl-sided home sits at the end of a quiet cul-de-sac street with sidewalks & a fully fenced private backyard that backs up to wooded community space for additional privacy for years to come. Designed for a growing and/or multi-generational family setup, upon entering you are greeted with luxury vinyl plank (LVP) throughout the entire home that will withstand heavy traffic from both kids or pets. The formal dining room flows into the open-concept eat-in kitchen & living space. The chef's kitchen features a large island with quartz counters, gas cooking, 2 dishwashers (perfect for entertaining), recessed lighting & a walk-in pantry w/ custom shelving. The relaxing living room has beautiful faux wood beams & a double-sided fireplace shared with the screened back porch. The first floor is completed with a morning room, in-law/guest suite w/ attached bathroom, optional/secondary stack washer/dryer hookup & an additional first-floor bedroom that could be a private office or flex space for the next owner. The second floor in highlighted wiht a one-of-a-kind owner's suite with a fireplace, ensuite bathroom w/an oversized frameless shower & a huge walk-in closet w/ custom shelving inserts. The level of the home is completed with a flexible loft/family room space, 2nd-floor laundry room, 2 full bathrooms & 3 additional bedrooms (all with walk-in closets). The landscaped exterior of the home has a private screened porch, 2-car attached garage, fenced back yard & great playground or garden spot w/ ample sunlight. The HOA dues include a pool & clubhouse! Top Chesterfield Schools & located only 25 minutes to either Short Pump or Downtown RVA.

2613 Lilybank Place, Midlothian

2311 Castle Hill Road, Midlothian
$749,500
5 Beds ⋅ 3 Baths ⋅ CVR-2628854 MLS
Welcome home to 2311 Castle Hill Road, where timeless charm meets thoughtful modern updates in one of Midlothian's most desirable locations. Over the past two years, this beautifully maintained home has been extensively improved, offering today's buyers the opportunity to move right in and enjoy. Step inside to discover gorgeous new hardwood flooring throughout the first floor, complemented by fresh paint and updated lighting that create a bright, welcoming atmosphere. The renovated kitchen serves as the heart of the home, featuring refurbished cabinetry, beautiful new countertops, a stylish backsplash, and an updated sink and faucet. Every bathroom has been tastefully refreshed, while solid wood doors have been added to create a private main-level suite—ideal for guests, multigenerational living, or a home office. Plantation shutters add warmth and elegance throughout the main level. The inviting family room features a gas fireplace and a sliding door leading to the generously sized 20' x 24' recently painted rear deck. Beyond the cosmetic updates, this home has received substantial investments in its major systems for long-term peace of mind. Improvements include a new 100-gallon water heater, serviced gas furnace, routine HVAC maintenance every six months, updated electrical with added overhead lighting in most rooms, and an EV-ready 240-volt charging outlet in the garage. Outside, you'll appreciate the impressive curb appeal enhanced by professional landscaping, tree removal, a replaced driveway, and two new insulated garage doors with a new garage door opener. The crawl space has also been comprehensively upgraded with a new vapor barrier, encapsulation, dehumidifier, and electrical outlet, providing a clean, dry, and well-maintained foundation. Combining quality craftsmanship, extensive recent improvements, and an exceptional Midlothian location, 2311 Castle Hill Road is a home that offers both comfort and confidence for years to come.

2311 Castle Hill Road, Midlothian

3520 Lansdowne Road, Chesterfield
$900,000
4 Beds ⋅ 4 Baths ⋅ CVR-2628492 MLS
Nestled within the prestigious gated community of Reed's Landing, this gracious four-bedroom, three-and-a-half-bath home offers an exceptional combination of timeless architecture, comfortable living spaces, and a wonderfully private setting. Backing to a peaceful creek, the property enjoys a beautiful natural backdrop that makes everyday living feel like a retreat. Inside, hardwood floors, classic moldings, and distinctive architectural details create a warm and welcoming atmosphere. Formal living and dining rooms offer elegant entertaining spaces, while the beautifully renovated kitchen, light-filled breakfast room, and inviting family room provide comfortable gathering places. A second-floor flex room adds versatility for a home office, study, or additional living space. The spacious primary suite features a renovated bath and access to generous walk-in and walk-up attic areas, offering exceptional storage and potential for future finished space. Three additional bedrooms (including a guest suite on the first floor) and thoughtfully updated bathrooms complete the home's inviting floor plan. Beyond the property itself lies the extraordinary lifestyle of Reed's Landing, one of the Richmond area's most distinctive gated communities. Known for its expansive wooded homesites, winding private roads, and beautiful custom residences, Reed's Landing offers 24-hour controlled gatehouse access, a private community park, playground, basketball court, and an active neighborhood social calendar. Located off historic Old Gun Road near the James River, the community feels worlds away while remaining remarkably convenient to shopping, dining, excellent recreational opportunities, and downtown Richmond. A special opportunity to enjoy privacy, architectural character, and an established community where gracious living and natural beauty come together.

3520 Lansdowne Road, Chesterfield

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