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

$837,777
5 Beds 7 Baths CVR-2624818 MLS
Fully renovated 1.4-acre turn-key estate in Brandy Oaks! This meticulously updated property features a stately brick-pillared entrance, English gardens, an attached 2-car garage, and an extended gravel lot for effortless parking. Inside, a grand foyer with 12-foot ceilings leads to a private enclosed office, a cozy library, and an open-concept dining room with a fireplace. The chef's dream kitchen is beautifully upgraded with pristine quartz countertops, a farmhouse sink, stainless steel appliances, and Italian-inspired tile. Unwind in the sunroom, which boasts vaulted ceilings and a wall of windows capturing beautiful outdoor views. Designed with distinct wings, the home features exceptional space: West Wing: Huge great room with a fireplace, bar, billiard room, and a private primary loft suite featuring a massive walk-in closet and spa-like tub. East Wing: Second primary suite with a new double shower, three additional bright bedrooms, a full hallway bath, and a dedicated laundry room. The resort-style backyard features an expansive two-level deck with a covered grilling area, hot tub, and outdoor fireplace. Beyond the deck, enjoy a private beach, swimming lagoon, beachside fire pit, mini vineyard, and fruit orchard. A detached 2-car garage is currently utilized as a personal home gym but also suits a workshop or additional finished space. Practical upgrades include a solar panel system, new water heaters, and a full-lawn sprinkler system. Near local schools, shopping, and hiking at Pocahontas State Park.

13720 W Brandy Oaks Drive, Chesterfield

$565,000
5 Beds 3 Baths CVR-2623470 MLS
Welcome to 11106 Jimmy Ridge Drive, a beautifully updated home offering generous living space, a flexible 4–5 bedroom floor plan, and an impressive list of recent improvements. The first floor offers a sunny living room and dining room, plus a renovated eat-in kitchen with quartz countertops, tile backsplash, large sink, new faucet, disposal and microwave, and Frigidaire Professional appliances, including a gas range with oven and French-door refrigerator. 2 pantry closets for extra storage. Wood-look laminate flooring flows throughout the first floor, and fresh paint gives the home a bright, move-in-ready feel. The spacious family room features a gas fireplace and opens to a wonderful screened porch. Beyond, enjoy a hardscaped patio with hot tub and built-in sitting wall overlooking a fenced backyard that backs to woods for added privacy. Upstairs, the expansive primary suite is a true retreat with its own gas fireplace, two closets, and beautifully remodeled en suite bath. Renovated in 2026, the bath features two vanities with connecting counter, quartz countertops, new sinks, fixtures, mirrors and lighting, updated flooring, large tub, private water closet and walk-in closet. The hall bath has also been refreshed with painted cabinetry, new fixtures, mirrors and lighting. Brand-new carpet Sept. 2026. Three additional bedrooms complete the second floor, including one with a walk-in closet. A spacious laundry room with built-in cabinetry adds convenient storage, along with 2 hall closets. The third-floor flex space offers even more versatility as a fifth bedroom, home office, playroom, exercise or media room, plus walk-in attic storage. Outside, low-maintenance vinyl siding complements valuable recent improvements, including a new roof, gutters, downspouts and hot water heater in 2023, heat pump in 2022, garage door in 2025, plus a storage shed. The two-car garage has storage racks. Move-in ready with the updates, space, storage and outdoor living you're looking for! Convenient to highways and shopping.

11106 Jimmy Ridge Drive, Chesterfield

$549,000
4 Beds 3 Baths CVR-2624516 MLS
Welcome to 4601 Otterdale Road, a fully renovated home on just over one private acre with no HOA in the award- winning Cosby High School District. Every space has been updated with quality materials and thoughtful design throughout, including a new roof, new HVAC system, and new hot water heater. Inside, you'll find hardwood floors, fresh paint, new lighting, designer wallpaper, and two living areas. One offers abundant natural light and opens to the kitchen, while the second is moody and comfortable with a wood-burning fireplace. The custom kitchen features backlit Cristallo quartzite countertops, custom cabinetry, stainless steel appliances, a large skylight, and a built-in banquette. The primary suite includes vaulted ceilings with remote-controlled skylights, a spa-inspired bathroom with a walk-in shower, an oversized custom closet, and private access to the rear deck. Three additional bedrooms are located in their own wing of the home, along with a custom tiled and wallpapered full bathroom. Each bedroom offers its own personality with ample space, storage, and natural light. Outside, the fully fenced property spans just over an acre and includes raised garden beds and multiple outdoor seating areas. The driveway has two entrances, providing easy access and potential for a future detached garage. Located directly across from Summer Lake and near Moseley's new and upcoming development, as well as minutes from Westchester Commons, the home offers convenient access to shopping, restaurants, grocery stores, fitness centers, and coffee shops.

4601 Otterdale Road, Moseley

$799,900
5 Beds 4 Baths CVR-2624810 MLS
Modern design, custom craftsmanship, and a thoughtfully designed floor plan come together in this striking Homesmith Construction home in Summer Lake. A custom take on the Keswick floor plan, the home pairs clean architectural lines with warm, elevated finishes, including hardwood floors throughout and carefully considered details at every turn. Inside, the spacious family room is anchored by a gas fireplace with custom built-ins and opens seamlessly to the beautifully appointed kitchen. Custom cabinetry, quartz countertops, a generous walk-in pantry, and an oversized breakfast nook create a space equally suited for everyday living and entertaining. A first-floor guest bedroom adds valuable flexibility for visitors, a private office, or multi-generational living, while the expansive screened porch extends the living space outdoors. Upstairs, the primary suite offers a private retreat with a large walk-in closet and beautifully finished en suite featuring a soaking tub and oversized tiled shower. Two additional bedrooms share a Jack-and-Jill bath, while a fifth bedroom enjoys its own en suite bath and spacious closet. With five bedrooms, multiple gathering spaces, and the quality and character of a custom Homesmith build, this Summer Lake home delivers modern design without sacrificing comfort or functionality. An exciting opportunity to own a truly distinctive home in one of Chesterfield County’s premier communities.

4612 Singing Bird Drive, Moseley

$645,000
4 Beds 3 Baths CVR-2623878 MLS
Welcome to 9507 Simonsville Road, an exceptional 2021-built Amelia floor plan by Main Street Homes offering 3,388 finished sq. ft. of beautifully designed living space. From the moment you arrive, the quality and attention to detail are evident, with a concrete driveway and walkway, lush irrigated lawn, and a spacious front porch. Inside, 9-foot ceilings and engineered hardwood floors create a bright, polished feel throughout the main living areas. The open-concept kitchen and family room are ideal for both everyday living and entertaining. The family room features a gas fireplace and ceiling fan, while the impressive eat-in kitchen showcases a large island with pendant lighting, leathered granite countertops, pantry, and stainless appliances. The first-floor primary suite offers a private retreat with a beautifully appointed bath featuring a glass-enclosed shower, jetted tub, dual vanity, and an oversized walk-in closet. A dedicated first-floor laundry room adds everyday convenience, while the additional main-level spaces offer flexibility for dining, guests, work, or hobbies. Upstairs, the spacious loft provides a versatile gathering area, while the separate bonus room offers endless possibilities. The finished garage is a standout feature, equipped with Mitsubishi mini-split HVAC and built-in surround sound. Whether used for recreation, fitness, or additional entertaining space, this is far more than a typical garage. Outside, the 19' x 12' concrete rear patio overlooks a lush lawn with mature trees along the rear property line, creating a private and inviting outdoor setting. A custom-built detached shed provides additional storage, and generator pre-wire adds valuable convenience. This home offers easy access to shopping, dining, services, and recreation while providing a beautifully appointed place to call home. Homes offering this combination of newer construction, upscale finishes, flexible living space, and an extraordinary finished garage are hard to find. Schedule your private showing today!

9507 Simonsville Road, Midlothian

$599,000
3 Beds 3 Baths CVR-2624781 MLS
Welcome to 14119 Shawhan Place, an exceptionally well-maintained, freshly painted original-owner Boone Homes residence designed for comfortable, low-maintenance living. Located in Madison Village at Charter Colony, this home offers the space, quality and convenience with features that make it easy to enjoy for years to come. Inside, you’ll find 3 bedrooms, 2.5 bathrooms, a timeless and airy kitchen, granite countertops, tile backsplash and a lovely inviting florida room with french doors adding elegance and privacy. All bedrooms are equipped with ceiling fans, closets and large windows. The primary en-suite bedroom includes two walk in closets and a separate vanity between the closets. The primary bathroom offers a soaking tub, walk in shower and a two sink vanity. The spacious walk-in attic offers exceptional storage or can easily be finished to add a fourth bedroom or entertainment area, even another bathroom. Outside, the HOA takes care of the work you don’t want to worry about, including lawn maintenance, snow removal, gutter cleaning and shrubbery upkeep. Spend less time on home maintenance and more time enjoying life. Madison Village at Charter Colony offers a convenient, connected lifestyle close to medical care, physicians, pharmacies, grocery stores, restaurants and everyday shopping. The new fire department is less than a mile away, and nearby Lifelong Learning in Midlothian provides opportunities to stay active and engaged. Comfortable. Convenient. Low-maintenance. Designed for the next chapter. HVAC units were recently inspected and are on a maintenance rotation twice a year.

14119 Shawhan Place, Midlothian

$1,349,950
4 Beds 4 Baths CVR-2624771 MLS
Discover exceptional craftsmanship and modern comfort at 13216 Bradley Bridge Road. Set on 6.5 picturesque acres with beautiful water views, this stunning new-construction home offers privacy, natural beauty, and refined single-level living with premium finishes and a thoughtfully designed floor plan. Soaring 10-foot ceilings in the bedrooms and bathrooms and dramatic 12-foot ceilings in the main living areas create an impressive sense of space. Spray-foam insulated walls, a conditioned spray-foam insulated crawl space, insulated thermal interior doors, and Harvey windows with black exterior trim enhance comfort and efficiency. The open-concept living room, dining area, and expansive eat-in kitchen provide an inviting space for entertaining and everyday living. The kitchen showcases upgraded Wolf Cabinetry in Grove White, a contrasting Grove Sandalwood island, quartz countertops with a waterfall edge, breakfast nook, and walk-in pantry. The laundry room is conveniently located off the primary suite, while the additional bathrooms and laundry feature Wolf Cabinetry in Grantley White. Premium Shield 4Max rigid-core flooring with a 28-mil wear layer offers waterproof and scratch-resistant performance and a lifetime warranty. Bathrooms and laundry feature porcelain flooring and wall finishes.The exterior features durable metal siding, metal soffits, metal roofing over the front porch, and a shingle roof. The spacious 3-car garage offers impressive 14-foot ceilings and insulated polyurethane garage doors with windows. Enjoy peaceful water views from the welcoming front porch or relax on the rear screened-in porch overlooking the serene landscape. With beautiful acreage, premium materials, energy-efficient construction, and quality craftsmanship throughout, this exceptional home was designed for comfort, style, and lasting enjoyment.

13216 Bradley Bridge Road, Chester

$475,000
4 Beds 3 Baths CVR-2624741 MLS
Tucked away on a quiet cul-de-sac, this beautifully updated home offers the perfect blend of comfort, style, and space—ready for you to simply unpack and enjoy your next chapter. As you step inside, you’re welcomed by a formal living room and dining room that flow seamlessly together, creating an inviting space for entertaining, holiday gatherings, or everyday living. Fresh paint, refinished hardwood floors, updated lighting, new hardware and faucets, and polished tile flooring give the home a fresh, modern feel throughout. Toward the heart of the home, the spacious kitchen opens directly to the family room, creating a comfortable gathering space anchored by a cozy fireplace. The kitchen features granite countertops, new stainless steel appliances, a center island, eat-in kitchen and plenty of room for cooking, conversation, and entertaining. Upstairs, brand-new carpet leads to generously sized bedrooms, including a spacious primary suite with a corner soaking tub and separate shower—your own private place to recharge. The finished third floor adds even more flexibility and is ready to become a home office, media room, playroom, fitness space, or guest retreat. Outside, enjoy a fenced backyard and freshly re-stained deck with plenty of room for cookouts, entertaining, morning coffee, or simply unwinding. A two-car garage and paved driveway add everyday convenience. With a brand-new roof, new HVAC system, new appliances, refreshed flooring, fresh interior paint, updated fixtures, and more, many of the big-ticket improvements have already been handled. Move-in ready, thoughtfully refreshed, and waiting for its next story—come make this one yours.

4101 Cara Hill Court, Chester

$485,000
4 Beds 3 Baths CVR-2623852 MLS
Welcome to the Highlands! This 4-bedroom, 2.5-bath home offers the perfect blend of comfortable living, spacious surroundings, and access to an incredible array of community amenities. Situated on a spacious 1+ acre corner lot with a natural tree buffer on three sides, this property offers privacy while being just a short walk from the golf course, pool and fitness room. Inside, the updated kitchen features newer cabinetry, quartz countertops, tile backsplash, and stainless-steel appliances, creating a functional and inviting space for everyday living and entertaining. The kitchen opens to a spacious family room complete with wood floors and a gas fireplace, while the formal dining room and first-floor half bath provide additional space for hosting family and friends. Upstairs, the generous primary suite offers a walk-in closet and private en-suite bath, complete with a large soaking tub and separate shower. Three additional bedrooms and a full hall bath provide plenty of space for family, guests, or a home office. Additional updates and features include new upstairs HVAC in 2026, a conditioned crawl space designed to improve efficiency and longevity, and an attached garage with a newer garage door. Enjoy all that The Highlands has to offer, from golf and dining to fitness, pool, recreation, and beautiful surroundings. This home is ready for its next owners to add their own personal touches and create years of wonderful memories. Come see for yourself and fall in LOVE!

12000 Glen Kilchurn Drive, Chesterfield

$492,165
3 Beds 3 Baths CVR-2624734 MLS
Imagine a life where your weekends belong entirely to you again, free from the burden of demanding yard work and tedious home maintenance. Welcome to the Rosewood II Villa at The Reserve in Oasis, Chesterfield County’s newest 55+ active adult community designed by Main Street Homes. This Energy Advantage+ interior townhome perfectly balances style, connection, and independent living. Sunlight floods the open-concept first floor, illuminating a gourmet kitchen with rich quartz countertops, a large central island, and seamless spaces made for hosting family or sharing a quiet evening by the electric fireplace. Designed for the ease of main-level living, the first floor hosts your primary bedroom suite, a peaceful retreat featuring a zero-entry ceramic tile shower and a spacious walk-in closet, alongside your essential laundry space. Upstairs, a versatile loft and two guest bedrooms with walk-in closets offer plenty of room for hobbies, treasures, or visiting grandchildren. Beyond your screened porch, a vibrant social landscape awaits. The heart of the community is a state-of-the-art clubhouse, where you can gather for wine tastings, utilize the fitness center, or enjoy a book by the resort-style pool. Meet neighbors for a friendly match on the pickleball courts, stroll along the scenic, paved walking paths and pocket parks, or spend a quiet afternoon tending to the community garden. Chesterfield's best attractions are at your fingertips. You are just moments away from the shops at Cosby Village Square, local favorites like Kline’s Dairy Bar, and the beauty of Pocahontas State Park. For peace of mind, premier healthcare at St. Francis Medical Center is just minutes away, and downtown Richmond is an easy 20-minute drive.THIS HOME IS UNDER CONSTRUCTION. THE PHOTOS, VIDEOS, AND/OR 3D TOUR SHOWN REPRESENT THE FLOOR PLAN BUT ARE NOT OF THIS SPECIFIC HOME. SELECTIONS AND FEATURES ARE SAMPLES AND NOT THE ACTUAL SELECTIONS AND FEATURES IN THE HOME. SEE A NEW HOME CONSULTANT FOR DETAILS.

6606 Oasis Breeze Lane, Midlothian

$800,000
5 Beds 5 Baths CVR-2624622 MLS
Welcome to 737 Colony Forest Drive, a beautifully maintained 4,477-square-foot home in the highly desirable Charter Colony community! Set on a .294-acre lot, this spacious and versatile residence offers 5 bedrooms, 4 full bathrooms, and 1 half bathroom, including the rare advantage of two primary bedrooms, each with its own ensuite bathroom. One of the primary suites is conveniently located on the first level, offering an ideal option for those seeking one-level living, while the second primary suite provides a private retreat on the upper level. The thoughtfully designed floor plan offers generous living spaces and exceptional flexibility for today's lifestyle. A sizable finished basement adds even more versatility and includes a bedroom and full bathroom, making it ideal for guests, extended family, a recreation area, home office, or private retreat. A 2-car garage provides convenient parking and additional storage, while the home's excellent maintenance and pride of ownership are evident throughout. Beyond the home, enjoy the exceptional lifestyle offered by Charter Colony, which currently features three clubhouses, two sparkling pools, and an array of outdoor amenities, including playgrounds and pickleball courts. Conveniently located in the heart of Midlothian with easy access to shopping, dining, parks, schools, and major roadways, 737 Colony Forest Drive offers an exceptional combination of space, flexibility, condition, and community amenities.

737 Colony Forest Drive, Midlothian

$650,000
4 Beds 4 Baths CVR-2624551 MLS
If you have drooled over builders' model homes or paged longingly through interior design magazines, you are going to want to see this property! Built in 2021 and upgraded throughout, this like new home in Harper's Mill has left no decorative stone unturned! Upon entering the two story foyer, you will be greeted by a dramatic staircase, gorgeous light wood floors throughout, and a dedicated home office to your right with custom built ins and french doors for privacy. Upon entering the rear of the home, you will be blown away by the expansive kitchen with white cabinets, quartz countertops, custom vent hood, gas stove, huge center island, upgraded appliances (including wine fridge), and a customized corner pantry. Open concept living opens to the great room, with a brick fronted gas fireplace, recessed lighting, and plantation shutters. Passing through the dining space, enter your dreamy 16 x 12 vaulted screened in porch with composite decking that overlooks your very private, tree-lined backyard. There is also a grilling deck off the porch with maintenance free composite decking. Don't forget the coveted FIRST FLOOR PRIMARY SUITE....a place you will not want to leave! The bedroom offers seamless wood flooring, tray ceiling, bay window, a spa like bath with soaking tub and beautiful shower, and a walk in closet which has been customized for maximum storage and style! First floor powder room and laundry (which includes a utility sink) round out the main floor. Upstairs are 3 very generous bedrooms plus a huge bonus room--perfect for a 5th bedroom, theater room, mancave, or whatever fits your lifestyle. Not to be forgotten, there is a generous walk in attic with built in storage, as well as a huge attic overhead with tons of floored space...so storage needs are more than taken care of! This home is better than new and truly functions how today's homeowners want to live life. Situated in the wonderful Harper's Mill Community with fantastic amenities and award winning schools, this one is sure to sell fast!

15625 Henningford Road, Chesterfield

$790,000
4 Beds 4 Baths CVR-2624255 MLS
If you’ve been waiting for a home in Harpers Mill that checks all the boxes, this is the one! Built in 2023 by Eastwood Homes this home sits on a large lot backing up to the woods. A large front porch, serene back deck overlooking the trees, and a two-car garage with plenty of driveway space for guests complete the exterior. With a first-floor primary suite and an additional bedroom on the second floor with its own en-suite bathroom, this home is perfect for anyone looking for more separate living space. Upon entry, you are greeted by a welcoming foyer that leads directly to the French doors enclosing the private office space at the front of the home. As you make your way through the main living areas, you'll notice crown molding and wainscoting throughout before arriving at the two-story family room, where a gas fireplace serves as the main focal point. The kitchen is a chef's dream, featuring a brand-new oven, stainless steel appliances, a gas cooktop, and a kitchen island with operable cabinets on both sides for additional storage. New pendant lights add to the space, while the breakfast nook features a beautiful chandelier. The butler's pantry provides additional countertop space and leads into a walk-in pantry. The first-floor primary suite features two separate vanities, a large walk-in closet, and a massive walk-in shower. Oak hardwood stairs lead upstairs to a welcoming loft, attic storage space, and two bedrooms connected by a Jack-and-Jill bathroom. There is also a private en-suite bedroom and bathroom, giving the upstairs even more flexibility for guests or family. Upgrades made after the owners moved in include gutter guards, new light fixtures in the office, kitchen, and dining room, as well as beautiful plantation shutters. This home is also zoned for the new Deep Creek Middle School, along with Cosby High School and Winterpock Elementary School. Neighborhood amenities include resort style pool, clubhouse and miles of walking trails!

9136 Verneham Court, Chesterfield

$264,950
3 Beds 1 Baths CVR-2624434 MLS
Welcome to this picture-perfect, cute Ranch that artfully blends classic charm with modern, worry-free upgrades. Move-in ready and offered at an incredibly low price, this gem provides an unbeatable opportunity for anyone seeking exceptional value, comfort, and convenience. Step inside to a bright, freshly painted interior featuring new hardware throughout for a polished, cohesive feel. The true heart of the home is the newly renovated kitchen, beautifully designed with warm butcher block countertops, a timeless subway tile backsplash, and sleek, brand new, stainless steel appliances. The thoughtful layout includes 1.5 bathrooms, perfectly accommodating both residents and guests. Beyond its aesthetic appeal, this home delivers total peace of mind and excellent efficiency. You will stay comfortable year-round with a great HVAC system and energy-efficient replacement windows that keep your utility bills low. Outside, a detached GARAGE offers secure parking, a workshop space, or highly coveted extra storage!!! Location is everything, and this property puts you right in the center of it all. Nestled in an unbeatable neighborhood down the Hopkins Rd corridor just 2 minutes from Chippenham (but with no noise or hubub whatsoever), you are highly convenient to great schools, premier shopping, and major transportation, making your daily routine and commute a breeze. Don't miss your chance to own this freshly renovated, budget-friendly ranch!! You won't find anything like it at this price. I wanted to price it higher but the Owners are too nice!

6100 Meadwood Circle, Richmond

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