Chesterfield Homes under $400,000

Welcome to Chesterfield, Virginia—a vibrant and family-friendly community nestled just south of Richmond. Known for its picturesque landscapes, diverse neighborhoods, and rich history, Chesterfield offers a unique blend of suburban charm and urban convenience. With its excellent schools, abundant parks, and a strong sense of community, it’s no wonder that families and young professionals alike are drawn to this delightful area.

One of the most appealing aspects of Chesterfield is its diverse real estate market, particularly for those seeking homes under $400,000. Here, prospective buyers can find a variety of options that cater to different lifestyles and preferences. From cozy single-family homes with spacious yards to modern townhouses with community amenities, Chesterfield has something for everyone. This affordability allows families to invest in their future without sacrificing comfort or convenience.

The local real estate market is booming, with homes that feature charming architectural styles, updated interiors, and proximity to essential amenities like shopping centers, restaurants, and recreational facilities. Enjoy easy access to major highways, making commuting to Richmond or nearby areas a breeze.

In addition to its affordability, Chesterfield boasts a wealth of recreational opportunities. Explore the scenic trails at Pocahontas State Park, or enjoy family outings at one of the many local parks and playgrounds. With a strong community spirit and a wealth of activities, Chesterfield is not just a place to live; it's a place to thrive. Discover your dream home in this welcoming Virginia gem today!

Newest Chesterfield Homes under $400,000

$260,000

3 Beds ⋅ 2 Baths ⋅ CVR-2627091 MLS

Welcome home! This beautifully completely remodeled 3-bedroom, 1.5-bath home offers modern comfort, style, and convenience with all the work already done for you. Step inside to a bright open-concept living area, featuring a spacious great room that flows seamlessly into the kitchen—perfect for entertaining, family gatherings, or everyday living. The home has been thoughtfully updated from top to bottom with new flooring, fresh paint, new siding, new cabinets, new appliances, updated bathrooms, and a new heat pump. Enjoy peace of mind with a NEW ROOF, plus a new deck and welcoming front porch that provide great outdoor spaces for relaxing and enjoying the large yard. With extensive renovations already completed, this home is truly move-in ready. Just bring your belongings and make it your own! 3 Bedrooms | 1.5 Baths | Open Concept | Completely Remodeled | Large Yard | Move-In Ready

21108 Matoaca Road, Chesterfield

$376,950

3 Beds ⋅ 2 Baths ⋅ CVR-2627074 MLS

Lovely neighborhood of well cared for brick ranchers, this one is a true gem. Almost an acre lot (rear lot extends well beyond the fencing, marked in rear with red flag) this immaculate home has formal liv and dining and separate fam rm. Many upgrades including hardwood floors, new carpet in fam room, brick fireplace with gas logs, pull down attic, insulated and floored end to end, encapsulated crawl space with dehumidifier and water filtration system, recently painted interior, upgraded tile shower in primary ensuite, extra large deck for entertaining, vinyl replacement windows, gutters and leaf guards. Very large exterior workshop/building with electricity, this building is even covered under the yearly termite bonding program. All appliances are functioning properly but please include in contract: THE FOLLOWING CONVEYS "AS IS" Washer, Dryer, SS Refrigerator, Freezer, Dishwasher, Microwave, Fireplace & Chimney, Exterior Workshop/Storage Building, Mounted TV in Fam Rm, Mounted TV in Kitchen. The Grandfather Clock and Bookcase in foyer can also convey. The Rolling Cart under bar in kitchen DOES NOT convey. Roof is 10 years old, Heat Pump 10 years.

12113 Chesmount Drive, Chesterfield

$325,000

4 Beds ⋅ 3 Baths ⋅ CVR-2627051 MLS

Welcome to this four-bedroom, two-and-a-half-bath home located in the established Sleepy Hollow subdivision of Chesterfield County. This property offers a great opportunity for buyers looking to bring their vision to a home with excellent potential. The home will require some repairs and updates, providing the opportunity to customize and enhance the property to suit your needs. Ideally situated with convenient access to Hull Street, Route 288, and Richmond, this home offers a desirable location within an established residential community. With thoughtful improvements and some TLC, this property has the potential to become a beautiful home in a wonderful neighborhood. Bring your ideas and explore the possibilities this property has to offer. This home is being sold AS IS, Where IS, Fireplace and Shed are AS IS as well. Please provide AS IS addendum in all offers. Priced below county assessment!

12341 Escada Drive, Chesterfield

$335,000

3 Beds ⋅ 2 Baths ⋅ CVR-2627013 MLS

Welcome home to this nicely appointed ONE LEVEL LIVING three bedroom, two bathroom home located on a quiet cul-de-sac. Upon entry, you'll appreciate the large family room with vaulted ceilings and brick fireplace, which flows seamlessly to the kitchen and built in breakfast area. The primary suite is located at the end of the home with two large closets and a private ensuite bathroom. The other two bedrooms share an updated hall bath with tub/shower combo. The back deck overlooks a large fenced backyard that is perfect for both entertaining and relaxing. Conveniently located to Powhite Parkway and Midlothian Turnpike, you'll be close to endless shopping and dining options. Don't miss this one, schedule your showing today!

401 Grinell Drive, Chesterfield

$399,000

4 Beds ⋅ 3 Baths ⋅ CVR-2626567 MLS

Opportunity awaits in Kings Grove! This 4-bedroom, 2.5 bathroom home offers 2,306 sq ft, a 2-car garage, and a thoughtfully designed floor plan with plenty of room to live, work and entertain. The two-story foyer welcomes you with hardwood floors and abundant natural light and leads to an office, formal dining room, and well-appointed kitchen with ample cabinet and counter space, new dishwasher, pantry and eat-in area. The kitchen opens to the family room, featuring a gas fireplace and access to the 12' x 16' rear deck—perfect for gatherings. A large laundry room with convenient laundry chute from the 2nd floor adds functionality. Upstairs, the generous primary suite features a walk-in closet and private bath with a soaking/jetted tub, separate shower and double vanity. Three additional bedrooms offer excellent accommodations, including a fourth bedroom nearly the size of the primary. Additional features include 2-zone HVAC with 2nd-floor system replaced in 2019, water heater replaced in 2019, vinyl siding, a substantial vinyl privacy fence enclosing the backyard with 2 separate access gates, as well as a double-width, paved driveway. Priced at $399,000 to reflect the opportunity for new paint, new carpet, several deck board replacements and deck restaining. Comparable 4-bedroom homes in the neighborhood with new paint and new carpet have recently sold in the $425,000–$430,000+ range. Bring your vision and make this home your own! Conveniently located near shopping, dining, parks and major commuter routes. Property is being sold As-Is. Floor plan available in photos.

5718 S Jessup Road, Chesterfield

$216,600

3 Beds ⋅ 1 Baths ⋅ CVR-2626821 MLS

ESTATE AUCTION Cash, AS IS terms Price shown is tax value, name your price at online auction~ Early offers presented - Brick Ranch 1,116 SF, N Chesterfield, VA Classic Mid-Century Brick Home Well-Maintained, Original Kitchen/Bath Hardwood Floors under Carpet Renovate for Tenant or Flip First time on market since 1976 Living room with Picture Window Eat-in Kitchen 3 bedrooms Hall bath, linen and coat closets Mud room with Washer/Dryer hookups Pull down attic, partially floored Rear Deck and Shed Central air just a few years old, oil heat with above ground tank Convenient to VA Hospital, Walmart, Meadowbrook County Club

4738 Willesden Road, Chesterfield

$349,000

3 Beds ⋅ 3 Baths ⋅ CVR-2626575 MLS

THIS IS YOUR CHANCE TO OWN A NEWER END-UNIT TOWNHOME OFFERING UPGRADES THROUGHOUT, LOW MAINTENANCE & COMFORTABLE LIVING WITH COMMUNITY AMENITIES IN CHESTERFIELD. This home offers 3 beds, 2.5 baths, open concept & an attached garage! A brick front with arched hidden entry welcomes you inside to ample living space & an abundance of natural light making this townhome feel like a single-family home. On the main level, a large Kitchen with gas cooking, backsplash, granite and an oversized island provides plenty of room for cooking and entertaining. The kitchen opens to a spacious dining room and airy living room with a beautiful corner gas fireplace and tons of natural light. A powder room and rear family entryway from the garage, as well as the rear driveway, complete the 1st floor. Notice the detail to the upgraded staircase as you make your way upstairs. Oak stairs, metal spindles and a beautiful trim wall warms the space up beautifully! On the 2nd floor is a generous primary bedroom that features a tray ceiling, a huge walk-in closet and a cozy window bench. The en-suite bath features a double vanity, walk-in tiled shower and a large soaking tub. Two more spacious bedrooms with ample closet space, a hall bath and laundry closet complete the 2nd floor. A 1-car attached garage w/storage can be found at the rear of the property, with access to the rear entry driveway. This gem is conveniently located within a short commute to major highways & has access to the community amenities including beach entry pool, clubhouse with fitness, splash park, playgrounds and more!

7853 Old Guild Road, Chesterfield

$325,000

4 Beds ⋅ 2 Baths ⋅ CVR-2626694 MLS

Welcome home to this beautifully renovated two-story Cape located in a sought-after area of Chesterfield! Offering 4 bedrooms, 2 full bathrooms, and convenient access to Route 288, Chippenham Parkway, and Powhite Parkway, this move-in ready home combines classic character with modern updates. Not to mention a highly functional layout. Step inside to a completely renovated interior featuring an open-concept design. The updated kitchen offers plenty of room for cooking, gathering, and entertaining, while thoughtful finishes throughout give the home a fresh and inviting feel. Outside, the large backyard provides plenty of space to relax, entertain, garden, or play. A carport offers convenient covered parking, while the detached shed/workshop provides additional storage and flexible space for projects, tools, or hobbies. With most major systems brand new and the interior renovated from top to bottom, much of the hard work has already been done. If you're looking for a spacious, turnkey home with 4 bedrooms, great outdoor space, and convenient access to everything Chesterfield and Greater Richmond have to offer, this one is ready to welcome you home!

4814 Scouters Circle, Chesterfield

$320,000

3 Beds ⋅ 2 Baths ⋅ CVR-2625991 MLS

Welcome Home! This inviting 3-bedroom, 2 bath ranch offers comfortable one-level living with a functional, easy flowing floor plan. The eat-in kitchen features grey cabinetry, stainless steel appliances, granite countertops, ample workspace, and opens naturally to the main living area. Three well-sized bedrooms and two full baths provide plenty of flexibility for everyday living, guests, or a home office. Outside, enjoy a spacious deck overlooking the fenced backyard-ideal for relaxing, entertaining, or simply enjoying your own outdoor space. A detached storage shed provides additional room for lawn equipment and outdoor gear. Major updates includes an HVAC system installed in 2026 and a roof replaced within the last 8 years, adding peace of mind for the next owner. With approximately 1,088 square feet situated on a quarter acre lot, this ranch offers a great combination of manageable space, outdoor living, and move-in-ready appeal. Come and see all that this home has to offer! Agent related to seller.

10500 Sarata Lane, Chesterfield

$230,000

4 Beds ⋅ 1 Baths ⋅ CVR-2626322 MLS

Investor Special Opportunity! This 4 Bedroom - 1 Bath Home Situated on a Double Sized Lot is Priced to Sell & Ready for Renovations. Enclosed Side Porch, Fenced Yard, Double Width Driveway, Detatched Deck, Spacious Kitchen & Updated Bathroom are just some of the Highlights of this Home. Strong Bones with Clear Upside Potential. Flooring still in Good Condition, Above Ground Swimming Pool Still Operable & Detached Large Work Shop Located on the Side of the Property could be Salvaged (Need Extra TLC). CASH OFFERS ONLY with No Contingencies...This Property is NOT Eligible for Traditional Financing & will not Qualify for FHA,VA or Conventonal Loans. HOME SOLD-AS-IS. Seller will NOT make any Repairs or Give any Credit for Repairs. Loads of Possibilites for your next Project!

6741 Strathmore Road, Chesterfield

$339,000

3 Beds ⋅ 2 Baths ⋅ CVR-2626345 MLS

Charming corner-lot rancher offering easy, single-level living in a sought-after Midlothian neighborhood! This 3-bedroom, 2-bathroom home was fully renovated in 2025, blending modern updates with classic ranch appeal. The open, light-filled layout is ideal for comfortable everyday living or effortless entertaining. Enjoy the added privacy and extra yard space that comes with a corner lot, plus the convenience of being just minutes from top-rated schools, shopping, dining, and everyday essentials.

12301 Twelveoaks Court, Chesterfield

$374,440

3 Beds ⋅ 4 Baths ⋅ CVR-2626305 MLS

Tucked between the everyday convenience of Chesterfield and the outdoor escape of Rockwood Park, Rockwood Square puts you close to the places you actually use, from shopping, dining, and coffee stops to major commuter routes connecting you throughout the Richmond region. It's the kind of location that makes daily life easier while keeping weekends full of possibilities. Now is an especially exciting time to call Rockwood Square home. As one of the community's earliest opportunities, buyers have the chance to get into this brand-new neighborhood while it is still taking shape, with future growth, new neighbors, and long-term value already on the horizon. New construction means less maintenance, more efficiency, and the opportunity to enjoy a home built for today's lifestyle. Estimated for completion by the end of 2026, this Jenkins townhome pairs thoughtful design with stylish finishes selected to stand the test of time. The open-concept main level creates a natural flow for entertaining, working from home, or simply unwinding after a busy day. The upgraded kitchen features quartz countertops, designer cabinetry, a tile backsplash, stainless steel appliances, and an included refrigerator, delivering both beauty and everyday functionality. A convenient main-level powder room adds flexibility for guests, while the private deck extends your living space outdoors. Upstairs, well-designed bedrooms make the most of every square foot, offering comfortable spaces for rest, work, or hobbies, while the thoughtfully appointed baths continue the home's clean, modern style. Don't miss the opportunity to own a brand-new home in one of Chesterfield's newest communities before prices move with the neighborhood's growth.

10249 Albatross Avenue, Chesterfield

Start Your Search

Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.