Chesterfield Homes under $300,000

Welcome to Chesterfield, Virginia, a vibrant community that perfectly blends suburban charm with urban convenience. Nestled just south of Richmond, Chesterfield County boasts a rich history, picturesque landscapes, and a warm sense of community. With its excellent schools, diverse recreational opportunities, and a variety of shopping and dining options, Chesterfield is an ideal place for families, young professionals, and retirees alike.

One of the most appealing aspects of Chesterfield is its affordability in the housing market. For those seeking homes under $300,000, this area offers a treasure trove of options. From cozy townhouses to charming single-family homes, there’s something for everyone. These properties often feature spacious layouts, modern amenities, and well-maintained yards, making them perfect for first-time homebuyers or those looking to downsize without compromising on quality.

Chesterfield's neighborhoods are known for their friendly atmosphere and community spirit. Residents enjoy easy access to parks, walking trails, and recreational facilities, providing ample opportunities for outdoor activities. The area is also well-connected to major highways, making commuting to Richmond or nearby cities a breeze.

Whether you’re drawn to the historic charm of the area or the friendly community vibe, Chesterfield offers a welcoming environment for all. With homes available under $300,000, now is the perfect time to explore the possibilities that this beautiful Virginia county has to offer. Discover your dream home in Chesterfield, where comfort and community come together seamlessly!

Newest Chesterfield Homes under $300,000

$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

$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

$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

$250,000

3 Beds ⋅ 1 Baths ⋅ CVR-2625710 MLS

TRULY MOVE-IN READY before the weather turns! Located in Hickory Hill Estates with no HOA, this 960 sq ft, 3BR/1BA home sits on a 0.16-acre lot and features hardwood floors and thoughtful updates throughout. The eat-in kitchen shines with granite counters and stainless steel appliances, while a charming pass-through window connects it to the living room — perfect for entertaining. Major systems are all new: HVAC (2024), roof (2024), and water heater (2024). A true gem — schedule your showing today!

20611 Ravensbourne Drive, Chesterfield

$244,400

3 Beds ⋅ 2 Baths ⋅ CVR-2625102 MLS

Great opportunity with plenty of potential! This 2-story, 3-bedroom, 1.5-bath home offers 1,152 square feet of living space and was built in 1987. The home is ready for updating, making it an excellent opportunity for a buyer looking to add their own style and value. The two-story layout provides a functional arrangement with three bedrooms upstairs and one-and-a-half baths. With some cosmetic improvements and modern updates, this property has the potential to shine. Whether you're a investor, or looking for a renovation project, this home offers a great canvas to work with. Bring your vision, roll up your sleeves, and transform this property into the home you've been looking for! Listing broker & seller assume no responsibility and make no guarantees, warranties or representations as to the availability or accuracy of information herein. All info must be verified by the purchaser.

3100 S Ridge Drive, Chesterfield

$299,950

3 Beds ⋅ 2 Baths ⋅ CVR-2624882 MLS

Welcome to 7213 Bennington Road, a refreshed three-bedroom, two-full-bath ranch in North Chesterfield’s established Southaven neighborhood, offering comfortable single-level living with meaningful recent improvements. Updated in 2026, the home features fresh interior and exterior paint, beautifully refinished wood floors, new appliances and a newly added second full bathroom. One bath includes a tub/shower combination, while the second features a separate shower, adding flexibility and convenience to the layout. The roof and HVAC are 2015, and the water heater was replaced in 2021. The functional floor plan includes a spacious living area, eat-in kitchen, three bedrooms and two full baths, all on one level. Outside, an attached carport, additional detached 12 x 16 ft Shed and a fenced backyard create plenty of space for entertaining, gardening, pets or simply enjoying the outdoors. Conveniently located near Chippenham Parkway, Midlothian Turnpike, shopping, dining and the greater Richmond area, this home combines recent updates, a practical layout and the advantages of detached homeownership in a well-established neighborhood. Schedule your showing and see everything 7213 Bennington Road has to offer.

7213 Bennington Rd, Chesterfield

$259,900

2 Beds ⋅ 2 Baths ⋅ CVR-2624065 MLS

This contemporary home features two bedrooms and two bathrooms with an open floor plan and vaulted ceilings that create an airy interior. The property sits on a cul-de-sac lot and offers good bones with potential for customization and updates. Inside, the spacious layout connects rooms efficiently while maintaining distinct areas for different activities. The eat-in kitchen flows naturally into the main gathering space. A primary bedroom provides the main sleeping quarters, while a second bedroom offers flexibility for guests or additional space. A loft adds functional square footage for storage or creative use. Central air conditioning keeps the home comfortable year-round, and ceiling fans help with air circulation. A gas fireplace is a focal point and heating option in the main room. Outside, a full length screen porch extends the usable space and provides a sheltered area for relaxation. The exterior features wood siding and the cul-de-sac lot location offers a quieter setting with reduced through-traffic. The property is offered in its current condition with room for improvement throughout. Schedule a showing to evaluate the layout, lot, and potential firsthand.

806 Fahey Circle, Chesterfield

$295,000

3 Beds ⋅ 2 Baths ⋅ CVR-2623493 MLS

Looking for one-level living in Chesterfield with room to relax outdoors? This 3-bedroom, 2-bath ranch offers 1,200 square feet of comfortable living space on nearly a quarter-acre lot. Built in 1986, the home features an easy-to-manage floor plan that works well for everyday life. Enjoy quiet mornings on the front porch, meals outside on the rear deck, and plenty of space to play or unwind in the fully fenced backyard. A paved driveway adds convenient off-street parking. Located near shopping, dining, parks, and major routes into Richmond, this home keeps daily errands and commutes within easy reach. The property has no HOA and is currently assigned to Hening Elementary, Manchester Middle, and Meadowbrook High School. Come see how this North Chesterfield ranch could fit your lifestyle.

6430 Jessup Road, Chesterfield

$299,950

3 Beds ⋅ 2 Baths ⋅ CVR-2623040 MLS

Welcome to your dream retreat in the heart of Chesterfield, where everyday comfort effortlessly meets timeless charm! Sunlight streams across the rich living spaces each morning, creating an inviting atmosphere designed for peaceful moments and effortless entertaining alike. Step into the bright kitchen, where cooking becomes a joy with the newly installed faucet and an easy flow toward the cozy dining area. Outside, the sprawling, lush yard is the absolute perfect spot to host weekend barbecues or sip your morning coffee. Every inch of this rare gem offers the thoughtful peace of mind you have been searching for in a move-in ready home. Extensive updates completed this summer include fresh roof repairs, alongside a brand-new crawlspace vapor barrier and secured insulation underneath. Every major component has been given dedicated care so you can move right in with total confidence and without lifting a finger! Tucked away on a delightfully quiet, low-traffic neighborhood street, this property offers a wonderfully private sanctuary just minutes from top-rated local parks, quick commuter routes, and excellent dining options. The expansive, fully usable yard provides plenty of green space for outdoor games, gardening projects, or simply relaxing under the warm Virginia sky. Opportunities this special in such a captivating setting simply do not last long. Schedule your private showing today before it’s gone!

6004 Gatesgreen Drive, Chesterfield

$299,900

3 Beds ⋅ 2 Baths ⋅ CVR-2622274 MLS

Back on the Market at no fault of the Seller. We're offering this beautifully renovated 1700 sq. ft. brick rancher located on a quiet street, with 3 huge bedrooms, 1.5 bathrooms, an enormous living room, dining room, laundry room, and a Kitchen with all new stainless-steel appliances that provides ample counter space along with a sunroom located off of the kitchen. With new dual-paned energy efficient windows, luxury vinyl flooring through-out, ceramic tile and dual sinks in the full bath, H.V.A.C. system, water heater, and upgraded plumbing, should leave you worry free to enjoy your new home. This home grants you access to the sought-after Chesterfield School District. With one (1) block walking distance to Ettrick Elementary and Virginia State University. Call to schedule your showing today!

21204 Orange Hill Avenue, Chesterfield

$289,000

3 Beds ⋅ 1 Baths ⋅ CVR-2621771 MLS

This charming brick ranch offers classic curb appeal and a welcoming setting surrounded by mature trees. The property features a spacious front yard, paved driveway, and detached garage, providing plenty of room for parking, storage, or a workshop. Enjoy the convenience of single-level living and the opportunity to make this home your own. Conveniently located near shopping, dining, major roadways, and everyday amenities. **Schedule your showing today and come see all this property has to offer!**

21210 Winfree Avenue, Chesterfield

$300,000

3 Beds ⋅ 1 Baths ⋅ CVR-2621897 MLS

Welcome to 4819 Arundel Ave, Richmond, VA 23234, offered at $315,000. This charming 3-bedroom, 1-bath home offers approximately 1,400 square feet of living space with a comfortable and functional floor plan. One of the standout features is the spacious, flat, fully fenced backyard, providing plenty of room for outdoor entertaining, gardening, pets, recreation, or creating your own private retreat. The HVAC system is approximately five years old, offering an added benefit for the next owner. Conveniently located with easy access to shopping, dining, schools, and major roadways. Schedule your private showing and discover the possibilities this home has to offer!

4819 Arundel Avenue, Chesterfield

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