Vintage homes for sale & real estate in Chesterfield County, VA

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3D WALKTHROUGH

ABOUT THIS HOME
Vintage Home for sale in Chesterfield County, VA:
Welcome home! This charming cape cod is full of character and room to spread out. Located in a quiet neighborhood within minutes of 288, I-95, and downtown Richmond, this four bedroom home offers even more than meets the eye. On the first level you'll find the eat- in kitchen with granite countertops and stainless appliances, a separate dining room perfect for hosting holidays, a cozy living room with hardwood floors and fireplace, an additional family room which can be used however it suits your needs, and the primary bedroom close to a full bath featuring a new shower/tub, as well as bedroom number two which could also be used as an office. The second level consists of two more bedrooms a

$345,000

4 beds2 baths2,040 sq ft

2719 Sherbourne Rd, North Chesterfield, VA 23237

Cozy living room • Separate dining room • Eat in kitchen

FLOOR PLAN

ABOUT THIS HOME
Vintage Home for sale in Chesterfield County, VA:
Welcome to this beautifully updated 4-bedroom, 2-bath home in Chesterfield, offering a comfortable layout, stylish finishes, and plenty of space inside and out. Step inside to a bright and inviting living room featuring a vaulted ceiling, recessed lighting, LVP flooring, and an open feel that carries throughout the main living spaces. Continue into the kitchen, where white cabinetry, granite countertops, stainless steel appliances, and generous workspace create a functional space for both everyday living and entertaining. The adjoining dining area provides an easy place to gather and features sliding glass doors that open directly to the back deck. Outside, the Trex deck overlooks a spaciou

$290,000

4 beds2 baths1,240 sq ft

2912 Bensley Rd, North Chesterfield, VA 23237

Updated finishes • Granite countertops • Trex deck

NEW 14 HRS AGO

ABOUT THIS HOME
Vintage Home for sale in Chesterfield County, VA:
Welcome home to this charming, classic brick rancher offering comfort, style, and exceptional indoor-outdoor living. Inside, warm and gleaming hardwood flooring flows throughout the main living areas, which feature a spacious layout anchored by a cozy, whitewashed brick fireplace. The heart of the home is the fully equipped eat-in kitchen, beautifully styled with granite countertops, rich custom cabinetry, a tile backsplash, and ample space for a full dining set. With 3 light-filled bedrooms, this home combines effortless functionality with timeless design. Off the main area, a dedicated sunroom serves as a peaceful retreat bathed in natural light. The outdoor setup is an entertainer's drea

$389,000

3 beds1.5 baths1,485 sq ft

1706 Pulliam St, North Chesterfield, VA 23235

Hardwood flooring • Custom cabinetry • Dedicated sunroom

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Chesterfield County, VA:
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! * *

$289,000

3 beds1 bath800 sq ft

21210 Winfree Ave, South Chesterfield, VA 23803

Spacious front yard • Paved driveway • Single-level living

OPEN SUN, 1PM TO 3PM

ABOUT THIS HOME
Vintage Home for sale in Chesterfield County, VA:
Meticulously maintained and thoughtfully updated, this charming three bedroom, 1.5-bath brick ranch in Bon Air Heights blends timeless character with modern comfort and exceptional outdoor spaces. The inviting living room features a classic fireplace with built-in cabinetry to one side, complemented by beautiful original wood floors that lend warmth and character throughout. The kitchen has been completely renovated, while fresh paint and vinyl replacement windows enhance the home’s move-in-ready appeal. A versatile office/flex space offers exposed brick, custom built-ins, and direct access to the wraparound deck, creating an inspiring space for working from home, hobbies, or addition

$365,000

3 beds1.5 baths1,384 sq ft

8715 Mccaw Dr, North Chesterfield, VA 23235

Built-in cabinetry • Classic fireplace • Original wood floors

Property at 1506 Knollwood Dr, North Chesterfield, VA 23235, 3 beds, 2 baths

$415,000

3 beds2 baths1,315 sq ft

1506 Knollwood Dr, North Chesterfield, VA 23235

Property at 4605 Downland Rd, North Chesterfield, VA 23234, 3 beds, 3 baths

$459,000

3 beds3 baths2,688 sq ft

4605 Downland Rd, North Chesterfield, VA 23234

Property at 9925 S Wagstaff Cir, North Chesterfield, VA 23236, 4 beds, 1 bath

$330,000

4 beds1 bath1,416 sq ft

9925 S Wagstaff Cir, North Chesterfield, VA 23236

Property at 8409 Hopkins Rd, North Chesterfield, VA 23237, 3 beds, 2 baths

$385,000

3 beds2 baths1,874 sq ft

8409 Hopkins Rd, North Chesterfield, VA 23237

Property at 1808 Bellwood Rd, North Chesterfield, VA 23237, 3 beds, 2 baths

$289,990

3 beds2 baths1,412 sq ft

1808 Bellwood Rd, North Chesterfield, VA 23237

Property at 2101 Moseley Rd, Moseley, VA 23120, 3 beds, 2 baths

$324,950

3 beds2 baths1,588 sq ft

2101 Moseley Rd, Moseley, VA 23120

Property at 2800 Kingsdale Rd, North Chesterfield, VA 23237, 4 beds, 2.5 baths

$339,950

4 beds2.5 baths2,081 sq ft

2800 Kingsdale Rd, North Chesterfield, VA 23237

Property at 12541 Winfree St, Chester, VA 23831, 4 beds, 3 baths

$430,000

4 beds3 baths2,760 sq ft

12541 Winfree St, Chester, VA 23831

Property at 2813 Parkdale Rd, North Chesterfield, VA 23234, 3 beds, 2 baths

$359,900

3 beds2 baths1,368 sq ft

2813 Parkdale Rd, North Chesterfield, VA 23234

Property at 9916 S Wagstaff Cir, North Chesterfield, VA 23236, 4 beds, 2 baths

$455,000

4 beds2 baths2,274 sq ft

9916 S Wagstaff Cir, North Chesterfield, VA 23236

Property at 10035 Wycliff Rd, North Chesterfield, VA 23236, 3 beds, 2 baths

$342,500

3 beds2 baths1,500 sq ft

10035 Wycliff Rd, North Chesterfield, VA 23236

Property at 170 Charlotte Ave Ave, Colonial Heights, VA 23834, 2 beds, 1 bath

$140,000

2 beds1 bath748 sq ft

170 Charlotte Ave Ave, Colonial Heights, VA 23834

Property at 8111 Lake Shore Dr, North Chesterfield, VA 23235, 4 beds, 2 baths

$399,900

4 beds2 baths2,636 sq ft

8111 Lake Shore Dr, North Chesterfield, VA 23235

Property at 21204 Orange Hill Ave, South Chesterfield, VA 23803, 3 beds, 1.5 baths

$299,900

3 beds1.5 baths1,700 sq ft

21204 Orange Hill Ave, South Chesterfield, VA 23803

Property at 15101 Woods Edge Rd, South Chesterfield, VA 23834, 4 beds, 3 baths

$415,000

4 beds3 baths2,247 sq ft

15101 Woods Edge Rd, South Chesterfield, VA 23834

Property at 21310 Chesterfield Ave, South Chesterfield, VA 23803, 4 beds, 3 baths

$289,999

4 beds3 baths1,704 sq ft

21310 Chesterfield Ave, South Chesterfield, VA 23803

Property at 4819 Arundel Ave, North Chesterfield, VA 23234, 3 beds, 1 bath

$310,500

3 beds1 bath1,400 sq ft

4819 Arundel Ave, North Chesterfield, VA 23234

Property at 16003 Edgewood Dr, Chester, VA 23831, 3 beds, 1 bath

$229,000

3 beds1 bath864 sq ft

16003 Edgewood Dr, Chester, VA 23831

Property at 5114 Hickory Rd, South Chesterfield, VA 23803, 3 beds, 1.5 baths

$269,950

3 beds1.5 baths1,728 sq ft

5114 Hickory Rd, South Chesterfield, VA 23803

Property at 2800 Milhorn St, South Chesterfield, VA 23834, 2 beds, 1 bath

$172,500

2 beds1 bath720 sq ft

2800 Milhorn St, South Chesterfield, VA 23834

Property at 7232 Hopkins Rd, North Chesterfield, VA 23237, 5 beds, 2.5 baths

$465,000

5 beds2.5 baths2,665 sq ft

7232 Hopkins Rd, North Chesterfield, VA 23237

Property at 9700 Old Cannon Rd, North Chesterfield, VA 23237, 8 beds, 3.5 baths

$1,222,000

8 beds3.5 baths3,455 sq ft

9700 Old Cannon Rd, North Chesterfield, VA 23237

Property at 2459 Osborne Rd, Chester, VA 23831, 2 beds, 1 bath

$235,000

2 beds1 bath672 sq ft

2459 Osborne Rd, Chester, VA 23831

Property at 6632 Johnston St, South Chesterfield, VA 23803, 4 beds, 3.5 baths

$315,000

4 beds3.5 baths2,126 sq ft

6632 Johnston St, South Chesterfield, VA 23803

Property at 3510 E River Rd, South Chesterfield, VA 23803, 2 beds, 1 bath

$233,000

2 beds1 bath1,034 sq ft

3510 E River Rd, South Chesterfield, VA 23803

Property at 9934 Friend Ave, North Chesterfield, VA 23237, 4 beds, 1 bath

$275,000

4 beds1 bath1,224 sq ft

9934 Friend Ave, North Chesterfield, VA 23237

Property at 2740 Brampton Way, North Chesterfield, VA 23234, 3 beds, 1 bath

$287,000

3 beds1 bath1,110 sq ft

2740 Brampton Way, North Chesterfield, VA 23234

Property at 307 Roanoke, Colonial Heights, VA 23834, 3 beds, 1 bath

$259,000

3 beds1 bath1,317 sq ft

307 Roanoke, Colonial Heights, VA 23834

Property at 12020 Winfree St, Chester, VA 23831, 7 beds, 4 baths

$640,000

7 beds4 baths2,716 sq ft

12020 Winfree St, Chester, VA 23831

Property at 308 Maple Ln, Colonial Heights, VA 23834, 3 beds, 2 baths

$284,000

3 beds2 baths1,446 sq ft

308 Maple Ln, Colonial Heights, VA 23834

Property at 21611 Pannill St, South Chesterfield, VA 23803, 3 beds, 1 bath

$235,000

3 beds1 bath996 sq ft

21611 Pannill St, South Chesterfield, VA 23803

Property at 421 E Hundred Rd, Chester, VA 23836

$349,950

Land0.83 acre (lot)

421 E Hundred Rd, Chester, VA 23836

Property at 8501 Hickory Rd, South Chesterfield, VA 23803

$650,000

Land26.71 acres (lot)

8501 Hickory Rd, South Chesterfield, VA 23803

$120,000

Land4.00 acres (lot)

12517 Second Branch Rd, Chesterfield, VA 23838

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Vintage Homes for Sale in Chesterfield County

There are currently 39 vintage homes for sale in Chesterfield County at a median listing price of $450K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Chesterfield County stay on the market for 45 days and receive 2 offers. This map is refreshed with the newest listings in Chesterfield County every 15 minutes.

In the past month, 469 homes have been sold in Chesterfield County. In addition to houses in Chesterfield County, there were also 121 condos, 257 townhouses, and 2 multi-family units for sale in Chesterfield County last month. Find your dream home in Chesterfield County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Chesterfield County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Chesterfield County. If you're looking to sell your home in the Chesterfield County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Chesterfield County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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