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$825,000
28 Days On Site

2339 Jimmy Winters Road
Chesterfield, VA 23235

Single Family Residence|Pending
5
Beds
5
Total Baths
3
Full Baths
2
Partial Baths
3,661
SqFt
$225
/SqFt
1954
Built
Subdivision:
Brookwood
County:
Chesterfield
Listing courtesy of Keller Williams Realty (804) 467-1881

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2339 Jimmy Winters Road2339 Jimmy Winters Road2339 Jimmy Winters Road2339 Jimmy Winters Road
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This unique home offers a variety of thoughtfully designed living spaces to suit everyday life, entertaining, and peaceful tranquility. The brick home was one of the original properties to the neighborhood, and has reclaimed brick from Church Hill. A custom front door and Japanese style “genkan” entryway. To the right is a spacious great room serving as the heart of the home—an inviting, active center where family and guests can easily gather and move between distinct yet connected zones.The kitchen has ample cabinetry, pantry, gas cooking, and a picturesque window over the sink. A side door opens directly to the patio perfect for grilling and outdoor entertaining. At the center of the great room, a fireplace creates a natural focal point, allowing the space to balance lively gatherings with more intimate areas for conversation. The living room is enhanced by doors that open to a screened porch, offering a serene setting for morning coffee or an evening glass of wine with friends. This brings in natural light, creating? an airy, open feel in the living and dining areas while showcasing views of the quiet yard. And that’s just the beginning. An additional open flex-space offers endless possibilities—an elevated entertaining lounge, with potential for a wet bar to further enhance the experience. The main level is completed by a private guest suite with its own en-suite bath, complete with Japanese rice paper sliding doors, offering comfort and privacy for visitors. The second level opens family room framed by expansive windows. 3 bedrooms share a full bath. An exceptional primary suite unfolds as a private retreat , windows create a tranquil, treehouse-like ambiance. The spa-inspired primary bath w/ large kohler soaking tub and separate walk in steam shower with bench. The third floor has a sitting area and spacious rec room, and an additional half bath—perfect for a media lounge, or playroom. This home is situated on a park-like lot, with almost an acre lot, that has an active creek with stone bridges.

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Listing Snapshot
Price 
$825,000
Days On Site 
28 Days
Bedrooms 
5
Inside Area (SqFt) 
3,661 sqft
Total Baths 
5
Full Baths 
3
Partial Baths 
2
Lot Size 
0.707 Acres
Year Built 
1954
MLS® Number 
2615477
Status 
Pending
Property Tax 
$5,069.44
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
Assessor
Friends & Family
Recent Activity
a week agoStatus changed to Pending
a week agoListing updated with changes from the MLS®
2 weeks agoPrice changed to $825,000
4 weeks agoListing first seen on site
General Features
Acres 
0.707
Levels 
Three Or More
Number Of Stories 
3
Parking 
Off Street
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Above 
3661
Style 
Custom
Water Source 
Public
Zoning 
R15
Interior Features
Appliances 
DryerOvenRange HoodGas CooktopGas Water Heater
Cooling 
Zoned
Fireplace 
Yes
Fireplace Features 
Wood Burning
Fireplaces 
1
Flooring 
ConcreteWood
Heating 
ElectricZoned
Interior 
Master Downstairs
Window Features 
Screens
FullBath 
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Exterior Features
Construction Details 
BrickHardiPlank Type
Fencing 
None
Patio And Porch 
PatioScreenedSide PorchPorch
Pool Features 
None
Roof 
Shingle
Windows/Doors 
Screens
Community Features
MLS Area 
64 - Chesterfield
Schools
School District
Unknown
Elementary School
Bon Air
Middle School
Robious
High School
James River
All or a portion of the multiple Listing information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of listings. All IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All CVR MLS information provided is deemed reliable but is not guaranteed accurate. The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC. All rights reserved.



Last checked 2026-07-07 08:47 PM UTC.

Neighborhood & Commute
Source: Walkscore
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