2339 Jimmy Winters Rd

Richmond, VA 23235

$825,000
Price
5
Beds
3,661 Sq. Ft.
$225 / Sq. Ft.
3,661
Sq. Ft.
$225
per Sq. Ft.
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reclaimed brick from Church Hill

Description

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...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.
  1. Listed by Amy Tesauro • Brokerage DRE #226018746 • Keller Williams Realty
    P: (804)-467-1881 linchpin@linchpinrealestate.com
  2. Listed by Catherine Willis • Brokerage DRE #226018746 • Keller Williams Realty
    P: (804)-338-5397 linchpinrealestate@gmail.com

Property Details for 2339 Jimmy Winters Road

Architectural Style
Custom
Subdivision Name
Brookwood
Waterfront
No
LISTING UPDATED: 06/25/2026 07:00 AM

Property Details for 2339 Jimmy Winters Road

StatusActive
MLS #2615477
Days on Market18
Taxes$5,069 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1954
Lot Size0.71 AC / 30,796 SF
CountyChesterfield County
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Location

Listing Courtesy of Keller Williams Realty, Amy Tesauro; Keller Williams Realty, Catherine Willis
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Building Information for 2339 Jimmy Winters Road

Stories3Year Built1954Building Size-Lot Size0.71 AC / 30,796 SF

Payment Calculator

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$4,533 per month

30 year fixed, 6.36% Interest

Principal and Interest

$4,111

Property Taxes

$422

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 2339 Jimmy Winters Road

Summary
Location and General Information
  • City: Chesterfield
  • County Or Parish: Chesterfield
  • Directions: Bufford to Rattlesnake to Jimmy Winters
  • Latitude: 37.529205
  • Longitude: -77.565078
  • Postal City: Chesterfield
  • Postal Code: 23235
  • Postal Code Plus4: 2929
  • State Or Province: VA
  • Unparsed Address: 2339 Jimmy Winters Rd
  • Zoning Description: R15
Taxes and HOA Information
  • Parcel Number: 754-71-70-65-600-000
  • Tax Annual Amount: $5,069.44
  • Tax Assessed Value: $608,400.00
  • Tax Legal Description: BROOKWOOD L 4 BK C SEC B
  • Tax Lot: 4
  • Tax Year: 2025
School Information
  • Elementary School: Bon Air
  • High School: James River
  • Middle Or Junior School: Robious
Parking
  • Garage: No
  • Parking Features: Off Street
  • Garage Parking Features: Off Street
Property
Lot Information
  • Above Grade Finished Area: 3661.0
  • Building Area Source: Assessor
  • Living Area: 3,661.00
  • Living Area Source: Assessor
  • Lot Size Acres: 0.707
  • Lot Size Area: 0.707
  • Lot Size Units: Acres
  • Stories: 3
  • Stories Total: 3
  • Property Sub Type Additional: Single Family Residence
Property and Assessments
  • New Construction: No
  • Property Attached: No
  • Property Condition: Resale
  • Type of Property: Single Family
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Year Built: 1954
  • Year Built Details: Actual
  • CLIP: 1,198,297,928
Utilities
  • Sewer: Public Sewer
  • Water Source: Public
Interior and Exterior Features
Exterior Features
  • Fencing: None
  • Pool Features: None
  • Roof: Shingle
Interior Features
  • Appliances: Dryer, Gas Cooking, Oven, Propane Water Heater, Range Hood
  • Basement: No
  • Bathrooms Full: 3
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • BathsTotal: 3.2
  • Room and Floor: Recreation-Third, Office-Third, Recreation-First, Dining Room-First, Family Room-Second, Bedroom 2-First, Bedroom 3-Second, Bedroom 4-Second, Bedroom 5-Second, Primary Bedroom-Second, Half Bath-Third, Half Bath-First, Full Bath-Second, Full Bath-First, Kitchen-First, Foyer-First, Living Room-First
  • Room List: Recreation, Office, Dining Room, Family Room, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Primary Bedroom, Full Bath, Half Bath, Kitchen, Foyer, Living Room
  • Cooling: Zoned
  • Cooling: Yes
  • Fireplace Features: Wood Burning
  • Fireplaces Total: 1
  • Fireplace: Yes
  • Flooring: Concrete, Partially Carpeted, Wood
  • Heating: Electric, Zoned
  • Heating: Yes
  • Interior Features: Bedroom On Main Level
  • Levels: Three Or More
  • Patio And Porch Features: Patio, Screened, Side Porch
  • Rooms Total: 10
  • Window Features: Screens
Room Information
Room 1
  • Room Type 1: Recreation
  • Room Description 1: half bath and WIC
  • Room Level 1: Third
  • Room Dimensions 1: 11.9 x 26.10
  • Room Length 1: 11.9
  • Room Width 1: 26.1
Room 2
  • Room Type 2: Office
  • Room Level 2: Third
  • Room Dimensions 2: 12.3 x 13.5
  • Room Length 2: 12.3
  • Room Width 2: 13.5
Room 3
  • Room Type 3: Recreation
  • Room Description 3: plumbing available for wet bar
  • Room Level 3: First
  • Room Dimensions 3: 14.10 x 16.7
  • Room Length 3: 14.1
  • Room Width 3: 16.7
Room 4
  • Room Type 4: Dining Room
  • Room Level 4: First
  • Room Dimensions 4: 10.7 x 12.0
  • Room Length 4: 10.7
  • Room Width 4: 12.0
Room 5
  • Room Type 5: Family Room
  • Room Description 5: bright and sunny, laundry in corner
  • Room Level 5: Second
  • Room Dimensions 5: 25.6 x 24.4
  • Room Length 5: 25.6
  • Room Width 5: 24.4
Room 6
  • Room Type 6: Bedroom2
  • Room Description 6: en suite bathroom
  • Room Level 6: First
  • Room Dimensions 6: 14.10 x 10.0
  • Room Length 6: 14.1
  • Room Width 6: 10.0
Room 7
  • Room Type 7: Bedroom3
  • Room Level 7: Second
  • Room Dimensions 7: 10.9 x 11.9
  • Room Length 7: 10.9
  • Room Width 7: 11.9
Room 8
  • Room Type 8: Bedroom4
  • Room Level 8: Second
  • Room Dimensions 8: 10.9 x 11.9
  • Room Length 8: 10.9
  • Room Width 8: 11.9
Room 9
  • Room Type 9: Bedroom5
  • Room Level 9: Second
  • Room Dimensions 9: 11.6 x 11.10
  • Room Length 9: 11.6
  • Room Width 9: 11.1
Room 10
  • Room Type 10: Primary Bedroom
  • Room Description 10: en suite bath and steam shower
  • Room Level 10: Second
  • Room Dimensions 10: 30.11 x 22.2
  • Room Length 10: 30.11
  • Room Width 10: 22.2
Room 11
  • Room Type 11: Full Bath
Room 12
  • Room Type 12: Half Bath
  • Room Level 12: Third
Room 13
  • Room Type 13: Half Bath
  • Room Level 13: First
Room 14
  • Room Type 14: Full Bath
  • Room Description 14: Tub & Shower
  • Room Level 14: Second
Room 15
  • Room Type 15: Full Bath
  • Room Description 15: Shower
  • Room Level 15: First
Room 16
  • Room Type 16: Kitchen
  • Room Description 16: granite, concrete floors, pantry
  • Room Level 16: First
  • Room Dimensions 16: 16.4 x 9.6
  • Room Length 16: 16.4
  • Room Width 16: 9.6
Room 17
  • Room Type 17: Foyer
  • Room Description 17: closet
  • Room Level 17: First
  • Room Dimensions 17: 10.0 x 8.2
  • Room Length 17: 10.0
  • Room Width 17: 8.2
Room 18
  • Room Type 18: Living Room
  • Room Description 18: fireplace, concrete floors
  • Room Level 18: First
  • Room Dimensions 18: 25.6 x 15.2
  • Room Length 18: 25.6
  • Room Width 18: 15.2
Rental
Rental Information
  • Price Per Area Unit: Dollars Per Square Foot

Property History for 2339 Jimmy Winters Road

DateEvent & SourcePriceAppreciation
Jun 24, 2026

Price Change

CVRMLS #2615477

$825,000—
Jun 8, 2026

Listed (Active)

CVRMLS #2615477

$895,000—
Dec 15, 2004

Sold

CVRMLS #OLD2428166

$170,000—
DateEvent & SourcePrice
06/24/2026

Price Change

CVRMLS #2615477

$825,000
06/08/2026

Listed (Active)

CVRMLS #2615477

$895,000
12/15/2004

Sold

CVRMLS #OLD2428166

$170,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2339 Jimmy Winters Road

Taxable ValueLand$115,000Additions$454,600Total$569,600
Tax Record2025$5,094 ($425 / month)
Home Facts
Beds5Baths4Total Finished SqFt5,224 SqFtAbove Grade Finished SqFt3,661 SqFtFinished Basement SqFt1,563 SqFtStories2Lot Size30,928 SqFtStyleSingle Family ResidenceYear Built1954ZoningR15 - SINGLECountyCHESTERFIELDAPN754-71-70-65-600-000Fireplace TypeHas Fireplace

Schools near 2339 Jimmy Winters Road

This home is within Chesterfield County Public Schools.
Rating
School
Type
Grades
Distance
Bon Air Elementary School
Public - PK to 5
Robious Middle School
Public - 6 to 8
James River High School
Public - 9 to 12
Chesterfield Virtual School
Public - K to 8
Rating
School
Distance
Bon Air Elementary School
PublicPK to 5

Robious Middle School
Public6 to 8

James River High School
Public9 to 12

Chesterfield Virtual School
PublicK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 2339 Jimmy Winters Road, Richmond, VA 23235

2339 Jimmy Winters Road is a single family home for sale in Richmond, VA 23235. This property was listed for sale on June 8, 2026 by Keller Williams Realty, it's currently listed at $825,000. It has been on the market for a total of 18 days and was last sold on December 15, 2004. This listing's school district is Chesterfield County Public Schools. Nearby schools include Bon Air Elementary School, Robious Middle School and James River High School. 2339 Jimmy Winters Road is a 5-bed, 5-bath, 3,661 sqft single family home built in 1954.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Keller Williams Realty, Amy Tesauro; Keller Williams Realty, Catherine Willis

Based on information from one of the following Multiple Listing Services: CVRMLS, Roanoke Valley Association of REALTORS (Roanoke, VA), LAR, Lynchburg Association of REALTORS® and Charlottesville Area Association of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by CVRMLS, Roanoke Valley Association of REALTORS (Roanoke, VA), LAR, Lynchburg Association of REALTORS® and Charlottesville Area Association of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.