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$270,000
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Property Description
******Price Reduction****** 239 Chestnut Street is a charming rancher in the heart of Winchester. 2 bedrooms, 1 bath, a large rear deck, eat in kitchen, laundry room could be converted into a third bedroom. Building in the back yard could be used as storage or a 1 car garage. This is a solid starter or downsizing home convenient to shopping,schools and parks. A little TLC will go a long way "Come see the possibilities"
Full Property Details
Full Property Details for 239 Chestnut St
General
- Sold For: $270,000
- Taxes: $2,011 (2025)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: VAFV2037798
- Added to Site: 153 day(s) ago
Interior
- Number of Rooms: 5
- Rooms/Areas: Living Room, Kitchen, Laundry
- Appliances: Built-In Microwave, Dishwasher, Dryer - Electric, Oven/Range - Electric, Refrigerator, Washer
- Flooring: Hardwood, Vinyl
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
- Main Floor Baths: 1
- Main - Full Baths: 1
Bedrooms
- Total Bedrooms: 2
- Bedrooms Main & Up: 2
Other Rooms
- Laundry: Main Floor
Parking
- Parking Type: Driveway, On Street
Location
- County: FREDERICK
- Driving Directions: Head north on Pleasant Valley, turn right on Woodstock at the red light, turn left onto Chestnut St. house will be on the left. Sign in front yard.
- City Limits: Yes
School Information
- School District: Frederick County Public Schools
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Heat Pump - Gas BackUp
- Heating Fuel: Natural Gas
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Ranch/Rambler
- Structure Type: Detached
- Construction: Aluminum Siding
- Foundation: Block
- Roof: Shingle
- Walls/Ceilings: Dry Wall
- Stories Description: Main
- Square Feet: 1,176
- Sq. Ft. Source: Assessor
- Living Area: 1,176 Sq. Ft.
- Finished Above Grnd: 1,176 Sq. Ft.
- Year Built: 1976
- Year Built Source: Assessor
Lot Features
- Lot Size Source: Assessor
- Zoning: MR
Financial Considerations
- Price Per Sq. Ft.: $237.24
- Assessment Year: 2025
- City/TownTax: $2,011
- City/TownTax Freq: Annually
- County Tax Freq: Annually
- Tax w/Assessment: $253,000
- Tax Amount: $2,011
- Tax Year: 2025
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 1176
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: 4A
Listed by Wildhawks Realty LLC, William R Wertz
Sold by Keller Williams Realty, Lori Fountain Bales
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Schools
Schools serving 239 Chestnut St
School District:Winchester City Public Schools
| Name | Grades | Distance |
|---|---|---|
Daniel Morgan Middle School 48 South Purcell Avenue, Winchester, VA 22601 | 7-8 | 0.3 mi |
John Handley High School 425 Handley Boulevard, Winchester, VA 22601 | 9-12 | 1.5 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 239 Chestnut St
Date
Details
Price
Change
Source
3/03/2026
Sold
$270,000
-3.23%
MLS
1/12/2026
Price Reduced
$279,000
-3.79%
MLS
12/08/2025
Price Reduced
$290,000
-3.01%
MLS
10/29/2025
Listed
$299,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
239 Chestnut Street, Winchester, VA 22601 (MLS# VAFV2037798) is a Single Family property that was sold at $270,000 on March 03, 2026. Want to learn more about 239 Chestnut Street? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.

