239 Chestnut Street Winchester, VA ^$ 290,000

239 Chestnut Street

^$ 290,000

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239 Chestnut Street

Winchester, VA, 22601

^$ 290,000

Bedrooms2 Baths1.0 Sq 1,176

Monthly Estimate*

^$ 1,809

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Single Family Home for sale in Winchester, VA

for $290,000 with 2 bedrooms and 1 full bath. This 1,176 square foot home was built in 1976.

******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"

Single Family Active

Price

^$ 290,000

Bedrooms

Full Bath

Property Type

Single Family

Taxes

^$ 2,011

Style

Ranch/Rambler

Year Built

1976

Town/City

Winchester

County/Region

Frederick

MLS | Web ID

VAFV2037798

Features

General

Living Area 1176

Sewer Public Sewer

Heating Heat Pump - Gas BackUp

Cooling Central A/C

Possession Negotiable

Roof Shingle

Appliances Built-In Microwave Dishwasher Dryer - Electric Oven/Range - Electric Refrigerator Washer

Zoning MR

Architectural Style Ranch/Rambler

Construction Materials Aluminum Siding

School District FREDERICK COUNTY PUBLIC SCHOOLS

Year Built 1976

Levels 1

Tax Year 2025

Ownership Fee Simple

Cool Fuel Electric

Accessibility None

County FREDERICK

New Construction N

Property Type Residential

HOA N

Subdivision Name NONE AVAILABLE

Garage Y/N N

Water Access Y/N N

Other Structures Above Grade Below Grade

Total Rooms 5

Full Baths 1

Status ACTIVE

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 WINCHESTER

Senior Community Y/N N

Lot Size Units Square Feet

Lot Size Square Feet 0.00

Tax Annual Amount 2011.0

Home Warranty Y/N N

Structure Type Detached

Condo/Coop Association fee Y/N N

Bathrooms Full Main Level 1

Bathrooms Count Main Level 1.00

Price Per Sq Ft Total AG 246.6

Historic Y/N N

Lease Considered Y/N N

Vacation Rental Y/N N

Standard Status Active

Year Built Source Assessor

Tax Lot 4A

Association Recreation Fee N

Interior

Heating Fuel Natural Gas

Flooring Hardwood Vinyl

Hot Water Electric

Basement (Y/N) N

Heating Y/N Y

Fireplace Y/N N

Above Grade Finished Area 1176

Central Air Y/N Y

Total Bedrooms 2

Below Grade Finished Area 0

Room Type Living Room Kitchen Laundry

Main Level Bedrooms 2

Below Grade Finished Area Unit Type Square Feet

Laundry Type Main Floor

Below Grade Finished Area Source Assessor

Above Grade Finished Area Source Assessor

Above Grade Finished Area Unit Type Square Feet

Total Baths 1

Exterior

Pool No Pool

Water Source Public

Type of Parking Driveway On Street

Foundation Details Block

Water View Y/N N

Lot Size Acres 0.00

Lot Size Source Assessor

Waterfront Y/N N

Land Assessed Value 58500.00

Navigable Water Y/N N

Water Oriented Y/N N

Internal Only

Street Number 1 239

* Excluded Features

List By

Wildhawks Realty Llc

Broker

randywertzrealtor@gmail.com

Affordability Calculator

$1,977

Per Month

Monthly Principal & Interest: $1,809
Monthly Property Taxes: $168
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Single family listings in Winchester, VA

Average List Price ^$523,697

Percent of Sale Price 81%

About Winchester, VA

15,893 Population

32% Since 2002

^$62,131 Median Income

43.94 Median Age

27% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

3533201 Elementary School

3533240 Middle School

Unknown High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
12/8/2025	$290,000	-3.01%	Price Down
10/31/2025	$299,000		Listed Price

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239 Chestnut Street, Winchester, VA, 22601 is a Single Family Home for sale at $290,000 with 1,176 sqft. 239 Chestnut Street has 2 bedrooms, 1.0 baths, and was built in 1976. The property's zip code is 22601 which is in Winchester, VA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker Reciprocity^SM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

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239 Chestnut Street

Single Family Home for sale in Winchester, VA

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