MJ Frazier
Serhant
(571) 556-7958
101 Total Sales
3 in Winchester
$335K - $640K Price Range
Estimated Value: $282,673
******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"
Last Agent to Sell the Property
(540) 662-0211 randywertzrealtor@gmail.com Wildhawks Realty LLC Brokerage Phone: 5406620211 License #0225216052 Listed on: 10/29/2025
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
MJ Frazier
Serhant
(571) 556-7958
101 Total Sales
3 in Winchester
$335K - $640K Price Range
Anna Fox
NextHome Realty Select
(540) 502-4756
129 Total Sales
41 in Winchester
$8K - $590K Price Range
Ken Smith
Sager Real Estate
(540) 410-1046
55 Total Sales
4 in Winchester
$750 - $320K Price Range
Becky Wallace
Pearson Smith Realty, LLC
(202) 883-6901
85 Total Sales
8 in Winchester
$199K - $342K Price Range
Gavin Sherwood
YES REALTY PARTNERS
(434) 443-6489
77 Total Sales
1 in Winchester
$325,000 Price
Matthew Abregu
Keller Williams Realty
(571) 497-5053
57 Total Sales
4 in Winchester
$77K - $375K Price Range
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $270,000 | Champion Title & Settlements |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $256,500 |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 03/03/2026 03/03/26 | Sold | $270,000 | -3.2% | $230 / Sq Ft |
| 02/06/2026 02/06/26 | Pending | -- | -- | -- |
| 01/12/2026 01/12/26 | Price Changed | $279,000 | -3.8% | $237 / Sq Ft |
| 12/08/2025 12/08/25 | Price Changed | $290,000 | -3.0% | $247 / Sq Ft |
| 10/29/2025 10/29/25 | For Sale | $299,000 | -- | $254 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $2,011 | $253,000 | $58,500 | $194,500 |
| 2025 | $2,011 | $253,000 | $58,500 | $194,500 |
| 2024 | $1,879 | $226,400 | $58,500 | $167,900 |
| 2023 | $1,879 | $226,400 | $58,500 | $167,900 |
| 2022 | $1,567 | $168,500 | $58,500 | $110,000 |
| 2021 | $1,567 | $168,500 | $58,500 | $110,000 |
| 2020 | $1,346 | $144,700 | $58,500 | $86,200 |
| 2019 | $1,346 | $144,700 | $58,500 | $86,200 |
| 2018 | $1,273 | $139,900 | $58,500 | $81,400 |
| 2017 | $1,143 | $139,900 | $58,500 | $81,400 |
| 2016 | $1,143 | $125,600 | $58,500 | $67,100 |
| 2015 | $1,143 | $125,600 | $58,500 | $67,100 |
| 2014 | $1,048 | $110,300 | $58,500 | $51,800 |
Seller's Agent in 2026
William Wertz
Wildhawks Realty LLC
(540) 622-0211
30 Total Sales
Buyer's Agent in 2026
Lori Bales
Keller Williams Realty
(540) 974-1542
149 Total Sales
Source: Bright MLS
MLS Number: VAFV2037798
APN: 195-11-3A-4A
Ask me questions while you tour the home.