Melisa Casacuberta
Coldwell Banker Elite
(540) 701-4588
25 Total Sales
1 in Winchester
$163,500 Price
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.
Melisa Casacuberta
Coldwell Banker Elite
(540) 701-4588
25 Total Sales
1 in Winchester
$163,500 Price
Crystal Fleming
Real Broker, LLC
(540) 701-0118
207 Total Sales
2 in Winchester
$494K - $712K Price Range
Ned Stock
Berkshire Hathaway HomeServices PenFed Realty
(844) 768-6744
170 Total Sales
16 in Winchester
$190K - $800K Price Range
Jim Downs
MYVAHOME.COM LLC
(301) 778-2729
80 Total Sales
1 in Winchester
$480,000 Price
Dorothy Vance
The KW Collective
(855) 631-8979
66 Total Sales
8 in Winchester
$7K - $425K Price Range
Susan Loizou
Samson Properties
(571) 520-4566
15 Total Sales
1 in Winchester
$285,000 Price
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.