Winchester Dr, Winchester, VA Property Records

Frederick County property records for 23 addresses on Winchester Dr, Winchester, VA · Last verified August 2026

Winchester Dr Highlights

Properties 23
Median Sale Price $280,000
Deeds and Mortgages on File 27
Median Price per Sqft $180
Owner Occupied 87%
Median Annual Tax Bill $1,506
Median Year Built 2006
Median Ownership Tenure 5 years

Properties on Winchester Dr

Owner names and prior sale amounts shown locked below are available instantly with a free trial.

201 Winchester Dr

0.328 acres

Last Sale Tax Bill Prior Sale Owner Records
$350,000Sep 2025 $1,5422026 Amount on Record Nov 2024 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

205 Winchester Dr

2 bd · 2.5 ba · 2,052 sqft · built 2009 · 0.279 acres

Last Sale Tax Bill Prior Sale Owner Records
$322,000Apr 2025 $1,9362026 Amount on Record Jun 2017 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

206 Winchester Dr

2 bd · 2 ba · 1,523 sqft · built 2008 · 0.58 acres

Last Sale Tax Bill Prior Sale Owner Records
$170,900Oct 2008 $1,4432026 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

209 Winchester Dr

3 bd · 2.5 ba · 1,948 sqft · built 2005 · 0.283 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jun 2025 $1,6362026 Amount on Record Apr 2008 1 Name on Record Assessor + 2 DocumentsUpdated Aug 2026

213 Winchester Dr

3 bd · 3 ba · 1,108 sqft · built 2006 · 0.298 acres

Last Sale Tax Bill Prior Sale Owner Records
$277,000Dec 2021 $1,5542026 Amount on Record Mar 2019 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

218 Winchester Dr

3 bd · 2.5 ba · 1,696 sqft · built 2006 · 0.86 acres

Last Sale Tax Bill Prior Sale Owner Records
$136,000Oct 2016 $1,7242026 Amount on Record May 2008 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

221 Winchester Dr

3 bd · 2 ba · 2,064 sqft · built 1976 · 1.28 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Jun 2005 $1,6002026 —Jun 2005 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

301 Winchester Dr

3 bd · 2 ba · 1,410 sqft · built 2008 · 0.229 acres

Last Sale Tax Bill Prior Sale Owner Records
$253,000Oct 2022 $1,5062026 Amount on Record May 2009 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

303 Winchester Dr

0.26 acres

Last Sale Tax Bill Prior Sale Owner Records
$212026 2 Names on Record AssessorUpdated Aug 2026

305 Winchester Dr

2 bd · 2 ba · 1,778 sqft · built 2007 · 0.246 acres

Last Sale Tax Bill Prior Sale Owner Records
$309,000Jul 2025 $1,5332026 Amount on Record Mar 2022 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

306 Winchester Dr

3 bd · 2.5 ba · 1,654 sqft · built 2019 · 0.211 acres

Last Sale Tax Bill Prior Sale Owner Records
$315,000May 2025 $1,5222026 Amount on Record Jul 2009 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

307 Winchester Dr

3 bd · 2 ba · 1,515 sqft · built 2006 · 0.294 acres

Last Sale Tax Bill Prior Sale Owner Records
$288,000Jul 2023 $1,5002026 Amount on Record May 2011 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

311 Winchester Dr

2 bd · 2 ba · 1,144 sqft · built 2007 · 0.274 acres

Last Sale Tax Bill Prior Sale Owner Records
$206,000May 2021 $1,2302026 Amount on Record Sep 2005 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

315 Winchester Dr

3 bd · 2.5 ba · 1,792 sqft · built 2013 · 0.287 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Jan 2008 $1,5942026 Amount on Record Jun 2006 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

322 Winchester Dr

2 bd · 1 ba · 856 sqft · built 2009 · 0.251 acres

Last Sale Tax Bill Prior Sale Owner Records
$123,000May 2009 $9892026 Amount on Record Mar 2008 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

400 Winchester Dr

3 bd · 2.5 ba · 2,006 sqft · built 1976 · 2.1 acres

Last Sale Tax Bill Prior Sale Owner Records
$375,000Sep 2024 $1,5732026 Amount on Record Oct 2013 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

409 Winchester Dr

1 bd · 1 ba · 1,152 sqft · built 1976 · 1.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$159,000Oct 2021 $1,1332026 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

412 Winchester Dr

3 bd · 2 ba · 1,170 sqft · built 2004 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$280,000Jun 2024 $1,1732026 Amount on Record Oct 2021 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Aug 2026

422 Winchester Dr

0.284 acres

Last Sale Tax Bill Prior Sale Owner Records
$212026 1 Name on Record AssessorUpdated Aug 2026

426 Winchester Dr

2 bd · 1 ba · 1,245 sqft · built 1931 · 0.323 acres

Last Sale Tax Bill Prior Sale Owner Records
$9,500Jan 2021 $1,2582026 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

429 Winchester Dr

2 bd · 1 ba · 808 sqft · built 1961 · 1.16 acres

Last Sale Tax Bill Prior Sale Owner Records
$6972026 2 Names on Record Owner Occupied AssessorUpdated Aug 2026

598 Winchester Dr

2 bd · 1 ba · 1,060 sqft · built 1973 · 5.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Dec 2021 $1,1812026 Amount on Record Jul 2013 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

601 Winchester Dr

2 bd · 2 ba · 1,568 sqft · built 2006 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$217,000Dec 2006 $1,5902026 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

Wildfire Risk on Winchester Dr

Source: USDA Forest Service Wildfire Risk to Communities · 2nd edition (2024), fuels as of 2020

Wildfire RiskModerate
this street's cells rank above 42% of the US · above 68% of Virginia
Wildfire LikelihoodAbout 1 in 2,025 per year
ExposureDirect
6 of 8 cells directly exposed · 8 adjoin burnable vegetation

Property Records in Nearby Streets