Windlesham Dr, Chesapeake, VA Property Records

Chesapeake City property records for 15 addresses on Windlesham Dr, Chesapeake, VA · Last verified August 2026

Windlesham Dr Highlights

Properties 15
Median Sale Price $379,900
Deeds and Mortgages on File 22
Median Price per Sqft $174
Owner Occupied 87%
Median Annual Tax Bill $5,170
Median Year Built 1984
Median Ownership Tenure 14 years

Properties on Windlesham Dr

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

300 Windlesham Dr

4 bd · 3 ba · 3,532 sqft · 2.83 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$620,000Feb 2026 $6,0632025 Amount on Record Nov 2025 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Jul 2026

301 Windlesham Dr

4 bd · 2 ba · 2,229 sqft · 2.04 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$652,500Jun 2026 $5,3182025 Amount on Record Aug 2015 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

304 Windlesham Dr

4 bd · 2.5 ba · 2,732 sqft · 0.594 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$349,900Aug 2012 $5,1862025 Amount on Record May 2008 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

305 Windlesham Dr

3 bd · 3 ba · 2,249 sqft · 1.66 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 1983 $5,6112025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

308 Windlesham Dr

4 bd · 3 ba · 3,010 sqft · 3.03 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2012 $5,6242025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

309 Windlesham Dr

4 bd · 2 ba · 2,753 sqft · 0.46 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$88,900Apr 1984 $5,5512025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

312 Windlesham Dr

4 bd · 2 ba · 1,918 sqft · 0.403 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$190,000Jan 2004 $4,3082025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

316 Windlesham Dr

4 bd · 2 ba · 1,919 sqft · 0.405 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$93,500Jan 1984 $4,4102025 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

317 Windlesham Dr

4 bd · 3.5 ba · 2,774 sqft · 0.878 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$350,000May 2020 $1,0412020 2 Names on Record Assessor + 3 DocumentsUpdated Apr 2026

320 Windlesham Dr

4 bd · 3.5 ba · 2,354 sqft · 0.382 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$542,500Apr 2025 $5,1702025 Amount on Record Jul 2019 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

324 Windlesham Dr

4 bd · 3 ba · 2,313 sqft · 0.389 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2012 $4,8472025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

325 Windlesham Dr

4 bd · 3 ba · 2,511 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$26,000Feb 1984 $4,9102025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

328 Windlesham Dr

4 bd · 2.5 ba · 2,182 sqft · 0.446 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$379,900Nov 2019 $4,7672025 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Jun 2026

329 Windlesham Dr

3 bd · 2.5 ba · 2,079 sqft · 0.36 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$256,000Feb 2010 $4,5382025 Amount on Record Feb 2004 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

333 Windlesham Dr

4 bd · 2 ba · 2,828 sqft · 0.426 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Dec 2015 $5,2842025 Amount on Record Jul 2007 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

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