Winterleaf Dr, North Chesterfield, VA Property Records

Chesterfield County property records for 60 addresses on Winterleaf Dr, North Chesterfield, VA · Last verified August 2026

Winterleaf Dr Highlights

Properties 60
Median Sale Price $235,000
Deeds and Mortgages on File 57
Median Price per Sqft $158
Owner Occupied 82%
Median Annual Tax Bill $2,408
Median Year Built 1984
Median Ownership Tenure 13 years

Properties on Winterleaf Dr

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

5230 Winterleaf Dr

2 bd · 1.5 ba · 1,942 sqft · built 1870 · 5.25 acres

Last Sale Tax Bill Prior Sale Owner Records
$65,000Jun 2000 $1,7562026 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5234 Winterleaf Dr

1.15 acres

Last Sale Tax Bill Prior Sale Owner Records
$29,000Oct 2017 $4252026 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

5236 Winterleaf Dr

4 bd · 2 ba · 1,615 sqft · built 1978 · 0.555 acres

Last Sale Tax Bill Prior Sale Owner Records
$305,000Nov 2024 $2,6502026 Amount on Record Aug 2024 1 Name on Record Assessor + 4 DocumentsUpdated Jul 2026

5242 Winterleaf Dr

4 bd · 2.5 ba · 2,238 sqft · built 1978 · 0.557 acres

Last Sale Tax Bill Prior Sale Owner Records
$93,500Apr 1999 $2,8812026 —Dec 1997 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

5248 Winterleaf Dr

3 bd · 2.5 ba · 1,600 sqft · built 1979 · 0.55 acres

Last Sale Tax Bill Prior Sale Owner Records
—Aug 2001 $2,4002026 Amount on Record Aug 1999 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5300 Winterleaf Dr

4 bd · 2 ba · 1,588 sqft · built 1978 · 0.571 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2502026 1 Name on Record AssessorUpdated Jun 2026

5306 Winterleaf Dr

3 bd · 2 ba · 1,188 sqft · built 1979 · 0.532 acres

Last Sale Tax Bill Prior Sale Owner Records
$78,000Nov 2018 $2,1802026 1 Name on Record Assessor + 2 DocumentsUpdated Jun 2026

5312 Winterleaf Dr

4 bd · 2.5 ba · 1,860 sqft · built 1979 · 0.471 acres

Last Sale Tax Bill Prior Sale Owner Records
$84,000Jan 1996 $2,4762026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5318 Winterleaf Dr

4 bd · 2 ba · 1,588 sqft · built 1979 · 0.516 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,2242026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5400 Winterleaf Dr

3 bd · 1.5 ba · 1,860 sqft · built 1978 · 0.498 acres

Last Sale Tax Bill Prior Sale Owner Records
$91,000Aug 2016 $2,4482026 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

5406 Winterleaf Dr

4 bd · 2 ba · 2,188 sqft · built 1978 · 0.398 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,7512026 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5412 Winterleaf Dr

3 bd · 2 ba · 1,788 sqft · built 1978 · 0.532 acres

Last Sale Tax Bill Prior Sale Owner Records
$85,500Jul 2002 $2,3882026 1 Name on Record AssessorUpdated Jun 2026

5418 Winterleaf Dr

3 bd · 2 ba · 1,788 sqft · built 1978 · 0.487 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4082026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5424 Winterleaf Dr

3 bd · 2 ba · 1,788 sqft · built 1977 · 0.435 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,000Jun 2021 $2,6262026 Amount on Record May 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5430 Winterleaf Dr

4 bd · 2 ba · 1,788 sqft · built 1978 · 0.396 acres

Last Sale Tax Bill Prior Sale Owner Records
$140,000Jun 2009 $2,4342026 Amount on Record Mar 2005 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5436 Winterleaf Dr

3 bd · 2 ba · 1,644 sqft · built 1978 · 0.382 acres

Last Sale Tax Bill Prior Sale Owner Records
$152,000Dec 2006 $2,4452026 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5442 Winterleaf Dr

3 bd · 2 ba · 1,588 sqft · built 1978 · 0.378 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Aug 2013 $2,2832026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5448 Winterleaf Dr

4 bd · 2 ba · 1,988 sqft · built 1978 · 0.426 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,000Dec 2018 $2,5832026 Amount on Record Aug 2012 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5500 Winterleaf Dr

3 bd · 2.5 ba · 1,568 sqft · built 1979 · 0.416 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,000Sep 2022 $2,3522026 Amount on Record Aug 2002 1 Name on Record AssessorUpdated Jun 2026

5506 Winterleaf Dr

4 bd · 2 ba · 1,788 sqft · built 1972 · 0.421 acres

Last Sale Tax Bill Prior Sale Owner Records
$128,000Sep 2004 $2,1122026 Amount on Record Aug 2001 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5512 Winterleaf Dr

3 bd · 2 ba · 1,344 sqft · built 1981 · 0.48 acres

Last Sale Tax Bill Prior Sale Owner Records
$80,000Dec 1998 $2,1162026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5518 Winterleaf Dr

3 bd · 1.5 ba · 1,104 sqft · built 1981 · 0.551 acres

Last Sale Tax Bill Prior Sale Owner Records
$99,500Jul 2004 $2,1422026 Amount on Record Jun 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

5519 Winterleaf Dr

3 bd · 1 ba · 960 sqft · built 1984 · 0.182 acres

Last Sale Tax Bill Prior Sale Owner Records
$168,500Jun 2020 $2,0802026 —Jun 2001 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5524 Winterleaf Dr

4 bd · 1.5 ba · 1,484 sqft · built 1981 · 0.505 acres

Last Sale Tax Bill Prior Sale Owner Records
$124,000Jul 2004 $2,2462026 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5525 Winterleaf Dr

3 bd · 1.5 ba · 1,104 sqft · built 1981 · 0.244 acres

Last Sale Tax Bill Prior Sale Owner Records
$97,000Aug 2003 $2,3072026 Amount on Record Dec 1996 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

5530 Winterleaf Dr

4 bd · 2 ba · 1,224 sqft · built 1981 · 0.462 acres

Last Sale Tax Bill Prior Sale Owner Records
$139,000Sep 2005 $2,1872026 Amount on Record Jan 2005 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5600 Winterleaf Dr

3 bd · 1.5 ba · 1,104 sqft · built 1981 · 0.489 acres

Last Sale Tax Bill Prior Sale Owner Records
$86,900Aug 2001 $2,1462026 Amount on Record Nov 1999 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

5606 Winterleaf Dr

3 bd · 1.5 ba · 1,104 sqft · built 1981 · 0.432 acres

Last Sale Tax Bill Prior Sale Owner Records
$60,000Jan 2001 $2,1312026 Amount on Record Aug 2000 1 Name on Record Assessor + 1 DocumentUpdated Jun 2026

5607 Winterleaf Dr

3 bd · 2 ba · 1,224 sqft · built 1981 · 0.233 acres

Last Sale Tax Bill Prior Sale Owner Records
$124,900Sep 2016 $2,2402026 Amount on Record Mar 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5612 Winterleaf Dr

3 bd · 2 ba · 1,304 sqft · built 1986 · 0.517 acres

Last Sale Tax Bill Prior Sale Owner Records
$166,000Mar 2018 $2,5682026 Amount on Record Nov 2007 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5613 Winterleaf Dr

4 bd · 2 ba · 1,428 sqft · built 1986 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$275,000Oct 2023 $2,5142026 Amount on Record Jun 2018 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

5619 Winterleaf Dr

3 bd · 1.5 ba · 1,072 sqft · built 1986 · 0.262 acres

Last Sale Tax Bill Prior Sale Owner Records
$150,000Jan 2018 $2,3692026 Amount on Record Oct 2017 1 Name on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

5624 Winterleaf Dr

3 bd · 1 ba · 1,072 sqft · built 1985 · 0.564 acres

Last Sale Tax Bill Prior Sale Owner Records
$135,000Dec 2007 $2,2022026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5625 Winterleaf Dr

3 bd · 2 ba · 1,318 sqft · built 1986 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$195,000Aug 2020 $2,5462026 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

5630 Winterleaf Dr

3 bd · 1 ba · 960 sqft · built 1986 · 0.523 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,0392026 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5631 Winterleaf Dr

3 bd · 1.5 ba · 1,072 sqft · built 1986 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$11,000Aug 1996 $2,2102026 1 Name on Record AssessorUpdated Jun 2026

5636 Winterleaf Dr

3 bd · 1 ba · 1,072 sqft · built 1985 · 0.542 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2024 $2,2722026 Amount on Record Mar 2002 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

5637 Winterleaf Dr

4 bd · 2 ba · 1,632 sqft · built 1986 · 0.221 acres

Last Sale Tax Bill Prior Sale Owner Records
$226,000Nov 2020 $2,7852026 Amount on Record Mar 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5642 Winterleaf Dr

3 bd · 2 ba · 1,688 sqft · built 1984 · 0.682 acres

Last Sale Tax Bill Prior Sale Owner Records
$86,000Feb 1999 $2,3452026 1 Name on Record Owner Occupied AssessorUpdated Jul 2026

5643 Winterleaf Dr

3 bd · 2 ba · 1,304 sqft · built 1985 · 0.242 acres

Last Sale Tax Bill Prior Sale Owner Records
$198,000Sep 2020 $2,5532026 Amount on Record Apr 2009 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

5700 Winterleaf Dr

3 bd · 2 ba · 1,688 sqft · built 1984 · 0.605 acres

Last Sale Tax Bill Prior Sale Owner Records
$225,500Jan 2021 $2,3482026 —Oct 1998 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

5701 Winterleaf Dr

4 bd · 2 ba · 1,542 sqft · built 1986 · 0.251 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000May 2022 $2,7012026 Amount on Record Apr 2004 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5708 Winterleaf Dr

4 bd · 3 ba · 1,576 sqft · built 1996 · 0.542 acres

Last Sale Tax Bill Prior Sale Owner Records
$126,900Jul 2002 $2,7872026 Amount on Record Sep 1996 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5715 Winterleaf Dr

3 bd · 2 ba · 1,088 sqft · built 1999 · 0.214 acres

Last Sale Tax Bill Prior Sale Owner Records
$243,000Mar 2022 $2,3582026 Amount on Record Jan 2007 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

5716 Winterleaf Dr

3 bd · 2.5 ba · 1,568 sqft · built 1994 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$321,500May 2025 $2,8322026 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

5724 Winterleaf Dr

3 bd · 2.5 ba · 1,644 sqft · built 1994 · 0.46 acres

Last Sale Tax Bill Prior Sale Owner Records
$177,900Aug 2009 $2,8032026 Amount on Record Dec 2002 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5725 Winterleaf Dr

3 bd · 2 ba · 1,444 sqft · built 1996 · 0.225 acres

Last Sale Tax Bill Prior Sale Owner Records
$235,000Apr 2021 $2,6242026 —Apr 2021 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

5731 Winterleaf Dr

3 bd · 2 ba · 1,198 sqft · built 1995 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
$173,000May 2018 $2,5072026 Amount on Record Sep 2016 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5732 Winterleaf Dr

3 bd · 2 ba · 1,088 sqft · built 1999 · 0.871 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000Aug 2000 $2,3312026 Amount on Record Oct 1998 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5736 Winterleaf Dr

4 bd · 2 ba · 2,376 sqft · built 1986 · 0.289 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,0982026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5742 Winterleaf Dr

3 bd · 2.5 ba · 1,490 sqft · built 1986 · 0.235 acres

Last Sale Tax Bill Prior Sale Owner Records
$90,000May 1997 $2,6542026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5748 Winterleaf Dr

3 bd · 1.5 ba · 1,428 sqft · built 1984 · 0.326 acres

Last Sale Tax Bill Prior Sale Owner Records
$63,150Oct 2005 $2,4662026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5800 Winterleaf Dr

4 bd · 2 ba · 1,296 sqft · built 1986 · 0.319 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5292026 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

5801 Winterleaf Dr

4 bd · 2 ba · 1,626 sqft · built 1984 · 0.21 acres

Last Sale Tax Bill Prior Sale Owner Records
$132,000Aug 2012 $2,3032026 Amount on Record Feb 2012 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5805 Winterleaf Dr

3 bd · 2 ba · 1,188 sqft · built 1986 · 0.212 acres

Last Sale Tax Bill Prior Sale Owner Records
$134,000Dec 2013 $2,4512026 Amount on Record Aug 2013 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

5806 Winterleaf Dr

4 bd · 3 ba · 1,860 sqft · built 1986 · 0.451 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000May 2019 $2,7712026 Amount on Record May 2018 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

5811 Winterleaf Dr

4 bd · 3 ba · 1,858 sqft · built 1984 · 0.219 acres

Last Sale Tax Bill Prior Sale Owner Records
—Feb 2002 $2,5212026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5812 Winterleaf Dr

3 bd · 2 ba · 1,652 sqft · built 1986 · 0.519 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,3202026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5817 Winterleaf Dr

4 bd · 2 ba · 1,626 sqft · built 1984 · 0.23 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,4112026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

5818 Winterleaf Dr

3 bd · 2 ba · 1,860 sqft · built 1985 · 0.958 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,5422026 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

Wildfire Risk on Winterleaf Dr

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

Wildfire RiskLow
this street's cells rank above 8% of the US · above 8% of Virginia
Wildfire LikelihoodAbout 1 in 7,937 per year
ExposureDirect
3 of 5 cells directly exposed · 5 adjoin burnable vegetation

Property Records in Nearby Streets