Leeward Dr, Chesapeake, VA Property Records

Chesapeake City property records for 38 addresses on Leeward Dr, Chesapeake, VA · Last verified August 2026

Leeward Dr Highlights

Properties 38
Median Sale Price $470,000
Deeds and Mortgages on File 62
Median Price per Sqft $167
Owner Occupied 97%
Median Annual Tax Bill $4,210
Median Year Built 1988
Median Ownership Tenure 20 years

Properties on Leeward Dr

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

4408 Leeward Dr

3 bd · 2 ba · 1,782 sqft · built 1975 · 0.642 acres

Last Sale Tax Bill Prior Sale Owner Records
$52,500Oct 1975 $3,7642025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4414 Leeward Dr

168 sqft · built 1983 · 0.057 acres

Last Sale Tax Bill Prior Sale Owner Records
—Oct 1982 1 Name on Record AssessorUpdated Sep 2023

4500 Leeward Dr

4 bd · 2 ba · 1,830 sqft · built 1975 · 0.417 acres

Last Sale Tax Bill Prior Sale Owner Records
$298,000Jun 2006 $3,9052025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

4501 Leeward Dr

4 bd · 3 ba · 2,494 sqft · built 1975 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,500Jul 1973 $4,2982025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4503 Leeward Dr

3 bd · 2 ba · 1,366 sqft · built 1975 · 0.467 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jun 1983 $3,0342025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

4504 Leeward Dr

3 bd · 2 ba · 1,539 sqft · built 1964 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$204,000Sep 2012 $3,4652025 Amount on Record Apr 2005 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Jun 2026

4508 Leeward Dr

3 bd · 2 ba · 1,512 sqft · built 1964 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$245,000Nov 2016 $3,6242025 Amount on Record Jul 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

4512 Leeward Dr

2 bd · 2 ba · 1,290 sqft · built 1963 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$146,000Mar 2019 $3,1222025 Amount on Record Apr 2003 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4513 Leeward Dr

3 bd · 2 ba · 1,978 sqft · built 1964 · 1.52 acres

Last Sale Tax Bill Prior Sale Owner Records
$370,000Dec 2008 $4,5742025 Amount on Record Mar 2006 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

4516 Leeward Dr

3 bd · 2 ba · 1,697 sqft · built 1964 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$116,000Sep 2000 $4,7212025 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

4520 Leeward Dr

3 bd · 2 ba · 1,697 sqft · built 1965 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$220,000May 2005 $3,6732025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4524 Leeward Dr

4 bd · 3 ba · 2,250 sqft · built 1965 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$660,000Jun 2006 $4,0402025 Amount on Record Aug 2002 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4525 Leeward Dr

3 bd · 2 ba · 2,582 sqft · built 1967 · 0.391 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,000Oct 1992 $4,1732025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4528 Leeward Dr

3 bd · 2 ba · 1,809 sqft · built 1966 · 0.387 acres

Last Sale Tax Bill Prior Sale Owner Records
$262,000Nov 2005 $1,8342025 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

4600 Leeward Dr

3 bd · 2 ba · 1,504 sqft · built 1967 · 0.373 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,3552025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4604 Leeward Dr

4 bd · 2.5 ba · 2,671 sqft · built 1977 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$420,000Feb 2022 $4,9022025 Amount on Record Jun 2016 2 Names on Record Owner Occupied Assessor + 7 DocumentsUpdated Aug 2026

4605 Leeward Dr

4 bd · 2.5 ba · 2,130 sqft · built 1974 · 0.364 acres

Last Sale Tax Bill Prior Sale Owner Records
$129,000Mar 1998 $4,0472025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4608 Leeward Dr

5 bd · 2.5 ba · 2,860 sqft · built 1986 · 0.4 acres

Last Sale Tax Bill Prior Sale Owner Records
$480,000May 2022 $4,4162025 Amount on Record Sep 1998 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

4612 Leeward Dr

4 bd · 2.5 ba · 2,330 sqft · built 1986 · 0.385 acres

Last Sale Tax Bill Prior Sale Owner Records
$415,000Nov 2024 $4,2102024 Amount on Record Oct 2003 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Apr 2026

4616 Leeward Dr

3 bd · 3.5 ba · 3,209 sqft · built 1988 · 0.458 acres

Last Sale Tax Bill Prior Sale Owner Records
$28,000Apr 1986 $4,9662025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4620 Leeward Dr

3 bd · 2 ba · 2,044 sqft · built 1993 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,9552025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4621 Leeward Dr

4 bd · 2.5 ba · 2,901 sqft · built 1988 · 0.446 acres

Last Sale Tax Bill Prior Sale Owner Records
$365,000Sep 2016 $4,9342025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4624 Leeward Dr

3 bd · 2.5 ba · 2,706 sqft · built 1993 · 0.394 acres

Last Sale Tax Bill Prior Sale Owner Records
$154,900Sep 1993 $4,6862025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4628 Leeward Dr

4 bd · 3 ba · 2,102 sqft · built 1990 · 0.348 acres

Last Sale Tax Bill Prior Sale Owner Records
$240,000Oct 2012 $3,9802025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4629 Leeward Dr

4 bd · 2.5 ba · 2,766 sqft · built 1988 · 0.375 acres

Last Sale Tax Bill Prior Sale Owner Records
$200,000Jul 2002 $4,4632025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

4632 Leeward Dr

4 bd · 3.5 ba · 2,628 sqft · built 1989 · 0.346 acres

Last Sale Tax Bill Prior Sale Owner Records
$432,200Feb 2026 $4,3652025 Amount on Record Jul 2002 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

4633 Leeward Dr

4 bd · 2.5 ba · 2,148 sqft · built 1988 · 0.376 acres

Last Sale Tax Bill Prior Sale Owner Records
$175,500Mar 2002 $3,9332025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4636 Leeward Dr

4 bd · 2 ba · 1,877 sqft · built 1993 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,7812025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4640 Leeward Dr

4 bd · 2.5 ba · 2,545 sqft · built 1992 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$148,000Oct 1992 $4,3432025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4641 Leeward Dr

4 bd · 3 ba · 2,905 sqft · built 1989 · 0.478 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,5602025 2 Names on Record Owner Occupied AssessorUpdated Jun 2026

4644 Leeward Dr

5 bd · 3.5 ba · 3,260 sqft · built 1988 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$520,000Oct 2025 $4,7182025 Amount on Record May 2025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

4645 Leeward Dr

4 bd · 3.5 ba · 3,077 sqft · built 1988 · 0.355 acres

Last Sale Tax Bill Prior Sale Owner Records
—Jan 2007 $4,8742025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

4648 Leeward Dr

4 bd · 3 ba · 2,341 sqft · built 1988 · 0.412 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Apr 2023 $3,2162019 Amount on Record Dec 2022 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Sep 2023

4652 Leeward Dr

4 bd · 2.5 ba · 2,237 sqft · built 1992 · 0.366 acres

Last Sale Tax Bill Prior Sale Owner Records
$255,100Feb 2014 $3,9812025 Amount on Record Sep 2013 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jun 2026

4653 Leeward Dr

4 bd · 3 ba · 2,700 sqft · built 1991 · 0.494 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 1991 $4,3682025 1 Name on Record Owner Occupied AssessorUpdated Jun 2026

4656 Leeward Dr

4 bd · 3 ba · 2,979 sqft · built 1992 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$505,000Nov 2021 $5,0412025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4657 Leeward Dr

4 bd · 2.5 ba · 3,049 sqft · built 2021 · 0.351 acres

Last Sale Tax Bill Prior Sale Owner Records
$4,6082025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Jun 2026

4658 Leeward Dr

4 bd · 3.5 ba · 2,663 sqft · built 1988 · 0.378 acres

Last Sale Tax Bill Prior Sale Owner Records
$385,000Feb 2021 $4,7442025 Amount on Record Jan 2019 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jun 2026

Wildfire Risk on Leeward Dr

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

Wildfire RiskLow
this street's cells rank above 15% of the US · above 21% of Virginia
Wildfire LikelihoodAbout 1 in 9,677 per year
ExposureDirect
2 of 3 cells directly exposed · 3 adjoin burnable vegetation

Property Records in Nearby Streets