Winchester Way, Chesapeake, VA Property Records

Chesapeake City property records for 28 addresses on Winchester Way, Chesapeake, VA · Last verified October 2026

Winchester Way Highlights

Properties 28
Median Sale Price $550,000
Deeds and Mortgages on File 53
Median Price per Sqft $180
Owner Occupied 93%
Median Annual Tax Bill $6,333
Median Year Built 1990
Median Ownership Tenure 18 years

Properties on Winchester Way

Owner names and exact recorded amounts are on file and can be viewed instantly on this page with a free 10-day trial.

938 Winchester Way

4 bd · 3 ba · 2,856 sqft · built 1994 · 0.423 acres

Last Sale Tax Bill Prior Sale Owner Records
$450,000Apr 2020 $6,3612025 Amount on File May 2019 2 Owners on File Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

942 Winchester Way

4 bd · 3.5 ba · 3,071 sqft · built 1994 · 0.423 acres

Last Sale Tax Bill Prior Sale Owner Records
$210,500Jun 1995 $6,3332025 2 Owners on File Owner Occupied AssessorUpdated Oct 2026

946 Winchester Way

4 bd · 2.5 ba · 2,875 sqft · built 1993 · 0.41 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,500Oct 2013 $6,0472025 Amount on File Jun 2013 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

1000 Winchester Way

4 bd · 2.5 ba · 2,916 sqft · built 1989 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$211,000Apr 2000 $5,6662025 Owner on File Assessor + 1 DocumentUpdated Oct 2026

1002 Winchester Way

5 bd · 4 ba · 3,413 sqft · built 1993 · 0.357 acres

Last Sale Tax Bill Prior Sale Owner Records
$515,000Oct 2006 $6,4712025 2 Owners on File Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

1004 Winchester Way

4 bd · 2.5 ba · 3,014 sqft · built 1989 · 0.442 acres

Last Sale Tax Bill Prior Sale Owner Records
$590,000Jan 2026 $6,5362025 Amount on File Jul 2020 2 Owners on File Owner Occupied Assessor + 6 DocumentsUpdated Oct 2026

1005 Winchester Way

4 bd · 4 ba · 3,460 sqft · built 1992 · 0.423 acres

Last Sale Tax Bill Prior Sale Owner Records
$246,500Feb 1997 $6,7512025 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

1008 Winchester Way

4 bd · 2.5 ba · 2,729 sqft · built 1988 · 0.45 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,9572025 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1009 Winchester Way

4 bd · 3 ba · 2,836 sqft · built 1988 · 0.512 acres

Last Sale Tax Bill Prior Sale Owner Records
$496,000Nov 2006 $5,9502025 Owner on File Owner Occupied AssessorUpdated Oct 2026

1012 Winchester Way

4 bd · 3.5 ba · 3,214 sqft · built 1988 · 0.451 acres

Last Sale Tax Bill Prior Sale Owner Records
$250,000Jul 1999 $6,4542025 2 Owners on File Owner Occupied AssessorUpdated Oct 2026

1013 Winchester Way

5 bd · 3 ba · 3,048 sqft · built 1988 · 0.367 acres

Last Sale Tax Bill Prior Sale Owner Records
$6,2042025 Owner on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1016 Winchester Way

4 bd · 2.5 ba · 2,475 sqft · built 1989 · 0.455 acres

Last Sale Tax Bill Prior Sale Owner Records
$169,000May 1989 $4,9922024 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1017 Winchester Way

4 bd · 2.5 ba · 2,378 sqft · built 1989 · 0.362 acres

Last Sale Tax Bill Prior Sale Owner Records
$549,900May 2026 $5,1832025 2 Owners on File Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

1020 Winchester Way

4 bd · 3 ba · 2,755 sqft · built 1988 · 0.43 acres

Last Sale Tax Bill Prior Sale Owner Records
$163,000Feb 1989 $5,8862025 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1021 Winchester Way

5 bd · 4 ba · 3,345 sqft · built 1992 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$589,900Jun 2021 $6,9112025 Amount on File Nov 2000 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1024 Winchester Way

4 bd · 3 ba · 2,864 sqft · built 1989 · 0.405 acres

Last Sale Tax Bill Prior Sale Owner Records
$476,000Aug 2007 $5,9892025 Owner on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1025 Winchester Way

5 bd · 2.5 ba · 3,568 sqft · built 1989 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
—Sep 2016 $6,5732025 —Jan 2015 2 Owners on File Owner Occupied Assessor + 9 DocumentsUpdated Oct 2026

1028 Winchester Way

4 bd · 2 ba · 2,409 sqft · built 1990 · 0.38 acres

Last Sale Tax Bill Prior Sale Owner Records
$435,000Aug 2020 $1,9892020 Amount on File Jun 2016 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

1029 Winchester Way

5 bd · 4 ba · 3,171 sqft · built 1989 · 0.35 acres

Last Sale Tax Bill Prior Sale Owner Records
$550,000Jun 2021 $6,7792025 2 Owners on File Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

1033 Winchester Way

5 bd · 4 ba · 3,151 sqft · built 1990 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$465,500May 2008 $6,4472025 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1037 Winchester Way

4 bd · 2.5 ba · 3,140 sqft · built 1989 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$470,000Sep 2019 $6,7572025 Amount on File May 2001 2 Owners on File Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

1041 Winchester Way

5 bd · 3 ba · 3,063 sqft · built 1991 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$215,000Mar 1999 $6,0422025 Owner on File Owner Occupied AssessorUpdated Oct 2026

1042 Winchester Way

221 sqft · built 1754 · 0.046 acres

Last Sale Tax Bill Prior Sale Owner Records
Owner on File AssessorUpdated Oct 2026

1045 Winchester Way

4 bd · 2.5 ba · 2,362 sqft · built 1990 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$569,000Sep 2026 $5,0472025 Amount on File Jul 2026 2 Owners on File Owner Occupied Assessor + 4 DocumentsUpdated Oct 2026

1049 Winchester Way

4 bd · 4 ba · 3,938 sqft · built 1992 · 0.351 acres

Last Sale Tax Bill Prior Sale Owner Records
$298,000Dec 2001 $7,0022025 Amount on File Jul 2000 Owner on File Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

1104 Winchester Way

4 bd · 3 ba · 3,095 sqft · built 1991 · 0.376 acres

Last Sale Tax Bill Prior Sale Owner Records
$180,300Sep 1991 $6,0722025 2 Owners on File Owner Occupied AssessorUpdated Oct 2026

1105 Winchester Way

4 bd · 3.5 ba · 4,143 sqft · built 1990 · 0.36 acres

Last Sale Tax Bill Prior Sale Owner Records
$7,1602025 2 Owners on File Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

1109 Winchester Way

5 bd · 3 ba · 3,231 sqft · built 1990 · 0.344 acres

Last Sale Tax Bill Prior Sale Owner Records
$378,000Feb 2013 $6,3662025 Owner on File Owner Occupied AssessorUpdated Oct 2026

Property Records in Nearby Streets