Chesley Dr, San Jose, CA Property Records

Santa Clara County property records for 14 addresses on Chesley Dr, San Jose, CA · Last verified October 2026

Chesley Dr Highlights

Properties 14
Median Sale Price $1,220,000
Deeds and Mortgages on File 17
Median Price per Sqft $991
Owner Occupied 79%
Median Annual Tax Bill $13,032
Median Year Built 1963
Median Ownership Tenure 19 years

Properties on Chesley Dr

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

2153 Chesley Dr

3 bd · 2 ba · 1,256 sqft · built 1963 · 0.14 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,342,000Aug 2020 $19,8052025 —Aug 2003 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

2165 Chesley Dr

5 bd · 2.5 ba · 1,557 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$310,000Jul 1997 $8,0012025 —Jan 2018 Owner on Record Assessor + 2 DocumentsUpdated Aug 2026

2179 Chesley Dr

3 bd · 2 ba · 1,181 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$510,000May 2002 $11,1202025 2 Owners on Record Owner Occupied AssessorUpdated Oct 2026

2191 Chesley Dr

4 bd · 2 ba · 1,354 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$290,000Jul 1991 $7,9942025 Owner on Record Owner Occupied AssessorUpdated Aug 2026

2203 Chesley Dr

3 bd · 2 ba · 1,256 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$614,000Aug 2004 $13,0322025 Amount on Record Oct 2002 Owner on Record AssessorUpdated Oct 2026

2213 Chesley Dr

4 bd · 2 ba · 1,354 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$680,000Mar 2013 $12,0792025 —May 2020 2 Owners on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

2235 Chesley Dr

5 bd · 2.5 ba · 1,557 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$680,000Mar 2012 $13,0282025 Amount on Record Jul 1996 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

2243 Chesley Dr

3 bd · 2 ba · 1,230 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,815,000Jul 2026 $14,3282025 Amount on Record Jun 2007 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

2249 Chesley Dr

4 bd · 2 ba · 1,354 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$110,500Jul 1988 $6,8082025 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

2253 Chesley Dr

5 bd · 2.5 ba · 1,557 sqft · built 1963 · 0.126 acres

Last Sale Tax Bill Prior Sale Owner Records
$744,000Oct 2007 $13,9032025 —Jul 2002 Owner on Record Owner Occupied AssessorUpdated Sep 2026

2261 Chesley Dr

3 bd · 2 ba · 1,256 sqft · built 1963 · 0.127 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,000Jan 1995 $5,3522025 Amount on Record Dec 1993 Owner on Record Owner Occupied AssessorUpdated Sep 2026

2269 Chesley Dr

3 bd · 2 ba · 1,230 sqft · built 1963 · 0.131 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,220,000Dec 2019 $18,3352025 —Dec 2019 2 Owners on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

2281 Chesley Dr

3 bd · 2 ba · 1,371 sqft · built 1963 · 0.133 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,800,000Apr 2022 $25,4862025 Amount on Record Aug 2007 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2026

2293 Chesley Dr

3 bd · 2 ba · 1,230 sqft · built 1963 · 0.149 acres

Last Sale Tax Bill Prior Sale Owner Records
$360,000Nov 1999 $19,0822025 Owner on Record AssessorUpdated Oct 2026

Property Records in Nearby Streets