Chestnut Ave, Los Gatos, CA Property Records

Santa Clara County property records for 11 addresses on Chestnut Ave, Los Gatos, CA · Last verified October 2026

Chestnut Ave Highlights

Properties 11
Median Sale Price $2,400,000
Deeds and Mortgages on File 27
Median Price per Sqft $1,155
Owner Occupied 91%
Median Annual Tax Bill $29,212
Median Year Built 1930
Median Ownership Tenure 10 years

Properties on Chestnut Ave

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

9 Chestnut Ave

3 bd · 2.5 ba · 2,270 sqft · built 1930 · 0.255 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,275,000Nov 1999 $23,8492025 —May 2015 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Oct 2026

15 Chestnut Ave

3 bd · 5 ba · 1,680 sqft · built 1930 · 0.208 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,500,000Feb 2017 $34,5582025 —Feb 2013 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2025

16 Chestnut Ave

6 bd · 5 ba · 6,257 sqft · built 2022 · 0.447 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,400,000Dec 2016 $56,8282025 —Dec 2016 Owner on Record Owner Occupied Assessor + 3 DocumentsUpdated Sep 2026

20 Chestnut Ave

4 bd · 3 ba · 3,392 sqft · built 1942 · 0.548 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,600,000Aug 2017 $4,8852025 2 Owners on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2026

21 Chestnut Ave

2 bd · 1 ba · 1,428 sqft · built 1912 · 0.169 acres

Last Sale Tax Bill Prior Sale Owner Records
$2,098,000Aug 2016 $29,2122025 Amount on Record May 2013 2 Owners on Record AssessorUpdated Oct 2026

29 Chestnut Ave

2 bd · 2 ba · 1,869 sqft · built 1960 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,9152025 Owner on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

48 Chestnut Ave

3 bd · 2.5 ba · 1,275 sqft · built 1938 · 0.187 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,750,000Feb 2018 $24,0482025 Amount on Record Dec 2010 Owner on Record Owner Occupied Assessor + 5 DocumentsUpdated Oct 2026

50 Chestnut Ave

5 bd · 2 ba · 2,610 sqft · built 1912 · 0.273 acres

Last Sale Tax Bill Prior Sale Owner Records
$30,2942025 —Mar 2023 2 Owners on Record Owner Occupied Assessor + 7 DocumentsUpdated Aug 2026

52 Chestnut Ave

5 bd · 3 ba · 3,212 sqft · built 1900 · 0.716 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,711,000May 2021 $47,3392025 Amount on Record May 2008 Owner on Record Owner Occupied Assessor + 2 DocumentsUpdated Sep 2026

54 Chestnut Ave

5 bd · 4.5 ba · 6,225 sqft · built 1900 · 0.528 acres

Last Sale Tax Bill Prior Sale Owner Records
—Apr 2005 $53,7362025 —Apr 2005 2 Owners on Record Owner Occupied AssessorUpdated Aug 2026

55 Chestnut Ave

3 bd · 2 ba · 2,260 sqft · built 1948 · 0.129 acres

Last Sale Tax Bill Prior Sale Owner Records
$615,000Aug 1992 $12,9612025 2 Owners on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

Property Records in Nearby Streets