Winterbrook Rd, Los Gatos, CA Property Records

Santa Clara County property records for 12 addresses on Winterbrook Rd, Los Gatos, CA · Last verified August 2026

Winterbrook Rd Highlights

Properties 12
Median Sale Price $1,990,000
Deeds and Mortgages on File 28
Median Price per Sqft $578
Owner Occupied 92%
Median Annual Tax Bill $29,759
Median Year Built 1957
Median Ownership Tenure 13 years

Properties on Winterbrook Rd

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

16000 Winterbrook Rd

3 bd · 4 ba · 2,249 sqft · 0.332 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$6,6882025 —Jul 2017 1 Name on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

16010 Winterbrook Rd

4 bd · 3 ba · 2,394 sqft · 0.95 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,550,000Nov 2014 $74,1322025 1 Name on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2025

16011 Winterbrook Rd

3 bd · 2 ba · 1,640 sqft · 0.24 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,4622025 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

16012 Winterbrook Rd

3 bd · 3 ba · 2,441 sqft · 0.196 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$695,000Jul 1998 $14,2402025 —Jul 1998 1 Name on Record Assessor + 2 DocumentsUpdated Jul 2026

16016 Winterbrook Rd

4 bd · 3 ba · 2,504 sqft · 0.459 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$700,000Mar 1996 $14,6782025 —Oct 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Oct 2025

16020 Winterbrook Rd

6 bd · 5.5 ba · 4,646 sqft · 0.222 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,575,000Mar 2013 $41,1002025 Amount on Record Oct 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated May 2026

16021 Winterbrook Rd

5 bd · 4.5 ba · 3,951 sqft · 0.256 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$3,600,000Jul 2020 $46,8632025 Amount on Record Nov 2010 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

16030 Winterbrook Rd

4 bd · 5 ba · 3,438 sqft · 0.288 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$1,990,000Oct 2014 $40,3882025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Feb 2026

16031 Winterbrook Rd

4 bd · 2 ba · 1,988 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$7,1852025 1 Name on Record Owner Occupied AssessorUpdated Aug 2026

16041 Winterbrook Rd

4 bd · 4 ba · 3,455 sqft · 0.302 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
—Mar 2008 $37,2042025 —Jun 2010 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Oct 2025

16050 Winterbrook Rd

4 bd · 3 ba · 2,801 sqft · 0.333 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,500,000Sep 2008 $23,4462025 Amount on Record Dec 1996 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Aug 2026

16061 Winterbrook Rd

3 bd · 2 ba · 1,867 sqft · 0.318 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,300,000Aug 2020 $29,7592025 Amount on Record Jun 2018 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

Wildfire Risk on Winterbrook Rd

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

Wildfire RiskNot rated
no burnable land in reach
Wildfire LikelihoodNegligible
ExposureNone
beyond ember reach of burnable land

Property Records in Nearby Streets