Windsor Dr, Hillsborough, CA Property Records

San Mateo County property records for 7 addresses on Windsor Dr, Hillsborough, CA · Last verified August 2026

Windsor Dr Highlights

Properties 7
Median Sale Price $1,699,000
Deeds and Mortgages on File 9
Median Price per Sqft $569
Owner Occupied 86%
Median Annual Tax Bill $35,866
Median Year Built 1949
Median Ownership Tenure 14 years

Properties on Windsor Dr

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

4 Windsor Dr

4 bd · 3 ba · 2,985 sqft · built 1949 · 0.501 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,699,000Sep 2019 $61,1622025 Amount on Record Jun 2014 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

7 Windsor Dr

4 bd · 3.5 ba · 3,260 sqft · built 1941 · 0.425 acres

Last Sale Tax Bill Prior Sale Owner Records
$12,300,000Dec 2025 $115,1562025 Amount on Record Aug 2022 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

8 Windsor Dr

4 bd · 4 ba · 3,740 sqft · built 1948 · 0.401 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,220,000Aug 1998 $26,6062025 —Aug 1998 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

14 Windsor Dr

4 bd · 3 ba · 3,830 sqft · built 1947 · 0.401 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,325,000Aug 2012 $65,6312025 Amount on Record Apr 2005 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

18 Windsor Dr

4 bd · 3.5 ba · 3,040 sqft · built 1951 · 0.401 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000Jun 1999 $26,1782025 —May 2005 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

24 Windsor Dr

2 bd · 2.5 ba · 3,333 sqft · built 2007 · 0.514 acres

Last Sale Tax Bill Prior Sale Owner Records
$35,8662025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

25 Windsor Dr

3 bd · 3.5 ba · 3,130 sqft · built 1971 · 0.422 acres

Last Sale Tax Bill Prior Sale Owner Records
$950,000Jun 1995 $23,8332025 —Jun 1995 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

Wildfire Risk on Windsor Dr

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

Property Records in Nearby Streets