Hillside Dr, Woodside, CA Property Records

San Mateo County property records for 36 addresses on Hillside Dr, Woodside, CA · Last verified August 2026

Hillside Dr Highlights

Properties 36
Median Sale Price $2,932,000
Deeds and Mortgages on File 80
Median Price per Sqft $1,584
Owner Occupied 86%
Median Annual Tax Bill $18,583
Median Year Built 1929
Median Ownership Tenure 9 years

Properties on Hillside Dr

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

103 Hillside Dr

2 bd · 2 ba · 1,700 sqft · 0.236 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,800,000Oct 2023 $33,2322025 Amount on Record Feb 2020 1 Name on Record Assessor + 6 DocumentsUpdated Jul 2026

104 Hillside Dr

3 bd · 1 ba · 1,430 sqft · 0.222 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,700,000Aug 2019 $34,3072025 Amount on Record May 2010 2 Names on Record Owner Occupied Assessor + 4 DocumentsUpdated Jul 2026

111 Hillside Dr

1 bd · 1 ba · 830 sqft · 0.166 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,750,000May 2025 $31,6032025 Amount on Record Aug 2023 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

116 Hillside Dr

2 bd · 2 ba · 1,570 sqft · 0.224 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$250,000Aug 2017 $25,1232025 Amount on Record Jun 2013 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

118 Hillside Dr

2 bd · 1 ba · 1,350 sqft · 0.16 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,800,000Nov 2025 $32,9272025 Amount on Record Nov 2015 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

119 Hillside Dr

1 bd · 1 ba · 1,030 sqft · 0.166 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,010,000Aug 2013 $15,2752025 —Jul 2012 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

120 Hillside Dr

3 bd · 3 ba · 2,480 sqft · 0.522 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,795,000May 2020 $35,4602025 —Jun 2013 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

125 Hillside Dr

5 bd · 3 ba · 2,490 sqft · 0.206 acres · Garage · Pool

Last Sale Tax Bill Prior Sale Owner Records
$2,627,000Nov 2020 $33,0162025 Amount on Record Jun 2010 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

127 Hillside Dr

3 bd · 3 ba · 2,590 sqft · 0.262 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$472,500Dec 1993 $16,9932025 —Jan 2022 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Aug 2026

129 Hillside Dr

3 bd · 2.5 ba · 2,860 sqft · 0.322 acres

Last Sale Tax Bill Prior Sale Owner Records
$3,500,000Jan 2026 $8,0552025 2 Names on Record Owner Occupied Assessor + 6 DocumentsUpdated Aug 2026

132 Hillside Dr

3 bd · 2 ba · 1,560 sqft · 0.233 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,3402025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

136 Hillside Dr

3 bd · 1.5 ba · 1,830 sqft · 0.236 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,075,000Aug 2011 $16,4422025 Amount on Record Jan 1999 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

148 Hillside Dr

3 bd · 1 ba · 810 sqft · 0.34 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,498,000Sep 2016 $21,7282025 —Sep 2016 2 Names on Record Assessor + 3 DocumentsUpdated Aug 2026

231 Hillside Dr

2 bd · 1 ba · 1,810 sqft · 0.518 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,850,000Aug 2023 $33,7982025 Amount on Record Feb 2005 2 Names on Record Owner Occupied Assessor + 7 DocumentsUpdated Aug 2026

235 Hillside Dr

130 bd · 3 ba · 1,270 sqft · 0.469 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,800,000Mar 2019 $23,7422025 —Mar 2019 2 Names on Record Owner Occupied Assessor + 3 DocumentsUpdated Jul 2026

243 Hillside Dr

2 bd · 1 ba · 1,250 sqft · 0.163 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$888,800Aug 2012 $13,6812025 Amount on Record Apr 2004 2 Names on Record Assessor + 1 DocumentUpdated Aug 2026

260 Hillside Dr

2 bd · 3 ba · 1,880 sqft · 0.227 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,9082025 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

303 Hillside Dr

2 bd · 2 ba · 1,302 sqft · 0.107 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,085,000Oct 2014 $16,0062025 Amount on Record Apr 2010 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

304 Hillside Dr

2 bd · 1 ba · 1,050 sqft · 0.164 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,8902025 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Aug 2026

307 Hillside Dr

1 bd · 1 ba · 1,290 sqft · 0.108 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$945,000Apr 2010 $14,9942025 Amount on Record Aug 2007 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

308 Hillside Dr

3 bd · 2 ba · 1,790 sqft · 0.342 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$3,8092025 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

309 Hillside Dr

3 bd · 3 ba · 1,457 sqft · 0.222 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,725,000Sep 2021 $31,3342025 Amount on Record Dec 1999 1 Name on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

315 Hillside Dr

4 bd · 2 ba · 1,830 sqft · 0.28 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$5,1112025 —Aug 2014 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

316 Hillside Dr

4 bd · 2.5 ba · 2,240 sqft · 0.307 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$825,000Jan 2025 $14,7952025 —Jan 2003 1 Name on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

320 Hillside Dr

110 bd · 3 ba · 2,840 sqft · 0.382 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$4,500,000Sep 2022 $53,4192025 Amount on Record Sep 2015 2 Names on Record Owner Occupied Assessor + 5 DocumentsUpdated Jul 2026

327 Hillside Dr

1 bd · 1 ba · 640 sqft · 0.402 acres

Last Sale Tax Bill Prior Sale Owner Records
$5,200,000Jun 2024 $60,3252025 Amount on Record Jun 2016 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

340 Hillside Dr

1.13 acres

Last Sale Tax Bill Prior Sale Owner Records
$1,300,000Nov 2007 $36,0522025 —Jan 2011 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

400 Hillside Dr

3 bd · 1 ba · 2,430 sqft · 0.419 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,900,000Jun 2013 $27,5022025 Amount on Record May 2005 2 Names on Record Assessor + 1 DocumentUpdated Jul 2026

404 Hillside Dr

4 bd · 3 ba · 2,173 sqft · 0.273 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$470,000Apr 1996 $12,1772025 —Apr 1996 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

427 Hillside Dr

2 bd · 1 ba · 1,200 sqft · 0.276 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$290,000May 1996 $6,8802025 —May 1996 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

428 Hillside Dr

3 bd · 3 ba · 2,770 sqft · 0.508 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
—Jul 2004 $12,4112025 —Jun 2015 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Aug 2026

431 Hillside Dr

3 bd · 1 ba · 1,680 sqft · 0.304 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,155,000May 1999 $21,5532025 —Nov 2012 2 Names on Record Owner Occupied AssessorUpdated Jul 2026

444 Hillside Dr

3 bd · 2 ba · 1,890 sqft · 0.272 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$2,932,000Jun 2023 $35,3082025 Amount on Record Jun 2008 2 Names on Record Owner Occupied Assessor + 1 DocumentUpdated Jul 2026

515 Hillside Dr

2 bd · 1 ba · 970 sqft · 0.291 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$441,000Mar 1998 $9,4332025 —Oct 2023 2 Names on Record Assessor + 3 DocumentsUpdated Jul 2026

519 Hillside Dr

1 bd · 1 ba · 620 sqft · 0.166 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$341,000Aug 1997 $8,4782025 —Sep 2017 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

523 Hillside Dr

2 bd · 2 ba · 1,276 sqft · 0.171 acres · Garage

Last Sale Tax Bill Prior Sale Owner Records
$1,510,000May 2017 $18,5832025 Amount on Record Nov 2005 2 Names on Record Owner Occupied Assessor + 2 DocumentsUpdated Jul 2026

Property Records in Nearby Streets