Incredible hilltop views of Western Hills on one side and Jasper Ridge Preserve on the other in this one-of-a-kind centrally-located private retreat surprisingly close to it all! Only minutes from I-280 freeway access, this unique compound sits atop a 6.02-acre quiet, rolling property and comprises approx. 5,765 sq ft of living space, including an updated 4,680 sf two-story 4 BR/4.5 BA main home (with potential for 5th BR), two 1 BR guesthouses (approx. 565 sf & 460 sf), a pool, spa & cabana, a 3-car garage and 2-car carport. In award-winning Portola Valley School District, near to both central Woodside and Portola Valley restaurants and shopping and just up the road from Sand Hill Road businesses & Stanford University.
Single-familyProperty Type
1922Year Built
6.02 acresLot Size
$1,835Est. Price/Sq.Ft.
3 garage spacesParking
Listed by Helen Miller•DRE #01142061• Compass
Bought with Brent Gullixson•DRE #01329216• Bay Real Estate
Incredible hilltop views of Western Hills on one side and Jasper Ridge Preserve on the other in this one-of-a-kind centrally-located private retreat surprisingly close to it all! Only minutes from I-280 freeway access, this unique compound sits atop a 6.02-acre quiet, rolling property and comprises approx. 5,765 sq ft of living space, including an updated 4,680 sf two-story 4 BR/4.5 BA main home (with potential for 5th BR), two 1 BR guesthouses (approx. 565 sf & 460 sf), a pool, spa & cabana, a 3-car garage and 2-car carport. In award-winning Portola Valley School District, near to both central Woodside and Portola Valley restaurants and shopping and just up the road from Sand Hill Road businesses & Stanford University.
MLSListings #ML81647733
Dec 14, 2017
Listing Removed
—
Sep 18, 2017
Price Changed
$7,995,000
$1,387/sq ft
Apr 20, 2017
Listed
$8,599,900
$1,492/sq ft
Public Records
Feb 29, 2000
Sold
$6,050,000
$1,049/sq ft
Public Records
Jul 18, 1984
Sold
$1,600,000
$278/sq ft
Public Records
Feb 9, 1977
Sold
$160,000
$28/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$92,875 (+2.8%)
$7,509,671 + $1,303,044
$8,812,715
2024
$90,352 (+1.5%)
$7,362,423 + $1,143,965
$8,506,388
2023
$89,025 (+2.9%)
$7,218,062 + $984,280
$8,202,342
2022
$86,555 (+1.3%)
$7,076,532 + $964,981
$8,041,513
2021
$85,417 (+0.5%)
$6,937,777 + $946,060
$7,883,837
2020
$85,000 (+1.1%)
$6,801,743 + $927,510
$7,729,253
2019
$84,088 (+10.6%)
$6,732,000 + $918,000
$7,650,000
2018
$76,025 (−13.2%)
$6,600,000 + $900,000
$7,500,000
2017
$87,622 (+1.8%)
$7,945,946 + $66,210
$8,012,156
2016
$86,090 (+0.7%)
$7,945,946 + $66,210
$8,012,156
2015
$85,500 (+2.5%)
$7,790,144 + $64,912
$7,855,056
2014
$83,403 (+51.9%)
$7,522,823 + $62,685
$7,585,508
2012
$54,918 (−0.2%)
$5,057,500 + $42,500
$5,100,000
2011
$55,008 (+0.7%)
$4,958,500 + $41,500
$5,000,000
2010
$54,634 (−16.2%)
$4,950,000 + $50,000
$5,000,000
2009
$65,159 (−15.4%)
$4,950,000 + $50,000
$5,000,000
2008
$76,994
$5,950,000 + $50,000
$6,000,000
Tax history for 280 Family Farm Rd
Year
Property tax
Land + Additions
Assessment*
2025
$92,875 (+2.8%)
$7,509,671 + $1,303,044
$8,812,715
2024
$90,352 (+1.5%)
$7,362,423 + $1,143,965
$8,506,388
2023
$89,025 (+2.9%)
$7,218,062 + $984,280
$8,202,342
2022
$86,555 (+1.3%)
$7,076,532 + $964,981
$8,041,513
2021
$85,417 (+0.5%)
$6,937,777 + $946,060
$7,883,837
2020
$85,000 (+1.1%)
$6,801,743 + $927,510
$7,729,253
2019
$84,088 (+10.6%)
$6,732,000 + $918,000
$7,650,000
2018
$76,025 (−13.2%)
$6,600,000 + $900,000
$7,500,000
2017
$87,622 (+1.8%)
$7,945,946 + $66,210
$8,012,156
2016
$86,090 (+0.7%)
$7,945,946 + $66,210
$8,012,156
2015
$85,500 (+2.5%)
$7,790,144 + $64,912
$7,855,056
2014
$83,403 (+51.9%)
$7,522,823 + $62,685
$7,585,508
2012
$54,918 (−0.2%)
$5,057,500 + $42,500
$5,100,000
2011
$55,008 (+0.7%)
$4,958,500 + $41,500
$5,000,000
2010
$54,634 (−16.2%)
$4,950,000 + $50,000
$5,000,000
2009
$65,159 (−15.4%)
$4,950,000 + $50,000
$5,000,000
2008
$76,994
$5,950,000 + $50,000
$6,000,000
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Public record
Permits
Beds
4
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
5.83 Acres
Year renovated
1922
Sq. Ft.
4,570
Year built
1922
Style
Single Family Residential
County
San Mateo County
APN
075293080
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 2, 2026.
Oct 8, 2026 • Active
Tree removal
Remove hazardous trees.
Demolition
Sep 17, 2026 • Final
Revision
Add an additional solar module and revise the equipment location.
Battery
Electrical
Solar
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.