Lush Italian Villa sits on . 68 acre lot in the heart of Hillsborough. This five bedroom, six and a half bath home is the perfect blend of masterful craftsmanship and modern amenities. The main level includes a formal living room, dining room, large family room and chefs kitchen with adjoining butlers pantry. With 4 sets of French doors opening from the main floor living spaces to the backyard, this home boasts the ultimate indoor/outdoor lifestyle. Rounding out the main floor are two bedrooms and two and a half baths, complete with a timeless moody wood-paneled office. Upper floor features three bedroom suites, including the sumptuous double door primary suite with a private sun soaked balcony. Lower Level includes a multi-use rec room, walk-in wine storage with over 1200 bottle capacity, full bathroom, ample storage spaces and an oversized balcony overlooking the landscape. The multi-level yard is the perfect blend of mature landscaping and hardscape, with a four-hole putting green and an abundance of varietal fruit and flowering trees. Additional highlights include tray and coffered ceilings, two fireplaces, and a 3 car garage (EV ready) with spacious built-ins. A true oasis tucked into the hills.
Single-familyProperty Type
2016Year Built
0.68 acresLot Size
$1,867Est. Price/Sq.Ft.
3 car garageParking
Listed by Vivian Shao Rooks•DRE #02045319• Green Banker Realty
Listed by Chi-hwa Shao•DRE #01086270• Green Banker Realty
Bought with The Dwyer The Dwyer Group•DRE #70010007• Compass
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81334248
Feb 23, 2024
Listing Removed
—
MLSListings #ML81955202
Mar 19, 2024
Sold
$6,668,000
$1,453/sq ft
Feb 26, 2024
Pending
—
Feb 22, 2024
Listed
$6,680,000
$1,455/sq ft
Feb 22, 2024
Listed
*
There are no remarks available.
MLSListings #ML81586935
Oct 28, 2016
Sold
$5,000,000
$1,089/sq ft
Sep 28, 2016
Pending
—
Sep 28, 2016
Price Changed
$5,500,000
$1,198/sq ft
May 22, 2016
Listed
$6,280,000
$1,368/sq ft
MLSListings #ML81403031
Apr 25, 2014
Sold
$2,538,000
$553/sq ft
Mar 15, 2014
Pending
—
Mar 7, 2014
Relisted
—
Feb 26, 2014
Pending
—
Feb 1, 2014
Listed
$2,598,000
$566/sq ft
MLSListings #ML81116777
May 20, 2011
Sold
$1,725,000
$376/sq ft
Apr 28, 2011
Pending
—
Apr 15, 2011
Listed
$1,769,000
$385/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$82,059 (+7.9%)
$2,975,544 + $3,961,843
$6,937,387
2024
$76,037 (+1.6%)
$2,917,200 + $3,884,160
$6,801,360
2023
$74,855 (+14.1%)
$3,570,000 + $2,703,000
$6,273,000
2022
$65,611 (+2.0%)
$3,500,000 + $2,650,000
$6,150,000
2021
$64,301 (+1.7%)
$2,991,120 + $2,477,107
$5,468,227
2020
$63,208 (+2.3%)
$2,932,471 + $2,428,537
$5,361,008
2019
$61,796 (+3.0%)
$2,902,403 + $2,403,636
$5,306,039
2018
$60,003 (+1.5%)
$2,845,494 + $2,356,506
$5,202,000
2017
$59,092 (+10.4%)
$2,735,000 + $2,265,000
$5,000,000
2016
$53,524 (+62.2%)
$2,735,000 + $2,265,000
$5,000,000
2015
$32,989 (+41.0%)
$2,485,283 + $2,041,214
$4,526,497
2014
$23,390 (+4.0%)
$1,567,685 + $235,152
$1,802,837
2012
$22,497 (+331.4%)
$1,560,600 + $234,090
$1,794,690
2011
$5,215 (+3.2%)
$1,530,000 + $229,500
$1,759,500
2010
$5,052 (+1.6%)
$65,700 + $149,957
$215,657
2009
$4,970 (+2.1%)
$65,209 + $148,837
$214,046
2008
$4,870
$65,364 + $149,191
$214,555
Tax history for 1285 La Cumbre Rd
Year
Property tax
Land + Additions
Assessment*
2025
$82,059 (+7.9%)
$2,975,544 + $3,961,843
$6,937,387
2024
$76,037 (+1.6%)
$2,917,200 + $3,884,160
$6,801,360
2023
$74,855 (+14.1%)
$3,570,000 + $2,703,000
$6,273,000
2022
$65,611 (+2.0%)
$3,500,000 + $2,650,000
$6,150,000
2021
$64,301 (+1.7%)
$2,991,120 + $2,477,107
$5,468,227
2020
$63,208 (+2.3%)
$2,932,471 + $2,428,537
$5,361,008
2019
$61,796 (+3.0%)
$2,902,403 + $2,403,636
$5,306,039
2018
$60,003 (+1.5%)
$2,845,494 + $2,356,506
$5,202,000
2017
$59,092 (+10.4%)
$2,735,000 + $2,265,000
$5,000,000
2016
$53,524 (+62.2%)
$2,735,000 + $2,265,000
$5,000,000
2015
$32,989 (+41.0%)
$2,485,283 + $2,041,214
$4,526,497
2014
$23,390 (+4.0%)
$1,567,685 + $235,152
$1,802,837
2012
$22,497 (+331.4%)
$1,560,600 + $234,090
$1,794,690
2011
$5,215 (+3.2%)
$1,530,000 + $229,500
$1,759,500
2010
$5,052 (+1.6%)
$65,700 + $149,957
$215,657
2009
$4,970 (+2.1%)
$65,209 + $148,837
$214,046
2008
$4,870
$65,364 + $149,191
$214,555
*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
5
Baths
6.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.71 Acres
Year renovated
—
Sq. Ft.
4,590
Year built
2016
Style
Single Family Residential
County
San Mateo County
APN
031131020
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 2, 2026.
Oct 30, 2027 • Active
Utility infrastructure
Repair a conductor on a utility pole.
Electrical
Mar 4, 2024 • Final
Water line
Perform a water test and expose sewer cleanouts. The project is sewer exempt.
Plumbing
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.