Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together.
Single-familyProperty Type
2006Year Built
41.72 acresLot Size
$1,069Price/Sq.Ft.
4 car garageParking
Listed by Ginny&John Kavanaugh Group•DRE #70010886• Coldwell Banker Realty
Completed in 2006, this magnificent vineyard estate is the perfect place to escape from the fast daily pace of Silicon Valley. The approximately 41 acres are as peaceful as they are beautiful, with spectacular top-of-the-world San Francisco Bay views. Arriving on the front terrace is as if stepping into the Italian countryside. The scale of the home is destined for grand entertaining spilling out to exceptional front and rear terraces. The kitchen is a culinary retreat with commercial-quality appliances, and the wine cellar awaits a sizable collection. Multiple rooms for everyday living, a theatre, plus a well-being center with spa, steam, and sauna add luxurious touches. Both 5660 Alpine Road and APN 080-040-120 are being offered for sale together.
MLSListings #ML81803721
Jul 31, 2026
Pending
—
Jul 4, 2026
Pending
—
Jul 4, 2026
Contingent
—
Oct 11, 2024
Price Changed
$15,500,000
$1,069/sq ft
Jul 19, 2022
Price Changed
$19,000,000
$1,310/sq ft
Aug 17, 2020
Listed
$22,000,000
$1,517/sq ft
Aug 17, 2020
Listed
$15,500,000
$1,069/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$237,537 (+1.1%)
$1,549,466 + $20,276,798
$21,826,264
2024
$234,922 (+1.5%)
$1,549,466 + $20,276,798
$21,826,264
2023
$231,458 (+2.9%)
$1,519,085 + $19,879,214
$21,398,299
2022
$225,017 (+1.3%)
$1,489,300 + $19,489,426
$20,978,726
2021
$222,046 (+0.6%)
$1,460,099 + $19,107,281
$20,567,380
2020
$220,782 (+1.1%)
$1,431,471 + $18,732,629
$20,164,100
2019
$218,402 (+5.3%)
$1,416,794 + $18,540,549
$19,957,343
2018
$207,495 (+1.2%)
$1,389,015 + $18,177,009
$19,566,024
2017
$205,036 (+1.8%)
$1,335,081 + $17,471,175
$18,806,256
2016
$201,458 (+0.7%)
$1,335,081 + $17,471,175
$18,806,256
2015
$200,075 (+2.5%)
$1,308,904 + $17,128,603
$18,437,507
2014
$195,153 (+2.9%)
$1,263,990 + $16,540,831
$17,804,821
2012
$189,655 (+1.8%)
$1,258,279 + $16,466,076
$17,724,355
2011
$186,248 (+1.4%)
$1,233,608 + $16,143,212
$17,376,820
2010
$183,590
$1,209,421 + $15,826,679
$17,036,100
2009
$183,585 (+1.8%)
$1,200,383 + $15,708,395
$16,908,778
2008
$180,306
$1,203,236 + $15,745,713
$16,948,949
Public record
Beds
5
Baths
5.5
Stories
2
Lot width
—
Lot depth
—
Lot size
10.72 Acres
Year renovated
2002
Finished Sq. Ft.
14,120
Unfinished Sq. Ft.
—
Total Sq. Ft.
14,120
Year built
2002
Style
Single Family Residential
County
San Mateo County
APN
080040110
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 10, 2026.
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.15% chance of being in a wildfire in next 30 years
2/10 Heat Factor
7 days above 88° expected this year, 14 days in 30 years
1/10 Wind Factor
Minimal risk of severe winds over next 30 years
8/10 Air Factor
13 unhealthy days expected this year, 13 days in 30 years
Provided by First Street
Historical weather
Portola Valley, CA • 94028
Average low and high temperatures (°F)
61
43
62
45
69
48
68
47
73
50
78
53
77
54
82
56
80
57
76
53
63
47
59
45
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
22/ 100
Low sunlight
Sunscore
There appears to be significant shading by surrounding buildings, terrain, and vegetation.
3.1 hrs
0.5 hr
JuneDecember
Provided by Shadowmap
Redfin Estimate for 5660 Alpine Rd
$15,077,886
$422K under list price of $15.5M
Nearby comparable homes
The Redfin Estimate uses 5 recent nearby sales, priced between $5.0M to $10.8M.