Completely transformed & remodeled in 2014 into an architectural masterpiece of clean-lined modern style. This home has it all-OUTSTANDING VIEWS of Jasper Ridge, Mount Hamilton, and Silicon Valley lights. ONE MINUTE TO PORTOLA ROAD. This sun-filled 3-level home has flexibility for any lifestyle. Originally part of a 30 acre estate, this Park -Like property has canyon trails that lead past waterfalls. For wine collectors, a 5000+ bottle wine cellar & a 100+ bottle glass wine closet adjacent the dining room. White oak spans the floors, vast walls await display of fine art. The open & flowing floor plan boasts vaulted ceilings that accentuate the lofty height of many rooms & windows designed for optimum views of the surrounding mountain ridges. There are 5 bedrooms, including LUXURIOUS master suite and flexibility on lower level for dedicated quarters for guests or extended family. High speed fiber optic line & just minutes to Sand Hill Venture Center, Highway 280 & Stanford. PV Schools
Single-familyProperty Type
1986Year Built
3.57 acresLot Size
$1,350Est. Price/Sq.Ft.
3 car garageParking
Listed by Erika Demma•DRE #01230766• Coldwell Banker Realty
Bought with Ryan Eltherington•DRE #02003788• Midtown Realty
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81200605
May 15, 2019
Listing Removed
—
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81110791
May 15, 2019
Listing Removed
—
Greater Lansing AoR #ML81693842
Apr 10, 2018
Sold
$6,055,000
$994/sq ft
Mar 14, 2018
Pending
—
Feb 24, 2018
Listed
$5,995,000
$984/sq ft
MLSListings #ML81303259
Apr 12, 2013
Sold
$3,100,000
$509/sq ft
Mar 11, 2013
Pending
—
Feb 28, 2013
Price Changed
$3,295,000
$541/sq ft
Feb 4, 2013
Listed
$3,595,000
$590/sq ft
MLSListings #ML89903707
Jul 14, 1999
Listing Removed
—
Jun 13, 1999
Sold
$2,250,000
$369/sq ft
Jan 29, 1999
Listed
$2,395,000
$393/sq ft
Public Records
Jun 26, 1984
Sold
$255,000
$42/sq ft
Public Records
Apr 23, 1981
Sold
$138,500
$23/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$75,316 (+1.1%)
$4,062,049 + $2,965,296
$7,027,345
2024
$74,491 (+1.5%)
$3,982,401 + $2,907,153
$6,889,554
2023
$73,397 (+3.0%)
$3,904,315 + $2,850,150
$6,754,465
2022
$71,288 (+1.3%)
$3,827,760 + $2,794,265
$6,622,025
2021
$70,350 (+0.5%)
$3,752,706 + $2,739,476
$6,492,182
2020
$70,026 (+1.1%)
$3,679,124 + $2,685,761
$6,364,885
2019
$69,274 (+88.3%)
$3,641,400 + $2,658,222
$6,299,622
2018
$36,789 (+2.8%)
$3,570,000 + $2,606,100
$6,176,100
2017
$35,778 (+1.8%)
$2,015,976 + $1,273,247
$3,289,223
2016
$35,142 (+0.7%)
$2,015,976 + $1,273,247
$3,289,223
2015
$34,900 (+2.5%)
$1,976,448 + $1,248,282
$3,224,730
2014
$34,040 (+128.8%)
$1,908,626 + $1,205,448
$3,114,074
2012
$14,880 (+1.8%)
$646,877 + $748,635
$1,395,512
2011
$14,612 (+1.4%)
$634,194 + $733,957
$1,368,151
2010
$14,403 (+0.2%)
$621,759 + $719,566
$1,341,325
2009
$14,378 (+1.8%)
$617,113 + $714,189
$1,331,302
2008
$14,124
$618,580 + $715,887
$1,334,467
Tax history for 27 Preston Rd
Year
Property tax
Land + Additions
Assessment*
2025
$75,316 (+1.1%)
$4,062,049 + $2,965,296
$7,027,345
2024
$74,491 (+1.5%)
$3,982,401 + $2,907,153
$6,889,554
2023
$73,397 (+3.0%)
$3,904,315 + $2,850,150
$6,754,465
2022
$71,288 (+1.3%)
$3,827,760 + $2,794,265
$6,622,025
2021
$70,350 (+0.5%)
$3,752,706 + $2,739,476
$6,492,182
2020
$70,026 (+1.1%)
$3,679,124 + $2,685,761
$6,364,885
2019
$69,274 (+88.3%)
$3,641,400 + $2,658,222
$6,299,622
2018
$36,789 (+2.8%)
$3,570,000 + $2,606,100
$6,176,100
2017
$35,778 (+1.8%)
$2,015,976 + $1,273,247
$3,289,223
2016
$35,142 (+0.7%)
$2,015,976 + $1,273,247
$3,289,223
2015
$34,900 (+2.5%)
$1,976,448 + $1,248,282
$3,224,730
2014
$34,040 (+128.8%)
$1,908,626 + $1,205,448
$3,114,074
2012
$14,880 (+1.8%)
$646,877 + $748,635
$1,395,512
2011
$14,612 (+1.4%)
$634,194 + $733,957
$1,368,151
2010
$14,403 (+0.2%)
$621,759 + $719,566
$1,341,325
2009
$14,378 (+1.8%)
$617,113 + $714,189
$1,331,302
2008
$14,124
$618,580 + $715,887
$1,334,467
*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
3
Baths
3.5
Stories
2
Lot width
—
Lot depth
—
Lot size
3.34 Acres
Year renovated
—
Sq. Ft.
6,090
Year built
1986
Style
Single Family Residential
County
San Mateo County
APN
075134170
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 2, 2026.
Oct 21, 2021 • Final
Revision
Replace the existing battery with a new battery and install a battery box.
Battery
Electrical
Oct 21, 2021 • Final
Electrical
Install roof mounted solar modules on a residential building.
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.
Interior Features: Breakfast Bar, Walk-In Closet(s)
Exterior
Exterior Features
Fencing: Partial
Property Information
New Construction: No
Year Built: 1986
Living Area: 6090.0
Lot Information
Lot Size Acres: 3.57
Lot Size Area: 155509.0
Lot Size Square Feet: 155509.0
Lot Size Units: Square Feet
Zoning: RC0000
Lot Features
View: Hills
Location
HOA Information
AssociationYN: No
Location Information
Directions: Take Portola Road to Old La Honda Road, Preston is first street on the Right, go all the way up to the top of Street Cross Street: Old La Honda Road
Public facts
Beds: 3
Baths: 3.5
Sq. Ft.: 6,090
Stories: 2.0
Lot Size: 3.34 acres
Style: Single Family Residential
Year Built: 1986
Year Renovated: —
County: San Mateo County
APN: 075134170
Home facts updated by county records on Sep 2, 2026
Other
Miscellaneous Information
Foundation Details: Concrete Perimeter
Around this home
Schools
K - 12
Preschool & daycare
Ormondale Elementary School
Public K-3 • Assigned • 2.0mi
10/10
Corte Madera School
Public 4-8 • Assigned • 2.8mi
10/10
Woodside High School
Public 9-12 • Assigned • 3.5mi
8/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.31% chance of being in a wildfire in next 30 years
2/10 Heat Factor
6 days above 93° expected this year, 12 days in 30 years
1/10 Wind Factor
Minimal risk of severe winds over next 30 years
7/10 Air Factor
12 unhealthy days expected this year, 12 days in 30 years
Provided by First Street
Historical weather
Woodside, CA • 94062
Average low and high temperatures (°F)
57
41
58
43
64
46
62
44
67
46
71
49
73
51
76
53
74
55
67
48
59
43
56
42
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 10.7 hours in
June and 5 hours in December, placing it above the
U.S. average for solar exposure.
10.7 hrs
5 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$7.81M – $9.46M
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