30% of homes accept an offer within 2 weeks. Tour it before it's gone!
Today:
About this home
An exceptional opportunity to own a premier property in the heart of Woodside, one of the Peninsula's most prestigious and sought-after communities. Located at 26 Big Tree Rd, this unique offering combines privacy, natural beauty, and convenient access to Silicon Valley, making it ideal for homeowners, investors, or those seeking a legacy property. Surrounded by mature trees and Woodside's renowned rural charm, it offers a peaceful retreat just minutes from downtown Woodside, Stanford University, Sand Hill Road, and major employment centers. Residents enjoy a rare balance of tranquility, open space, and access to world-class dining, shopping, and recreation. Whether creating a private estate, preserving a long-term investment, or capitalizing on one of the Bay Area's most desirable locations, 26 Big Tree Rd presents a rare opportunity in a market where exceptional properties are seldom available. Woodside remains one of Northern California's premier residential destinations, known for expansive estates, an equestrian lifestyle, enduring property values, and unmatched privacy, prestige, and long-term appreciation.
Single-familyProperty Type
1963Year Built
0.34 acresLot Size
$760Price/Sq.Ft.
2 car garageParking
Listed by Matthew Dapolito•DRE #02015668• Intero Real Estate Services
Listed by Scott Bishop•DRE #01251839• Intero Commercial
Skywood-Skylonda, located between Skyline Boulevard (CA-35) and La Honda Road (CA-84), is a wooded and hillside Woodside neighborhood with winding ridge roads and redwood-shaded lots. The neighborhood’s character concentrates around the Skyline Boulevard pullouts near Alice’s Restaurant, where motorcycles, cyclists, and weekend drivers gather beside trailhead chatter and the scent of coffee. Homes lean toward rustic-modern cabins and custom builds tucked into the trees, with decks oriented to filtered canyon views. Daily rhythms follow weather shifts and fog lines rolling over the ridge. Outdoor time centers on nearby trail networks and open-space preserves. Evenings feel quiet, with dark skies and the soft hum of Skyline traffic in the distance.
Provided by Walk Score and Local Logic
Offer insights
26 Big Tree Rd · $1,888,000
$2.03M and above
75% chance or better to win
Why $2.03M+ is a strong offer
DAYS ON MARKET
20 days
The average home goes pending in 16 days.
SALE-TO-LIST
106.0%
Most homes are selling 6% above list price.
About offer insights
Property details
Interior
Exterior
Finance
Kitchen
Bathroom
Bedroom
Living
Dining
Interior features
Separate family room
Dining area
Two fireplaces (family room and primary bedroom)
Central forced air heating and cooling
Bedrooms
4 bedrooms
Bathrooms
4 full bathrooms
Heating & cooling
Central forced air heating and central forced air cooling
Exterior features
Shingle roof
Home design
Single family home, detached
2 stories
Parking
Attached 2-car garage
Construction
Concrete slab foundation
Utilities
Individual water meter
Public utilities available
Propane on site
Existing septic
Electricity and solar
View estimated energy costs and solar savings for this home
An exceptional opportunity to own a premier property in the heart of Woodside, one of the Peninsula's most prestigious and sought-after communities. Located at 26 Big Tree Rd, this unique offering combines privacy, natural beauty, and convenient access to Silicon Valley, making it ideal for homeowners, investors, or those seeking a legacy property. Surrounded by mature trees and Woodside's renowned rural charm, it offers a peaceful retreat just minutes from downtown Woodside, Stanford University, Sand Hill Road, and major employment centers. Residents enjoy a rare balance of tranquility, open space, and access to world-class dining, shopping, and recreation. Whether creating a private estate, preserving a long-term investment, or capitalizing on one of the Bay Area's most desirable locations, 26 Big Tree Rd presents a rare opportunity in a market where exceptional properties are seldom available. Woodside remains one of Northern California's premier residential destinations, known for expansive estates, an equestrian lifestyle, enduring property values, and unmatched privacy, prestige, and long-term appreciation.
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML82033629
May 13, 2026
Listing Removed
—
Mar 6, 2026
Listed
*
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81302184
Feb 3, 2026
Listing Removed
—
MLSListings #ML81851418
Dec 3, 2021
Sold
$1,550,000
$624/sq ft
Dec 3, 2021
Sold
$1,550,000
$624/sq ft
Nov 14, 2021
Contingent
—
Sep 8, 2021
Relisted
—
Sep 8, 2021
Price Changed
$1,900,888
$766/sq ft
Aug 23, 2021
Listing Removed
—
Jul 29, 2021
Price Changed
$2,550,000
$1,027/sq ft
Jun 30, 2021
Listed
$2,850,000
$1,148/sq ft
Jun 30, 2021
Listed
$1,900,888
$766/sq ft
MLSListings #ML80384510
Mar 19, 2004
Sold
$755,000
$304/sq ft
Mar 19, 2004
Sold
$755,000
$304/sq ft
Mar 19, 2004
Listed
$799,000
$322/sq ft
Mar 19, 2004
Listing Removed
—
Mar 19, 2004
Listed
$799,000
$322/sq ft
Public Records
Nov 4, 1983
Sold
$159,000
$64/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$18,367 (+1.1%)
$1,326,510 + $318,362
$1,644,872
2024
$18,170 (+1.5%)
$1,326,510 + $318,362
$1,644,872
2023
$17,909 (+2.8%)
$1,300,500 + $312,120
$1,612,620
2022
$17,423 (+193.9%)
$1,275,000 + $306,000
$1,581,000
2021
$5,927 (−1.3%)
$1,250,000 + $300,000
$1,550,000
2020
$6,004 (+1.0%)
$462,788 + $30,926
$493,714
2019
$5,945 (+4.7%)
$458,043 + $30,609
$488,652
2018
$5,678 (+1.1%)
$449,062 + $30,009
$479,071
2017
$5,618 (+1.8%)
$431,625 + $28,845
$460,470
2016
$5,518 (+0.6%)
$431,625 + $28,845
$460,470
2015
$5,484 (+2.3%)
$423,162 + $28,280
$451,442
2014
$5,363 (+4.2%)
$408,642 + $27,311
$435,953
2012
$5,148 (+1.6%)
$406,796 + $27,188
$433,984
2011
$5,064 (−41.5%)
$398,820 + $26,655
$425,475
2010
$8,658 (−0.4%)
$391,000 + $26,133
$417,133
2009
$8,696 (+78.2%)
$703,000 + $48,500
$751,500
2008
$4,881
$725,000 + $50,000
$775,000
Public record
Public record
Permits
Beds
2
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
0.34 Acres
Year renovated
1963
Finished Sq. Ft.
2,483
Unfinished Sq. Ft.
—
Total Sq. Ft.
2,483
Year built
1963
Style
Single Family Residential
County
San Mateo County
APN
075181130
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 15, 2026.
Dec 6, 2013 • Final
Building
Construct a new single-family home with four bedrooms, three and a half bathrooms, and an attached two-car garage. The existing retaining wall on the west side of the property will remain, and a separate permit is required for the demolition of the existing structure.
Demolition
New construction
Dec 6, 2013 • Final
Building
Waterproof the exterior of a residential building and install new railings on the front and side decks. Apply stucco at the basement level, reinforce deck steel posts and footings, and reassemble existing stairs. Install new shingle siding over vertical siding panels, replace sheetrock to repair a roof leak, replace doors, and reroof the structure.
Remodel
Roofing
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.
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
1/10 Heat Factor
0 hot days expected this year, 0 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
71
50
76
53
74
53
71
49
59
43
56
42
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
11/ 100
Low sunlight
Sunscore
There appears to be significant shading by surrounding buildings, terrain, and vegetation.
1.8 hrs
0 hr
JuneDecember
Provided by Shadowmap
Redfin Estimate for 26 Big Tree Rd
$1,892,250
$4,250 over list price of $1.89M
Nearby comparable homes
The Redfin Estimate uses 6 recent nearby sales, priced between $1.8M to $3.6M.