27 Big Tree Rd, Woodside, CA 94062
Property image
Property image
OFF MARKET

$2,297,000

Trulia Estimate
  • 3 Beds
  • 3 Baths
  • 2,675 sqft (on 0.92 acres)

27 Big Tree Rd, Woodside, CA 94062

Est. Refi. Payment $13,979/mo*
Refinance Your Home
Currently Off Market - Sold Aug 13, 2019 for $1,829,000

Home Value

Trulia Estimate
$2.3M
Since last month
Increased$25K (+1.1%)
Since last year
Increased$136K (+6.3%)
Since last sale
Increased$475K (+26%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +13% in the last 10 years
MonthEstimated value
2026
August 2026$2.3M
August 2026$2.3M
July 2026$2.28M
June 2026$2.35M
May 2026$2.33M
April 2026$2.34M
March 2026$2.3M
February 2026$2.23M
January 2026$2.07M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
350 Grandview Dr, Woodside, CA
0.31
Single-Family Home
$1,875,000
10/15/25
3
2
1,700
205 Grandview Dr, Woodside, CA
0.60
Single-Family Home
$1,650,000
11/10/25
3
2
2,210
12 Summit Rd, Woodside, CA
0.34
Single-Family Home
$2,250,000
08/04/26
4
3.5
2,047
139 Redland Rd, Woodside, CA
0.72
Single-Family Home
$1,250,000
09/24/25
3
3
1,640
320 Grandview Dr, Woodside, CA
0.37
Single-Family Home
$2,715,000
05/22/26
4
4
4,000
9 Summit Rd, Woodside, CA
0.38
Single-Family Home
$3,250,000
09/19/25
3
2
2,850
260 Grandview Dr, Woodside, CA
0.48
Single-Family Home
$2,850,000
08/18/26
4
2.5
2,285
125 Grandview Dr, Woodside, CA
0.72
Single-Family Home
$1,790,000
09/10/25
3
3
2,300
46 Morse Ln, Woodside, CA
1.04
Single-Family Home
$1,680,000
05/29/26
4
3
3,110
45 Ranch Rd, Woodside, CA
1.09
Single-Family Home
$2,050,000
06/24/26
3
3.5
2,510

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
26 Big Tree Rd, Woodside, CA 94062
0.07
$1,888,000
4
4
2,483
For Sale
8 Big Tree Way, Woodside, CA 94062
0.08
$1,936,600
4
2.5
2,530
Off Market
Elk Tree Road Skyline Dr, Redwood City, CA 94062
0.12
-
-
-
-
Off Market
55 Big Tree Way, Woodside, CA 94062
0.23
$1,847,100
3
3
2,189
Off Market
160 Chapman Rd, Woodside, CA 94062
0.27
$2,005,500
3
2
1,913
Off Market
600 Old La Honda Rd, Woodside, CA 94062
0.30
$2,515,100
5
3.5
3,330
Off Market
350 Grandview Dr, Woodside, CA 94062
0.31
$1,864,400
3
2
1,700
Off Market
12 Summit Rd, Woodside, CA 94062
0.34
$2,250,000
4
3.5
2,047
Recently Sold
9 Summit Rd, Woodside, CA 94062
0.38
$2,617,000
3
2
2,850
Off Market
320 Grandview Dr, Woodside, CA 94062
0.37
$2,715,000
4
4
4,000
Recently Sold
12 Skylonda Dr, Woodside, CA 94062
0.40
$1,390,100
3
2
1,480
Off Market
35 Echo Ln, Woodside, CA 94062
0.42
$3,211,300
4
4.5
4,490
Off Market

Local Information

  • Map ViewExplore the area around 27 Big Tree Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1966
0.92 acre lot
2,675 sqft
$859/sqft
Garage

About this House

Set on a quiet country road in this sought after Woodside community you will find a magnificent tree- studded estate property of just under one acre. The serene outdoor spaces are highlighted by 1600 +/- year old Elk Tree; one of the oldest trees along Skyline Drive. Inside the home you are immediately struck by the cathedral beamed great room with access to entertaining venues and beautiful natural spaces. This classic mountain home offers 3 bedrooms, 3 bathrooms and flexible spaces for live/work use and separate living quarters. Sought after location near Alices Restaurant, the back roads to coastal beaches and minutes to Silicon Valley commute routes and shopping and dining. Located in the acclaimed Portola Valley school district (buyer to verify). Truly a unique opportunity for privacy, serenity and spacious living in this wonderful neighborhood.
27 Big Tree Rd, Woodside, CA 94062 is a 3 bedroom, 3 bathroom, 2,675 sqft single-family home built in 1966. It last sold for $1,829,000 on Aug 13, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,297,000.

Home Details for 27 Big Tree Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9Types of Rooms: Dining Room
Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Composition
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1966
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.92 acres

Price and Tax history

DateEventPrice
Aug 13, 2019
Source: MLSListings Inc #ML81762162
Sold
$1,829,000
Aug 5, 2019
Source: Agent Provided
Pending
$1,829,000
Jul 26, 2019
Source: Agent Provided
Listed For Sale
$1,829,000
Apr 16, 2008
Source: N/A
Sold
$1,160,000
Oct 23, 2007
Source: Agent Provided
Listed For Sale
$1,349,000

Market trends in Woodside

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
24
6MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Woodside

At least 42 Trulia users voted on each feature.

  • 95 % Say it's dog friendly

  • 91 % Say car is needed

  • 88 % Say parking is easy

  • 82 % Say there's wildlife

  • 79 % Say people would walk alone at night

  • 77 % Say there's holiday spirit

  • 76 % Say yards are well-kept

  • 74 % Say it's quiet

  • 63 % Say neighbors are friendly

  • 61 % Say there are community events

  • 52 % Say they plan to stay for at least 5 years

  • 49 % Say kids play outside

  • 48 % Say it's walkable to restaurants

  • 47 % Say it's walkable to grocery stores

  • 33 % Say there are sidewalks

  • 17 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Rena Bahjat
    "I enjoy the art fair on king’s mountain and the activities at the volunteer fire department like movie nights and exercise and wellness activities. I enjoy the hiking and biking trails and the peaceful surroundings "
    0
    Flag
  • Bethesolution4life
    "Extremely safe for kids. Welcoming environment for kids. Fun activities and amazing schools. Neighbor look out for eacotier as well. "
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    Flag
  • Bethesolution4life
    "The classic and super car culture is really incredible here. Like one big family. There are so many beautiful hiking and biking trails. As well as incredible schools. Great neighborhood events and fire wise program. Horse friendly area with great properties and boarding. Imagine a view over Silicon Valley. Perched up amongst the redwood and oak trees. Beautiful ocean views. With a 5-15 minute drive to highway 280. All the amenities and none of the noise. "
    0
    Flag
  • Yqfsswxf25
    "Friendly and safe where all are welcomed. Community feeling and giving. Firewise approved. 2 close by fire depts. lots of good food close by. Great schools and great activities. "
    0
    Flag
  • Kai-yu Feng
    "There are not too many sidewalks in Woodside. But it’s really safe, the schools are great, highly recommended "
    0
    Flag
  • Tokate
    "There is a great bus pick up/drop off system to the local public schools in Woodside Heights. There is a great community within the public school district."
    0
    Flag
  • Vicki Fleming
    "We live in the mountains so it’s 20 minutes to the nearest store. But a beautiful drive. We see the ocean and the Bay Area."
    0
    Flag
  • Jessieweaver5
    "Group chat, potlucks and trick or treating in nearby Big Tree neighborhood. People are generally friendly."
    0
    Flag
  • Tokate
    "We have a wonderful neighborhood association that holds seasonal events. It is quiet and rural and yet conveniently located to shopping and schools, with a school bus that provides transportation to all the neighborhood children through middle school."
    1
    Flag
  • Ingrid H.
    "We live only 26 miles from San Fransisco along the Mountian range between SF and Santa Cruz. We can see the ocean on one side and the bay on the other side. We call our Mountian community “Kings Mountian”. The community is surrounded by open space so basically it’s a paradise. The community offers dinners, art, movies, and community information."
    7
    Flag
  • Jessicaehope
    "Trees everywhere; unique culture which is a mix of long time residents and internet multi-millionaires; great school which is a hub of the community."
    1
    Flag
  • Jessicaehope
    "There are lots of other dog owners, so they would meet people right away. The dogs would be very happy because there is lots of interesting wildlife to smell and watch. However we have a family of coyotes in Woodside Hills who are quite brazen, and some dog owners worry about their dogs’ safety. Also in the rest of Woodside there is always the threat of mountain lions and/or rattlesnakes."
    1
    Flag
  • Tibe.santo
    "Lots of nice walks for your dog, in the woods, in open spaces or near roads. Also, lots of people have dogs here and they support and help each other "
    0
    Flag
  • Scott S.
    "this is a safe family neighborhood. The elementary school is excellent, but the high school is not as good. There is very good proximity to Silicon Valley and Stanford. "
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  • Scott
    "Woodside is a rural upscale community adjacent to Silicon Valley, Stanford, and close to San Francisco. There might be as many horses as people, and lots of open space. It is a beautiful place."
    0
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  • Scott S.
    "Small town rural feel right next to Silicon Valley and Stanford, with the beauty of the Santa Cruz Mountains minutes away. And while there are plenty of rich and famous people here, its not a place where people are trying to show off"
    0
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  • Jessicaehope
    "It’s a little secret hidden in the hills between Redwood City & Woodside, With Redwood City schools, Woodside oak trees and coyotes, and kindly neighbors."
    0
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  • Jessicaehope
    "It has amazing views while being very convenient to the freeway and downtown Redwood City. There are lots of trees and the houses feel private and tucked away."
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  • nguyenvd
    "Surround with thousands of big, huge redwood trees"
    0
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  • phworldinc
    "Great schools, parks, and local town"
    0
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  • Saleme
    "Woodside is one the most amazing places to live in the world, and this neighborhood is wonderful. Close to SF, Palo Alto and the rest of the valley, this area has nice places to walk, explore and experience. The schools are superb and as a child I enjoyed the adventures I could have as a kid. While there are many homes in Woodside that are gated, the Glens provides a warm atmosphere where neighbors become friends. "
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 27 Big Tree Rd

  • What is 27 Big Tree Rd estimated to be worth?
    Trulia's estimated value for 27 Big Tree Rd in Woodside, CA is $2,297,000.
  • What is the price history for 27 Big Tree Rd?
    27 Big Tree Rd in Woodside, CA last sold for $1,829,000 in August 2019.
  • Is Woodside a buyer's or seller's market?
    Woodside is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Woodside?
    Residents describe Woodside, CA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Woodside, CA.
  • How big is the lot at 27 Big Tree Rd?
    The lot at 27 Big Tree Rd in Woodside, CA is about 0.92 acres (40,001 sq ft).
  • Does 27 Big Tree Rd have a garage?
    Yes, 27 Big Tree Rd in Woodside, CA has a garage.

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