Welcome to 55 Bigtree, a charming retreat nestled among the towering redwoods of Woodside. This historic cabin has been beautifully remodeled and expanded, blending rustic charm with modern comfort. The original structure has been thoughtfully updated with a spacious addition, giving you more room to relax while keeping its timeless character intact. The heart of the home is the stunning great room, featuring soaring ceilings, tons of natural light, and amazing views of the surrounding redwoods. The new kitchen is a dream for any cook, with top-of-the-line appliances, custom cabinetry, and a large center island perfect for meal prep or gathering with friends. Right next to it, the cozy family room is an ideal spot to unwind, with easy access to outdoor living spaces. Step outside and take in the peaceful setting, complete with a partial bay view that adds even more charm to this woodland escape. Sitting on nearly half an acre, theres plenty of space to garden, entertain, or simply soak in the beauty of nature. Plus, you get the benefit of top-rated Portola Valley schools! If youve been looking for a tranquil retreat with modern amenities, this is your chance to call it home. Don't miss out!
bridgeMLS, Bay East AOR, or Contra Costa AOR #ML81993016
Apr 14, 2025
Listing Removed
—
Apr 11, 2025
Sold
$1,775,000
$811/sq ft
Apr 11, 2025
Sold
$1,775,000
$811/sq ft
Mar 24, 2025
Pending
—
Feb 6, 2025
Listed
$1,875,000
$857/sq ft
Feb 6, 2025
Listed
$1,875,000
$857/sq ft
Welcome to 55 Bigtree, a charming retreat nestled among the towering redwoods of Woodside. This historic cabin has been beautifully remodeled and expanded, blending rustic charm with modern comfort. The original structure has been thoughtfully updated with a spacious addition, giving you more room to relax while keeping its timeless character intact. The heart of the home is the stunning great room, featuring soaring ceilings, tons of natural light, and amazing views of the surrounding redwoods. The new kitchen is a dream for any cook, with top-of-the-line appliances, custom cabinetry, and a large center island perfect for meal prep or gathering with friends. Right next to it, the cozy family room is an ideal spot to unwind, with easy access to outdoor living spaces. Step outside and take in the peaceful setting, complete with a partial bay view that adds even more charm to this woodland escape. Sitting on nearly half an acre, theres plenty of space to garden, entertain, or simply soak in the beauty of nature. Plus, you get the benefit of top-rated Portola Valley schools! If youve been looking for a tranquil retreat with modern amenities, this is your chance to call it home. Don't miss out!
MLSListings #ML81697514
Jun 5, 2018
Sold
$1,145,000
$523/sq ft
May 26, 2018
Pending
—
May 14, 2018
Contingent
—
Mar 22, 2018
Listed
$1,188,000
$543/sq ft
Tucked amid the redwoods and enveloped in breathtaking natural beauty, this one-of-a-kind country cottage offers a welcome reprieve from the fast pace of Silicon Valley life. Bursting with rustic appeal, this special sanctuary boasts a flexible floor plan, two wraparound decks, and remarkable views, all within easy reach of Alice's Restaurant, the Village of Woodside, and commuting to San Francisco or Silicon Valley. Originally constructed in the 1930s, the home has been thoughtfully updated over the years to meet all the needs of modern living while retaining the special charm of its heritage. Equally enchanting are the surrounding grounds of almost one-half acre. Move in and enjoy today, or remodel into your personal vision! Large side yard with street frontage has room for RV, horse trailer. Highly rated Portola Valley Schools. Close to Parks and Open Space trails. Buyer 1-year Home Protection Plan is included in sale. * GPS directions may be incorrect. Map included in photos.
Public Records
Nov 16, 2005
Sold
$785,000
$359/sq ft
MLSListings #ML80548314
Nov 16, 2005
Listing Removed
—
Sep 30, 2005
Sold
$785,000
$359/sq ft
Aug 20, 2005
Listed
$785,000
$359/sq ft
Public Records
Jan 29, 1973
Sold
$30,500
$14/sq ft
Year
Property tax
Land + Additions
Assessment*
2025
$17,732 (+1.1%)
$796,478 + $789,892
$1,586,370
2024
$17,541 (+2.0%)
$796,478 + $789,892
$1,586,370
2023
$17,195 (+3.3%)
$780,861 + $774,404
$1,555,265
2022
$16,644 (+10.2%)
$765,550 + $750,671
$1,516,221
2021
$15,100 (+9.8%)
$750,540 + $728,129
$1,478,669
2020
$13,755 (+1.0%)
$735,824 + $592,774
$1,328,598
2019
$13,613 (+27.2%)
$728,280 + $462,978
$1,191,258
2018
$10,705 (+1.1%)
$714,000 + $453,900
$1,167,900
2017
$10,584 (+1.8%)
$824,244 + $100,083
$924,327
2016
$10,396 (+0.7%)
$824,244 + $100,083
$924,327
2015
$10,327 (+2.4%)
$808,083 + $98,121
$906,204
2014
$10,086 (+3.5%)
$780,354 + $94,755
$875,109
2012
$9,742 (+1.8%)
$776,828 + $94,327
$871,155
2011
$9,575 (+1.4%)
$761,597 + $92,478
$854,075
2010
$9,445 (+2.1%)
$746,664 + $90,665
$837,329
2009
$9,248 (+1.7%)
$741,084 + $89,988
$831,072
2008
$9,089
$742,845 + $90,202
$833,047
Tax history for 55 Big Tree Rd
Year
Property tax
Land + Additions
Assessment*
2025
$17,732 (+1.1%)
$796,478 + $789,892
$1,586,370
2024
$17,541 (+2.0%)
$796,478 + $789,892
$1,586,370
2023
$17,195 (+3.3%)
$780,861 + $774,404
$1,555,265
2022
$16,644 (+10.2%)
$765,550 + $750,671
$1,516,221
2021
$15,100 (+9.8%)
$750,540 + $728,129
$1,478,669
2020
$13,755 (+1.0%)
$735,824 + $592,774
$1,328,598
2019
$13,613 (+27.2%)
$728,280 + $462,978
$1,191,258
2018
$10,705 (+1.1%)
$714,000 + $453,900
$1,167,900
2017
$10,584 (+1.8%)
$824,244 + $100,083
$924,327
2016
$10,396 (+0.7%)
$824,244 + $100,083
$924,327
2015
$10,327 (+2.4%)
$808,083 + $98,121
$906,204
2014
$10,086 (+3.5%)
$780,354 + $94,755
$875,109
2012
$9,742 (+1.8%)
$776,828 + $94,327
$871,155
2011
$9,575 (+1.4%)
$761,597 + $92,478
$854,075
2010
$9,445 (+2.1%)
$746,664 + $90,665
$837,329
2009
$9,248 (+1.7%)
$741,084 + $89,988
$831,072
2008
$9,089
$742,845 + $90,202
$833,047
*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
1
Baths
2
Stories
1
Lot width
—
Lot depth
—
Lot size
0.48 Acres
Year renovated
1948
Sq. Ft.
1,983
Year built
1933
Style
Single Family Residential
County
San Mateo County
APN
075181010
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jul 15, 2026.
Jul 19, 2023 • Final
Building
Construct an addition and perform a remodel on a split-level home. The project includes relocating the kitchen and dining rooms, adding a new staircase, relocating a bedroom, and creating a new unconditioned basement. Work also involves reconfiguring the family room for a new hallway and laundry, performing electrical work throughout, enlarging the entry porch, and replacing the septic system.
Addition
Remodel
May 9, 2019 • Final
Gas line
Install a new gas line for a dryer.
Gas
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.
Property details
Parking
Parking Information
Garage (Minimum): 1
Garage (Maximum): 1
Parking Description: Detached
Garage Spaces: 1
Parking Spaces: 4
Interior
Virtual Tour
Bedroom Information
# of Bedrooms (Minimum): 3
# of Bedrooms (Maximum): 3
Bathroom Information
# of Baths (Full): 3
Bathroom Description: Full on Ground Floor, Shower Over Tub, Stall Shower