One of Woodside’s premier estates, encompassing nearly 10,000 square feet across all structures, this property offers exceptional scale, quality, and lifestyle, highlighted by a classically styled main residence and a brand-new guest house crafted with authentic European detail. The main home is luxuriously appointed across two levels, with nearly every room opening to the outdoors. A state-of-the-art theatre and a temperature-controlled wine cellar are just two of many standout features. The newly completed guest house pairs handmade roof tiles and Genoise eaves inspired by the South of France with state-of-the-art smart home technology. Designed for entertaining, the guest house opens to a new saltwater pool and spa and expansive limestone terrace with a full outdoor kitchen and easy catering access. A 310-vine Cabernet vineyard anchors the south-facing gardens, while heritage olive trees and oaks, a fragrant parterre rose garden, bountiful orchard, and raised vegetable beds enhance the estates agrarian beauty. The result is a property where timeless elegance and refined European living are masterfully expressed in an extraordinary private setting of more than 3 acres with western hill views. Main Residence 6,485 | Guest House 1,505 | Garage One 560 | Garage Two 520 | Gym 560
AGENT: Brent & Mary Gull… LISTING BROKERAGE: Compass
Courtesy of Compass. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than The Agency RE include the name of the listing broker. Neither the listing company nor The Agency RE shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 307 Olive Hill LN
Woodside, CA
Property Details
Price:
$34,995,000
MLS #:
ML82038776
Status:
Active
Beds:
6
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
Apr 23, 2026
Finished Sq Ft:
6,485
Lot Size:
134,164 sqft / 3.08 acres (approx)
Year Built:
1977
Mediterranean699 – Not Defined699notdefinedOtherOtherWoodsideMountain(s)
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Schools
School District:
Other
Elementary School:
Other
High School:
Woodside
Interior
Appliances
DW, GD, MW, RF, GS, VEF
Bathrooms
5 Full Bathrooms
Cooling
CA
Flooring
STON, WOOD
Heating
CF
Exterior
Architectural Style
MED
Common Walls
NCW
Garage Spaces
4
Parking Spots
4
Parking Total
4
Patio And Porch Features
DK
Roof
TLE
Spa Features
HT, IG
View
HI, MT
Window Features
SK
Financial
Map
Community
- Address307 Olive Hill LN Woodside CA
- CityWoodside
- CountySan Mateo
- Zip Code94062
