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$34,995,000

307 Olive Hill Lane, Woodside, CA 94062

775% above the Woodside median of $4.0M (21 active listings)

48% of Woodside listings have cut their price · half have been listed 87+ days

6beds
5baths
6,485sqft
$5396/sqft

About this home

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

Property details

Property type
Single Family
Year built
1977
Listed
98 days ago
MLS #
82038776
Listed by
Brent & Mary Gullixson · Compass
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Location

Approximate location based on the listing address.

Copyright 2026 MLSListings Inc. Based on information from MLSListings MLS as of 7/29/2026. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. MLS Listing #82038776. Listing courtesy of Compass.