307 Olive Hill LN

307 Olive Hill Lane, Woodside, CA, 94062
$34,995,000

Basics

Description

  • Description:

    This exceptional property spans more than 3 acres with sweeping western hill views and 9,880 square feet of total living space. The main home was completely rebuilt in 2000, and in 2025, an entirely new guest house and entertainment complex was added to the estate. The classically styled main residence features nearly every room opening to the views and includes a state-of-the-art theater and temperature-controlled wine cellar. The newly completed guest house showcases authentic European detail with roof tiles handmade in Provence and Genoise eaves, complemented with modern construction and smart home technology. A new saltwater pool and spa, nearly 60 feet in length, is surrounded by an expansive terrace with sound system, outdoor kitchen, pizza oven, and easy catering access.

    The south-facing grounds are equally impressive, with a 310-vine Cabernet vineyard, heritage olive trees and oaks, a parterre rose garden, bountiful orchard, and raised vegetable beds. Reflecting timeless European elegance and exceptional craftsmanship, the estate is remarkably private, with far-reaching views enhancing the entire setting and all midway between Silicon Valley and San Francisco.

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Location

  • County: San Mateo

Building Details

Amenities & Features

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Based on information from the MLSListings MLS as of September 15, 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. Properties may or may not be listed by the office/agent presenting the information.

This information is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing data © 2026 MLSListings Inc. All rights reserved.

Date added Added 5 hours ago Category Type Status
Bedrooms 8 beds Bathrooms 7 baths Area 6485 sq ft Lot size 134164 sq ft
Year built 1977 View Hills, Mountains Garage spaces 4 Listing source MLSL
MLS ID ML82038776