307 Olive Hill

Woodside, CA, 94062

For Sale $34,995,000

8beds
7baths
6,485sqft
3.08acres

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.

Listing agent:

Brent & Mary Gull...

License #70001879

Compass

Identification

Street Address307 Olive Hill

City / State / ZIPWoodside, CA 94062

Listing StatusFor Sale

List Price$34,995,000

MLS NumberML82038776

Property TypeResidential Single Family Residence

Key Stats

Bedrooms8

Bathrooms (Full / Half)7 full

Living Area (Sq Ft)6,485 sq ft

Lot Size (Acres / Sq Ft)3.08 acres

Year Built1977

Price Per Sq Ft$5,396.30

Interior

FireplaceFamily Room, Gas Starter, Living Room

HeatingCentral

Cooling / ACCentral Air

FlooringStone, Wood

AppliancesDishwasher, Gas Cooktop, Disposal, Microwave, Refrigerator, Vented Exhaust Fan

Notable Interior FeaturesBreakfast Bar, Wine Cellar, Walk In Closets

Exterior & Property

Pool / SpaHeated, In Ground

Garage / Parking Spaces4 spaces

Stories / Levels2 stories

Architectural StyleMediterranean

Location

Neighborhood / Community699 - Not Defined

CountySan Mateo

Geo-Coordinates37.43455405, -122.27370089

Listing Meta

Days On Market113 days

Date ListedApril 23, 2026

Listing AgentBrent & Mary Gull... — Compass

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307 Olive Hill is a Residential Single Family Residence property located in Woodside, California, featuring a 3.080 acre lot, 6,485 sqft, 8 bedrooms, 7 full baths, MLS #ML82038776.

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Data last modified: 2026-08-15 16:50:44