307 Olive Hill Lane, Woodside, CA 94062 (MLS # ML82065658)

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PRICE $29,995,000
BEDS 8
BATHS 7
HOME SIZE 6,485 sqft
LOT SIZE 3.08 ac
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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.

LAST UPDATED 10/24/2026 YEAR BUILT 1977
GARAGE SPACES 4.0 COUNTY San Mateo
STATUS Active PROPERTY TYPE(S) Single Family

SCHOOLS
Elementary School Woodside Elementary
High School Woodside High


ADDITIONAL DETAILS
AIR Central Air, Zoned
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Disposal, Exhaust Fan, Gas Cooktop, Microwave, Refrigerator, Wine Refrigerator
EXTERIOR Balcony, Courtyard, Fire Pit, Other, Outdoor Kitchen
FIREPLACE Yes
GARAGE Yes
HEAT Central, Forced Air, Zoned
INTERIOR Breakfast Bar, Double Vanity, Eat-in Kitchen, High Ceilings, Master Downstairs, Pantry, Walk-In Closet(s)
LOT 3.08 acre(s)
LOT DESCRIPTION Back Yard, Other, Views
LOT DIMENSIONS 134164.00
PARKING Off Street, Electric Gate, Detached, Guest
POOL DESCRIPTION Heated, In Ground
STORIES 2
STYLE Mediterranean
VIEW Yes
VIEW DESCRIPTION Hills, Mountain(s)
WATER Public
ZONING R1003A
Listed by Brent & Mary Gullixson | 650-888-0860, Compass

The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. All real estate listings in the MLSListings MLS system are marked with the MLSListings Internet Data Exchange icon (a stylized house inside a circle), and detailed information about them includes the names of the listing brokers and listing agents.

 

Based on information from MLSListings MLS as of 10/25/26 1:08 PM PDT. 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.

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This IDX solution is (c) Diverse Solutions 2026.


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