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307 Olive Hill
ACTV
$29,995,000
List Price
8
Bedrooms
—
Bathrooms
6,485
Sq Ft
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.
LIST_PRICE 29995000
DCID 5E979E135116066CE0631501030A6413
BEDROOMS_TOTAL 8
LONGITUDE -122.273849
STREET_NUMBER 307
MLS_STATUS ACTV
COUNTY_OR_PARISH San Mateo
SQFT 6485
LISTING_ID ML82065658
DISPLAY_PRICE 29995000
REPORT_DISPLAY_PRICE 29995000
SOURCE_MLS MLSLISTINGS
STATE_OR_PROVINCE CA
CITY_STATE_ZIP Woodside, CA 94062
PARCEL_NUMBER 072-060-700
POSTAL_CODE 94062
DAYS_ON_MARKET 0
STREET_DIR_PREFIX —
YEAR_BUILT 1977
STREET_NAME Olive Hill
SRCHPRICE 29995000
PROPERTY_TYPE RE
HOA_DISPLAY —
PHOTO_VIRTUAL_TOUR —
GAR_DISPLAY /
LOT_SQFT 134164
BATHS_DISPLAY —
ACRES 3.08
ALLLIST.DCID 5E979E135117066CE0631501030A6413
RAW_STATUS ACTV
CITY WOODSIDE
STREET_ADDRESS 307 Olive Hill
LATITUDE 37.434227
BUILDING_TYPE Detached
ALLLIST {'DCID': '5E979E135117066CE0631501030A6413'}
Details fetched: October 25 2026 10:55PM
First seen: 2026-10-25 22:47 UTC  |  Last updated: 2026-10-25 22:51 UTC
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