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.
Features
8 bedrooms
7 bathrooms
directions_car4 carspaces
directions_car4 garage spaces
6485 sq. ft. floor area
crop_free134164 sq. ft. lot size
cottageSingle-Family
Property history for 307 Olive Hill Ln
2018
Sold
$9,300,000
28 Jun 2018 by Erika Demma, of Coldwell Banker Realty
2010
Sold
$8,000,000
29 Nov 2010 by Heidi Johnson, of Compass
Happy sellers in Woodside
80%
sentiment_satisfied
80% of sellers in Woodside reported that their sale price either exceeded or met their price expectations.
Woodside stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.
This is based on voluntary sentiment collected from 3 reviews in Woodside over the last 12 months.
Local market activity for 8 bedroom single-family properties in Woodside
Sold
For Sale
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