Woodside
307 Olive Hill Lane
$29,995,000
Listed by Brent & Mary Gull..., Compass, Listing Broker
Advertised by Kyle Shutts, Arbor Real Estate (Advertising Broker), DRE# 02060736
About This Property
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.
Property Details
Inquiries submitted through this site are answered by Kyle Shutts of Arbor Real Estate, the advertising broker, not the listing agent. Listing data provided by CRMLS. Information is deemed reliable but not guaranteed and should be independently verified. Square footage, lot size, and other details are approximate. This listing is subject to prior sale, change, or withdrawal without notice. Last updated .
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Meet Kyle
Kyle Shutts
Real Estate Professional
Whether you’re buying your first home, upgrading, or selling a high-value property, my goal is simple: to protect your interests, maximize your outcome, and make the experience as smooth and stress-free as possible.
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