$34,995,000
307 Olive Hill Lane, Woodside, CA 94062
879% above the Woodside median of $3.6M (21 active listings)
43% of Woodside listings have cut their price · half have been listed 102+ days
About this home
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
- Property type
- Single Family
- Year built
- 1977
- Lot size
- 134,164 sqft
- Garage spaces
- 4
- Stories
- 2
- Pool
- Yes
- View
- Hills,Mountains
- County
- San Mateo
- Listed
- 142 days ago
- MLS #
- 82038776
- Listed by
- Brent & Mary Gullixson · Compass
Features
- Detached Garage
- Electric Gate
- Guest / Visitor Parking
- Off-Street Parking
- Heating - 2+ Zones
- Central Forced Air
- Central AC
- Multi-Zone
- Fireplace: Family Room
- Fireplace: Gas Burning
- Fireplace: Gas Starter
- Fireplace: Living Room
- Fireplace: Other
- Flooring: Stone
- Flooring: Hardwood
- Roof: Tile
- High Ceiling
- Security Gate
- Skylight
- Video / Audio System
- Walk-in Closet
- Closed Circuit Monitoring (24-hour)
- Security Alarm
- Lot: Views
- Lot: Vineyard
- Utilities: Public Utilities
- Sewer: Existing Septic
- Water: Public
Questions about 307 Olive Hill Lane?
Talk to a GoReal advisor. Not a chatbot — a real person who knows this neighborhood.
Location
Approximate location based on the listing address.