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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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307 Olive Hill Lane, Woodside – $34,995,000

  • 8 Beds
  • 7 Baths
  • 6,485 Sqft
  • 3.08 Acres
  • 8 Beds
  • 7 Baths
  • 6,485 Sqft
  • 3.08 Acres

307 Olive Hill Lane

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.

Essential Information

  • MLS® #ML82038776
  • Price$34,995,000
  • Bedrooms8
  • Bathrooms7.00
  • Full Baths7
  • Square Footage6,485
  • Acres3.08
  • Year Built1977
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StyleMediterranean
  • StatusActive

Community Information

  • Address307 Olive Hill Lane
  • Area699 - Not Defined
  • CityWoodside
  • CountySan Mateo
  • Zip Code94062

Amenities

  • Parking Spaces4
  • ParkingGuest, Off Street
  • # of Garages4
  • GaragesGuest, Off Street
  • ViewHills, Mountain(s)
  • Has PoolYes
  • PoolIn Ground, Heated

Interior

  • InteriorWood, Stone
  • HeatingCentral
  • CoolingCentral Air
  • FireplaceYes
  • # of Stories2

Interior Features

Breakfast Bar, Walk-In Closet(s), Wine Cellar

Appliances

Dishwasher, Gas Cooktop, Disposal, Microwave, Refrigerator, Vented Exhaust Fan

Fireplaces

Family Room, Living Room, Gas Starter

Exterior

  • WindowsSkylight(s)
  • RoofTile

School Information

  • DistrictOther
  • ElementaryOther
  • HighWoodside

Additional Information

  • Date ListedApril 23rd, 2026
  • Days on Market133
  • ZoningR1003A

Listing Details

  • AgentBrent & Mary Gull...
  • OfficeCompass
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Brent & Mary Gull..., Compass.

Based on information from California Regional Multiple Listing Service, Inc. as of September 4th, 2026 at 2:42pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.