Connect

Find us on...

Dashboard

Login using...

Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
Questions?

307 Olive Hill Lane, Woodside – $34,995,000

  • 6 Beds
  • 5 Baths
  • 6,485 Sqft
  • 3.08 Acres
  • 6 Beds
  • 5 Baths
  • 6,485 Sqft
  • 3.08 Acres

307 Olive Hill Lane

One of Woodside's premier estates, encompassing nearly 10,000 square feet across all structures, this property offers exceptional scale, quality, and lifestyle, highlighted by a classically styled main residence and a brand-new guest house crafted with authentic European detail. The main home is luxuriously appointed across two levels, with nearly every room opening to the outdoors. A state-of-the-art theatre and a temperature-controlled wine cellar are just two of many standout features. The newly completed guest house pairs handmade roof tiles and Genoise eaves inspired by the South of France with state-of-the-art smart home technology. Designed for entertaining, the guest house opens to a new saltwater pool and spa and expansive limestone terrace with a full outdoor kitchen and easy catering access. A 310-vine Cabernet vineyard anchors the south-facing gardens, while heritage olive trees and oaks, a fragrant parterre rose garden, bountiful orchard, and raised vegetable beds enhance the estates agrarian beauty. The result is a property where timeless elegance and refined European living are masterfully expressed in an extraordinary private setting of more than 3 acres with western hill views. Main Residence 6,485 | Guest House 1,505 | Garage One 560 | Garage Two 520 | Gym 560

Essential Information

  • MLS® #ML82038776
  • Price$34,995,000
  • Bedrooms6
  • Bathrooms5.00
  • Full Baths5
  • 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
  • PoolHeated, In Ground

Interior

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

Interior Features

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

Appliances

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

Fireplaces

Family Room, Gas Starter, Living Room

Exterior

  • WindowsSkylight(s)
  • RoofTile

School Information

  • DistrictOther
  • ElementaryOther
  • HighWoodside

Additional Information

  • Date ListedApril 23rd, 2026
  • Days on Market2
  • ZoningR1003A

Listing Details

  • AgentBrent & Mary Gull...
  • OfficeCompass
Please provide a valid email address.

Brent & Mary Gull..., Compass.

Based on information from California Regional Multiple Listing Service, Inc. as of April 25th, 2026 at 8:35am 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.