$34,995,000

307 Olive Hill Lane, Woodside, CA 94062

  • 6 beds |
  • 5 baths |
  • 6,485 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1977
  • Property Lot Size Icon3.08acre lot
  • Property Parking Icon 4 car garage
  • Property Price Per Square Feet Icon $5,396/sqft
  • Property List Date Icon Listed 27 days ago

Property Description

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

Listing Status:
Active
Date Added:
April 23, 2026
Data Last Updated:
May 20, 2026 at 5:17PM
Listing Office:
Compass : (650) 462-1111
Listing Agent:
Brent & Mary Gull... : 650-888-0860
MLS ID:
ML82038776
  • General: Breakfast BarWine CellarWalk-In Closet(s)
  • Appliances: DishwasherGas CooktopDisposalMicrowaveRefrigeratorVented Exhaust Fan
  • Flooring: StoneWood
  • A/C: Central Air
  • Heating: Central
  • Fireplace: Family RoomGas StarterLiving RoomFireplace
  • General: HeatedIn Ground
  • Style: Mediterranean
  • Other Structures: Deck
  • Pool: HeatedIn Ground
  • Parking: GuestOff StreetParking spaces: 4
  • Roofing: Tile
  • Windows: Skylight(s)
  • General: 2
  • Originating MLS: CRMLS_MLSL
  • School District: Other
  • County: San Mateo
  • Zoning: R1003A072060700
  • View: HillsMountain(s)View
  • Water: Public
  • Source: CRMLS_MLSL

This listing courtesy of Brent & Mary Gull... , Compass

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

Ready to Start a VA Loan?

Get Started Veterans United Home LoansNMLS #1907  †
Get Prequalified »
Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.

Location