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Woodside, CA

$34,995,000

307 Olive Hill Lane, Woodside, CA
6
Beds
5
Baths
6,485
Sq Ft
1977
Built
58
Days listed

About this home

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

Facts & features

Interior
Bedrooms
6
Bathrooms
5 full
Living area
6,485 sq ft
Interior features
Breakfast Bar, Wine Cellar, Walk In Closets
Appliances
Dishwasher, Gas Cooktop, Disposal, Microwave, Refrigerator, Vented Exhaust Fan
Flooring
Stone, Wood
Fireplace
Family Room, Gas Starter, Living Room
Heating
Central
Cooling
Central Air
Spa
Heated, In Ground
Exterior & lot
Lot size
3.08 acres (134,164 sq ft)
Pool
Heated, In Ground
View
Hills, Mountains
Architectural style
Mediterranean
Year built
1977
Parking
Guest, Off Street
Parking spaces
4
Community
Area
699 - Not Defined
County
San Mateo
Listing details
Status
Active
Property type
Single Family Residence
Days on market
58
Listed
2026-04-23
Parcel #
072060700
MLS #
ML82038776
Listed by
Brent & Mary Gull... · Compass

Location

Price history

Listed
$34,995,000 · 2026-04-23
Days on market
58
Current price
$34,995,000
Financing

Could this home be yours?

Estimated monthly payment
$219,531
$176,954 principal & interest · $42,577 taxes & insurance
$6,999,000
Estimate only
Loan $27,996,000

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Estimated value range nearby
$28,645,866$33,627,755

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Listing data provided by CRMLS

Listing courtesy of Compass. © 2026. The multiple listing data appearing on this website is owned and copyrighted by California Regional Multiple Listing Service, Inc. ("CRMLS") and is protected by all applicable copyright laws. Information provided is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. All data, including but not limited to all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. The listing broker's offer of compensation is made only to participants of the MLS where the listing is filed. Last updated July 26, 2026 Equal Housing Opportunity.

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