For Sale
Single family home for sale at 307 Olive Hl Ln, Woodside, CA 94062 | MLS# ML82065658 | Listing updated on 2026-10-24
Photo 1 of Single family home for sale at 307 Olive Hl Ln, Woodside, CA 94062 | MLS# ML82065658 | Listing updated on 2026-10-24
Photo 2 of Single family home for sale at 307 Olive Hl Ln, Woodside, CA 94062 | MLS# ML82065658 | Listing updated on 2026-10-24
Photo 3 of Single family home for sale at 307 Olive Hl Ln, Woodside, CA 94062 | MLS# ML82065658 | Listing updated on 2026-10-24
Photo 4 of Single family home for sale at 307 Olive Hl Ln, Woodside, CA 94062 | MLS# ML82065658 | Listing updated on 2026-10-24
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Listed by: (650) 888-0860 DRE #70001879 | Compass (650) 462-1111

$29,995,000

Monthly Est:$149,296

  • Beds Icon8 Beds
  • Beds Icon
    7 Baths
  • Beds Icon6,485sqft

307 Olive Hl Ln, Woodside, CA 94062

$149,296/moEst:

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  • Single Family Residence

  • Built in 1977

  • $-- HOA

  • 3.08 acres lot

  • $4,625/sq.ft

Description

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.

  • Houzeo last checked: 13 minutes ago
  • Listing updated: October 24, 2026 at 2:35 pm
  • Source: California Regional MLS-CA | MLS#: ML82065658 California Regional MLS-CA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    2

  • County

    San Mateo County

  • City

    Woodside

  • Neighborhood

    --

  • Year Built

    1977

  • HOA Fees

    -

  • Finished Area

    6,485 sqft

  • Lot Size

    3.08 acres lot

  • Basement Area

    - sqft

  • MLS Name

    California Regional MLS

  • MLS Number

    ML82065658

  • MLS Status

    Active

  • Days on Market

    7

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 8

    Bathrooms: 7

Interior

  • Appliances

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

  • Flooring

    Stone, Wood

  • Heating

    Central

  • Interior Features

    Breakfast Bar, Wine Cellar, Walk In Closets

  • Window Features

    Skylights

  • Cooling

    Central Air

Construction

  • Year Built

    Year Built: 1977

  • Home type

    Single Family Residence

  • Roof

    Tile

  • Architectural Style

    Mediterranean

Utilities & Energy

  • Parking Features

    Guest, Off Street

  • Fireplace Features

    Family Room, Gas Starter, Living Room, Outside

  • Water Source

    Public

  • Pool Features

    Heated, In Ground

Other Features

  • Patio And Porch Features

    Deck

Price History

DateEventPrice

10/24/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82065658

Price Decreased

$29,995,000 -14.29%

$4,625/sqft

05/22/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82038776

Off Market

$34,995,000

$5,396/sqft

05/22/2026

Source: mls_logoCalifornia Regional MLS-CA #ML82038776

Listed for Sale

$34,995,000 +276.29%

$5,396/sqft

06/28/2018

Source: mls_logoCalifornia Regional MLS-CA #ML81691967

Price Decreased

$9,300,000 -6.95%

$1,434/sqft

06/28/2018

Source: mls_logoCalifornia Regional MLS-CA #ML81691967

Sold

$9,995,000

$1,541/sqft

Nearby Homes

Based on information from California Regional Multiple Listing Service, Inc. as of Oct 31, 2026, 08:45PM and /or other sources. All data, including 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. Information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This website may not include listings or property addresses of sellers who have directed their listing brokers to withhold their listing or their property address from display on the Internet. © 2026 California Regional Multiple Listing Service. All Rights Reserved.

Advertising Broker: William Johnson DRE #01463271 | William Johnson Brokerage

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