307 Olive Hill LN, Woodside, CA 94062
307 Olive Hill LN, Woodside, CA 94062
307 Olive Hill LN, Woodside, CA 94062
307 Olive Hill LN, Woodside, CA 94062
307 Olive Hill LN, Woodside, CA 94062
307 Olive Hill LN, Woodside, CA 94062
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$ 29,995,000
Est. payment | /mo

8 Beds

7 Baths

6,485 SqFt


$ 29,995,000
Est. payment | /mo

8 Beds

7 Baths

6,485 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 6,485 sqft

Price per Sqft $4,625

MLS Listing ID ML82065658

Bedrooms 8

Full Baths 7

HOA Y/N No

Year Built 1977

Lot Size 3.080 Acres

Property Sub-Type Single Family Residence

Property 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.

Location

State CA

County San Mateo

Area 699 - Not Defined

Zoning R1003A

Interior

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

Heating Central

Cooling Central Air

Flooring Stone, Wood

Fireplaces Type Family Room, Gas Starter, Living Room, Outside

Fireplace Yes

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

Exterior

Parking Features Guest, Off Street

Garage Spaces 4.0

Garage Description 4.0

Pool Heated, In Ground

View Y/N Yes

View Hills, Mountain(s)

Roof Type Tile

Porch Deck

Total Parking Spaces 4

Building

Story 2

Water Public

Architectural Style Mediterranean

New Construction No

Schools

Elementary Schools Other

High Schools Woodside

School District Other

Others

Tax ID 072060700

Special Listing Condition Standard

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Listed by Brent & Mary Gull... Compass #70001879

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Why The Brandon Drew Group?

THIS IS OUR PURPOSE .
 
Named for our son. Built for your family. The Brandon Drew Group is a family-run mortgage firm in Rancho Cucamonga, California, named in memory of Robert and Colleen Olivas's son Brandon Drew. What started as a way to honor him became a calling — to make sure every family who walks through our door is treated with the same patience, honesty, and care we wish for our own. The story behind the name →

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307 Olive Hill LN