485 Whiskey Hill Rd

Woodside, California, 94062


$2,578 per ft²
$2,578 per ft²
 - For Sale
12 Beds
14 Full Baths
19,000 ft²
Built 2012
The most awe-inspiring compound in Silicon Valley is located on three knoll top level parcels totaling over 11 acres with commanding views of the Santa Cruz Mountain range and the 272-acre Horse Park at Woodside. Less than a mile away is the town center and iconic Sand Hill Road. This compound with a rich history features two main residences, three guest homes, a tennis pavilion, a strikingly handsome multi-purpose, finished barn converted to a ballroom or meeting facility, several garages, soccer field, tennis court, oversized pool, a kid’s playground “fort”, manicured grounds and much more. It is all surrounded by native specimen trees, meandering paths, and several private drives. The centerpiece of this first ever offering is the twenty-first century version of the Bernard Maybeck original that was built on this site 100 years ago. Built in 2012, it is a craftsman design like no other. Breathtaking architecture has a “live in sculpture” feel with a timeless elegance that will be admired for generations. The home is a quintessential California indoor-outdoor configuration with walk-out doors/windows on all four sides that lead to the multitude of verandas supported by impressive rough cut timber columns that create luxurious and comforting exterior living areas. The second main house has been beautifully updated with over 5100 sq. ft. of living space, five bedrooms, five baths, beamed ceilings, embellished millwork, a private office and a light filled three car garages befitting an artist studio, an oversized covered and heated pool, all overlooking Silicon Valley’s premier equestrian facility. Architect's Introduction Long enjoyed for its comfortable climate the knoll was chosen in 1920 as the location for a small country retreat by James J Fagan, then vice president of Crocker Bank noted Bay Area architect Bernard Maybeck was selected to design a beautiful home and guest house linked by trellises and courts incorporating the existing oaks and grounds into the building's layout. The highlight of the design was a wonderfully simple yet elegant main pavilion that served as the central gathering space functioning as an indoor-outdoor living room with the adjacent trellised courtyard. Over the years the property fell into decline and the Maybeck buildings were remodeled so carelessly that they became all but unidentifiable. With the structure literally in danger of collapse the current owners purchased the property in 2002 with the intent to restore it to its former glory. An architectural work of art is difficult to renovate in the best of circumstances. The condition of the building and a recalcitrant local planning commission was the challenge when Joel Peterson commissioned me in 2006 to design a large family home around the main pavilion. The last remaining piece of the Maybeck design that was salvageable The main pavilion was perfectly located on the property and has become the centerpiece of the new home you see today taking cues from Maybeck’s original vision the new family room and bedroom wings, connected by the new foyer and main hall seamlessly engaged the restored pavilion while embracing new outdoor spaces on all sides The hemispherical trellises replace the original at the main courtyard and pay homage to the genius of the original design by reintegrating the pavilion to its surroundings, extensively landscaping connects the new oak and acorn pavilions and ties together the barns and remainder of the property to create rich and diverse gardens Working with the Peterson family has been a wonderful experience. Design and construction are difficult processes. It also takes a large amount of patience and fortitude to accomplish something on this scale. I am as pleased to have designed this domicile as the current owners are to own it and I'm sure Mr. Maybeck would be pleased too.” Francis Gough- Architect
Briggs Freeman Sotheby’s International Realty
Winchester & Steitle Group

Interior Features

Kitchen Appliances
Dryer, Washer
Kitchen Features
Gourmet Kitchen, Granite Countertops, Marble Countertop
Total Bedrooms
Full Bathrooms
Half Bathrooms
Interior Features
High Tech Cabling, Wine Cellar, Exercise Area, In-law Suite, Screen Room, In-Home Gym
Floor Description
Tile, Hardwood
Central /, /

Exterior/Building Features

Exterior Features
Guest House, Gardens, Barn/Stable, Storage Shed, Balcony / Lanai, Porch, Deck, Terrace, Patio
Architectural Style

Other Property Details

Attached Garage
San Mateo County

Property History


Courtesy of Art Sharif

Based on information from Sotheby's International Realty (SIR) as of 6/21/21. 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. The 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 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. 

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Data last updated 8:45 AM UTC, 6/21/21

Briggs Freeman Sotheby’s International Realty
Winchester & Steitle Group
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