101 Robin Rd Hillsborough CA-large-007-0



The Golden Age of Hollywood for Today's Modern Silicon Valley


Bing Crosby in Hillsborough (National Pro-Am Golf Car) by Norton Pearl, 1965 © Norton Pearl Photography / San Mateo County Historical Association (2015.1.07299.2)

Own a true piece of Hillsborough and Hollywood history.

This grand English Country Manor on
3 stunning acres was once the home to famed movie star, Bing Crosby. Relive the glory of a
bygone era with 9,845 sqft, 10 bedrooms, 10.5 bathrooms, formal garden grounds, a stately
ballroom/living room, library, picturesque pool and a chauffer’s apartment. Located on one of
the most prestigious streets in Hillsborough and midway between San Francisco and Silicon
Valley, this grand estate is one of the Peninsula’s most talked about and sought-after residences
and entertaining spots. The property boasts a very private and serene setting with a gated
entrance and oak trees encircling the estate once called “Oak Lei” by the original owners.

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  • English Tudor built in 1930 and designed by J.K. Ballantine, Jr.  A major remodel including the kitchen, pantry, mud room, laundry room and bathrooms was completed in 2014 by Nyhus Design Group and ABW Construction.  Extensive floor refinishing was completed in 2021.  All upgrades were thoughtfully planned to respect the original architecture.

  • Incredible ballroom/living room with fireplace, secret bar room, large leaded glass picture window and three sets of French doors opening to terrace and covered porch.

  • Warm library/music room with English Pickled Pine walls and built-in book shelves and fireplace.

101 Robin Rd Hillsborough CA-print-005-0
101 Robin Rd Hillsborough CA-print-003-0
  • Formal Dining Room opening to terrace and lawn.

  • Gracious guest suite with new oak flooring and new Carrera Marble bathroom on main floor. 

  • Modern gourmet kitchen featuring custom inset white cabinetry, Wolf range, Sub Zero 36” refrigerator and 36” freezer, 2 Bosch dishwashers, Thermador 24” wine cooler, Bianco Carrera counters, Barroca Soapstone eat-in island, separate dining area with built-in banquet, and walk in pantry.


Co-Presented by Joey Oliva, Broker

OMARSHALL, Inc. Real Estate



DRE# 01936757

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