APRIL 2021
Modern-day Elegance Steeped in Grand History
ROBIN ROAD
Own a true piece of Hillsborough and Hollywood history. This grand English Country Manor on three stunning acres was once the home to famed movie star, Bing Crosby. Relive the glory of a bygone era with 9,845 square feet, 10 bedrooms, 10.5 bathrooms, stately public rooms including a magnificent ballroom/living room, a myriad of gracious private spaces, high ceilings, covered porches, sweeping grounds with expansive flat lawn, picturesque pool and terrace, and a chauffer’s apartment. Located on one of the most prestigious streets in Hillsborough and midway between San Francisco and Silicon Valley, this estate is one of the Peninsula’s most storied residences and grand entertaining venues. 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.
As the story goes, Bing Crosby had just finished a round of golf in Hillsborough when he was approached by the original owners and spontaneously invited to see the house. As soon as Bing saw the grand foyer with the wide oak staircase and impressive leaded glass picture window and door looking out to the tremendous lawn, the home was sold. There is no doubt that the ballroom was the scene of “White Christmas” sing-a-longs during the Crosby’s holiday season.
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The estate’s grand ballroom tradition continues with its current owners’ appreciation and love of the songs Bing made famous. Through her organization, Jazz at the Ballroom, Ms. Roche has hosted everyone from the legendary Freddy Cole to famous Grammy-winning trumpeter Chris Botti and The Hot Sardines. The non-profit continues its philanthropic work today with yearly donations and concerts benefitting music education in schools throughout the Bay Area. Much like the house itself, the organization's shows are memorable and timeless. You can read more about Jazz at the Ballroom at www.jazzattheballroom.com.
The oak-studded grounds with mature gardens and lots of space to explore combined with a grand English Manor make this home a magical enclave.
Highlights:
• 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.
• 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.
• Office and family room/playroom on main floor.
• Primary bedroom suite on second floor with two full bathrooms and walk-in closet all overlooking gardens.
• 5 additional bedrooms on second floor including 3 full suites.
• Bunk room, full bath, and playroom on third floor.
• Heated pool surrounded by large terrace perfect for lounging and entertaining.
• 3-car garage with a one-bedroom apartment above.
THE WALLY BAR
A grand piano from Piedmont Piano Co. is a staple in the stately ballroom.
Jazz artist Konrad Paszkudzki plays piano poolside at a Jazz at the Ballroom summer concert. Photo provided by Jazz at the Ballroom.
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)