For more information, visit https://ggsir.link/4v6
Presented by Golden Gate Sotheby’s International Realty
Listed by Charles Griffith
+1 415.672.3263
Lic.# 01899593
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 +/- 10,000 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.
The estate’s grand ballroom tradition continues with its current owners’ appreciation and love of the songs Bing made famous. Through their organization, Jazz at the Ballroom, the home has hosted everyone from the legendary Freddy Cole to famous Grammy-winning trumpeter Chris Botti and The Hot Sardines.
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
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Listing ID: RK2P3V
A landmark piece of Peninsula property is on the sales block with the listing of Bing Crosby’s family home in Hillsborough for $13.75 million.
The 3-acre property at 101 Robin Road was built in 1930 and purchased in 1963 by the award-winning actor, entertainer and crooner most famous for singing his classic rendition of “White Christmas.”

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