Bing Crosby’s Grand Bay Area Estate Changes Hands After 60 Years in His Family

Legendary crooner Bing Crosby’s longtime Bay Area home has sold for $25 million after it listed earlier this year for $40 million. While the buyer scooped it up for a significant discount from the Crosby family, this transaction marks the town of Hillsborough’s biggest home sale in the past two-and-a-half years.

“It is an honor and privilege to have represented the Crosby family in the sale of this iconic property. Preparing a home of this stature and bringing it to market is our specialty, and we knew we could expose this one-of-a-kind offering to potential affluent buyers from around the globe to down the block,” says listing agent Jenn Gilson of Golden Gate Sotheby’s International Realty. “Ultimately, the home was purchased by a local Hillsborough resident with an appreciation for architecture and real estate.”

In 1965, late entertainer bought the 11-bedroom mansion for his second wife, Kathryn Grant. The couple raised their children there and the property stayed in the family, only put up for sale following Grant’s passing. San Francisco architects John Bakewell Jr. and Ernest Weihe (behind San Francisco City Hall) designed the French chateau-style home back in 1929. It spans 14,000 square feet, includes a library, smoking room, and staff rooms. Old world details, like ornate moldings, wood paneling, and crystal chandeliers fill the spaces and forever harken to the Roaring 20s era.

“This property is one of Hillsborough’s legacy estates with an extremely storied background and impeccable vintage craftsmanship. The buyer is a Hillsborough local with an appreciation for classic properties, adamant about maintaining the character and history into the next generation,” says Alex Buljan of Compass, who represented the buyer, along with Pierre Buljan.