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Photos: Bing Crosby's historic California estate sells for $25 million

Photos: Bing Crosby's historic California estate sells for $25 million

A historic Hillsborough estate once owned by Bing Crosby has sold for $25 million, more than a third below its original asking price but still one of the most expensive residential sales in the town's history.
The property at 1200 Jackling Drive, a 14,000-square-foot French chateau-style mansion on 5 acres, was listed in January for $40 million following the death of Crosby's widow, Kathryn Grant, in 2024. The deal closed Thursday, June 12, according to Compass agents Alex and Pierre Buljan, who represented the buyer.
'This property is one of Hillsborough's legacy estates with an extremely storied background and impeccable vintage craftsmanship,' Alex Buljan said in a statement. 'The buyer is a Hillsborough local with an appreciation for classic properties, adamant about maintaining the character and history into the next generation.'
Originally built in 1929 for the Howard family, owners of the racehorse Seabiscuit, the home was purchased by Crosby in the 1960s as a retreat from Hollywood. The singer lived there until he died in 1977, and the estate remained in the family until this year.
The mansion includes 11 bedrooms, a library, a smoking room and a staff wing. Architectural features include antique paneling and a 17th century staircase acquired by the Howards from William Randolph Hearst's collection.
'If the product that a buyer is looking for is there, it is going fast,' she said.
The sale is Hillsborough's highest-priced residential deal since the Western White House sold for $23 million last year, and ranks among the top five in the town's history.
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