1200 Jackling Drive , Hillsborough, CA 94010 - San Mateo County

A rare opportunity to own an iconic masterpiece, the Bing Crosby Estate is a breathtaking French chateau-style residence built in 1929. Nestled in prestigious Lower North Hillsborough, this 13,635 square foot estate (per floor plan artist) spans 5.38 acres across four parcels, offering an unparalleled blend of history and timeless elegance.

Originally commissioned by Lindsay Howard as a wedding gift, the estate was designed by acclaimed San Francisco architects John Bakewell Jr. and Ernest Weihe, renowned for their work on San Francisco City Hall.

In the early 1960s, Bing Crosby purchased the estate as a surprise for his wife, Kathryn. The Crosbys moved in December 1965 with their children, Harry Lillis Jr., Nathaniel, and Mary Frances. The couple embarked on extensive renovations, incorporating antiques from William Randolph Hearst’s collection, including a hand-carved wooden staircase banister and Georgian paneling from a 17th-century English manor home. Additionally, Kathryn Crosby commissioned renowned San Francisco artist Al Proom to decorate the dining room walls, further enhancing the home’s grandeur.

This remarkable estate boasts 11 bedrooms, 10 full bathrooms, and 5 half bathrooms, all meticulously preserving the exquisite craftsmanship and architectural details of 1920s French chateau design.

A true icon of elegance and history, the Bing Crosby Estate stands as a testament to refined luxury and an enduring legacy.