See the opulent Bing Crosby estate in Bay Area. It just sold for $25 million
'This property is one of Hillsborough's legacy estates with an extremely storied background and impeccable vintage craftsmanship,' Compass listing agent 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.'
Hillsborough is a wealthy town in San Mateo County, 20 miles south of San Francisco, California.
The 16,600-square-foot Bing Crosby Estate was listed for $40 million earlier this year after the late singer's second wife died in 2024.
The property is one of the top five sales in the history of Hillsborough, and largest since the Western White House closed for $23 million last year. Buljan also represented the buyer on that home.
Crosby purchased the estate in the early 1960s as an escape for his family from the Hollywood scene.
The eye-catching French chateau-style residence, built in 1929, sits on 5.4 acres. In a blend of history and elegance, businessman Lindsay Howard, son of horse-racing enthusiast and Seabiscuit owner Charles Howard, originally commissioned the estate to be built by architects John Bakewell Jr. and Ernest Weihe as a wedding gift for his wife Anita.
The Crosbys moved into the residence in December 1965 with their children, Harry Lillis Jr., Nathaniel and Mary Frances and embarked on extensive renovations, according to Sotheby's. The couple incorporated antiques from William Randolph Hearst's collection, including a hand-carved wooden staircase banister and Georgian paneling from a 17th-century English manor home.
Then, Kathryn Crosby commissioned renowned San Francisco artist Al Proom to decorate the dining room walls, adding more grandeur to the home.
This estate — with 11 bedrooms, 10 full bathrooms and 5 half bathrooms — has meticulously preserved craftsmanship and architectural details from the 1920s design.
The opulent home is highlighted with frescoes, ornate fireplaces and hand-carved woodwork. A smoking room contains a built-in bar. The library beckons with a large fireplace and built-in bookcases. In the dining room, a Venetian-glass chandelier hangs and hand-painted rose detailing adorns the walls.
There's a separate wing for staff.
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