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Listed by Jenn Gilson • Golden Gate Sotheby's International Realty
$ 28,995,000
Est. payment | /mo
11 Beds
15 Baths
18,535 SqFt
$ 28,995,000
Est. payment | /mo
11 Beds
15 Baths
18,535 SqFt
Key Details
Property Type Single Family Home
Sub Type Detached
Listing Status Active
Purchase Type For Sale
Square Footage 18,535 sqft
Price per Sqft $1,564
MLS Listing ID ML82038870
Bedrooms 11
Full Baths 10
HOA Y/N No
Year Built 1929
Lot Size 2.440 Acres
Property Sub-Type Detached
Source Datashare MLSListings
Property Description
A secluded trophy estate in the heart of highly coveted Lower North Hillsborough, this extraordinary 2.4+ acre property offers rare scale and privacy on one of the towns largest parcels. Originally designed by acclaimed architects John Bakewell Jr. and Ernest Weihe, the French Chateau-inspired residence was once home to Hollywood icon Bing Crosby and is rich with storied provenance, including connections to the legendary Seabiscuit and curated antique details from the Hearst Collection. Thoughtfully updated by the current owner, the home spans four levels and features 11 bedrooms, 10 full baths, and 5 half baths, blending grand architectural presence with a warm, livable layout. Designed for both intimate daily living and elegant entertaining, the floor plan includes multiple salons, a formal dining room, a wood-paneled library, a private office, and a distinct guest wing. The park-like grounds showcase sweeping lawns, a resort-style pool with fountains, and expansive open space, creating a serene and majestic setting. With its remarkable history, refined craftsmanship, and exceptional acreage, this is a truly irreplaceable legacy estate an unparalleled opportunity to own a landmark property from California's Golden Era.
Location
State CA
County San Mateo
Interior
Heating Electric, Natural Gas
Cooling None
Flooring Hardwood, Tile, Wood, Other
Fireplaces Number 5
Fireplaces Type Family Room, Other
Fireplace Yes
Appliance Dishwasher
Exterior
Garage Spaces 8.0
Private Pool true
Building
Story 3
Water Public
Schools
School District San Mateo Union High, Hillsborough City Elementary

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Cara R. Cavanaugh
REALTOR® | Lic# 02053422






