$40,000,000
11 Bed
15 Bath
18,535
5.36 Acre Lot

1200 Jackling Drive, Hillsborough, California 94010

  • Residential Property Type
  • 18,535 Square Footage
  • Carport Cars Garage
  • 1929 Year Built
Property Description

A private estate in the highly coveted Lower North Hillsborough, this trophy property spans 5.36 acres across four separate parcels, offering exceptional privacy, expansion potential, and investment value. Designed by renowned architects John Bakewell Jr. & Ernest Weihe, this French chateau-style masterpiece became home to Hollywood legend Bing Crosby. With ties to the legendary racehorse Seabiscuit and antique elements sourced from the Hearst Collection, this estate is truly one-of-a-kind. The residence includes 11 bedrooms, 10 full bathrooms, and 5 half bathrooms across four levels. A family-friendly floor plan, designed for both comfortable living and grand entertaining, includes multiple salons, a formal dining room, a paneled library, a private office, and a separate guest wing. Stunning architectural details include Rococo plasterwork, intricate millwork, and imported European antiques many hand-selected by Bing Crosby himself. The expansive estate grounds once housed Seabiscuit’s stables and now feature lush gardens, serene walking paths, and endless opportunities for outdoor entertaining. With rare historical significance, unparalleled elegance, and extraordinary scale, this is a legacy estate a once-in-a-lifetime opportunity to own a piece of Californias Golden Era.

Basic Details
Residential
For Sale
ML81998825
$40,000,000
11
15
5
18,535
1929
5.36 Acre
Active
10
Single Family Residence
: Slate
Features
: Electric
: Living Room
: Carport, Gated
4.0
: Carpet, Tile, Wood
: Other
$0
Appliances
: Dishwasher, Refrigerator
Address Map
CA
San Mateo
Hillsborough
94010
Jackling
1200
Drive
W123° 37' 42.8''
N37° 34' 45.1''
The address shows as Jackling but is on Armsby Drive. Cross Street: Armsby Drive
699 - Not Defined
R10025
Neighborhood
Other
Additional Information
$0
$0
$0
$0
$0
1
: Concrete Perimeter
4.0
2025-03-20
https://jenngilson.com/properties/1200-jackling-drive/
: Public
Broker/Agent Information
Golden Gate Sotheby's International Realty
Jenn Gilson
Listing Information
ML5083304
ML39580
Active
2025-03-21T02:37:58Z
CRMLS
: Standard
2025-03-20T07:31:05Z
Agent info
Ray Millman
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Contact Agent
Contact Us
ray@millmanteam.com 310.375.1069