1200 Jackling Drive, Hillsborough, CA

$40,000,000

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11

Beds

15

Baths

18,535

Square feet

5.36

Acres

About 1200 Jackling Drive

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.

Features of 1200 Jackling Drive

MLS® # ML81998825
Price $40,000,000
Bedrooms 11
Bathrooms 15.00
Full Baths 10
Half Baths 5
Square Footage 18,535
Acres 5.36
Year Built 1929
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 1200 Jackling Drive
Area 699 - Not Defined
City Hillsborough
County San Mateo
State CA
Zip Code 94010

Listing Map

Amenities

Utilities Other
Parking Spaces 8
Parking Carport, Gated
# of Garages 4
Garages Carport, Gated
Is Waterfront No
Has Pool No

Interior

Interior Carpet, Tile, Wood
Appliances Dishwasher, Refrigerator
Heating Electric
Has Basement No
Fireplace Yes
Fireplaces Living Room

Exterior

Roof Slate
Foundation Concrete Perimeter

School Information

District Other

Additional Information

Date Listed March 20th, 2025
Zoning R10025
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

AgentJenn Gilson
OfficeGolden Gate Sotheby's International Realty

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