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.
Your path to home ownership starts here. Let us help you calculate your monthly costs.
MLS #
ML81998825
MLS Source
MLSListings, Inc.
Days on Site
4
Bathrooms
Bidet, Primary - Sunken Tub, Shower and Tub, Tub in Primary Bedroom
Appliances
Dishwasher, Oven - Built-In, Refrigerator
Dining Room
Breakfast Room, Formal Dining Room
Family Room
Separate Family Room
Fireplace
Living Room, Primary Bedroom, Other
Flooring
Carpet, Hardwood, Other, Tile
Laundry
In Utility Room
Cooling
Other
Heating
Electric, Gas
Roof
Slate
Foundation
Concrete Perimeter
Garage/Parking
Attached Garage, Carport, Enclosed, Gate/Door Opener, Garage: 4 Car(s)
Elementary District
Hillsborough City Elementary
High School District
San Mateo Union High
Water
Public
Zoning
R10025
Schools | Type | Grades | Distance | Rating |
---|---|---|---|---|
Bsd Preschool | public | UG | 0.13 mi | N/A |
Roosevelt Elementary School | public | K-5 | 0.13 mi | |
Hoover Elementary | public | K-5 | 0.56 mi | |
Lincoln Elementary School | public | K-5 | 0.71 mi | |
McKinley Elementary School | public | K-5 | 0.81 mi | |
North Hillsborough School | public | K-5 | 0.84 mi | |
Burlingame Intermediate School | public | 6-8 | 1.00 mi | |
Crocker Middle School | public | 6-8 | 1.01 mi | |
Franklin Elementary School | public | K-5 | 1.14 mi | |
Peninsula High | public | 9-12 | 1.29 mi | N/A |
Peninsula High (Continuation) | public | 9-12 | 1.29 mi | |
Spring Valley Elementary School | public | K-5 | 1.33 mi | |
Burlingame High School | public | 9-12 | 1.36 mi | |
Mills High School | public | 9-12 | 1.45 mi | |
Washington Elementary School | public | K-5 | 1.68 mi | |
San Mateo Park Elementary School | public | K-5 | 1.73 mi | |
West Hillsborough School | public | K-5 | 2.05 mi | |
Taylor Middle School | public | 6-8 | 2.20 mi | |
South Hillsborough School | public | K-5 | 2.22 mi | |
San Mateo High School | public | 9-12 | 2.30 mi |
1200 Jackling Dr is a Single Family Residence in Hillsborough, CA 94010. This 18,535 square foot property sits on a 5.355 Acres Lot and features 11 bedrooms & 10 full and 5 partial bathrooms. It is currently priced at $40,000,000 and was built in 1929.
This address can also be written as 1200 Jackling Dr, Hillsborough, CA 94010.©2025 MLSListings Inc. All rights reserved. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Information provided is for personal, non-commercial use by the viewer and may not be redistributed without explicit authorization from MLSListings Inc.
Presently MLSListings.com displays Active, Contingent, Pending, and Recently Sold listings. Recently Sold listings are properties which were sold within the last three years. After that period listings are no longer displayed in MLSListings.com. Pending listings are properties under contract and no longer available for sale. Contingent listings are properties where there is an accepted offer, and seller may be seeking back-up offers. Active listings are available for sale.
This listing information is up-to-date as of March 21, 2025. For the most current information, please contact Jenn Gilson, (650) 642-6957