Homes for sale - 1200 Jackling Drive, Hillsborough, CA 94010

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Debbi DiMaggio Betta

Real Estate Professional

debbi.dimaggio@corcoranicon.com +1(510) 414-6777

$ 40,000,000

Est. payment | -/mo

11 Beds

12.5 Baths

18,535 SqFt

Save

$ 40,000,000

Est. payment | -/mo

Save

11 Beds

12.5 Baths

18,535 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 18,535 sqft

Price per Sqft $2,158

MLS Listing ID ML81998825

Bedrooms 11

Full Baths 10

Half Baths 5

HOA Y/N No

Year Built 1929

Lot Size 5.355 Acres

Acres 5.3552

Property Sub-Type Single Family Residence

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.

Location

State CA

County San Mateo

Zoning R100

Interior

Interior Features Family Room, Formal Dining Room

Heating Electric, Natural Gas

Cooling Other

Flooring Hardwood, Tile, Other

Fireplaces Number 5

Fireplaces Type Living Room, Other

Fireplace Yes

Appliance Dishwasher, Oven

Exterior

Exterior Feature Back Yard

Garage Spaces 4.0

Private Pool false

Building

Water Public

New Construction No

Schools

School District San Mateo Union High

Others

Tax ID 027341070

© 2025 BEAR, CCAR, bridgeMLS. This information is deemed reliable but not verified or guaranteed. This information is being provided by the Bay East MLS or Contra Costa MLS or bridgeMLS. The listings presented here may or may not be listed by the Broker/Agent operating this website.

Listed by Jenn Gilson • Golden Gate Sotheby's International Realty

GET MORE INFORMATION

Debbi DiMaggio Betta

REALTOR | Partner | Lic# 01047447

debbi.dimaggio@corcoranicon.com

+1(510) 414-6777

342 Highland Ave, Piedmont, CA, 94611, USA

1200 Jackling Drive Hillsborough, CA 94010

Debbi DiMaggio Betta

Key Details

Location

Interior

Exterior

Building

Schools

Others

1200 Jackling Drive