1200 Jackling Drive
Hillsborough, CA 94010
- 11 beds
- 15 baths
- 18,535 sqft
- ~5 acre lot
- $2,158 per sqft
- 1929 build
- – on site
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.
Last checked:
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Last updated Mar 21, 2025
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MLS# ML81998825 —
This home is listed in more than one place. See it here, and here.
The Building
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Year Built:1929
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Building Area Units:Square Feet
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Building Area Total:18535
Interior
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Interior Features:Family Room
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Kitchen Features:Dishwasher, Oven Built-in
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Flooring:Hardwood
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Fireplace:true
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Fireplaces Total:5
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Fireplace Features:Living Room
Room Dimensions
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Living Area:18535
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Living Area Units:Square Feet
Location
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Directions:The address shows as Jackling but is on Armsby Dri
The Property
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Property Type:Residential
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Property Subtype:Single Family Residence
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Exterior Features:Back Yard
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Parcel Number:027341070
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Zoning:R100
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Lot Size Area:5.3552
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Lot Size Acres:5.3552
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Lot Size SqFt:233273
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Lot Size Units:Acres
Listing Agent
- Contact info:
- Agent phone:
- (650) 642-6957
Beds
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Bedrooms Total:11
Baths
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Total Baths:15
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Full Baths:10
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Partial Baths:5
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Bath Includes:Bidet
The Listing
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Virtual Tour URL Branded:https://jenngilson.com/properties/1200-jackling-drive/
Heating & Cooling
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Heating:Electric
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Heating:true
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Cooling:Other
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Cooling:true
Utilities
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Water Source:Public
Appliances
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Appliances:Dishwasher
Schools
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High School District:San Mateo Union High
The Community
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Association:false
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Pool Private:false
Parking
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Garage:true
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Attached Garage:true
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Garage Spaces:4
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Carport:false
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Parking Features:Attached
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Covered Spaces:4
Monthly cost estimate
Asking price
$40,000,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$214,187
|
| Taxes | N/A |
| Insurance | $11,000 |
| Utilities | $699 See report |
| Total | $225,886/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
|
3/20/25
Mar 20, 2025
|
Listed / Active | BRIDGE | $40,000,000 |
