1200 Armsby Drive Hillsborough, CA $ 28,995,000
1200 Armsby Drive
$ 28,995,000
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1200 Armsby Drive

Hillsborough, CA, 94010
$ 28,995,000
Bedrooms11 Baths10.5 Sq 18,535

Monthly Estimate*

$ 183,077

Listed by Golden Gate Sotheby's International Realty
1200 Armsby Drive, Hillsborough, CA 94010 - Image 1
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Single Family Home for sale in Hillsborough, CA

for $28,995,000 with 11 bedrooms and 10 full baths, 5 half baths. This 18,535 square foot home was built in 1929 on a lot size of 2.44.

A secluded trophy estate in the heart of highly coveted Lower North Hillsborough, this extraordinary 2.4+ acre property offers rare scale and privacy on one of the towns largest parcels. Originally designed by acclaimed architects John Bakewell Jr. and Ernest Weihe, the French Chateau-inspired residence was once home to Hollywood icon Bing Crosby and is rich with storied provenance, including connections to the legendary Seabiscuit and curated antique details from the Hearst Collection. Thoughtfully updated by the current owner, the home spans four levels and features 11 bedrooms, 10 full baths, and 5 half baths, blending grand architectural presence with a warm, livable layout. Designed for both intimate daily living and elegant entertaining, the floor plan includes multiple salons, a formal dining room, a wood-paneled library, a private office, and a distinct guest wing. The park-like grounds showcase sweeping lawns, a resort-style pool with fountains, and expansive open space, creating a serene and majestic setting. With its remarkable history, refined craftsmanship, and exceptional acreage, this is a truly irreplaceable legacy estate an unparalleled opportunity to own a landmark property from California's Golden Era.

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Single Family Active

Price

$ 28,995,000

Bedrooms

11

Full Bath

10

Half Bath

5

Property Type

Single Family

Taxes

$ 0

Style

Lot Size

2.44

Year Built

1929

Town/City

Hillsborough

County/Region

San Mateo

MLS | Web ID

ML82038870

Days on Market

1

Features
General
Living Area 18535
Sewer Public Sewer
Heating Electric
Cooling None
Roof Slate
Appliances Dishwasher
Zoning R10025
Garage Spaces 8
Pool Features In Ground
Year Built 1929
Property Subtype Single Family Residence
County San Mateo
New Construction false
Property Type Residential
HOA false
Attached Garage true
Garage Y/N true
Full Baths 10
Special Listing Conditions Standard
Status Active
Directions Cross Street: Jackling Drive
City Hillsborough
High School District Other
MLS Area 699 - Not Defined
Lot Size Units Square Feet
Lot Size Square Feet 106286
Spa Features In Ground
Property Attached Y/N false
Standard Status Active
Year Built Source Assessor
Property Sub Type Additional Single Family Residence
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Interior
Flooring Carpet Tile Wood
Fireplace Features Family Room
Total Stories 4
Common Walls No Common Walls
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 5
Total Bedrooms 11
Total Baths 15
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Exterior
Water Source Public
Total Parking 8
Lot Size Area 106286
Foundation Details Concrete Perimeter
Spa true
Lot Size Acres 2.44
Lot Size Source Other
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* Excluded Features
List By
Golden Gate Sotheby's International Realty

Broker

jenn@jenngilson.com

Email

Affordability Calculator

$183,077
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Monthly Principal & Interest
$183,077
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Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/11/2026$28,995,000 Listed Price

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1200 Armsby Drive, Hillsborough, CA, 94010 is a Single Family Home for sale at $28,995,000 with 18,535 sqft and a lot size of 2.44. 1200 Armsby Drive has 11 bedrooms, 10.5 baths, and was built in 1929. The property's zip code is 94010 which is in Hillsborough, CA