1200 Armsby Drive, Hillsborough, CA

$28,995,000

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11

Beds

15

Baths

18,535

Square feet

2.40

Acres

About 1200 Armsby Drive

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.

Features of 1200 Armsby Drive

MLS® # ML82038870
Price $28,995,000
Bedrooms 11
Bathrooms 15.00
Full Baths 10
Half Baths 5
Square Footage 18,535
Acres 2.40
Year Built 1929
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 1200 Armsby Drive
City Hillsborough
County San Mateo
State CA
Zip Code 94010

Amenities

Parking Attached
# of Garages 8
Is Waterfront No
Has Pool No

Interior

Interior Features Family Room, Formal Dining Room
Appliances Dishwasher
Heating Electric, Natural Gas
Cooling None
Fireplace No
# of Fireplaces 5
Fireplaces Family Room, Other
Stories Three or More Stories

School Information

District San Mateo Union High

Additional Information

Date Listed July 11th, 2026
Zoning R100
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

AgentJenn Gilson
OfficeGolden Gate Sotheby's International Realty

Listing Map

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