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$28,995,000
15 Days On Site

1200 Armsby Drive
Hillsborough, CA 94010

For Sale|Single Family Residence|Active
11
Beds
12.5
Total Baths
10
Full Baths
5
Partial Baths
18,535
SqFt
$1,564
/SqFt
1929
Built
County:
San Mateo
Listed by of Jenn Gilson of Golden Gate Sotheby's International Realty (650) 642-6957
Call Now: (408) 868-2620
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(408) 868-2620
1200 Armsby Drive1200 Armsby Drive1200 Armsby Drive1200 Armsby Drive
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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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Listing Snapshot
Price 
$28,995,000
Days On Site 
15 Days
Bedrooms 
11
Inside Area (SqFt) 
18,535 sqft
Total Baths 
12.5
Full Baths 
10
Partial Baths 
5
Lot Size 
2.4 Acres
Year Built 
1929
MLS® Number 
ML82038870
Status 
Active
Property Tax 
N/A
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
2 weeks agoListing first seen on site
General Features
Acres 
2.4
Attached Garage 
Yes
Cross Street 
Jackling Drive
Disclosures 
NHDS Report
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
8
Number Of Stories 
4
Parking 
Attached
Property Sub Type 
Single Family Residence
Sewer 
Public Sewer
SqFt Total 
18535
Water Source 
Public
Zoning 
R10025
Interior Features
Appliances 
DishwasherBuilt-In Range
Fireplace 
Yes
Fireplace Features 
Family RoomOtherMaster Bedroom
Fireplaces 
5
Flooring 
OtherTileCarpetWoodHardwood
Heating 
Natural GasElectric
Spa 
Yes
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Exterior Features
Pool Features 
In Ground
Roof 
Slate
Spa 
Yes
Spa Features 
In Ground
Community Features
School District 
San Mateo Union High
Schools
School District
San Mateo Union High
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listed by of Jenn Gilson of Golden Gate Sotheby's International Realty (650) 642-6957



The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListings™ MLS system. Real estate listings held by brokerage firms other than eXp Realty are marked with the Internet Data Exchange icon and detailed information about them includes the names of the listing brokers and listing agents. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Copyright 2026, MLS Listings, Inc..
Last checked: 2026-07-27 08:27 AM UTC

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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