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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
Questions?

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

  • 11 Beds
  • 15 Baths
  • 18,535 Sqft
  • 2.44 Acres
  • 11 Beds
  • 15 Baths
  • 18,535 Sqft
  • 2.44 Acres

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.

Essential Information

  • MLS® #ML82038870
  • Price$28,995,000
  • Bedrooms11
  • Bathrooms15.00
  • Full Baths10
  • Half Baths5
  • Square Footage18,535
  • Acres2.44
  • Year Built1929
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive

Community Information

  • Address1200 Armsby Drive
  • Area699 - Not Defined
  • CityHillsborough
  • CountySan Mateo
  • Zip Code94010

Amenities

  • Parking Spaces8
  • # of Garages8
  • Has PoolYes
  • PoolIn Ground

Interior

  • InteriorCarpet, Tile, Wood
  • AppliancesDishwasher
  • HeatingElectric
  • CoolingNone
  • FireplaceYes
  • FireplacesFamily Room
  • # of Stories4

Exterior

  • RoofSlate
  • FoundationConcrete Perimeter

School Information

  • DistrictOther

Additional Information

  • Date ListedJuly 11th, 2026
  • Days on Market16
  • ZoningR10025

Listing Details

  • AgentJenn Gilson

Office

Golden Gate Sotheby's International Realty

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Jenn Gilson, Golden Gate Sotheby's International Realty.

Based on information from California Regional Multiple Listing Service, Inc. as of July 27th, 2026 at 8:56pm PDT. This information is for your personal, non-commercial use and may not be used for any purpose other than to identify prospective properties you may be interested in purchasing. Display of MLS data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals. Information from sources other than the Listing Agent may have been included in the MLS data. Unless otherwise specified in writing, Broker/Agent has not and will not verify any information obtained from other sources. The Broker/Agent providing the information contained herein may or may not have been the Listing and/or Selling Agent.