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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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1955 Parkside Avenue, Hillsborough – $8,998,000

  • 4 Beds
  • 5 Baths
  • 4,020 Sqft
  • ½ Acres
  • 4 Beds
  • 5 Baths
  • 4,020 Sqft
  • ½ Acres

1955 Parkside Avenue

For the first time in over half a century, this remarkable family estate is opening its doors to a new chapter. Built in 1967 and held by the same family ever since, this is more than just a homeit is a rare opportunity to acquire a residence of incredible character and complete seclusion. The expansive floor plan is thoughtfully designed for both grand entertaining and intimate daily life, featuring four generous bedrooms along with three full and two half baths. Among its many refined living spaces is a sophisticated library, offering the perfect sanctuary for a home office or quiet reflection. Every room is bathed in natural light, creating a seamless connection between the interior and the breathtaking grounds outside. Set within a lush, private envelope, the property is defined by stunning curated gardens that create a verdant oasis. These meticulously maintained outdoor spaces provide a level of privacy that is increasingly rare, ensuring a serene retreat. Meticulously cared for and brimming with potential, this is a once-in-a-generation opportunity to acquire this remarkable estate and steward its beautiful legacy into a new era.

Essential Information

  • MLS® #ML82046534
  • Price$8,998,000
  • Bedrooms4
  • Bathrooms5.00
  • Full Baths3
  • Half Baths2
  • Square Footage4,020
  • Acres0.50
  • Year Built1967
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive

Community Information

  • Address1955 Parkside Avenue
  • Area699 - Not Defined
  • CityHillsborough
  • CountySan Mateo
  • Zip Code94010

Amenities

  • Parking Spaces3
  • # of Garages3

Interior

  • InteriorLaminate, Tile, Wood
  • Interior FeaturesWalk-In Closet(s)
  • CoolingNone
  • FireplaceYes
  • FireplacesGas Starter, Wood Burning
  • # of Stories2

Appliances

Double Oven, Dishwasher, Electric Cooktop, Refrigerator, Vented Exhaust Fan

Exterior

  • RoofShingle, Fiberglass
  • FoundationConcrete Perimeter

School Information

  • DistrictOther
  • ElementaryOther
  • MiddleOther
  • HighBurlingame

Additional Information

  • Date ListedMay 8th, 2026
  • Days on Market16
  • ZoningR10025

Listing Details

  • AgentGina Haggarty
  • OfficeCompass
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Gina Haggarty, Compass.

Based on information from California Regional Multiple Listing Service, Inc. as of May 25th, 2026 at 4:36pm 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.