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Shawn Bengtson

Office Broker - DRE 01236964

  • Office 760-805-7199
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255 Brentwood Road, Hillsborough – $10,995,000

  • 6 Beds
  • 6 Baths
  • 5,290 Sqft
  • .6 Acres
  • 6 Beds
  • 6 Baths
  • 5,290 Sqft
  • .6 Acres

255 Brentwood Road

Located in desirable lower South Hillsborough, 255 Brentwood offers modern design, vaulted ceilings, exceptional natural light throughout, and seamless indoor-outdoor living. A striking front entry opens to a bright, welcoming foyer, leading into thoughtfully designed living spaces filled with natural light. The open kitchen and dining area serves as the heart of the homeperfect for both everyday living and entertainingfeaturing Miele appliances, two dishwashers, a pantry, and seamless flow to a built-in bar with wine fridge. The main level includes a casual living room, two en-suite bedrooms, and a stunning formal living room wrapped in glass doors and windows with direct access to the backyard. A private elevator connects all levels, offering ease and convenience throughout the home. The lower level offers added flexibility with a bedroom, mudroom, and wine room. Upstairs, the private primary suite features its own balcony, creating a peaceful retreat, while two additional en-suite bedrooms with generous closets complete the level. Outdoor spaces are designed for true California living, featuring a sport court, putting green, outdoor kitchen, sound system, curated lighting, four fireplaces, and beautifully landscaped grounds with a blend of turf and grass.

Essential Information

  • MLS® #ML82047705
  • Price$10,995,000
  • Bedrooms6
  • Bathrooms6.00
  • Full Baths5
  • Half Baths1
  • Square Footage5,290
  • Acres0.60
  • Year Built2019
  • TypeResidential
  • Sub-TypeSingle Family Residence
  • StatusActive

Community Information

  • Address255 Brentwood Road
  • Area699 - Not Defined
  • CityHillsborough
  • CountySan Mateo
  • Zip Code94010

Amenities

  • Parking Spaces2
  • # of Garages2

Interior

  • InteriorTile, Wood
  • Interior FeaturesWalk-In Closet(s), Wine Cellar
  • CoolingCentral Air
  • FireplaceYes
  • FireplacesLiving Room, Outside
  • # of Stories2

Appliances

Double Oven, Dishwasher, Gas Cooktop, Disposal, Microwave, Refrigerator, Range Hood

Exterior

  • RoofMetal
  • FoundationConcrete Perimeter

School Information

  • DistrictOther

Additional Information

  • Date ListedMay 18th, 2026
  • Days on Market2
  • ZoningR10025

Listing Details

  • AgentThe Sharp Group
  • OfficeKW Advisors
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The Sharp Group, KW Advisors.

Based on information from California Regional Multiple Listing Service, Inc. as of May 20th, 2026 at 12:47am 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.