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255 Brentwood RoadHillsborough, CA 94010

For Sale

$10,995,000

Smart Buyer Rebate $109,950

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.

Listed by The Sharp Group

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License #70010101

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KW Advisors

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650-766-5333

Last updated May 21, 2026

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Source: MLSListings #ML82047705

Listing Facts

  • TypeSingle-family
  • NeighborhoodHillsborough Park
  • Bedrooms6
  • Days on Prevu30
  • Size5,290 sqft
  • Price per sqft$2,078

Amenities

  • Private Outdoor Space
  • Pets Allowed
  • Parking

Location

Mortgage Calculator

Listing History

05/18/2026
Listed by KW Advisors
$10,995,000

Property Details for 255 Brentwood Road

Exterior

Construction

  • Roof: Metal
  • Stories: 2
  • Year Built: 2019
  • Year Built Details: 6

Features

  • Patio And Porch Features: Back Yard, Balcony/Patio, Barbecue Area, Deck, Fire Pit

Measurements

  • Building Area Total: 5,290
  • Lot Size Acres: 0.59
  • Lot Size Area: 25,921
  • Lot Size Source: Assessor
  • Lot Size Square Feet: 25,921
  • Lot Size Units: Square Feet

Financial

Taxes

  • Parcel Number: 031-211-040

Interior

Features

  • Appliances: Cooktop - Gas, Dishwasher, Garbage Disposal, Hood Over Range, Microwave, Oven - Double, Refrigerator, Wine Refrigerator, Washer/Dryer
  • Fireplace Features: Gas Burning, Living Room, Outside
  • Fireplaces Total: 3
  • Flooring: Hardwood, Tile
  • Interior Features: High Ceiling, Walk-in Closet

Measurements

  • Living Area: 5,290

Rooms

  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bedrooms Total: 6

Other

Features

  • Accessibility Features: Elevator / Lift

Parking

Parking

  • Attached Garage: Yes
  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Attached Garage

Schools

Elementary School

  • Elementary School District: Hillsborough City Elementary

High School

  • High School District: San Mateo Union High

Utilities

Equipment

  • Cooling: Central Forced Air
  • Heating: Central Forced Air - Gas, Heating - 2+ Zones
  • Laundry Features: Inside
  • Sewer: Public Sewer
  • Utilities: Public Utilities, Water - Public
  • Water Source: Public

Frequently Asked Questions

How many bedrooms does this single-family home have?

There are 6 bedrooms in this single-family home at 255 Brentwood Road.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 255 Brentwood Road.

How does 255 Brentwood Road compare to other single-family homes in Hillsborough Park?

This single-family home is listed 120% above the average price for single-family homes in Hillsborough Park and has been on the market for 17 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 5,290 sqft.

255 Brentwood Road is a 6-bedroom single-family home for sale in Hillsborough CA 94010. On Prevu for 30 days at $10,995,000. This home features 5,290 square feet of living space, located in Hillsborough. The median listing price for single-family homes in this area is $4,988,800. Property amenities include private outdoor space, pets allowed, and parking. Explore more single-family home listings in Hillsborough.

Based on information from MLSListings™️ and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.