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
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.
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