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$10,995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 5,290 Sq. Ft.
  • 2 Car Garage
  • Updated 3 hours ago
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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.

Full Property Details for 255 Brentwood Rd

General

  • Price: $10,995,000
  • Status: Active
  • Type: Single Family
  • Source: RE_Infolink
  • MLS ID: ML82047705
  • Updated: 5/19/2026
  • Added to Site: Today

Interior

  • Rooms/Areas: Formal Entry, Laundry Room, Mud Room, Wine Cellar / Storage
  • Interior Features: High Ceiling , Walk-In Closet
  • Fireplace(s): Gas-Burning, Living Room, Outside
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Bathroom Features: Double Sinks, Full on Ground Floor, Half on Ground Floor, Showers over Tubs (2 or More), 2 Stall Showers or More, Tile, Tub in Primary Bedroom, Updated Bath

Bedrooms

  • Total Bedrooms: 6
  • Bedroom Features: More than One Bedroom on Ground Floor, Primary Suite / Retreat, Walk-In Closet

Other Rooms

  • Family Room: Separate Family Room
  • Kitchen: Gas Cooktop, Dishwasher, Garbage Disposal, Hood over Range, Island with Sink, Microwave, Double Oven, Pantry, Refrigerator, Wine Refrigerator
  • Laundry: Inside, Washer / Dryer

Additional Information

  • Extras: Not Applicable

Parking

  • Garage Spaces: 2
  • Parking Features: Attached Garage

Location

  • Area: Hillsborough Park Etc.
  • County: San Mateo
  • Cross Streets: El Cerrito

Heating & Cooling

  • Cooling Type: Central AC
  • Heating Type: Heating (2 Zones or More), Central Air (Gas/Forced Air)

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Public Utilities

Structural Information

  • Construction: Detached
  • Foundation: Concrete Perimeter
  • Roof: Metal
  • Disability Access: Elevator/Lift
  • Square Feet: 5,290
  • Year Built: 2019

Lot Features

  • Lot Size (Acres): 0.5951
  • Minimum Lot Size: 25921
  • Lot Size (Sq. Ft.): 25,921
  • Grounds/Landscape: Back Yard, Balcony / Patio, BBQ Area, Deck , Firepit, Outdoor Kitchen
  • Zoning: R10025
  • Fencing (Description): Fenced

Listed by KW Advisors, The Sharp Group

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Listing agent

— 255 Brentwood Rd —

  • The Sharp Group

    KW Advisors

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 255 Brentwood Rd

School Districts:Hillsborough City Elementary School District, San Mateo Union High School District
NameGradesDistance
South Hillsborough School
303 El Cerrito Avenue, Hillsborough, CA 94010
K-50.4 mi
Crocker Middle School
2600 Ralston Avenue, Hillsborough, CA 94010
6-81.2 mi
San Mateo High School
506 North Delaware Street, San Mateo, CA 94401
9-121.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 255 Brentwood Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/18/2026
Listed
$10,995,000
70.86%
MLS
8/21/2020
Sold
$6,435,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 255 Brentwood Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$83,972
2%
$6,965,450
2%
2024
$82,255
2%
$6,828,873
2%
2023
$80,985
4%
$6,694,974
2%
2022
$77,653
2%
$6,563,700
2%
2021
$76,128
39%
$6,435,000
41%
2020
$54,938
21%
$4,557,912
23%
2019
$45,391
76%
$3,709,908
89%
2018
$25,840
2%
$1,959,210
2%
2017
$25,316
3%
$1,920,795
2%
2016
$24,587
2%
$1,883,133
2%
2015
$24,139
3%
$1,854,847
2%
2014
$23,486
2%
$1,818,514
—
2013
$23,084
—
$1,810,296
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by KW Advisors, The Sharp Group

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255 Brentwood Rd, Hillsborough, CA 94010 (MLS# ML82047705) is a Single Family property with 6 bedrooms, 5 full bathrooms and 1 partial bathroom. 255 Brentwood Rd is currently listed for $10,995,000 and was received on May 18, 2026. Want to learn more about 255 Brentwood Rd? Do you have questions about finding other Single Family real estate for sale in Hillsborough? You can browse all Hillsborough real estate or contact a Coldwell Banker agent to request more information.

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