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.
Pending
$10,995,000
255 Brentwood Rd, Hillsborough, CA 94010
6beds
5,290sqft
Single Family Residence, Residential
Built in 2019
0.6 Acres Lot
$-- Zestimate®
$2,078/sqft
$-- HOA
What's special
Wine roomPutting greenModern designExceptional natural light throughoutCurated lightingOutdoor kitchenSound system
- 44 days |
- 1,775 |
- 65 |
Zillow last checked:
Listing updated:
Listed by:
The Sharp Group 70010101 650-766-5333,
KW Advisors 650-627-3700
Source: MLSListings Inc,MLS#: ML82047705
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 6
- Full bathrooms: 5
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Bedroom
- Features: PrimarySuiteRetreat, WalkinCloset, BedroomonGroundFloor2plus
Bathroom
- Features: DoubleSinks, ShowersoverTubs2plus, StallShower2plus, Tile, TubinPrimaryBedroom, UpdatedBaths, FullonGroundFloor, HalfonGroundFloor
Dining room
- Features: DiningArea
Family room
- Features: SeparateFamilyRoom
Kitchen
- Features: IslandwithSink, Pantry
Heating
- Central Forced Air Gas, 2 plus Zones
Cooling
- Central Air
Appliances
- Included: Gas Cooktop, Dishwasher, Disposal, Range Hood, Microwave, Double Oven, Refrigerator, Wine Refrigerator, Washer/Dryer
- Laundry: Inside
Features
- High Ceilings, Walk-In Closet(s)
- Flooring: Hardwood, Tile
- Number of fireplaces: 3
- Fireplace features: Gas, Living Room, Outside
Interior area
- Total structure area: 5,290
- Total interior livable area: 5,290 sqft
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Accessibility
- Accessibility features: Elevator/Lift
Features
- Stories: 2
- Patio & porch: Balcony/Patio, Deck
- Exterior features: Back Yard, Barbecue, Fire Pit
Lot
- Size: 0.6 Acres
Details
- Parcel number: 031211040
- Zoning: R10025
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence, Residential
Materials
- Foundation: Concrete Perimeter
- Roof: Metal
Condition
- New construction: No
- Year built: 2019
Utilities & green energy
- Gas: PublicUtilities
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Public Utilities, Water Public
Community & HOA
Location
- Region: Hillsborough
Financial & listing details
- Price per square foot: $2,078/sqft
- Tax assessed value: $6,965,450
- Annual tax amount: $83,972
- Date on market: 5/18/2026
- Listing agreement: ExclusiveRightToSell
- Listing terms: CashorConventionalLoan
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/22/2026 | Pending sale | $10,995,000$2,078/sqft |
Source:  MLSListings Inc #ML82047705 Report a problem | ||
| 5/18/2026 | Listed for sale | $10,995,000+70.9%$2,078/sqft |
Source: MLSListings Inc #ML82047705 Report a problem | ||
| 8/28/2020 | Sold | $6,435,000+269.6%$1,216/sqft |
Source: Public Record Report a problem | ||
| 7/26/2010 | Sold | $1,741,000+30%$329/sqft |
Source: Public Record Report a problem | ||
| 12/22/1999 | Sold | $1,339,000+53%$253/sqft |
Source: Public Record Report a problem | ||
| 2/20/1997 | Sold | $875,000$165/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $83,972 +2.1% | $6,965,450 +2% |
| 2024 | $82,255 +1.6% | $6,828,873 +2% |
| 2023 | $80,985 +4.3% | $6,694,974 +2% |
| 2022 | $77,653 +2% | $6,563,700 +2% |
| 2021 | $76,128 +38.6% | $6,435,000 +41.2% |
| 2020 | $54,938 +21% | $4,557,912 +22.9% |
| 2019 | $45,391 +75.7% | $3,709,908 +89.4% |
| 2018 | $25,840 +2.1% | $1,959,210 +2% |
| 2017 | $25,316 +3% | $1,920,795 +2% |
| 2016 | $24,587 +4.7% | $1,883,133 +1.5% |
| 2015 | $23,486 | $1,854,847 +2% |
| 2014 | $23,486 | $1,818,514 +0.5% |
| 2013 | -- | $1,810,296 +2% |
| 2012 | -- | $1,774,800 |
| 2011 | -- | $1,774,800 +11.3% |
| 2010 | -- | $1,594,342 -0.2% |
| 2009 | -- | $1,598,130 +2% |
| 2008 | -- | $1,566,796 +2% |
| 2007 | -- | $1,536,076 +2% |
| 2006 | -- | $1,505,958 |
| 2005 | -- | $1,505,958 +4% |
| 2004 | -- | $1,447,482 +1.9% |
| 2003 | -- | $1,420,954 +2% |
| 2002 | -- | $1,393,094 +2% |
| 2001 | -- | $1,365,780 +2% |
| 2000 | -- | $1,339,000 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 94010
Nearby schools
GreatSchools rating
- 9/10South Hillsborough SchoolGrades: K-5Distance: 0.4 mi
- 8/10Crocker Middle SchoolGrades: 6-8Distance: 1.2 mi
- 9/10San Mateo High SchoolGrades: 9-12Distance: 1.6 mi
Schools provided by the listing agent
- District: HillsboroughCityElementary
Source: MLSListings Inc. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- California
- San Mateo County
- Hillsborough
- 94010
- 255 Brentwood Rd
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