Recently Listed Open House 5/20 6pm - 8pm
255 Brentwood Road
Hillsborough, CA, 94010 $ 10,995,000
Bedrooms6 Baths5.1 Sq 5,290 Monthly Estimate*
$ 67,698
for $10,995,000 with 6 bedrooms and 5 full baths, 1 half bath. This 5,290 square foot home was built in 2019 on a lot size of 0.5951.
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.
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Open House
5/20/2026 6:00 PM - 8:00 PM
255 Brentwood Road Hillsborough, CA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
FeaturesGeneralLiving Area 5290
Sewer Public Sewer
Cooling Central Air
Possession Close Of Escrow
Roof Metal
Appliances Double Oven Dishwasher Gas Cooktop Disposal Microwave Refrigerator Range Hood
Zoning R10025
Garage Spaces 2
Patio/Porch Features Deck
Year Built 2019
Property Subtype Single Family Residence
County San Mateo
New Construction false
Property Type Residential
HOA false
Attached Garage true
Garage Y/N true
Full Baths 5
Special Listing Conditions Standard
Status Active
Directions Cross Street: El Cerrito
City Hillsborough
High School District Other
MLS Area 699 - Not Defined
Lot Size Units Square Feet
Lot Size Square Feet 25921
Property Attached Y/N false
Virtual Tour https://vimeo.com/1192802966 https://vimeo.com/1192802676
Standard Status Active
Occupancy Type Owner
Year Built Source Other
Property Sub Type Additional Single Family Residence
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InteriorInterior Amenities Wine Cellar Walk-In Closet(s)
Flooring Tile Wood
Fireplace Features Living Room Outside
Total Stories 2
Common Walls No Common Walls
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Total Bedrooms 6
Total Baths 6
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ExteriorWater Source Public
Total Parking 2
Lot Size Area 25921
Foundation Details Concrete Perimeter
Lot Size Acres 0.5951
Lot Size Source Assessor
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* Excluded FeaturesList Byoperations@thesharpgroup.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $67,698
- Monthly Property Taxes
- --
- Monthly Home Insurance
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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Hillsborough, CA
Average List Price $11,926,881
Percent of Sale Price 8%
About Hillsborough, CA 11,149 Population
3% Since 2002
$ 195,338 Median Income
50.58 Median Age
36% Households with Children
Trends Information provided by ATTOM Data Solutions.
4827338 Elementary School
4827337 Middle School
Unknown High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 5/18/2026 | $10,995,000 | | Listed Price |