$10,995,000
255 Brentwood RD
Hillsborough, CA, 94010
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.
Property Details
Price:
$10,995,000
MLS #:
ML82047705
Status:
Active
Beds:
6
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Neighborhood:
699notdefined
Listed Date:
May 19, 2026
Finished Sq Ft:
5,290
Lot Size:
25,921 sqft / 0.60 acres (approx)
Year Built:
2019
Schools
School District:
Other
Interior
Appliances
DW, GD, MW, RF, GS, DO, HOD
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
CA
Flooring
TILE, WOOD
Exterior
Attached Garage YN
1
Common Walls
NCW
Garage Spaces
2
Parking Spots
2
Parking Total
2
Patio And Porch Features
DK
Roof
MTL
Financial
Get Out There, A Simply Outgoing Approach to Life. James Outland Jr. is one of those rare people who simply has an outgoing approach to life. No matter the activity… from dune buggy riding to skydiving to motorcycling to riding the local Pismo Beach waves… James Outland Jr. approaches life with a “just get out there and do it” kind of attitude. A zest for Life. James’ zest for life is obviously apparent in his many exciting hobbies. In his spare time, he loves riding dune buggies or hi…
More About JamesMortgage Calculator
Map
Current real estate data for Single Family in Hillsborough as of May 24, 2026
24
Single Family Listed
137
Avg DOM
1,857
Avg $ / SqFt
$12,573,000
Avg List Price
Community
- Address255 Brentwood RD Hillsborough CA
- CityHillsborough
- CountySan Mateo
- Zip Code94010
Similar Listings Nearby
Property Summary
- 255 Brentwood RD Hillsborough CA is a Single Family for sale in Hillsborough, CA, 94010. It is listed for $10,995,000 and features 6 beds, 6 baths, and has approximately 5,290 square feet of living space, and was originally constructed in 2019. The current price per square foot is $2,078. The average price per square foot for Single Family listings in Hillsborough is $1,857. The average listing price for Single Family in Hillsborough is $12,573,000. To schedule a showing of MLS#ml82047705 at 255 Brentwood RD in Hillsborough, CA, contact your James Outland agent at 8057482262.
Courtesy of KW Advisors. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the California Regional Multiple Listing Service. Detailed information about real estate listings held by brokerage firms other than James Outland include the name of the listing broker. Neither the listing company nor James Outland shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. California Regional Multiple Listing Service. All rights reserved. 255 Brentwood RD
Hillsborough, CA

































