Olympia Pistalu
Compass
(669) 900-5972
32 Total Sales
1 in San Mateo Highlands
$2,100,000 Price
8 Bennington Court is a truly special Highlands Whitecliff home. This spacious 5-bedroom, 2.5-bath home is designed for comfort, flexibility, and memorable gatherings, featuring bright, inviting living spaces. Step outside to enjoy your backyard oasis perfect for sunny afternoons in the pool, relaxing evenings under the stars, and easy indoor-outdoor entertaining. From the home, take in calming neighborhood and hillside views that set a peaceful tone for everyday life, whether you're enjoying morning coffee or hosting friends. With five bedrooms plus a practical 2.5-bath layout, there's ample space for family, guests, work-from-home needs, or hobby rooms. Additional highlights include a spacious 3-car garage, brand new LVP flooring downstairs, and a wonderful community! This location is near Highlands Elementary and the Highlands Recreation Center with easy access to highways 280 and 92, making for an easy commute to San Francisco or Silicon Valley. Also in close proximity to the the beach and San Francisco International Airport. If you're looking for a home that blends privacy, space, and scenic outdoor living in the Highlands, you must see 8 Bennington Court.
Last Agent to Sell the Property
The Canlas Brothers License #DRE #01777889 Listed on: 07/31/2026
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Olympia Pistalu
Compass
(669) 900-5972
32 Total Sales
1 in San Mateo Highlands
$2,100,000 Price
Sheldon Rilliet
Compass
(650) 825-9245
42 Total Sales
2 in San Mateo Highlands
$2.2M - $2.4M Price Range
Kathleen Sparer
Compass
(650) 562-8667
25 Total Sales
1 in San Mateo Highlands
$3,012,000 Price
Carmen Miranda
Compass
(650) 780-3416
67 Total Sales
1 in San Mateo Highlands
$3,000,000 Price
Julie Flouty
Compass
(650) 753-0031
192 Total Sales
1 in San Mateo Highlands
$2,200,888 Price
Laura Bertolacci
Christie's International Real Estate Sereno
(650) 353-9570
245 Total Sales
1 in San Mateo Highlands
$2,410,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Interfamily Deed Transfer | -- | -- | |
| Grant Deed | $535,000 | Fidelity National Title Co |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $525,000 | Unknown |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 08/13/2026 08/13/26 | Sold | $3,350,000 | +12.4% | $1,284 / Sq Ft |
| 08/04/2026 08/04/26 | Pending | -- | -- | -- |
| 07/31/2026 07/31/26 | For Sale | $2,980,000 | -- | $1,142 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2026 | $12,355 | $906,536 | $453,268 | $453,268 |
| 2025 | $12,355 | $888,762 | $444,381 | $444,381 |
| 2023 | $12,162 | $854,252 | $427,126 | $427,126 |
| 2022 | $11,680 | $837,502 | $418,751 | $418,751 |
| 2021 | $11,449 | $821,082 | $410,541 | $410,541 |
| 2020 | $11,060 | $812,664 | $406,332 | $406,332 |
| 2019 | $10,744 | $796,730 | $398,365 | $398,365 |
| 2018 | $10,216 | $781,108 | $390,554 | $390,554 |
| 2017 | $10,052 | $765,794 | $382,897 | $382,897 |
| 2016 | $10,076 | $750,780 | $375,390 | $375,390 |
| 2015 | $9,874 | $739,504 | $369,752 | $369,752 |
| 2014 | $9,658 | $725,020 | $362,510 | $362,510 |
Seller's Agent in 2026
Neil Canlas
The Canlas Brothers
(415) 527-7070
1 in this area
112 Total Sales
HR
Seller Co-Listing Agent in 2026
Haley Raynes
The Canlas Brothers
(415) 988-2025
1 in this area
24 Total Sales
Buyer's Agent in 2026
Gavin Chan
KW Advisors
(650) 597-1800
1 in this area
8 Total Sales
Source: San Francisco Association of REALTORS®
MLS Number: 426150954
APN: 041-063-160
Ask me questions while you tour the home.