Hillsborough Hills Hillsborough, CA
One of Hillsborough's designated neighborhoods, in the northwest hills near Highway 280.
Living in Hillsborough Hills
Hillsborough Hills is one of Hillsborough's designated neighborhoods, in the hills of northwest Hillsborough toward Highway 280. It took shape after World War II, when the town's original estate owners began selling off land, and its streets filled with sprawling 1950s California ranch homes among stands of oaks and redwoods; newer, larger homes have followed. Like all of Hillsborough, it's entirely single-family homes on large lots. In a busier-than-usual 2025, 12 homes sold at a median of about $5.25M, and the median rose about 48% from 2015–16 to 2024–25, ahead of the town's 34%.
Parking & walkability: Homes have driveways and multi-car garages, and Hillsborough has no sidewalks; the winding hillside roads make this a driving neighborhood. Highway 280 is close by, and Burlingame's downtown shops and restaurants are a short drive.
What homes in Hillsborough Hills are doing
Single-family homes in Hillsborough Hills sold for a median of about $3.6M in 2015–16 and $5.33M in 2024–25, a 48% increase, ahead of Hillsborough as a whole (+34%). Prices peaked in 2022 at $6.5M. In 2025, homes here sold at a moderate pace (median 30 days on market) and close to asking (100.0% of list price on average).
Median single-family price, 2015–2026
* 2026 covers January through September. Hollow dots mark years with fewer than 3 single-family sales; treat those medians as rough. 65 single-family sales since 2015.
| Year | Sales | Median price | $/sq ft | Days on market | Sale-to-list |
|---|---|---|---|---|---|
| 2026 (Jan–Sep) | 1 few sales | $5.15M | $1,421 | 22 | 100.0% |
| 2025 | 12 | $5.25M | $1,260 | 30 | 100.0% |
| 2024 | 3 | $5.65M | $1,139 | 96 | 93.8% |
| 2023 | 8 | $4.67M | $1,155 | 18 | 97.5% |
| 2022 | 3 | $6.5M | $1,224 | 8 | 100.0% |
| 2021 | 6 | $4.36M | $1,341 | 10 | 115.9% |
| 2020 | 4 | $5.1M | $1,093 | 29 | 99.6% |
| 2019 | 5 | $4.83M | $917 | 68 | 96.8% |
| 2018 | 4 | $4.26M | $1,099 | 5 | 101.0% |
| 2017 | 7 | $3.4M | $1,017 | 54 | 98.0% |
| 2016 | 3 | $4.2M | $1,054 | 33 | 89.6% |
| 2015 | 9 | $3.4M | $799 | 16 | 92.0% |
Hillsborough Hills on the map
Borders are built lot by lot from the county's property lines and where homes have been listed (MLS neighborhood codes), and stay inside official city limits (dashed), so a home or two along an edge may differ from official MLS lines.
Other Hillsborough neighborhoods
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Source: MLSListings, Inc. closed sales, 2015–September 2026, summarized by Drew Lehr. Neighborhood figures combine the MLS area(s) that make up Hillsborough Hills; where there are several, yearly figures are sales-weighted. Information deemed reliable but not guaranteed.