Hillsborough Hills has an accurate name. It is the westernmost district in upper Hillsborough, offering gracious homes on wooded lots, many with San Francisco Bay views. Located at Hillsborough’s north and west boundaries, its borders are Skyline Drive, Skyfarm, Oaksbridge and the Burlingame Hills, and it is one of the smallest neighborhoods in Hillsborough by area.

Along with some of Hillsborough’s trademark neatly-landscaped streets lined with sprawling 1950s California ranch-style homes, parts of Hillsborough Hills offer stretches of majestic trees, including oaks and California Redwoods, and enough greenery to obscure the grand homes hidden behind. With a population of around 1,300 and a total area of just under 0.6 of a mile, Hillsborough Hills’ population density is 2,176 people per square mile, approximately two-thirds that of Hillsborough as a whole.

After logging five sales during the second half of 2021, activity in Hillsborough Hills slowed to a near halt last year. Only two homes sold in 2022, making any sort of data-driven comparison to 2021 challenging. For example, how seriously do we take Hillsborough Hills’ 40% increase in average sale price (up to $6.49 million) in 2022?  Or it’s 72% drop in average DOM?  Hillsborough Hills’ small sample size makes almost every data point irrelevant for our purposes, though I will note that the neighborhood’s average price per square foot ($1,297) was similar to 2021’s average ($1,251), and that its two buyers paid an average of 95.6% of asking price, significantly lower than 2021’s 117.8% sale-to-list price percentage.

Favorable

• Gracious homes on wooded lots with many views of San Francisco Bay

• Smallest neighborhood in Hillsborough by area

• Neatly landscaped with stretches of majestic trees, including oak and California Redwoods

• Wide range of home options, from subdivision properties to ranch-style homes

Adverse

• Real estate tends to vary

• Only a handful of homes sell each year