Hillsborough Knolls Homes and Neighborhood Guide
Hillsborough neighborhood guide
Hillsborough Knolls covers mid town streets such as San Raymundo Road, La Cumbre Road and El Arroyo Road. The area sits on rolling ground in the middle of Hillsborough, high enough that many homes look out across the Bay or down the valley. The Spanish street names fit the Revival architecture found on many of the older houses. Lots are large, and streets wind with the land.
The neighborhood lies between the gentler flats near San Mateo and the upper hills around Carolands. Crossroads Park at Black Mountain and Hayne Roads, one of the town's few public parks, is nearby, and Vista Park is a short drive south. Central Park and downtown San Mateo are a few minutes east, and Burlingame Avenue is also close. Interstate 280 is reached via Black Mountain Road.
Hillsborough Knolls is shaded. Borders are approximate, see the Hillsborough map for the full picture.
At a glance
- San Raymundo Road, La Cumbre and El Arroyo
- 1920s and 1930s Revival style homes
- Bay and valley views from rolling mid town lots
- Near Crossroads Park and Vista Park
Homes and Streets
Many homes in Hillsborough Knolls date from the 1920s and 1930s and were built in the Revival styles popular at the time, including Spanish inspired designs. Later decades added other styles and newer rebuilds. Lots are large and often sloped toward views, and the winding streets have no sidewalks, as is typical throughout town.
See current homes for sale in Hillsborough Knolls →
Parks and Open Space
Public Schools Nearby
School assignments follow district attendance boundaries, which can split a neighborhood and change over time. Always confirm the school for a specific address with the district, for example the Hillsborough City School District.
Getting Around
San Mateo and Burlingame Caltrain stations are each a short drive away. El Camino Real lies to the east, and Interstate 280 is reached via Black Mountain Road.
Nearby Neighborhoods
Hillsborough Knolls FAQ
Where is Hillsborough Knolls in Hillsborough?
Hillsborough Knolls covers mid town streets such as San Raymundo Road, La Cumbre Road and El Arroyo Road. The area sits on rolling ground in the middle of Hillsborough, high enough that many homes look out across the Bay or down the valley.
What are homes like in Hillsborough Knolls?
Many homes in Hillsborough Knolls date from the 1920s and 1930s and were built in the Revival styles popular at the time, including Spanish inspired designs. Later decades added other styles and newer rebuilds.
What public schools are near Hillsborough Knolls?
Public schools near Hillsborough Knolls include South Hillsborough School (grades K-5), West Hillsborough School (grades K-5), William H. Crocker Middle School (grades 6-8) and San Mateo High School (grades 9-12). School assignments follow district attendance boundaries and can change, so confirm the school for a specific address with the Hillsborough City School District.
What parks are near Hillsborough Knolls?
Parks and open space near Hillsborough Knolls include Crossroads Park, Vista Park and Central Park, San Mateo.
How do I get around from Hillsborough Knolls?
San Mateo and Burlingame Caltrain stations are each a short drive away. El Camino Real lies to the east, and Interstate 280 is reached via Black Mountain Road.
How can I find homes for sale in Hillsborough Knolls?
Browse current listings in Hillsborough Knolls on Joseph Suarez's site, or join his off-market list to hear about homes before they are listed publicly. Thinking of selling? Request a free home valuation for a local estimate based on recent nearby sales.
Thinking about Hillsborough Knolls?
Whether you are buying or selling, Joseph Suarez can walk you through recent sales, street by street pricing and what is coming up before it hits the market.
See homes for saleWhat is my home worth?Get off-market listingsContact Joseph← Back to the Hillsborough neighborhood guide or browse all Peninsula neighborhoods
Updated October 2026 by Joseph Suarez, Realtor with Coldwell Banker in Burlingame, DRE 02085594.
Sources: Ed-Data. Information is believed accurate but not guaranteed.