Hillsborough - Hillsborough Knolls
“Hillsborough Knolls is one of the more secluded neighborhoods in Hillsborough”
Nestled between Homeplace to the north and Hillsborough Park to the south, Hillsborough Knolls is easy to miss. The sparsely-populated neighborhood includes San Raymundo Drive, Hayne and La Cumbre Roads plus a few small cul-de-sacs. Geographically, it bridges upper and lower Hillsborough, its setting becoming more wooded as San Raymundo eases west. It is a quiet, secluded neighborhood, a place to pass through on your way from San Mateo to upper Hillsborough but a destination for the approximately 800 locals who live there.
Hillsborough Knolls real estate is as quiet as the neighborhood itself. Only a handful of properties sell each year, and it’s unusual to find more than a few on the open market at any one time. The homes themselves are a mixture of old and new, their diversity somewhat surprising for such a small neighborhood.
In Hillsborough Knolls you will find a smattering of early estates. These homes can range in price up to $5 or $6 million and are located at the district’s eastern end. Further west you will find homes from the 1950s, 1960s, 1970s and 1980s, along with what has become commonplace in Hillsborough: newer construction built to replace more modest homes created during Hillsborough Knolls’ first wave of development. Hillsborough Knolls homes for sale range in price from $2.5 to $3.5 million (for the four- to five-bedroom, 3,000 – 4,000 square-foot ranch and traditional two-story homes of the 1950s – 1980s) to $4 to $6 million (for both the remaining pre-war homes and newer construction). The latter real estate is larger, sometimes with upwards of six bedrooms and 5,000 square feet, and often features Mediterranean or California Mission design.
To view a detailed google map of the Hillsborough Knolls neighborhood, click here. The MLS area is 447.
- Small, quiet and secluded neighborhood
- Diverse mixture of older and newer homes
- Only a handful of properties come on the market each year
Schools in the Neighborhood
Hillsborough Knolls is served by North Hillsborough Elementary, located in the Country Manor neighborhood on Eucalyptus Avenue. It’s about a 5 minute drive from Hillsborough Knolls.
There is one public middle school in Hillsborough, Crocker Middle School, which is located in the Country Club Manor neighborhood on Ralston Avenue. It’s a 6 minute drive from Hillsborough Knolls.
Hillsborough does not have its own public high school. Residents have an option of attending San Mateo High School, located in San Mateo on North Delaware Street, or Burlingame High School, located in Burlingame on Margini Way. To search a high school by a specific address using a School Locator, click here.
Like almost all of Hillsborough, Hillsborough Knolls was originally part of William Davis Merry Howard’s Rancho San Mateo. Following the breakup of Howard’s estate, large tracts of land were purchased by individuals. Some homes from that era survive on La Canada Road, at the neighborhood’s eastern edge. Because the neighborhood turns hilly to the west, most of it wasn’t subdivided and developed until after World War II.