Hillsborough Park

Hillsborough Park is one of Hillsborough's high-end neighborhoods.

Visitors to Hillsborough Park, located just north of Crystal Springs Road in upper Hillsborough, might be left wondering if anyone at all lives in the neighborhood. From its narrow, winding streets, much of Hillsborough Park looks like a forest, broken up by the occasional gate, or a length of wall, likewise broken up by the occasional gate. Those familiar with Hillsborough Park real estate, however, know that behind those seemingly random gates lie some of Hillsborough’s finest – and newest – homes.

Hillsborough Park is also home to Vista Park, renovated in 2006 and now sporting playing fields, a picnic area and a children’s playground. Another landmark is the 1937-built Arthur and Mona Hofmann House at 1048 La Cuesta Road. It is one of famed modernist architect Richard Neutra’s few efforts located outside of Southern California.

Almost every one of Hillsborough Park’s value-based metrics showed double-digit year-over-year growth — average and median price, average DOM and average price per square foot (sale-to-list price ratio was down 3%). Hillsborough Park also notched a $12 million sale — a rarity in Lower Hillsborough’s second-most affordable neighborhood. However, all was not roses for Hillsborough Park. After two years of steep increases in sales — from seven in 2019 to 18 in 2021 — only 10 homes changed hands in Hillsborough Park in 2022, a 44% decrease from 2021. After far outpacing all other Hillsborough neighborhoods in sales in 2021, Hillsborough Park was passed by Hillsborough Heights in 2022.

To view a detailed google map of the Hillsborough Park neighborhood, click here. The MLS area is 442.


  • One of Hillsborough’s high-end neighborhoods

  • Has some of the finest and newest homes

  • Home to Vista Park that has sporting playing fields, a picnic area and children’s playground


  • Narrow, winding streets

  • One of the most expensive neighborhoods in Hillsborough

  • 306


  • $5.35M

    Median Sale Price

  • $5.11M

    Average Sale Price

Pricing data based on single-family homes

Hillsborough Park on the Map

Hillsborough Real Estate Market Review

In my 12th annual review of the Hillsborough residential real estate market, I examine 2023 market trends and relevant sales statistics. You'll learn first-hand what’s happening in your neighborhood.

Schools & History


Hillsborough Parks is primarily served by South Hillsborough Elementary, located in Brewer Subdivision neighborhood on El Cerrito Avenue. It is about a 5-7 minute drive from Hillsborough Park. Portion of the neighborhood attends West Hillsborough Elementary School, located in the Carolands neighborhood on Barbary Way. It is about a 5-7 minute drive from Hillsborough Park.

There is one public middle school in Hillsborough, Crocker Middle School, which is located in the Country Club Manor neighborhood on Ralston Avenue. It is about 8 minute drive from Hillsborough Park.

Hillsborough does not have its own public high school. Most of the neighborhood goes to San Mateo High School, located in San Mateo on North Delaware Street. To search a high school by a specific address using a School Locator, click here.


This phenomenon is, literally, a new development. Originally part of William Davis Merry Howard’s Rancho San Mateo, Hillsborough Park was built out earlier than most Hillsborough neighborhoods. It still has one of Hillsborough’s larger collections of 1920s and 1930s homes. Smaller than their successors, these Tudor and Mediterranean residences generally had between 3,000 and 4,000 square feet of living space, half-acre-to-acre lots and have recently been selling for around $2 – $3 million. Though many have outlasted the neighborhood’s wave of ranch-style homes built in the 1950s and 60s, a significant number have been replaced by the next generation of Hillsborough Park real estate, the grand, neo-traditional-style homes that lay behind gated entries, hidden from the streets.

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