Hillsborough
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.
After drawing a blank in 2023 with zero sales, Hillsborough Park rebounded dramatically in 2024, logging thirteen sales, third-most among Hillsborough neighborhoods. This is more in line with the neighborhood’s historic performance — 10 sales in 2022 and 18 in 2021 — as is the district’s average price for 2024, $5.41 million. This is 3% lower than it was in 2022 (the last time Hillsborough Park had sales) and significantly higher than it was in 2021, when the neighborhood enjoyed 18 sales and was Hillsborough’s most active neighborhood for sales.
To view a detailed google map of the Hillsborough Park neighborhood, click here. The MLS area is 442.
Favorable
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
Adverse
Narrow, winding streets
One of the most expensive neighborhoods in Hillsborough
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306
Homes
-
$5.35M
Median Sale Price
-
$5.11M
Average Sale Price
Pricing data based on single-family homes
Hillsborough Park
Stats & Trends
Home Data
Per tax records
2 Bedrooms
7
homes
3 Bedrooms
77
homes
4 Bedrooms
127
homes
5+ Bedrooms
95
homes
2022 Price Data
Number of Sales
7
sales
Percent List Price Received
98.6%
Median Sales Price
$5.35M
Average Sales Price
$5.11M
Lowest Sales Price
$3.65M
Highest Sales Price
$6.8M
Hillsborough Park on the Map
Hillsborough Real Estate Market Review
In my 13th annual review of the Hillsborough residential real estate market, I examine 2024 market trends and relevant sales statistics. You'll learn first-hand what’s happening in your neighborhood.
Schools & History
Schools
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.
History
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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