Living in Hillsborough

The median sale price in Hillsborough was $6,546,882 in September 2026, up 27.7 percent from a year earlier, according to Redfin. Prices vary widely by street, size and condition, so the most useful number is a valuation built on recent sales next to the home you are considering. Request a free home valuation for a pricing range with the comps behind it.

Hillsborough is served by the Hillsborough City School District for kindergarten through 8th grade, including Crocker Middle School. The town has no public high school, so students attend the San Mateo Union High School District. Assignment depends on the street address, so buyers should confirm with the district.

Interstate 280 forms Hillsborough's western border, and El Camino Real runs along its eastern side. There is no train station in the town itself; the nearest Caltrain stations are in neighboring Burlingame and San Mateo.

Hillsborough is an entirely residential town, incorporated in 1910, with no commercial zoning and a minimum lot size of half an acre. It is home to Carolands, one of the largest residences in the United States and listed on the National Register of Historic Places, and to the Uplands estate, which has housed Crystal Springs Uplands School since the 1950s.

Hillsborough leans toward sellers right now. Homes sold in a median of 26 days in September 2026, and Redfin rates the market Very Competitive with a Compete Score of 82 out of 100. Overpriced listings sit and invite lower offers, so sellers do best pricing to recent sales on day one, and buyers do best with financing ready before they tour.

Rami Tannous is a REALTOR with Nick Sadek Sotheby's International Realty (DRE #02334866). He represents buyers and sellers across San Jose, Silicon Valley and the Peninsula. Owners can request a home valuation, buyers can start a private search, or call or text 408-888-5144.