Hillsborough is an incorporated town in San Mateo County, California, in the San Francisco Bay Area. It is located 17 miles (27 km) south of San Francisco on the San Francisco Peninsula, bordered by Burlingame to the north, San Mateo to the east, Highlands-Baywood Park to the south, and Interstate 280 to the west. The population was 11,273 as of 2013.
Hillsborough is located on the Rancho San Mateo Mexican land grant which was purchased by William Davis Merry Howard, son of a wealthy Hillsborough, New Hampshire, shipping magnate, in 1846. Howard settled his family in this area, which attracted wealthy San Franciscans. Hillsborough is near Burlingame. In 1910, Hillsborough residents voted to incorporate.
Hillsborough has its own highly regarded and -ranked public elementary and middle school system, but no public high school. High school-aged children can attend one of several schools in the San Mateo Union High School District, generally assigned by residential address. The town is also home to a small number of independent schools. The Hillsborough school district is ranked as the #1 school district in California and one of the top ten school districts in the country.
- The Nueva School, a nationally recognized independent school serving gifted and talented students.
- Crocker Middle School, a public middle school, located on Ralston Avenue, named after William H. Crocker.
- West Elementary School, a public elementary school, located on Barbara Way.
- South Elementary School, a public elementary, at 303 El Cerrito.
- North Elementary School, a public elementary, at 545 Eucalyptus Avenue.
- The Bridge School, a school serving students with physical and speech impairments.
- Crystal Springs Uplands School, a college preparatory middle and high school.
Primarily a residential suburb of San Francisco, Hillsborough has many mansions and other points of interest within the town's borders dating from the early 20th century.
- Carolands — Built by Harriet Pullman Carolan, heiress to the Pullman railway. At 65,000 ft² (6,000 m²), it is one of the largest residences in the United States and is placed on the National Register of Historic Places.
- ′The Flintstone House′ (a.k.a. the Adobe/Dome/Bubble/Marshmallow/Gumby house) — designed by architect William Nicholson and built in 1976 using sprayed concrete over balloon-shaped forms, now painted a deep/burnt orange color reminiscent of the Golden Gate Bridge's distinctive hue. The house can be seen to the east from the Doran Memorial Bridge, northbound on Highway 280 between the Bunker Hill and Hayne/Black Mountain exits.
- Skyfarm — Built by William H. Crocker, namesake of Crocker middle school, and grandson of Charles Crocker of California's Big Four railroad magnates. Designed by Arthur Brown, Jr., and opened in 1930. Home since the 1960s to The Nueva School.
- Tobin Clark Estate – Originally designed by the noted architect David Adler for Mrs. Celia Tobin Clark, one of the Peninsula’s most prominent families of the early 20th Century
- Uplands — Built by Templeton Crocker, as a gift to his fiancée Helène Irwin, heiress to the C&H Sugar family fortune. Designed by Willis Polk; opened in 1912, with interior of 35,000 ft² (3,250 m²). Home since the 1950s to Crystal Springs Uplands School.
- Western White House — Commissioned by George Randolph Hearst, son of William Randolph Hearst and now privately owned. It, like Hearst Castle was designed by Julia Morgan.
- Junípero Serra statue — Overlooking Highway 280, the statue was built in honor of Father Junípero Serra.
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