Skyfarm Hillsborough Homes and Neighborhood Guide

Hillsborough neighborhood guide

Skyfarm climbs west from the country club area toward Interstate 280. It takes its name from Skyfarm, the mansion that William Willard Crocker, son of banker William H. Crocker, commissioned in 1928 after his earlier Hillsborough house burned. Architect Arthur Brown Jr. designed it, and it was built in 1929 and 1930. The Crocker property once covered about 500 acres before it was divided into lots.

In 1971 the mansion and 33 acres became the Hillsborough campus of The Nueva School, a private school on Skyline Boulevard. The school renovated the house in 2007 and 2008, including a seismic upgrade. The streets around the campus hold mostly later homes, with hillside views and quick access to Interstate 280. The nearest public open space is the Crystal Springs Regional Trail system across the freeway.

HILLSBOROUGH 16. Skyfarm 16 280 El Camino Real Caltrain N

Skyfarm is shaded. Borders are approximate, see the Hillsborough map for the full picture.

At a glance

  • Named for William W. Crocker's 1930 Skyfarm mansion
  • Mansion designed by architect Arthur Brown Jr.
  • The Nueva School has used the mansion since 1971
  • Mostly 1970s and 1980s homes on former Crocker estate land

Homes and Streets

Most homes in Skyfarm date from the 1970s and 1980s, built as former Crocker estate land was divided into lots. Expect contemporary and traditional designs from those decades, many updated or rebuilt since, on sloping lots with trees and views. Streets wind up the hill toward the freeway, and lots are large, as they are throughout Hillsborough.

See current homes for sale in Skyfarm →

Parks and Open Space

Crystal Springs Regional Trail, Sawyer Camp segmentSix mile trail along the reservoir, with trailheads in Millbrae and near Crystal Springs Dam
Mills Canyon Wildlife Area, BurlingameUndeveloped canyon with nature trails off Adeline Drive or Arguello Drive
Crossroads ParkSmall Hillsborough park at Black Mountain and Hayne Roads with benches

Public Schools Nearby

West Hillsborough SchoolGrades K-5, Hillsborough City School District. Likely for the west side of town; assignment is by street address.
William H. Crocker Middle SchoolGrades 6-8, Hillsborough City School District. The district's only middle school.
Burlingame High SchoolGrades 9-12, San Mateo Union High School District. Likely; Hillsborough is split between Burlingame and San Mateo High.

School assignments follow district attendance boundaries, which can split a neighborhood and change over time. Always confirm the school for a specific address with the district, for example the Hillsborough City School District.

Getting Around

Interstate 280 is close via the Black Mountain Road and Hayne Road exit or Trousdale Drive. Burlingame Caltrain station is a short drive downhill.

Nearby Neighborhoods

Skyfarm FAQ

Where is Skyfarm in Hillsborough?

Skyfarm climbs west from the country club area toward Interstate 280. It takes its name from Skyfarm, the mansion that William Willard Crocker, son of banker William H.

What are homes like in Skyfarm?

Most homes in Skyfarm date from the 1970s and 1980s, built as former Crocker estate land was divided into lots. Expect contemporary and traditional designs from those decades, many updated or rebuilt since, on sloping lots with trees and views.

What public schools are near Skyfarm?

Public schools near Skyfarm include West Hillsborough School (grades K-5), William H. Crocker Middle School (grades 6-8) and Burlingame High School (grades 9-12). School assignments follow district attendance boundaries and can change, so confirm the school for a specific address with the Hillsborough City School District.

What parks are near Skyfarm?

Parks and open space near Skyfarm include Crystal Springs Regional Trail, Sawyer Camp segment, Mills Canyon Wildlife Area, Burlingame and Crossroads Park.

How do I get around from Skyfarm?

Interstate 280 is close via the Black Mountain Road and Hayne Road exit or Trousdale Drive. Burlingame Caltrain station is a short drive downhill.

How can I find homes for sale in Skyfarm?

Browse current listings in Skyfarm on Joseph Suarez's site, or join his off-market list to hear about homes before they are listed publicly. Thinking of selling? Request a free home valuation for a local estimate based on recent nearby sales.

Thinking about Skyfarm?

Whether you are buying or selling, Joseph Suarez can walk you through recent sales, street by street pricing and what is coming up before it hits the market.

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← Back to the Hillsborough neighborhood guide  or  browse all Peninsula neighborhoods

Updated October 2026 by Joseph Suarez, Realtor with Coldwell Banker in Burlingame, DRE 02085594.

Sources: Pacific Coast Architecture Database, The Nueva School, Wikipedia, Ed-Data. Information is believed accurate but not guaranteed.