Roofer in Ladera, CA

The community of Ladera occupies land that was originally settled by the Ramaytush Ohlone peoples prior to the settlement of California by the Spanish. Ladera is located on the Rancho Corte de Madera Mexican land grant.

The land was used for grazing and timber through 1927 when it was joined to the Ormondale Ranch, owned by the Macdonough family. The Macdonoughs raised cattle and sheep, and bred racehorses; their most famous stud, Ormonde, had raced in England and never lost a race. In the 1930s, the majority of the Ormondale Ranch land was developed and incorporated into Portola Valley.

In 1944, the Peninsula Housing Association (PHA) was formed with the goal of purchasing a tract land and developing a housing cooperative. Several prominent members of the Stanford and Palo Alto communities joined to develop the fledgling PHA co-op. It began subscribing members in 1945 and its 150 members purchased the remaining 260 acres (1.1 km²) of the former Ormondale ranch for $155,000 on July 31, 1946. The co-op selected noted landscape architect Garrett Eckbo to lay out the design for the new community. Architects Joseph Allen Stein and John Funk were chosen to design several of the earliest model homes.