Kings Mountain Road & Cañada Road, Woodside Homes for sale, recent sales and a Property Nerd’s guide

Before there was a town, this was Rancho Cañada de Raymundo. The Town's General Plan history says John Copinger, who received the rancho, built an adobe in 1840 at the corner of Kings Mountain Road and Woodside Road; the 1906 earthquake destroyed it. The Gold Rush turned these hills into a lumber district. San Mateo County's Huddart Park history counts five sawmills along today's park boundary between 1853 and 1860, and Richard's Road hauled lumber down toward Redwood City (a park trail follows that route now).

The Woodside Store, at Kings Mountain and Tripp roads, is the landmark. The county's page says stage service reached the partners' store in 1853 and the present building went up a year later. It served lumbermen and teamsters as a general store, post office and dental office, and Dr. Robert Orville Tripp ran it until his death in 1909. The county bought it in 1940, and the Town's historic-resource table lists it on the National Register and as a California Historical Landmark. Greer Road recalls another early family: the General Plan says the Greers donated land in 1851 for the area's first schoolhouse, first called Greersburg and now Woodside Elementary.

When the big trees were gone, vines and country estates followed. The General Plan says the west side of Cañada Road, from Olive Hill to Edgewood, was planted in vineyards and olive groves around 1900. Subdivision came in stages. The Town's subdivision table lists Woodside Villas (1887, 34 parcels, laid out off Albion Avenue and described as the town's first known residential subdivision), Portola Park (1906), Rancho Cañada (1946), Woodside Oaks (1955, 118 parcels on about 185 acres) and Oak Hill Acres (1956). After the Town incorporated in 1956 came only small ones: Woodside Estates (1966) and Olive Hill Farm (1972). The Town's list of 22 historic resources also marks the Copinger adobe site at Kings Mountain Road, the Tripp winery and home near the store, and Green Gables, an estate begun in 1911 on Albion Avenue and listed on the National Register.