Woodside is one of the country’s wealthiest enclaves and boasts spectacular redwood, oak and eucalyptus groves that add serenity to the estates of high net worth individuals that live in the region. Woodside was incorporated in 1956 to prevent urbanization.  While a short commute from the Silicon Valley, Woodside retains its rural character with a small business district, a network of horse trails, popular road cycling routes and a number of open space preserves. Woodside is also the home of Filoli, which is a country house listed on the National Register of Historic Places.  It is open to the public and it's 16 acres of gardens are a must see for any visitor or resident!

A country escape for the rich, either with old-world money or newer Silicon Valley riches, common sights in Woodside includes well-heeled equestrians and well-equipped cars cruising along unhurried tree-lined streets. The attraction for many residents is a serene community nestled in close proximity to the San Francisco Bay, Pacific Ocean Beaches, Santa Cruz Mountains and the Monterey Bay.

Homes in Woodside are some of the most expensive in the country, with the majority of homes sitting on acreage. Students in Woodside attend the highly rated Woodside Elementary School District for K-8 Instruction and attend the Sequoia Union High School District for 9-12 instruction. Many parents within Woodside also choose to send their children to private school with nearby Woodside Priory and Sacred Heart a quick commute away.