Welcome to Woodside
Wealthy equestrian community with spectacular homes.
Woodside is a wealthy equestrian community covered with towering oaks, redwoods, and Douglas fir trees in the hills above Silicon Valley. Horses are a huge part of the life and culture of this beautiful wooded town.
Woodside’s spectacular real estate includes some of the grandest properties in the United States.
Some of the many notable homes here include Oracle CEO Larry Ellison’s $200 million recreation of a Japanese feudal castle and rock legend Neil Young’s sprawling ranch and recording studio. Many Woodside homes are geared toward the equestrian lifestyle with barns and horse stables.
Woodside’s peaceful country lifestyle draws in many prominent families and individuals. Residents include powerful tech founders and CEOs along with famous actors, sports stars, and musicians. Steve Jobs was in the process of remodeling his Woodside home at the time of his death. Other recognizable names in the neighborhood include actress Michelle Pfeiffer and movie producer husband David E. Kelley, billionaire investor Charles E. Schwab, and CEOs and founders of companies including Apple, GoPro, Siebel Systems, Softbank, Sony, and Symantec.
Dining
Woodside’s quaint town center includes businesses such as Roberts Market, a long-serving neighborhood grocery store with gourmet produce and foodstuffs, meat and seafood counters, mouthwatering deli sandwiches, and a horse tie-up outside. The Village Bakery offers delicious freshly baked goods along with Californian farm-to-table cuisine paired with an award-winning wine list. The kitsch décor and American comfort classics at Buck’s of Woodside have made it a favorite gathering place of many Silicon Valley pioneers. Companies such as PayPal, Tesla, Hotmail, and Netscape held early meetings at Buck’s that proved pivotal to their future successes. The Michelin-starred Village Pub is another legendary Woodside restaurant. The Village Pub’s exceptional cuisine includes artisanal bread, the finest-quality charcuterie platters, and perfectly executed dishes such as lobster bisque and ricotta gnudi. The Village Pub also boasts an outstanding wine selection and indulgent desserts, including a wildly popular key lime tart.
People & Lifestyle
This upscale community’s breathtaking architectural standouts include the Filoli Estate. The estate features an exquisite 1915 Georgian Revival country house designed by William Polk surrounded by a 654-acre estate with 16 acres of gorgeously landscaped gardens. Visitors can explore a collection of 17th- and 18th-century antiques inside the Filoli historic house, see art exhibitions in the gardens, and hike and horseback ride along trails throughout the surrounding nature preserve. Another Woodside cultural attraction is the three-day King’s Mountain Art Fair held each Labor Day weekend since 1963. Over 135 artists participate in the Fair’s juried art competitions. There’s also a Kids’ Hollow activity area and many food and drinks vendors. The stunning scenery around Woodside offers great hiking and horseback riding with trails running through the meadows and redwood forests of Wunderlich Park and Huddart Park.
Schools
Woodside has excellent public schools operated by the Woodside Elementary and Sequoia Union High School Districts.
Available Homes in Woodside
$2,099,000
3 Beds 2.5 Baths 2,670 SqFt
13872 Silver Sky WAY, Woodside, CA 94062
Based on information from the MLSListings MLS as of 04/06/2026 07:38
All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Blok are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
The broker providing this data believes the data to be correct, but advises interested parties to confirm all information before relying on it for a purchase decision. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at 04/06/2026 07:38
The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Blok are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.