Set against the Coastal Range and steeped in equestrian culture, Woodside is full of wide-open space and history. The drive-through town along streets draped in heritage oak trees, barns, grazing horses, and unassuming estates are reasons people flock here. Throw in a sweet downtown, privacy amid woody acres of rolling hills and proximity to Silicon Valley, and you have a winning combo that’s been attractive to homeowners for more than a century.
1. Acreage and Seclusion - There’s a reason this zip code features some of the wealthiest in the country. Its large tucked-away estates, English-countryside setting, and location between the Bay and the Coast make for optimal privacy and beauty. Here you can own acres with tennis courts, a swimming pool, woods, open fields, barns, and horse stables, affording the luxury of land literally minutes from Silicon Valley.
2. History in Action - The Peninsula’s first European settlers made Woodside home. From here, the rest of the Peninsula sprouted. Historic sites from the Woodside Store to Folger Estates keep this town rooted in its inspiring past.
3. Park Paradise - Woodside lays claim to some of the Peninsula’s most-loved and accessible open space preserves: Wunderlich, Huddart, and Filoli. Overflowing with grasslands; Redwood trees; miles of quiet trails for bikers, hikers, and horseback riding; plus vistas, this town is an outdoor enthusiast's dream.
4. A Real Charmer - If you want to fall in love with the Peninsula, all things point to Woodside, where its tiny downtown will make your heartthrob. Vintage storefronts and a forested setting frame the swanky Village Pub, local favorite Buck’s, the venerable Robert’s Market, and Emily Joubert Home & Garden, making it the perfect backdrop for romance.