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Woodside CA Real Estate

The small incorporated town of Woodside in San Mateo County is one of the most affluent communities in the United States. Home to Silicon Valley executives, Hollywood celebrities,and other high-profile individuals, Woodside offers a slice of rural living while remaining conveniently close to the urban amenities of the Bay Area.

Woodside has a long history that dates back to the earliest English settlementson the San Francisco Peninsula during the 1850s. Once an agricultural area dotted with farms and ranches, it has preserved its beautiful natural surroundings over the decades, as well as a number of its historic homes and structures.

Woodside today is a favorite of hikers, bikers and motorcyclists because of its idyllic, scenic roads. The town boasts wonderful views of wooded rolling hills, sparkling creeks, expansive pastures, and the bay and ocean. It boasts a business district with an old town feel, featuring local businesses, charming storefronts, historic structures, and features like hitching posts for horses.

Speaking of horses, equestrianswill feel right at home in Woodside. Many residents are riding enthusiasts and keep their own horses and horse facilities right within their properties. There’s an extensive network of horse trails that go through the town, as well as horse boarding facilities and other equestrian services. You will often see horses along the town’s roads.

The town is served by top-rated school districts, including Woodside Elementary School District, Las Lomitas School District, Sequoia Union High School District, and Portola Valley School District. Unsurprisingly, given the highlyeducated population, quality education is given prime importance in the community.

Woodsidealso offers various programs for residents of all ages and interests, such as yoga and meditation classes, indoor soccer, and a co-ed adult softball league.

Woodside, CA homes for sale

Real estate in Woodside is made up mostly of spacious single-family homes and estates, most of which encompass several acres. A good number of homes were built in the 1930s and 1950s, but there also plenty of newer properties constructed in the 1990s and 2000s.

Older homes were mostly built in the ranch and log cabin styles, while the later ones come in an array of custom styles. Many are equestrian properties with their own stables and other horse facilities.

In general, homes in Woodside boast the most luxurious finishes and features, including swimming pools, guest houses, spas, basketball and tennis courts, and more. They come with huge outdoor living spaces, beautiful landscaping, and stunning views that can be seen through large glass windows.

While a large majority of homes in Woodside are single-family properties, there are also a few condos and townhomes. With luxurious finishes and topnotch community amenities, they offer a convenient and relatively more affordable alternative to residents.

Attractions and activities in Woodside, CA

Woodside offers a wealth of attractions, including:

  • Woodside Drive – This charming commercial strip features old-fashioned buildings, restaurants, cafes, and storefronts, as well as several historic structures like Independence Hall, the Folger Estate Stable Historic District, Charles Brown Abode, and Woodside Church Chapel.
  • Filoli Estate – Listed in the National Register of Historic Places, this gorgeous654-acre property features a 36,000-square-foot Georgian-style mansion and 64 acres of stunning formal gardens.
  • Teague Hill Open Space Preserve – Accessible only through the Bay Area Ridge Trail, the preserve features a richlywooded forest that’s perfect for bird watching.
  • The Horse Park at Woodside – This sprawling 272-acre property includes obstacle courses, stadium jumps, extensive riding trails, and more.

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