Woodside Real Estate

The Town of Woodside retains a rural, bucolic ambiance while just a short commute from SF or Silicon Valley. Known for private estates and miles of horse trails, this sought after community is one of the wealthiest in the area. The Town Center is small and vibrant with a very small town country feel.

Woodside and Portola Valley retain much of the pioneer spirit of the early 1800’s when this district was among the first to be settled in the county. Later these towns became very important for the nearby groves of magnificent redwood trees–sources of timber that found a market via the waterways to Redwood City. Thankfully, groves of these redwood monarchs have survived to grace the surrounding hillsides as the Santa Cruz Mountains provide a stunning backdrop between Woodside and the Pacific Ocean.

Local vineyards and wineries are thriving and horses continue to be a part of the local culture. Outdoor activities abound with a large network of hiking trails, horse trails and miles of beautiful scenery for local cyclists, drawing them in large numbers on summer weekends.

Woodside is considered to be one of the wealthiest towns in the United States, with median household incomes of $200,000 or more a year.

During the 1849 California Gold Rush, 20-year-old Mathias Alfred Parkhurst purchased 127 acres of timberland and named it “Woodside”. The name stuck. By the late 19th century, Woodside was home to country estates. In 1956, the town was incorporated to prevent urbanization.

Included within its 11 square miles, Woodside (pop. 5,352) has a small, historic business area that includes some restaurants and stores. This is home to the famous “Buck’s of Woodside” restaurant, a place well-known among Silicon Valley entrepreneurs as the location where many investment deals have been signed. The inside of the restaurant is decorated with historic Silicon Valley artifacts.