Welcome To


Exclusive community, famed for horseback riding and CEOs.

Welcome to Woodside

Woodside is exclusive and enchanting, a place where horses trot along wooded trails, and where CEOs and famous figures live a lifestyle of bucolic calm. Modestly claiming one of the nation’s most affluent zip codes, Woodside is conveniently located mid-Peninsula and within easy reach of everywhere. With a charming village center and semi-rural atmosphere, Woodside feels like a world apart.

Woodside offers its affluent residents a lifestyle of horseback riding and unbroken peacefulness. Surrounded by towering sequoia redwoods and open space preserves, Woodside provides an idyllic retreat from the Silicon Valley tech scene, even though it’s ideally positioned for commuting. This prestigious community’s 5,500 residents are drawn here by the horse-centered lifestyle, exclusivity, open space, and tranquility.

Woodside’s sprawling lots are the canvas for masterful architectural creations. Each piece of Woodside real estate is unique, with styles including Colonial mansions, classic Californian ranches, and creative contemporary custom-builds. Spacious interiors incorporate gala event spaces, cutting-edge fitness facilities, gourmet kitchens, and luxurious home theaters. Lush landscaped grounds feature tennis and basketball courts, lavish gardens, and outdoor pools. No two properties are alike and there are also old teardowns awaiting transformation into a dream home of your own creation.

Home prices in Woodside among the highest in the entire Bay Area. In 2018, the median sales price was $3,262,500 and the highest was $20 million. In 2012, there was a record-setting sale of $117.5 million.

Woodside consistently ranks among the nation’s most affluent communities. Its idyllic setting often appeals to tech CEOs seeking a daily retreat from the fast pace of Silicon Valley. Homes are spaced far apart, yet there is a convivial sense of old-world neighborliness. It’s a wonderful place to relax and reenergize. Equestrian pursuits are a way of life here and Woodside’s Horse Park is the heart of it all. Facilities within the Horse Park’s 272 oak-studded acres include stalls and barns for horse shows, cross-country jumping courses, eight arenas covering 4 acres, a full-sized dressage court, and 150 acres of open pasture. Woodside’s bountiful surrounding trails and open space preserves provide an abundance of areas to explore on horseback.

Woodside neighborhoods include:

  • Central Woodside
  • Emerald Hills
  • Family Farm/Hidden Valley
  • Old La Honda
  • Skywood/Skylonda/Skyline
  • Woodside Glens
  • Woodside Heights
  • Woodside Hills

There are a handful of locally-run businesses dotted along Alpine Road. The gourmet grocery store Robert’s Market is a community cornerstone. Restaurants include Buck’s Diner, a charmingly kitsch American-style eatery famed as a favored meeting place for Silicon Valley’s most prominent tech figures and venture capitalists. The Michelin-starred Village Pub is also renowned for its creative French and Mediterranean-inspired contemporary American cuisine.

Highlights among Woodside’s adjacent open space preserves include the 4,471-acre Purisima Creek Redwoods Preserve, full of towering coastal redwoods and hardwood forests. Purisima Creek has more than 21 miles of hiking, biking, and equestrian trails. Wunderlich Park has meadows, horse stables, and trails. More trails wind through expansive Huddart County Park, which extends over 900 acres.

Woodside’s well-regarded schools include Woodside Elementary and King Mountain Elementary, as well as the private school Woodside Priory (grades 6-12) located in nearby Portola Valley.

What’s it like to live in Woodside?

Known for its horseback riding, Woodside is an enchanting and exclusive community providing its residents with tranquility and natural beauty.

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Looking to buy your dream home? I will help you find the perfect property. or, if you’re ready to sell your home I’ll help you to sell it for the highest possible price. I work with home buyers and sellers up and down the Silicon Valley Peninsula, and across all price ranges.
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