Portola Valley Real Estate

Prestigious rural enclave with abundant open spaces and equestrian facilities.

Welcome to Portola Valley

Prestigious rural enclave with abundant open spaces and equestrian facilities.
Nestled beside the distinctive bare peaks of the 1335-acre Windy Hill Open Space Preserve, Portola Valley is one of the most exclusive and desirable communities in the San Francisco Bay Area.

With expansive trails and quiet country living, the gorgeous ranch homes of Portola Valley have attracted some of Silicon Valley’s most affluent people. The median household income is in excess of $250,000 and its 94028 zip code was ranked by American Home Survey as the wealthiest in the United States in 2016.

This peaceful rural setting has ample open space including equestrian trails and facilities, as well as fantastic restaurants and great shopping options dotted throughout the community.

Portola Valley Real Estate Insights

With just 4,500 residents, Portola Valley is a very sought-after community. Properties are a mixture of traditional ranch homes and stunning modern architecture, with houses situated on expansive lots offering commanding views of the gorgeous surrounding scenery.
Portola Valley contains several distinct neighborhoods, each with their own unique characteristics. Los Trancos offers secluded lots and stunning views in a densely forested upland area. 

Brookside and Willowbrook are charming, friendly neighborhoods conveniently situated between several highly-regarded local schools. 

Central Portola Valley is one of the more diverse areas, with a range of traditional and contemporary luxury homes on large estates spread across the foothills of the Santa Cruz Mountains. 

Ladera features many charming examples of traditional ranch homes in a neighborhood conveniently located near a local shopping center.

The Ranch is an open area full of trails and greenery, along with a clubhouse offering swimming pools and tennis courts in a gorgeous setting surrounded by orchards and duck ponds.

The secluded lots within Woodside Highlands provide incredible privacy and seclusion in an area densely forested with redwoods.

The median sales price in Portola Valley over the past twelve months was $3,150,000, with an average price per square foot of $1,179.

People & Lifestyle

The Windy Hill Open Space Preserve provides Portola Valley’s residents with 12 miles of hiking, cycling, and equestrian trails. The Anniversary Trail affords particularly captivating views, while Windy Hill’s summit boasts panoramic views across the Bay Area, from downtown San Francisco to the Pacific Ocean. This expansive open space is a conservation area that’s home to an array of local wildlife, including bobcats, California mule deer, coyotes, quails, kestrels, white-tailed kites, band-tailed pigeons, and California voles.

There are numerous stables and equestrian facilities throughout Portola Valley, and the Webb Ranch is a must-visit for horse enthusiasts. Owned and operated by five generations of the Webb family since 1922, this charming location offers horse riding and boarding as well as organic farming and seasonal pumpkin patches and Christmas tree lots.

McIntosh Stables are another of Portola Valley’s phenomenal equestrian facilities, noted for the first-class instruction its team provides for inexperienced riders.

Within this blissful rural setting, residents enjoy a great selection of restaurants. Alpine Inn is a family-friendly local institution that’s been serving delicious food for decades. This laidback setting boasts an outdoor beer garden with a creek running alongside. Parkside Grille is an elegant eatery specializing in steak and seafood situated in beautiful surroundings, with towering redwoods visible through its windows. Portola Kitchen is an innovative Italian restaurant with an extensive wine list and a range of unique cocktails.

Work With Us

Matt strives to help his clients make the transition from one home to another with as much objectivity as possible. He believes that as a Top Producing Real Estate Agent, his job is to ''Be the Guide'', anticipating the unexpected, protecting his clients from going down the wrong paths, and in the end, delivering the outcome that they seek. To work with Matt, contact him today!