Welcome to Portola Valley
Peaceful retreat with captivating homes and scenery.
Portola Valley is a peaceful retreat from the foothills to the upland forests of the Santa Cruz Mountains. This affluent community is located in a secluded and heavily-wooded rural area yet is close to amenities.
Homes in Portola Valley offer beautiful views and bucolic calm within easy reach of Sand Hill Road venture capital firms, Stanford University, and Silicon Valley tech hubs.
Homes here are as captivating as the unspoiled scenery, ranging from traditional ranches and private estates to striking contemporary custom builds.
Dining
Ladera Shopping Center is a quaint village-style shopping area located on the rolling hills lower in the valley close to I-280. Businesses here include Bianchini’s Market, a friendly deli and grocery store with a great selection of fresh produce, imported foodstuffs, artisanal cheese, gourmet prepared meals, and delicious baked goods. This neighborhood favorite offers home delivery and is always ready to stock any items you request.
Ladera Garden & Gifts has a nursery of beautiful plants and flowers as well as a good selection of unique homeware and home décor items. Ladera Shopping Center’s dining options include rustic Italian cooking at Portola Kitchen, East Coast seafood at Old Port Lobster Shack, and tasty Mexican fare at Amigo’s Grill. A short drive south of Ladera Shopping Center on Alpine Road, Rossotti’s Alpine Inn has been a Portola Valley institution since 1852, making it the second-oldest tavern in California. The Alpine Inn reopened following extensive renovation in 2019. Here, you’ll find exceptional cocktails, a wide selection of wine and beer, and a menu of wood-fired pizza and other elevated pub grub. Portola Valley Farmers’ Market is held each Thursday afternoon all year-round on Portola Valley Road with vendors offering organic produce and specialty foodstuffs.
People & Lifestyle
Next to the Alpine Inn, Rossotti Field is a regulation-sized soccer field used for youth and adult league games and practices. Other sports facilities in Portola Valley include Alpine Hills and Ladera Oaks swimming and tennis clubs. Each of these clubs offers members access to lighted tennis courts, heated pools, state-of-the-art fitness centers, and a variety of programs and classes for all ages.
Portola Valley is a popular biking area, and there are miles of equestrian and hiking trails to explore. The 1,335-acre Windy Hill Open Space Preserve is named after its grassy hilltop, which can be seen from across the peninsula. Multiple trails run through this preserve, which is home to a diverse array of animal and plant species. Take in stunning views of the Pacific Ocean, Mount Diablo, and the SF Bay from Windy Hill’s summit or take part in popular activities such as kite flying, paragliding, hang gliding, hiking, mountain biking, and horseback riding.
Schools
Portola Valley has excellent public schools operated by the Portola Valley Elementary School District along with the exceptional private Woodside Priory School (Roman Catholic, 6-12).
Available Homes in Portola Valley
$4,850,000
4 Beds 3.5 Baths 4,825 SqFt
200 Cherokee WAY, Portola Valley, CA 94028
$3,395,000
4 Beds 3.5 Baths 3,160 SqFt
435 Golden Oak DR, Portola Valley, CA 94028
$1,899,000
3 Beds 2 Baths 1,225 SqFt
1019 Los Trancos RD, Portola Valley, CA 94028
$3,600,000
4 Beds 2.5 Baths 2,380 SqFt
30 Pine Ridge WAY, Portola Valley, CA 94028
$3,999,888
5 Beds 5.5 Baths 3,694 SqFt
76 Vista Verde WAY, Portola Valley, CA 94028
$8,495,000
5 Beds 7 Baths 6,620 SqFt
1 Redberry RDG, Portola Valley, CA 94028
Based on information from the MLSListings MLS as of 12/05/2025 07:59
All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Blok are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.
The broker providing this data believes the data to be correct, but advises interested parties to confirm all information before relying on it for a purchase decision. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated at 12/05/2025 07:59
The data relating to real estate for sale on this display comes in part from the Internet Data Exchange program of the MLSListingsTM MLS system. Real estate listings held by brokerage firms other than Blok are marked with the Internet Data Exchange and detailed information about them includes the names of the listing brokers and listing agents.