Explore Woodside Hills

About Woodside Hills

Woodside Hills is a residential neighborhood on the eastern side of Woodside, generally east of Interstate 280 and north of Woodside Road, between the Cañada College area and Menlo Country Club. It is one of Woodside's larger subdivisions, with roughly 250 homes and its own homes association. Hillside streets wind up from Woodside Road, and many homes look out over the Peninsula and the bay. Woodside Hills real estate pairs a quiet, wooded setting with a location close to Redwood City.

Moving to Woodside Hills

Moving to Woodside Hills means settling into a peaceful hillside neighborhood with landscaped roads, mature trees and plenty of space between homes. The setting feels secluded, yet everyday shopping in Redwood City is only a few minutes away. Many properties have decks or terraces designed around views toward the bay and the hills. Buyers often find it a natural fit when they want Woodside's rural feel without being far from the conveniences of the Peninsula.

Cost of Living & Housing in Woodside Hills

Woodside Hills homes for sale sit in the upper tier of the Peninsula market, generally with a more understated feel than the large estates of Central Woodside. Housing includes single-level ranch homes, tri-level and split-level designs from the mid-20th century, and newer modern and Craftsman-style custom homes. Lots are large, often around an acre, with some sloped or creekside parcels. Many original homes have been remodeled or replaced, so buyers will find a range of eras and styles.

Getting Around Woodside Hills

Getting around from Woodside Hills is especially convenient, with Interstate 280 just to the west for commutes toward San Francisco or San Jose. Woodside Road (Highway 84) runs east to downtown Redwood City, Highway 101 and the Redwood City Caltrain station. Alameda de las Pulgas and Farm Hill Boulevard offer local routes toward Atherton, Menlo Park and Emerald Hills. Sand Hill Road and Stanford are a short drive away, and SamTrans buses run along Woodside Road.

Local Amenities & Things to Do in Woodside Hills

Local amenities near Woodside Hills include shopping and dining at Woodside Plaza and in downtown Redwood City, both a short drive away. The Woodside village center offers a neighborhood market, restaurants and the Woodside Library just across Interstate 280. Huddart County Park and Wunderlich County Park provide redwood forests and trails for hiking and riding. Cañada College, on Farm Hill Boulevard, offers community classes and campus events close to home.

Schools & Education in Woodside Hills

School assignments in Woodside Hills vary by address, so it is important to check each property. Some homes are served by the Woodside Elementary School District and its TK-8 Woodside Elementary, while others may be assigned to the Redwood City School District, which has listed Henry Ford Elementary and Kennedy Middle School for parts of the area. High school students are typically assigned to Woodside High School in the Sequoia Union High School District. Confirm school boundaries for any specific address with the district.

Why Buyers Choose Woodside Hills

Buyers choose Woodside Hills for large lots, views and a quiet hillside setting just minutes from Redwood City and Interstate 280. The neighborhood offers a Woodside address with easier access to shopping, Caltrain and Highway 101 than most parts of town. A mix of mid-century and newer custom homes gives buyers options for updating or moving right in. If you are ready to buy or sell a home in Woodside Hills, contact Jessica Heredia for local guidance from start to finish.