The Highlands

Welcome to the Highlands!

Just south of the Country Club, nestled between Foothill Expressway and Highway 280, sits a small neighborhood with gently curving streets known as The Highlands/Woodland Acres.

Originally the site of Toyon Farms, Woodland Acres is still rich with acacias, redwoods, and historic oaks. A place where Mother Nature thrives, the area has around 120 houses ranging from ranch style homes to two-story stucco mansions. Recently there has been a change from older, original homes populating the neighborhood to more modern homes to accommodate growing families. Many of these families are active in the Woodland Acres Association that organizes a great many social events to encourage and support the sense of community prevalent in Woodland Acres. In fact, one of the attractive elements of this area is the friendly, community-oriented nature of its residents. The neighborhood is also part of the Cupertino School District which is renowned for its outstanding test scores.

Woodland Acres’ neighbor, The Highlands, is inhabited with many cul-de-sacs that offer residents an ideal amount of privacy and security. Neighbors often end up getting to know each other well and plan social gatherings together. And with some homes located high on the foothills, the stunning views of the San Francisco Peninsula offer the perfect backdrop for these festivities. With its wide, winding tree-lined streets, The Highlands has a fantastic rustic and woodsy atmosphere appealing to any outdoorsman or woman. Residents also enjoy the many benefits of Rancho San Antonio County Park. Combined with the Mid-peninsula Regional Open Space Preserve, the park offers 2,300 acres of trails open for exploration on foot, horseback, or mountain bike.

As with the Country Club neighborhood, The Highlands/Woodland Acres may also experience higher noise levels due to its position near the Interstate 280 and Foothill Expressway. However, having quick and easy access to these major highways does make transportation and commuting effortless.