Just south of Permanente Creek and nestled between Foothill Expressway and Interstate 280, is a small neighborhood known dually as the Highlands and Woodland Acres.

The tall trees lining the streets give just a hint of the rural charm and verdant beauty the Highlands has to offer. Privacy is abundant, with many of the streets gently curving, often leading into traffic-deterring cul-de-sacs. Several of the homes in the Highlands offer excellent views of the San Francisco Peninsula. Though this neighborhood feels removed, the residents are all friendly and plan regular gatherings, or meet up for a day of fun and recreation at the Rancho San Antonio County Park, which, combined with the Mid-Peninsula Regional Open Space Preserve, offers 2,300 acres of trails that can be explored on foot, horseback, or mountain bike.

Adjacent to the Highlands lies Woodland Acres. Originally private farmland, Woodland Acres was subdivided into 120 parcels of approximately half an acre each during the post-war suburban expansion. Recent years have shown renovations transforming older homes to look more modern.

This neighborhood’s close proximity to Foothill Expressway and Interstate 280 allows easy access to commuting routes, which lead to neighboring cities.

  • Boundaries

    • Permanente Creek on the north
    • Foothill Expressway on the east
    • Beechwood Lane on the south
    • Interstate 280 on the west
  • Libraries

    • Woodland Branch Library- 1975 Grant Road Los Altos, CA 94024
  • Parks

    • Montclaire Park- 1160 Saint Joseph Avenue Los Altos, CA 94024
    • Grant Park- 1570 Holt Avenue Los Altos, CA 94024
    • Marymeade Park- 1285 Fremont Avenue Los Altos, CA 94024
    • Rancho San Antonio Open Space Preserve- 22500 Cristo Rey Drive, Cupertino, CA 95014
  • Public Schools

    • Montclaire Elementary School- 1160 Saint Joseph Avenue Los Altos, CA 94024
    • Cupertino Middle School- 1650 South Bernardo Avenue Sunnyvale, CA 94087
    • Homestead High School- 21370 Homestead Road Cupertino, CA 95014

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