Woodland Acres and The Highlands Homes and Neighborhood Guide

Los Altos neighborhood guide

Woodland Acres and The Highlands make up the southern tip of Los Altos, about 1,000 homes on curving, tree lined streets and cul de sacs between Foothill Expressway, Interstate 280 and the Cupertino border.

Woodland Acres began as farmland and is mostly single story ranch homes on quarter to half acre lots, while The Highlands has more two story homes on the rising ground near the freeway. Montclaire Park and Montclaire Elementary, in the Cupertino Union district, and the Woodland Branch Library on Grant Road serve the area.

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Woodland Acres and The Highlands is shaded. Borders are approximate, see the Los Altos map for the full picture.

At a glance

  • About 1,000 homes at the southern tip of Los Altos
  • Curving, tree lined streets and cul de sacs
  • Woodland Acres: single story ranches on quarter to half acre lots
  • The Highlands: more two story homes near Interstate 280
  • Cupertino Union schools and the Woodland Branch Library

Homes and Streets

Lots here are among the larger ones in town, and the quiet cul de sac layout keeps traffic to a minimum. Expect 1950s and 1960s ranches, many expanded, plus newer two story homes in The Highlands, and note that the area feeds Cupertino Union and Fremont Union schools rather than Los Altos School District, which some buyers specifically seek out.

See current homes for sale in Los Altos →

Video Tours

I film walkthroughs of homes across the Peninsula and Silicon Valley, and new Los Altos tours are added as I shoot them. See all of my home tours on Instagram →

Parks and Open Space

Montclaire ParkPlayground, fields and courts on St. Joseph Avenue
Woodland Branch LibraryLos Altos branch library on Grant Road
Rancho San Antonio County ParkThousands of acres of trails just across Interstate 280

Public Schools Nearby

Montclaire Elementary SchoolGrades K-5, Cupertino Union School District, on St. Joseph Avenue in the neighborhood.
Cupertino Middle SchoolGrades 6-8, Cupertino Union School District.
Homestead High SchoolGrades 9-12, Fremont Union High School District. Confirm by address.

School assignments follow district attendance boundaries, which can split a neighborhood and change over time. Always confirm the school for a specific address with the district, for example the Los Altos School District.

Getting Around

Foothill Expressway and Interstate 280 are both at the edge of the neighborhood, with Homestead Road and Grant Road leading to Cupertino, Sunnyvale and State Route 85.

Nearby Neighborhoods

Woodland Acres and The Highlands FAQ

Where is Woodland Acres and The Highlands in Los Altos?

Woodland Acres and The Highlands make up the southern tip of Los Altos, about 1,000 homes on curving, tree lined streets and cul de sacs between Foothill Expressway, Interstate 280 and the Cupertino border.

What are homes like in Woodland Acres and The Highlands?

Lots here are among the larger ones in town, and the quiet cul de sac layout keeps traffic to a minimum. Expect 1950s and 1960s ranches, many expanded, plus newer two story homes in The Highlands, and note that the area feeds Cupertino Union and Fremont Union schools rather than Los Altos School District, which some buyers specifically seek out.

What public schools are near Woodland Acres and The Highlands?

Public schools near Woodland Acres and The Highlands include Montclaire Elementary School, Cupertino Middle School, Homestead High School. School assignments follow district attendance boundaries and can change, so confirm the school for a specific address with the district.

What parks are near Woodland Acres and The Highlands?

Parks and open space near Woodland Acres and The Highlands include Montclaire Park, Woodland Branch Library, Rancho San Antonio County Park.

How do I get around from Woodland Acres and The Highlands?

Foothill Expressway and Interstate 280 are both at the edge of the neighborhood, with Homestead Road and Grant Road leading to Cupertino, Sunnyvale and State Route 85.

How can I find homes for sale in Woodland Acres and The Highlands?

Browse current listings in Los Altos on Joseph Suarez's site, or join his off-market list to hear about homes before they are listed publicly. Thinking of selling? Request a free home valuation for a local estimate based on recent nearby sales.

Thinking about Woodland Acres and The Highlands?

Whether you are buying or selling, Joseph Suarez can walk you through recent sales, street by street pricing and what is coming up before it hits the market.

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← Back to the Los Altos neighborhood guide or browse all Peninsula neighborhoods

Updated October 2026 by Joseph Suarez, Realtor with Coldwell Banker in Burlingame, DRE 02085594.

Sources: City of Los Altos, Los Altos School District, Mountain View Los Altos Union High School District, Wikipedia: Los Altos, California. Information is believed accurate but not guaranteed.