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Homes for Sale in Highlands, San Mateo, CA

The Highlands is a scenic residential enclave in the hilly terrain west of San Mateo, CA.

Joseph Eichler, known for his innovative approach to community development, built and designed single-family residences along with distinguished modernist architects. The open floor plans and spacious great rooms create an atmosphere of expansiveness you will love. And because the neighborhood sits atop Pulgas Ridge, it offers panoramic vistas of the Lower Crystal Springs Reservoir and The Cahill Ridge of Montara Mountain to the west and views extending across the San Francisco Bay, the San Mateo Bridge, and the imposing silhouette of Mount Diablo to the east. Despite this serene setting, it is just minutes from Route 92 and has immediate access to Highway 101 and Interstate 280.

CALIFORNIA MODERN HOMES: Joseph Eichler took the architectural scene by storm, shaping many residences in what is now dubbed “California Modern” style, drawing inspiration from the iconic Frank Lloyd Wright. These homes, typically single-story, showcase post-and-beam construction with flat or gently sloped rooflines and materials like steel, concrete, and extensive glass panels. The centerpiece is the central atrium, surrounded by glass walls, seamlessly merging indoor and outdoor living.

A NATURE LOVER’S PARADISE: While residents enjoy a wide array of amenities at the nearby Highlands Recreation Center, there is also an abundance of hiking, biking, and equestrian trails, perfect for outdoor enthusiasts. The Sawyer Camp Trail is a 6-mile track along the Lower Crystal Springs Reservoir that offers scenic views, wildlife encounters, and safe paved paths suitable for jogging, walking, rollerblading, and bicycling. The nearby Pulgas Ridge Open Space Preserve complements the outdoor experience, offering serene escapes and opportunities to connect with the natural surroundings.

FIRST-RATE SCHOOLS: The community is home to the highly rated Highlands Elementary, ranked #8 in San Mateo-Foster City Elementary Schools. This learning center excels in math and reading and emphasizes critical thinking, problem-solving, and analytical skills. It provides a solid foundation and gets children ready for success in college, the workplace, and in life. This not only supports the intellectual development of the youth but also positively impacts property values as it contributes to the neighborhood’s desirability.

Market Overview

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Homes in Highlands, San Mateo, CA

5 Real Estate Facts About Highlands, San Mateo, CA

  • The Highlands, San Mateo, CA, features more than 900 homes meticulously designed and constructed between 1956 and 1964.
  • The Highlands homes exemplify architectural excellence, showcasing a distinctive mid-century modern design. They list from $2.03 to $ 3.3M.
  • These residences offer spacious living ranging from 1,300 to 3,600 sq ft.
  • The Highlands, San Mateo, homes sit on generous lots of 0.17 to 0.29 acres.
  • The Highlands Recreation Center offers health and well-being programs and amenities such as a swimming pool, tennis courts, playground, social room, and gym.
On the map

Highlands Map

The Highlands is defined by Interstate 280 to the west, State Route 92 to the south, Polhemus Road to the east, and Crystal Springs Road to the north. Hillsborough is to the north, and the city of Belmont is to the south.

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Meet the locals

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Things to do in Highlands

Laurelwood/Sugarloaf Park

This park is next to Sugarloaf Mountain and offers serene walking areas, a playground, and scenic trails, providing a peaceful escape.

The Field Club

With its inviting ambiance, it serves as a vibrant meeting spot, fostering community connections over refreshing drinks.

College of San Mateo Theatre

The 400-seat auditorium hosts dramatic performances, musical showcases, speaker series, summits, conferences, and more.

San Mateo Farmers' Market

Indulge in local produce and artisanal delights, where the community gathers to explore seasonal offerings.


Schools in Highlands

School NameGradesAdmission
Highlands Elementary SchoolK - 5Public
Ralston Middle School6 - 8Public
Hillsdale High School9 - 12Public
Odyssey School6 - 8Private
St. Gregory SchoolK - 8Private
Pacific Rim International SchoolK - 12Private
Around Highlands, San Mateo, CA

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