Laurelwood San Mateo Homes and Neighborhood Guide
San Mateo neighborhood guide
Laurelwood is a hillside neighborhood in southwest San Mateo, just south of Highway 92. The homeowner association lists Glendora Drive, Cherrywood, De Anza Boulevard and Palos Verdes as its key streets. Homes follow the curves of the hills near Laurel Creek, and the open space of Sugarloaf Mountain rises right behind the neighborhood. Highway 92 runs along the north edge of the area, so trips east or west are quick.
Laurelwood Park on Glendora Drive has a playground, picnic tables and restrooms, and it is the main gateway to Sugarloaf Mountain. Sugarloaf is the city's largest park and open space holding. It rises between the forks of Laurel Creek and is home to the endangered mission blue butterfly. Trails climb to views across the mid Peninsula. Hillsdale Shopping Center is a short drive east.
Laurelwood is shaded. Borders are approximate, see the San Mateo map for the full picture.
At a glance
- Laurelwood Park, the gateway to Sugarloaf Mountain trails
- Sugarloaf open space, home of the mission blue butterfly
- Hillside streets along Glendora Drive and De Anza Boulevard
- Quick access to Highway 92
Homes and Streets
Homes sit on curving streets that follow the hills near Laurel Creek, with many single family houses on sloped lots. Some homes back toward the Sugarloaf open space or have views. Build dates vary, and the hillside setting means lot shapes and driveway grades differ from street to street. Glendora Drive and De Anza Boulevard are the main routes.
See current homes for sale in Laurelwood →
Parks and Open Space
Public Schools Nearby
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 San Mateo-Foster City School District.
Getting Around
Highway 92 runs along the north edge, connecting to Interstate 280 and Highway 101. Hillsdale Caltrain station is a short drive east via Hillsdale Boulevard.
Nearby Neighborhoods
Laurelwood FAQ
Where is Laurelwood in San Mateo?
Laurelwood is a hillside neighborhood in southwest San Mateo, just south of Highway 92. The homeowner association lists Glendora Drive, Cherrywood, De Anza Boulevard and Palos Verdes as its key streets.
What are homes like in Laurelwood?
Homes sit on curving streets that follow the hills near Laurel Creek, with many single family houses on sloped lots. Some homes back toward the Sugarloaf open space or have views.
What public schools are near Laurelwood?
Public schools near Laurelwood include Laurel Elementary School (grades K-5), Abbott Middle School (grades 6-8) and Hillsdale High School (grades 9-12). School assignments follow district attendance boundaries and can change, so confirm the school for a specific address with the San Mateo-Foster City School District.
What parks are near Laurelwood?
Parks and open space near Laurelwood include Laurelwood/Sugarloaf Park and Indian Springs Park.
How do I get around from Laurelwood?
Highway 92 runs along the north edge, connecting to Interstate 280 and Highway 101. Hillsdale Caltrain station is a short drive east via Hillsdale Boulevard.
How can I find homes for sale in Laurelwood?
Browse current listings in Laurelwood 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 Laurelwood?
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.
See homes for saleWhat is my home worth?Get off-market listingsContact Joseph← Back to the San Mateo neighborhood guide or browse all Peninsula neighborhoods
Updated October 2026 by Joseph Suarez, Realtor with Coldwell Banker in Burlingame, DRE 02085594.
Sources: City of San Mateo, Wikipedia. Information is believed accurate but not guaranteed.