Sugarloaf San Mateo Homes and Neighborhood Guide
San Mateo neighborhood guide
Sugarloaf is a hillside neighborhood beside the Sugarloaf Mountain open space, south of Highway 92 near De Anza Boulevard. Its homeowner association lists that area as its home ground. Streets curve up the slopes, and the open space forms a green backdrop to many homes. Laurelwood, with its park and trailheads, sits right next door. Highway 92 is just to the north.
Sugarloaf Mountain 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 from Laurelwood Park climb toward the summit, and the city has worked on plans to link them to San Juan Canyon open space in Belmont. School assignments vary here, so check them by address.
Sugarloaf is shaded. Borders are approximate, see the San Mateo map for the full picture.
At a glance
- Next to the Sugarloaf Mountain open space
- Home of the endangered mission blue butterfly
- Trails from Laurelwood Park toward the summit
- South of Highway 92 near De Anza Boulevard
Homes and Streets
Homes sit on curving hillside streets near the open space, with single family houses on sloped lots and some views over the Peninsula. Information on the original tract builders is limited online, so buyers should check each property's records. Lot shapes and grades vary, and some homes back up to the open space.
See current homes for sale in Sugarloaf →
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 just north, connecting to Interstate 280 and Highway 101. De Anza Boulevard and Hillsdale Boulevard lead to El Camino Real and the Hillsdale Caltrain station.
Nearby Neighborhoods
Sugarloaf FAQ
Where is Sugarloaf in San Mateo?
Sugarloaf is a hillside neighborhood beside the Sugarloaf Mountain open space, south of Highway 92 near De Anza Boulevard. Its homeowner association lists that area as its home ground.
What are homes like in Sugarloaf?
Homes sit on curving hillside streets near the open space, with single family houses on sloped lots and some views over the Peninsula. Information on the original tract builders is limited online, so buyers should check each property's records.
What public schools are near Sugarloaf?
Public schools near Sugarloaf 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 Sugarloaf?
Parks and open space near Sugarloaf include Laurelwood/Sugarloaf Park and Sugarloaf Mountain Open Space.
How do I get around from Sugarloaf?
Highway 92 runs just north, connecting to Interstate 280 and Highway 101. De Anza Boulevard and Hillsdale Boulevard lead to El Camino Real and the Hillsdale Caltrain station.
How can I find homes for sale in Sugarloaf?
Browse current listings in Sugarloaf 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 Sugarloaf?
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.