Homes for Sale in Sugarloaf, San Mateo, CA
Sugarloaf occupies a hillside setting in western San Mateo, immediately south of State Route 92 near De Anza Boulevard. Buyers considering Sugarloaf homes for sale are looking at a community the City describes as roughly bounded by Highway 92 to the west, the Belmont city line to the south, Laurelwood Park and Sugarloaf open space to the east, and Cherrywood Drive to the north. The City’s traffic plan identifies 226 single-family homes in the development, with Sugarloaf HOA residences documented along Sugarloaf Drive, Parkwood Drive, De Anza Boulevard, and several smaller courts. The result is a compact residential enclave with close access to hillside open space while remaining connected to San Mateo’s larger road network.
The organized street pattern and HOA setting give Sugarloaf the residential character some buyers associate with Sugarloaf residential estates, although the City more precisely identifies it as a 226-home development. Individual properties include both one- and two-story configurations, with verified Sugarloaf examples dating from the late 1970s through the late 1980s. Documented outlooks vary by property, with some residences offering canyon, greenbelt, mountain, Bay, or water views, while others have forest, hills, skyline, or neighborhood views.
Open Space Next Door: Laurelwood/Sugarloaf Park borders the neighborhood’s eastern side and provides walking areas, a playground, picnic facilities, restrooms, and trails leading toward Sugarloaf Mountain. That gives buyers an established recreation option immediately beside the residential area rather than requiring a longer drive for every outdoor outing. The City describes Sugarloaf as bounded on the east by Laurelwood Park and Sugarloaf open space, making the natural setting an identifiable part of the neighborhood’s geography.
Hillside and Canyon Views: Some Sugarloaf Mountain View homes have documented outlooks toward the surrounding hills, canyon areas, and open space. Verified Sugarloaf properties have been marketed with Bay, canyon, greenbelt, mountain, and water views, although those features are property-specific rather than universal. For buyers comparing San Mateo canyon-side properties, documented views, lot grade, outdoor decks, and privacy are useful property-level details to review.
Residential Courts and Convenient Access: Sugarloaf includes numerous court streets, including Allison, Broadview, Cheryl, Douglas, Leafwood, Oakhill, Toyon, and Westwood courts. That street pattern gives buyers interested in the type of quiet cul-de-sac homes San Mateo offers several court-style locations to compare, although actual traffic and sound levels should always be evaluated at the individual property. At the same time, De Anza Boulevard connects the development with State Route 92, balancing the more contained residential streets with practical regional access.
San Mateo, CA Market Information
$1.4M
$948
35
$1.5M
54.4%
$2,475
5 Real Estate Facts About Sugarloaf, San Mateo, CA
- Price Range: Current Sugarloaf-area inventory ranges from roughly $850,000 for a condo to about $2.3 million for a detached home, while recent Sugarloaf HOA single-family sales range from roughly $1.8 million into the mid-$2 million range.
- Year Built: Verified homes within the Sugarloaf development date from the late 1970s through the late 1980s, with many documented examples built during the early-to-mid-1980s.
- Interior Square Footage: Representative Sugarloaf single-family homes range from roughly 1,600 to 2,400 square feet, with verified examples around 1,630, 1,710, 1,780, 2,190, 2,220, and 2,430 square feet.
- Lot Size: Verified Sugarloaf parcels range from roughly 2,900 to 7,400 square feet, while lot size and documented characteristics such as grade and location vary by property.
- Days on Market: Current neighborhood-level market data show a median of about 10 days on the market, although individual Sugarloaf properties can take considerably longer, including a recent Sugarloaf Drive sale that recorded 33 days.
Homes for Sale in Sugarloaf, San Mateo, CA
Sugarloaf, San Mateo, CA Map
State Route 92 and De Anza Boulevard provide the main approach to Sugarloaf, with De Anza serving as the neighborhood’s primary access east of the highway. From De Anza Boulevard, Parkwood Drive leads into Sugarloaf Drive and the community’s smaller residential streets and courts. De Anza Boulevard continues as Glendora Drive toward Laurelwood/Sugarloaf Park, providing another useful local reference point. Drivers arriving from elsewhere on the Peninsula can use Highway 92 to reach the De Anza Boulevard interchange.
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Who Lives in San Mateo, CA
103,065
38.2
$165,420
38,549
2.67
270.6%
Things to do around Sugarloaf
Laurelwood/Sugarloaf Park
Walking areas, playground, picnics, and trails climb toward Sugarloaf Mountain.
Indian Springs Park
Woodland park has a playground, picnic areas, springs, and San Francisco views.
Beresford Park
Tennis, bocce, ballfields, skate park, playgrounds, garden, and picnics await.
Sawyer Camp Segment
Paved trail supports walking, running, cycling, horseback riding, and views.
Schools near Sugarloaf
| School Name | Grades | Admission |
|---|---|---|
| Highlands Elementary School | K - 5 | Public |
| Abbott Middle School | 6 - 8 | Public |
| Carlmont High School | 9 - 12 | Public |
