Sugarloaf & Laurelwood San Mateo, CA
Hillside homes in the southwest near Sugarloaf Mountain open space. Views, trails, and quiet residential streets.
Living in Sugarloaf & Laurelwood
Sugarloaf & Laurelwood are hillside neighborhoods in southwest San Mateo, wrapped around Sugarloaf Mountain's open space and Laurelwood Park. Most homes are 1950s–'60s ranches and split-levels on curving residential streets, many with bay or hillside views, and trails and parks are practically out the back door. Competition is strong, with homes selling for about 106% of asking in 2025, and the 2026 median so far is about $2.5M.
Parking & walkability: Nearly every home has a driveway and an attached two-car garage, and the streets are quiet and easy to park on. It's hilly and more car-oriented for errands, but the Sugarloaf trails, Laurelwood Park and Laurel Creek are right there, and Hillsdale Shopping Center and Highway 92 are just a few minutes away.
What homes in Sugarloaf & Laurelwood are doing
Single-family homes in Sugarloaf & Laurelwood sold for a median of about $1.53M in 2015–16 and $2.27M in 2024–25, a 48% increase, behind San Mateo as a whole (+63%). Prices peaked in 2022 at $2.5M. In 2025, homes here sold quickly (median 9 days on market) and usually above asking (106.2% of list price on average). So far in 2026 (15 sales through September), the median is $2.49M.
Median single-family price, 2015–2026
* 2026 covers January through September. Hollow dots mark years with fewer than 3 single-family sales; treat those medians as rough. 375 single-family sales since 2015.
| Year | Sales | Median price | $/sq ft | Days on market | Sale-to-list |
|---|---|---|---|---|---|
| 2026 (Jan–Sep) | 15 | $2.49M | $1,096 | 7 | 111.3% |
| 2025 | 38 | $2.36M | $1,152 | 9 | 106.2% |
| 2024 | 30 | $2.15M | $1,148 | 13 | 103.6% |
| 2023 | 23 | $2.25M | $966 | 10 | 100.5% |
| 2022 | 35 | $2.5M | $1,190 | 9 | 106.0% |
| 2021 | 27 | $2.19M | $1,048 | 8 | 109.7% |
| 2020 | 30 | $2.01M | $904 | 11 | 101.5% |
| 2019 | 36 | $1.9M | $877 | 15 | 100.7% |
| 2018 | 45 | $1.89M | $883 | 14 | 107.1% |
| 2017 | 36 | $1.73M | $856 | 11 | 108.7% |
| 2016 | 25 | $1.5M | $692 | 17 | 100.0% |
| 2015 | 35 | $1.55M | $764 | 11 | 113.0% |
Condos & townhomes in Sugarloaf & Laurelwood (93 sales since 2015)
| Year | Sales | Median price | $/sq ft | Days on market | Sale-to-list |
|---|---|---|---|---|---|
| 2026 (Jan–Sep) | 5 | $1.3M | $929 | 48 | 100.0% |
| 2025 | 6 | $1.15M | $866 | 46 | 92.7% |
| 2024 | 8 | $870K | $773 | 13 | 100.0% |
| 2023 | 6 | $830K | $789 | 22 | 100.0% |
| 2022 | 10 | $900K | $823 | 33 | 100.3% |
| 2021 | 11 | $862K | $791 | 18 | 101.7% |
| 2020 | 9 | $902K | $889 | 25 | 100.3% |
| 2019 | 5 | $870K | $836 | 42 | 98.1% |
| 2018 | 2 few sales | $1.23M | $971 | 10 | 113.2% |
| 2017 | 5 | $968K | $753 | 11 | 106.0% |
| 2016 | 9 | $820K | $730 | 8 | 114.4% |
| 2015 | 17 | $788K | $711 | 12 | 107.8% |
Sugarloaf & Laurelwood on the map
Borders follow real streets and where homes have sold (MLS neighborhood codes), so a home or two along an edge may differ from official MLS lines.
Other San Mateo neighborhoods
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Source: MLSListings, Inc. closed sales, 2015–September 2026, summarized by Drew Lehr. Neighborhood figures combine the MLS area(s) that make up Sugarloaf & Laurelwood; where there are several, yearly figures are sales-weighted. Information deemed reliable but not guaranteed.