The Highlands & Ticonderoga San Mateo, CA
Unincorporated San Mateo Highlands, home to Joseph Eichler's largest contiguous development.
Living in The Highlands & Ticonderoga
The Highlands is an unincorporated community in the hills west of San Mateo, and the largest contiguous development by Joseph Eichler: most homes are his post-and-beam California Modern designs, built between the mid-1950s and mid-1960s, with walls of glass, atriums and radiant-heated floors. It includes the experimental X-100, one of only two Eichlers built with steel rather than wood, plus a pocket of more traditional two-story homes by another builder at the bottom of Bunker Hill Road. There were 31 sales in the last 12 months at a median around $2.75M, and 2026 sales so far have moved in a median of 7 days at about 110% of asking.
Parking & walkability: Most homes have a driveway and an attached garage or carport, and the residential streets are quiet and easy to park on. It's a hilly, driving-oriented neighborhood, but Highway 92 and 280 are right there, open space and trails are close by, and San Mateo's shopping is a short drive.
What homes in The Highlands & Ticonderoga are doing
Single-family homes in The Highlands & Ticonderoga sold for a median of about $1.73M in 2015–16 and $2.61M in 2024–25, a 51% increase, behind San Mateo as a whole (+63%). Prices peaked in 2022 at $3.02M. In 2025, homes here sold quickly (median 12 days on market) and usually above asking (104.0% of list price on average). So far in 2026 (22 sales through September), the median is $2.81M.
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. 269 single-family sales since 2015.
| Year | Sales | Median price | $/sq ft | Days on market | Sale-to-list |
|---|---|---|---|---|---|
| 2026 (Jan–Sep) | 22 | $2.81M | $1,495 | 7 | 109.8% |
| 2025 | 32 | $2.62M | $1,319 | 12 | 104.0% |
| 2024 | 28 | $2.6M | $1,452 | 10 | 106.1% |
| 2023 | 27 | $2.57M | $1,317 | 13 | 101.2% |
| 2022 | 15 | $3.02M | $1,402 | 8 | 101.8% |
| 2021 | 22 | $2.46M | $1,375 | 6 | 115.7% |
| 2020 | 17 | $1.98M | $1,168 | 7 | 107.2% |
| 2019 | 18 | $1.89M | $1,007 | 10 | 103.0% |
| 2018 | 20 | $1.99M | $1,121 | 12 | 105.9% |
| 2017 | 20 | $1.93M | $985 | 11 | 114.0% |
| 2016 | 23 | $1.66M | $959 | 10 | 106.8% |
| 2015 | 25 | $1.8M | $860 | 13 | 103.8% |
Condos & townhomes in The Highlands & Ticonderoga (29 sales since 2015)
| Year | Sales | Median price | $/sq ft | Days on market | Sale-to-list |
|---|---|---|---|---|---|
| 2026 (Jan–Sep) | 4 | $1.11M | $728 | 24 | 99.8% |
| 2025 | 4 | $1.15M | $707 | 28 | 95.7% |
| 2024 | 3 | $1.27M | $810 | 7 | 99.3% |
| 2023 | 1 few sales | $1.08M | $735 | 32 | 98.2% |
| 2022 | 1 few sales | $1.25M | $850 | 87 | 100.1% |
| 2021 | 4 | $1.45M | $830 | 7 | 106.5% |
| 2020 | 3 | $1.24M | $843 | 43 | 101.9% |
| 2019 | 2 few sales | $1.15M | $650 | 8 | 115.2% |
| 2018 | 2 few sales | $1.34M | $855 | 10 | 116.7% |
| 2017 | 1 few sales | $1.2M | $679 | 25 | 109.5% |
| 2016 | 1 few sales | $886K | $603 | 57 | 104.3% |
| 2015 | 3 | $930K | $633 | 9 | 109.5% |
The Highlands & Ticonderoga on the map
Borders are built lot by lot from the county's property lines and where homes have been listed (MLS neighborhood codes), and stay inside official city limits (dashed), so a home or two along an edge may differ from official MLS lines.
Other San Mateo neighborhoods
- Baywood
- San Mateo Park
- Aragon
- Hayward Park
- Sugarloaf & Laurelwood
- Shoreview & Seal Point
- Beresford & Hillsdale
- 19th Avenue Park & Sunnybrae
- Baywood Knolls
- Baywood Park
- Bowie Estate
- Eastern Addition & Downtown
- Edgewater Isle
- Fiesta Gardens
- Foothill Terrace
- Harbortown
- Homestead & Husing
- Lakeshore
- Lauriedale
- Los Prados
- Mariner's Isle
- Parkside
- San Mateo Knolls & Laurel Creek
- San Mateo Terrace
- San Mateo Village & Glendale Village
- San Mateo Woods & Bayridge
- Westwood Knolls
Thinking about buying or selling in The Highlands & Ticonderoga?
I can pull the exact comps for your street and walk you through what they mean.
Source: MLSListings, Inc. closed sales, 2015–September 2026, summarized by Drew Lehr. Neighborhood figures combine the MLS area(s) that make up The Highlands & Ticonderoga; where there are several, yearly figures are sales-weighted. Information deemed reliable but not guaranteed.