Woodside Glens Woodside, CA
A pocket of homes on smaller lots near Alta Mesa Road, close to Woodside's Town Center.
Living in Woodside Glens
Woodside Glens began in the 1920s, when San Franciscans who could afford summer homes built cottages here; today it's about 200 lots on 80 sloping acres east of Cañada Road, near Woodside's Town Center, and lots tend to be smaller than in the rest of town. It's single-family homes with only a handful of sales a year; the 12-month median is around $3.5M, and prices have risen sharply over the past decade.
Parking & walkability: Homes have driveways and off-street parking, and the streets are quiet and rural. The Town Center's grocery, restaurants and shops are a short drive or bike ride, and Highway 280 is a few minutes away.
What homes in Woodside Glens are doing
Single-family homes in Woodside Glens sold for a median of about $1.6M in 2015–16 and $3.84M in 2024–25, a 139% increase, ahead of Woodside as a whole (+56%). Prices peaked in 2024 at $5M. In 2025, homes here sold at a moderate pace (median 19 days on market) and close to asking (99.7% of list price on average). So far in 2026 (5 sales through September), the median is $3.5M.
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. 65 single-family sales since 2015.
| Year | Sales | Median price | $/sq ft | Days on market | Sale-to-list |
|---|---|---|---|---|---|
| 2026 (Jan–Sep) | 5 | $3.5M | $1,362 | 58 | 96.5% |
| 2025 | 6 | $3.26M | $1,336 | 19 | 99.7% |
| 2024 | 3 | $5M | $1,342 | 12 | 105.1% |
| 2023 | 5 | $2.85M | $1,392 | 13 | 100.0% |
| 2022 | 4 | $3.95M | $1,341 | 12 | 101.3% |
| 2021 | 8 | $3.25M | $1,335 | 15 | 100.6% |
| 2020 | 9 | $2.55M | $1,167 | 14 | 97.4% |
| 2019 | 3 | $1.9M | $1,124 | 14 | 95.7% |
| 2018 | 3 | $2.7M | $1,380 | 56 | 108.2% |
| 2017 | 6 | $2.2M | $1,177 | 52 | 100.0% |
| 2016 | 7 | $1.46M | $1,063 | 22 | 102.2% |
| 2015 | 6 | $1.77M | $1,007 | 47 | 102.3% |
Woodside Glens 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 Woodside 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 Woodside Glens; where there are several, yearly figures are sales-weighted. Information deemed reliable but not guaranteed.