Living in Woodside
A rural town of large lots, horse properties and redwoods in the hills west of Redwood City. Compare commute times or talk with Joseph.
Woodside Neighborhood Map
Woodside neighborhoods as the MLS draws them, the same areas agents use to pull sales. Tap an area to open its guide.
Borders are traced from the MLSListings area map and are approximate, so they can differ a little from city limits and local names. Ask me which area a specific street falls in.
Neighborhood by Neighborhood
These 9 areas follow MLSListings area lines. Sales are closed sales from November 2025 to October 2026. Tap a name for the full neighborhood guide.
Hidden Valley
2 houses sold in the last 12 months at a median of $8.3M ($2,587 per square foot).
Old La Honda Road
1 house sold in the last 12 months, for $4.26M.
Skywood
9 houses sold in the last 12 months at a median of $2.72M ($1,156 per square foot).
Skyline
14 houses sold in the last 12 months at a median of $2.48M ($714 per square foot).
Central Woodside
28 houses sold in the last 12 months at a median of $6.42M ($2,339 per square foot).
Emerald Hills
3 houses sold in the last 12 months at a median of $4.05M ($1,480 per square foot).
Woodside Hills
16 houses sold in the last 12 months at a median of $5.42M ($1,582 per square foot).
Woodside Glens
8 houses sold in the last 12 months at a median of $3.43M ($1,297 per square foot).
Woodside Heights
1 house sold in the last 12 months, for $11.71M.
Woodside on Film
I have not filmed a walkthrough in Woodside yet, so here is a look back from the archives. Want me to tour a home here for you? Send me the address.
Between Sail and Satellite: A History of San Mateo County (1976)
A San Mateo County Bicentennial Committee film covering two centuries of county history.Source: Daly City Public Library, via California Revealed
A Short History
- English-speaking settlers arrived in the early 1800s to log the redwoods, and that lumber helped build early San Francisco.
- After the 1906 earthquake, loggers returned to cut second growth redwood for the rebuilding of San Francisco.
- Woodside incorporated on November 16, 1956.
Schools, Parks and Getting Around
Public Schools
School assignment depends on the address. Always confirm with the district.
Parks and Places
Getting Around
Interstate 280 and Highway 84 serve the town. There is no rail station; the closest Caltrain stop is in Redwood City. See commute times to each job center.
Woodside Market Report
Home sales for Woodside pulled directly from MLSListings, the Bay Area's MLS. Figures cover full calendar months.
Last month, single family homes
October 2026
Last 3 months by home type
August to October 2026
| Home type | Homes sold | Median price | Median price per sq ft |
|---|---|---|---|
| Single family homes | 20 | $3.88M | $1,423 |
| Condominiums | 0 | No sales | No sales |
| Townhouses | 0 | No sales | No sales |
Last 12 months, single family homes
November 2025 to October 2026
How Woodside compares
Median single family sale price, November 2025 to October 2026
Source: MLSListings closed sales with a Woodside postal city, by close of escrow date, pulled November 13, 2026. Information deemed reliable but not guaranteed. Ask me for a full report on your street or price range.
Woodside FAQ
What does the Woodside market look like right now?
See the market report above for single family home sales in Woodside over the last month, the last 3 months and the last 12 months, pulled directly from MLSListings. Every street prices differently, so ask Joseph for numbers on your area or price range.
How far is Woodside from the Peninsula and San Francisco?
Use the commute chart on my relocation guide to compare estimated drive and transit times from Woodside to San Francisco, SFO, Stanford and the Silicon Valley hubs.
What is my Woodside home worth?
Request a free home valuation and Joseph will send a local estimate based on recent nearby sales. Request a free home valuation
How can I hear about Woodside homes before they hit the market?
Join Joseph's off-market list. You'll hear about coming-soon and off-market homes that match what you want before they're listed publicly. Join the off-market list
Sources
Please confirm anything important for a specific address.
- MLSListingsClosed sales with a Woodside postal city, November 2025 to October 2026, pulled November 13, 2026
- Woodside, California (Wikipedia)History, schools, parks and transit
- U.S. Census Bureau2020 census population and land area
- MLSListings area mapNeighborhood borders and sales by MLS area, November 2025 to October 2026
Woodside Market Trends
Market Trends are calculated using MLS® sold listing data
