East Bay · Peninsula buyers across all budgets · Caltrain commuters
San Mateo
Peninsula's most diverse city — many neighborhoods, broad price range, downtown rebirth.
Median
$1,780,000
The numbers
Median Price
$1,780,000
Median Sqft
1,850
$/Sqft
$962
Walk Score
64
The vibe
Larger and more varied than its Peninsula neighbors. From mid-priced Hillsdale to luxury Hayward Park to walkable downtown San Mateo.
Who loves it
Bay Area buyers who want Peninsula access without paying Palo Alto/Burlingame prices.
What it isn't
Monolithic. San Mateo has 8+ distinct sub-neighborhoods with different price levels and personalities.
Schools
- Borel Middle (Hillsdale area)8/10
- Aragon HS9/10
- Hillsdale HS8/10
Highlights
- ✦Downtown San Mateo (B Street)
- ✦Hillsdale Shopping Center
- ✦Caltrain access to SF + Silicon Valley
- ✦Crystal Springs hiking nearby
Insider note from Roger
Aragon HS catchment is the school sweet spot. Hayward Park is the historic-architecture gem. Shoreview/Sugar Loaf has the most upside.
WCC + Berkeley AI
18 years of East Bay data
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