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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.

Have Roger walk you through San Mateo

WCC + Berkeley AI

18 years of East Bay data

Ask me anything about San Mateo — schools, vibe, pockets. I can also book a 20-minute call with Roger or give you his direct line.