San Mateo, CA vs Winter Park, FL
Side-by-side comparison of housing, income, commute, safety, and quality of life.
Score Snapshot
No universal winner
Scores summarize the published model. Use the objective metric differences below and your own priorities to choose.
San Mateo
63
#1808 nationally
Winter Park
72.4
#900 nationally
Winter Park leads in cost of living index (139 vs 249). San Mateo leads in walk score (68 vs 44). San Mateo leads in median household income ($149,152 vs $96,563).
Metric-by-Metric Breakdown
| Metric | San Mateo, CA | Winter Park, FL |
|---|---|---|
| WhereAtHome Score | 63 (#1808) | 72.4 (#900) |
| Population | 101,327 | 29,894 |
| Typical Home Value (ZHVI) | $1,685,162 | $469,253 |
| Median Household Income | $149,152 | $96,563 |
| Average Commute | 28.5 min | 23.1 min |
| Walk Score | 68 | 44 |
| Crime Level | 6.7 | 5.6 |
| School Rating | N/A | N/A |
| Cost of Living Index | 249 | 139 |
| Political lean County 2024 presidential margin — context only, not scored | D+50.3 | D+13.6 |
D
63 Score
San Mateo, CA
Mid-size California city with community character
Median Home
$1,685,162
Population
101,327
Crime
Moderate
Walk Score
68
Pacific
View San Mateo, CA →
C-
72.4 Score
Winter Park, FL
Small Florida city with local appeal
Median Home
$469,253
Population
29,894
Crime
Moderate-Low
Walk Score
44
Southeast
View Winter Park, FL →
Try a different matchup
Swap San Mateo for: