Annapolis, MD 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.
Annapolis
62.7
#1827 nationally
Winter Park
72.4
#900 nationally
Winter Park leads in crime level (5.6 vs 22.2). Winter Park leads in average commute (23.1 min vs 29.2 min). Annapolis leads in walk score (48 vs 44).
Metric-by-Metric Breakdown
| Metric | Annapolis, MD | Winter Park, FL |
|---|---|---|
| WhereAtHome Score | 62.7 (#1827) | 72.4 (#900) |
| Population | 40,552 | 29,894 |
| Typical Home Value (ZHVI) | $627,429 | $469,253 |
| Median Household Income | $97,219 | $96,563 |
| Average Commute | 29.2 min | 23.1 min |
| Walk Score | 48 | 44 |
| Crime Level | 22.2 | 5.6 |
| School Rating | N/A | N/A |
| Cost of Living Index | 137 | 139 |
| Political lean County 2024 presidential margin — context only, not scored | D+13.9 | D+13.6 |
D-
62.7 Score
Annapolis, MD
Small Maryland city with local appeal
Median Home
$627,429
Population
40,552
Crime
High
Walk Score
48
Northeast
View Annapolis, MD →
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 →
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