Winchester, VA 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.
Winchester
70.7
#1080 nationally
Winter Park
72.4
#900 nationally
Winter Park leads in median household income ($96,563 vs $62,495). Winchester leads in cost of living index (111 vs 139). Winter Park leads in crime level (5.6 vs 6.5).
Metric-by-Metric Breakdown
| Metric | Winchester, VA | Winter Park, FL |
|---|---|---|
| WhereAtHome Score | 70.7 (#1080) | 72.4 (#900) |
| Population | 27,617 | 29,894 |
| Typical Home Value (ZHVI) | $403,554 | $469,253 |
| Median Household Income | $62,495 | $96,563 |
| Average Commute | 21.1 min | 23.1 min |
| Walk Score | 51 | 44 |
| Crime Level | 6.5 | 5.6 |
| School Rating | N/A | N/A |
| Cost of Living Index | 111 | 139 |
| Political lean County 2024 presidential margin — context only, not scored | R+28.4 | D+13.6 |
C-
70.7 Score
Winchester, VA
Small Virginia city with local appeal
Median Home
$403,554
Population
27,617
Crime
Moderate
Walk Score
51
Northeast
View Winchester, VA →
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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