Annapolis, MD vs Winchester, VA
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
Winchester
70.7
#1080 nationally
Winchester leads in crime level (6.5 vs 22.2). Annapolis leads in median household income ($97,219 vs $62,495). Winchester leads in average commute (21.1 min vs 29.2 min).
Metric-by-Metric Breakdown
| Metric | Annapolis, MD | Winchester, VA |
|---|---|---|
| WhereAtHome Score | 62.7 (#1827) | 70.7 (#1080) |
| Population | 40,552 | 27,617 |
| Typical Home Value (ZHVI) | $627,429 | $403,554 |
| Median Household Income | $97,219 | $62,495 |
| Average Commute | 29.2 min | 21.1 min |
| Walk Score | 48 | 51 |
| Crime Level | 22.2 | 6.5 |
| School Rating | N/A | N/A |
| Cost of Living Index | 137 | 111 |
| Political lean County 2024 presidential margin — context only, not scored | D+13.9 | R+28.4 |
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-
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 →
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