Winter Park, FL
Winter Park · FL 32792
Updated July 27, 2026 · Would You Live There?
Good for now
Verdict
$650K
Median Price
…
Walk Score
6.5/10
Schools
14 min
to Orlando, FL
Score Breakdown
Our Take
Winter Park offers a pleasant mix of upscale amenities, highly-rated schools, and a strong sense of community. Living costs are on the higher side, and public transit is limited, but the area’s low crime and beautiful surroundings make it a solid choice for most people.
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The Good
- ✓Excellent public schools with high average ratings
- ✓Charming historic downtown with boutique shopping and dining
- ✓Strong sense of community and low crime rates
- ✓Close proximity to Orlando (about 14‑minute drive)
Real Talk
- !High cost of living and home prices
- !Limited public transportation options
- !Traffic can become heavy during rush hours
- !Insurance premiums may be higher due to property values
- $Annual property tax can be above state average
- $HOA fees for many neighborhoods can add $500–$1,200/month
- $Maintenance costs for older, upscale homes may be high
Best For
Risk Snapshot
Crime & Safety
Winter Park, FL
Safety grade
57% safer than the national average
50% safer than the national average
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City-Data stats →From Residents
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