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Winter Park, FL
Winter Park · FL 32792
Updated October 30, 2026 · Would You Live There?
Good for now
Verdict
$374K
Median Price
80/100
Walk Score
7.3/10
Schools
14 min
to Orlando, FL
Score Breakdown
DAffordability
45/100
ASafety
92/100
BSchools
73/100
B+Quietness
80/100
ACommute
100/100
B+Walkability
80/100
WYLT Score78/100
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.
B.
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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
Young professionalsFamilies with school‑age kidsRetirees seeking a quiet communityPet owners who enjoy outdoor spaces
Risk Snapshot
Flood riskLow
Violent crimeLow
Property crimeLow
Air qualityGood
Price volatilityModerate
Crime & Safety
Winter Park, FL
A
Safety grade
Safety score92 / 100
High riskVery safe
⚠️Violent Crime
Low1.6incidents / 1,000 residents / yr
0Natl avg (3.7)11+
57% safer than the national average
🔒Property Crime
Low9.8incidents / 1,000 residents / yr
0Natl avg (19.5)59+
50% safer than the national average
Verify with real-time data
City-Data stats →From Residents
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