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Winter Park, FL
Winter Park · FL 32789
Updated November 1, 2026 · Would You Live There?
Good for now
Verdict
$950K
Median Price
12/100
Walk Score
6.6/10
Schools
18 min
to Orlando
Score Breakdown
FAffordability
28/100
ASafety
92/100
CSchools
66/100
B+Quietness
80/100
B+Commute
85/100
FWalkability
12/100
WYLT Score61/100
Our Take
Winter Park is a well‑established, affluent suburb with top‑rated schools, great parks, and a vibrant downtown. Property prices are high and the cost of living is above the national average, but for families or professionals who value a strong community and proximity to Orlando, it’s a solid choice.
B.
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The Good
- ✓Highly rated public schools and strong private school options
- ✓Close to downtown Orlando and many cultural amenities
- ✓Abundant parks, lakes, and walking trails
- ✓Active community events and strong neighborhood identity
Real Talk
- !Very high property values and overall cost of living
- !Limited public transportation options
- !Higher homeowner insurance costs due to Florida weather risks
- !Traffic congestion during rush hours into Orlando
- $Homeowners association fees in many neighborhoods
- $Higher property taxes compared to neighboring suburbs
- $Elevated insurance premiums for wind and flood coverage
Best For
FamiliesRetireesProfessionalsPet owners
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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