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Winter Park, FL
Winter Park · Orange County · FL 32789
Updated June 20, 2026 · Would You Live There?
Good for now
Verdict
$626K
Median Price
30/100
Walk Score
6.6/10
Schools
13 min
to Orlando, FL
Score Breakdown
DAffordability
45/100
BSafety
78/100
CSchools
66/100
B+Quietness
80/100
ACommute
100/100
FWalkability
30/100
WYLT Score67/100
Our Take
Winter Park offers a high‑end lifestyle with good schools and a pleasant commute to Orlando, but it’s very car‑dependent and pricey. The neighborhood’s walkability and public transit options are weak, so you’ll need a car for most errands. If you can handle the cost and lack of foot traffic, it’s a solid choice for families or professionals.
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The Good
- ✓Top‑rated schools, especially for families
- ✓Affluent community with upscale amenities
- ✓Low flood risk (Zone X)
- ✓Short commute to Orlando, 13 minutes
- ✓Rich cultural scene nearby
Real Talk
- !High cost of living: home prices and rents are steep
- !Very limited walkability—most errands require a car
- !Public transit is not a viable option for most people
- !Parking and traffic can be frustrating on the main thoroughfares
- $Property taxes are high for the area
- $HOA fees can add significant monthly expense
- $Higher insurance premiums due to overall property values
Best For
Families with childrenAffluent retireesProfessionals who commute to OrlandoLuxury-oriented singles
Risk Snapshot
Flood riskLow
Violent crimeLow
Property crimeModerate
Air qualityGood
Price volatilityModerate
Crime & Safety
Winter Park, FL
B
Safety grade
Safety score78 / 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
Moderate19.8incidents / 1,000 residents / yr
0Natl avg (19.5)59+
2% higher than the national average
Verify with real-time data
City-Data stats →From Residents
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