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Median Price
$575,000
Avg. Days on Market
22
YoY Price Change
+5.8%
Market Trend
Rising
About Winter Park
Winter Park blends tree-canopied streets, brick-lined Park Avenue shopping, and Rollins College culture into one of Florida's most distinctive communities. The housing stock ranges from 1920s bungalows to modern lakefront estates.
What Makes It Stand Out
- Nationally recognized arts and culture scene
- Rollins College campus community
- Top-performing school zones
- Strong walkability on Park Avenue
Lifestyle
Living in Winter Park
Walkability & Transit
Walk
Transit
Bike
Local Amenities
- Park Avenue boutiques & restaurants
- Mead Botanical Garden & scenic boat tours
- Rollins College cultural events & Cornell Museum
- AdventHealth Winter Park campus
Cost of Living
100 = National Average
Overall
108/ 100
Housing
125/ 100
Groceries
105/ 100
Transportation
97/ 100
Education
Schools in Winter Park
Orange County Public Schools — Winter Park Zone
Elementary
Middle
High
Neighborhoods
Where to Live in Winter Park
Urban village
Park Avenue District
Walkable downtown living with boutiques and dining.
Luxury gated
Via Tuscany
Mediterranean-inspired gated enclave.
Classic suburban
Winter Park Pines
Established neighborhood with mature landscaping.
Winter Park, Florida
Local Insight
Broker Tips for Winter Park
For Buyers
Homes near Park Avenue sell fast. Expect multiple offers on well-priced properties under $600K.
For Sellers
Winter Park's charm sells itself, but pricing right is critical. Overpriced listings here sit while the market moves around them.
Direct Line