In April 2026, the median home sale price in Winter Park, FL was $499,900, with homes selling in an average of 62 days — slower than the 56-day average last year, suggesting buyers have more negotiating room. A total of 1071 homes sold in this period, matching last year's pace.
The median list price of Winter Park, FL, was $650,000 in April 2026, compared to $465,000 in April 2025.
Winter Park, FL Market Trend for Houses
Median List Price
The median list price of houses in Winter Park, FL, was $1,382,500 in April 2026, compared to $585,000 in April 2025.
Winter Park, FL Market Trend for Condos / Townhouses / Penthouses
Median List Price
The median list price of condos/co-ops in Winter Park, FL, was $222,500 in April 2026, compared to $218,500 in April 2025.
Winter Park, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Park, FL, was $899,000 in April 2026, compared to $590,000 in April 2025.
Winter Park, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Park, FL, was $187,800 in April 2026, compared to $497,000 in April 2025.
Winter Park, FL Housing Market Analysis
There are currently 332 homes listed for sale in Winter Park, FL, a decrease of 1.48% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $1,237,709 (up 47.36% year-over-year), and the average price per square foot is $433 compared to $347 in 2025. Properties spend an average of 115 days on the market before going under contract.
