In August 2026, the median home sale price in Winter Park (32789), FL was $935,020, with homes selling in an average of 68 days — slower than the 66-day average last year, suggesting buyers have more negotiating room. A total of 482 homes sold in this period, up from 481 last year — a sign of an active market.
The median list price of Winter Park (32789), FL, was $1,000,050 in August 2026, compared to $1,059,500 in August 2025.
Winter Park (32789), FL Market Trend for Houses
Median List Price
The median list price of houses in Winter Park (32789), FL, was $1,450,000 in August 2026, compared to $1,300,000 in August 2025.
Winter Park (32789), FL Market Trend for Condos / Townhouses / Penthouses
Median List Price
The median list price of condos/co-ops in Winter Park (32789), FL, was $525,000 in August 2026, compared to $482,000 in August 2025.
Winter Park (32789), FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Park (32789), FL, was $1,472,500 in August 2026, compared to $499,000 in August 2025.
Winter Park (32789), FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Park (32789), FL, was $425,000 in August 2026, compared to $1,797,450 in August 2025.
Winter Park (32789), FL Housing Market Analysis
There are currently 203 homes listed for sale in Winter Park (32789), FL, an increase of 61.11% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $1,466,639 (up 5.31% year-over-year), and the average price per square foot is $494 compared to $449 in 2025. Properties spend an average of 94 days on the market before going under contract.