In September 2026, the median home sale price in Winter Park (32789), FL was $899,000, with homes selling in an average of 70 days — slower than the 66-day average last year, suggesting buyers have more negotiating room. A total of 491 homes sold in this period, up from 484 last year — a sign of an active market.
The median list price of Winter Park (32789), FL, was $1,127,500 in September 2026, compared to $987,520 in September 2025.
Winter Park (32789), FL Market Trend for Houses
Median List Price
The median list price of houses in Winter Park (32789), FL, was $1,422,450 in September 2026, compared to $1,300,000 in September 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 $510,000 in September 2026, compared to $330,000 in September 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 $1,449,500 in September 2026, compared to $1,395,000 in September 2025.
Winter Park (32789), FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Park (32789), FL, was $887,500 in September 2026, compared to $799,900 in September 2025.
Winter Park (32789), FL Housing Market Analysis
There are currently 208 homes listed for sale in Winter Park (32789), FL, an increase of 65.08% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $1,498,330 (up 2.13% year-over-year), and the average price per square foot is $491 compared to $446 in 2025. Properties spend an average of 97 days on the market before going under contract.