In July 2026, the median home sale price in Winter Park, FL was $499,000, with homes selling in an average of 62 days — slower than the 58-day average last year, suggesting buyers have more negotiating room. A total of 1069 homes sold in this period, up from 1060 last year — a sign of an active market.
The median list price of Winter Park, FL, was $630,000 in July 2026, compared to $500,000 in July 2025.
Winter Park, FL Market Trend for Houses
Median List Price
The median list price of houses in Winter Park, FL, was $860,000 in July 2026, compared to $705,000 in July 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 $248,450 in July 2026, compared to $230,750 in July 2025.
Winter Park, FL Market Trend for Lots/Land
Median List Price
The median list price of lots/land in Winter Park, FL, was $1,350,000 in July 2026, compared to $487,000 in July 2025.
Winter Park, FL Market Trend for Commercial
Median List Price
The median list price of commercial in Winter Park, FL, was $462,000 in July 2026, compared to $725,000 in July 2025.
Winter Park, FL Housing Market Analysis
There are currently 346 homes listed for sale in Winter Park, FL, an increase of 13.44% compared to 2025. With inventory tight relative to sales volume, sellers are in a strong position. The median asking price is $1,147,205 (up 24.55% year-over-year), and the average price per square foot is $355 compared to $295 in 2025. Properties spend an average of 109 days on the market before going under contract.
