Welcome to the Apartment List August 2026 Rent Report for Winter Springs, FL. Currently, the overall median rent in the city stands at $1,552, after rising 0.6% last month. Prices and are now up 1.0% year-over-year. Read on to learn more about what’s been happening in the Winter Springs rental market and how it compares to trends throughout the broader Orlando metro area and the nation as a whole.