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Apartments for Rent in Winter Park FL

1,697 Rentals Available

Explore Rent Prices Near Winter Park, FL

Winter Park, FL’s average rent price is $1,603 per month. Compare rent prices and available listings in nearby cities to find better value or more options that fit your budget.

Average Rent
Maitland $1,784
Fern Park $1,263
Eatonville $850
Casselberry $1,728
Longwood $1,676

Average Monthly Rent is calculated using the average rent of active one-bedroom apartment listings.

Winter Park, FL Apartments for Rent

Tree-lined brick streets, a chain of lakes, and a lively Park Avenue make Winter Park an easy place to love. You'll find apartments for rent in Winter Park within walking distance of boutiques, cafes, and the Charles Hosmer Morse Museum of American Art, with Central Park hosting the famous Winter Park Sidewalk Art Festival and a weekly farmers market. Commuting is simple: the SunRail station sits right on Park Avenue for quick rides to Maitland, AdventHealth, and downtown Orlando, and drivers can reach those hubs in about 15–25 minutes via U.S. 17–92 or I–4. Mead Botanical Garden, Kraft Azalea Garden on Lake Maitland, and the Scenic Boat Tour add weekend plans, while Winter Park Village brings shopping, dining, and a movie theater.

For places to live, start with Downtown/Park Avenue for walkable living near Central Park and the SunRail platform (think apartments near Park Avenue or rentals close to the SunRail Winter Park station). Hannibal Square blends history with galleries and restaurants on New England Avenue. The College Quarter puts you by Rollins College, Lake Virginia, and the Scenic Boat Tour docks. Around Lake Killarney, you're close to Winter Park Village and easy Orlando Avenue access. Winter Park Pines delivers quick trips to Ward Park, Showalter Stadium, and the Cady Way Trail. Orwin Manor offers classic 1920s architecture and fast connections to Loch Haven Park's museums and AdventHealth. Windsong sits by the lakes and leafy parks, while Kenilworth Shores lines quiet streets near Aloma Avenue and Full Sail University—handy for a short commute and everyday errands.

Learn more about living in Winter Park, FL

Winter Park, FL Rental Insights

The average rent in Winter Park, FL is $1,444 per month. By comparison, renters across the U.S. pay an average of $1,626, which means housing in Winter Park, FL is slightly less expensive than much of the country.

Find affordable apartments for rent in Winter Park, FL by browsing listings in budget-friendly neighborhoods such as Four Seasons, Winter Park Pines Merrie Oaks, and Whisperwood. Use filters by price, number of bedrooms, and amenities to narrow your search.

You can find flexible rentals in Winter Park, FL by exploring short-term rentals for temporary stays or browsing furnished apartments for move-in ready options that save time and hassle.

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