2026 Compare Cities Overview:
Winter Garden, FL vs Kissimmee, FL

Are people in Kissimmee older or younger than people in Winter Garden?
- The Median Age in Kissimmee is 3.4 years younger than in Winter Garden.

Are housing costs cheaper in Kissimmee or Winter Garden?
- Kissimmee housing costs are 33.4% less expensive than Winter Garden housing costs.

Which city has a longer commute, Kissimmee or Winter Garden?
- The average commute for residents of Kissimmee is 1.2 minutes longer than it is for residents of Winter Garden.

Things to do in Winter Garden?
Winter Garden, Florida is a city located in Orange County. The city offers a variety of shops and restaurants, as well as outdoor activities such as golfing and hiking.

Things to do in Kissimmee?
Kissimmee, Florida is a vibrant city located in the Southeast United States. Home to attractions such as Gatorland and Disney World, visitors can enjoy outdoor activities and nature when visiting Kissimmee. There are also plenty of museums, galleries, and performance venues such as Old Town and the Osceola Center for the Arts. For entertainment, visitors can explore downtown shopping districts and restaurants along with movie theaters and live music clubs. Whether you're looking for a peaceful retreat or an exciting night out, Kissimmee has something for everyone!