2025 Compare Cities Overview:
Kissimmee, FL vs Windermere, FL

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Highlights
Are people in Windermere older or younger than people in Kissimmee?
- The Median Age in Windermere is 17.6 years older than in Kissimmee.

Are housing costs cheaper in Windermere or Kissimmee?
- Windermere housing costs are 99.0% more expensive than Kissimmee housing costs.

Which city has a longer commute, Windermere or Kissimmee?
- The average commute for residents of Windermere is 2.6 minutes shorter than it is for residents of Kissimmee.

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!

Things to do in Windermere?
Living in Windermere, FL is an experience like no other. With its idyllic atmosphere and close proximity to numerous attractions, you will never be bored here. It's the perfect combination of suburban life with a taste of Southern hospitality. The weather is typically sunny and warm, with temperatures remaining moderate year-round. Plus, you can enjoy stunning views of Lake Down and the surrounding green spaces while strolling around town. There's something for everyone in Windermere; you can shop at nearby malls or spend time outdoors kayaking or fishing on the lake. Whether you're looking for a quiet place to call home or an exciting adventure, Windermere has it all!

 Kissimmee, FLWindermere, FLUnited States
 Population  Unlock3,046329,725,481
 Median Income$41,746  Unlock$69,021
 Median Age  Unlock52.938.4
 Avg. Home Price$346,300  Unlock$338,100
 Unemployment Rate  Unlock5.5%6.0%
 Avg. Commute Time29.23  Unlock26.38
Reviews for Kissimmee    17 Reviews

I know that in Kissimmee, Florida they have a small sign (do not turn on red) on the right side of a two lane turn right only at the intersection Osceola Parkway and  More

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Over 13 years ago

My family and I currently live in aurora co. We are thinking of moving to Fl. early summer of 2013. We are looking at the Tampa area and Kissimmee area. We have been to  More

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I like where I live because of its  More

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Reviews for Windermere    3 Reviews

I moved to Windermere from Chicago and I am having a difficult time adjusting here. Sure, the weather is great, but everything else is not. I have to drive for long  More

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Windermere, Florida is home to many top athletes and famous people including Tiger Woods & Shaq O'Neil. This is a quaint little town that guards itself against too much  More

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Over 16 years ago

I've spent the last 5 years in Windermere Fl. and 31 years in the state of Florida. Windermere is a small town set amongst the Butler Chain of Lakes. It has it's older  More

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