2026 Compare Cities Overview:
Middlebury, IN vs Winter Springs, FL

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Highlights
Are people in Winter Springs older or younger than people in Middlebury?
- The Median Age in Winter Springs is 1.8 years younger than in Middlebury.

Are housing costs cheaper in Winter Springs or Middlebury?
- Winter Springs housing costs are 27.3% more expensive than Middlebury housing costs.

Which city has a longer commute, Winter Springs or Middlebury?
- The average commute for residents of Winter Springs is 11.1 minutes longer than it is for residents of Middlebury.

Things to do in Middlebury?
Living in Middlebury, IN is a great experience for those who appreciate small town life. The city has a population of around 2,200 people, providing a friendly and close-knit atmosphere. There are plenty of opportunities for outdoor activities like fishing, hiking, and camping at the nearby Potato Creek State Park. You can also find a variety of restaurants to choose from or take in a show at the historic Middlebury theater. Residents can take advantage of the low cost of living and all the amenities that come with living in a small town such as farmers markets, annual festivals, and 4th of July parades. Living in Middlebury is peaceful yet exciting, offering something for everyone.

Things to do in Winter Springs?
Winter Springs, Florida is situated in Seminole county providing visitors leisure areas such as Central Winds Park while also having employment opportunities at Chewy Inc plus entertainment opportunities at Regal Oviedo Marketplace & RPX

 Middlebury, INWinter Springs, FLUnited States
 Population  Unlock38,021329,725,481
 Median Income$73,813  Unlock$69,021
 Median Age  Unlock42.738.4
 Avg. Home Price$313,100  Unlock$338,100
 Unemployment Rate  Unlock4.3%6.0%
 Avg. Commute Time17.96  Unlock26.38
Reviews for Middlebury    0 Reviews

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Reviews for Winter Springs    4 Reviews

Over 19 years ago

To look at Winter Springs you would think it was the All American, Ozzie and Harriet type community. The crime rate is low and the neighbors are friendly. Most of the  More

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I have lived in Winter Springs 3 times in the past 8 years and I have to agree with a couple of things and I will give you my feeling about the area. Nice schools, nice  More

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I agree that this is a nice, little city to live and raise kids in...if you're rich. However, if you're a teacher, you're not going to make enough money to buy a home in  More

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