2025 Compare Cities Overview:
Pittsfield, MA vs Winter Garden, FL

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Highlights
Are people in Winter Garden older or younger than people in Pittsfield?
- The Median Age in Winter Garden is 5.9 years younger than in Pittsfield.

Are housing costs cheaper in Winter Garden or Pittsfield?
- Winter Garden housing costs are 97.0% more expensive than Pittsfield housing costs.

Which city has a longer commute, Winter Garden or Pittsfield?
- The average commute for residents of Winter Garden is 10.4 minutes longer than it is for residents of Pittsfield.

Things to do in Pittsfield?
Pittsfield, Massachusetts lies within Berkshire County providing visitors great entertainment opportunities from the Colonial Theatre to Hancock Shaker Village along with food spots like Rubiner’s Cheese & Grocery Store.

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.

 Pittsfield, MAWinter Garden, FLUnited States
 Population  Unlock45,978329,725,481
 Median Income$59,522  Unlock$69,021
 Median Age  Unlock38.738.4
 Avg. Home Price$263,800  Unlock$338,100
 Unemployment Rate  Unlock4.9%6.0%
 Avg. Commute Time17.59  Unlock26.38
Reviews for Pittsfield    6 Reviews

Over 10 years ago

I have grown up in Pittsfield, moved away, and came back. The loss of the GE manufacturing plant in the 80's adversely affected this blue collar city. This is not the  More

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Pittsfield has done nothing to attract any form of business for the 40 of 47 years that I have lived here. The current tax rate is now 3.7% for business property - that  More

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Hello, I was surprised to see Pittsfield, MA, listed as one of the towns with least crime. We've had 4 shootings since the beginning of the year! Where do you get  More

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Reviews for Winter Garden    4 Reviews

Over 10 years ago

Great town  More

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Over 17 years ago

Winter Garden has a nice community feel although it's part of the metro Orlando area. The downtown area has several shops and restaurants with a bike trail that leads  More

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Central Florida's quality of life is rapidly deteriorating from what it once was. Growing crime, uncontrolled sprawl, nightmarish traffic, poor public transportation and  More

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