2025 Compare Cities Overview:
Winter Garden, FL vs Chesapeake, VA

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Highlights
Are people in Chesapeake older or younger than people in Winter Garden?
- The Median Age in Chesapeake is 1.6 years younger than in Winter Garden.

Are housing costs cheaper in Chesapeake or Winter Garden?
- Chesapeake housing costs are 30.9% less expensive than Winter Garden housing costs.

Which city has a longer commute, Chesapeake or Winter Garden?
- The average commute for residents of Chesapeake is 2.1 minutes shorter 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 Chesapeake?
Chesapeake, Virginia is a vibrant city known for its beautiful scenery and bustling downtown. Enjoy the temperate climate while exploring its attractions such as outdoor trails, lakeside beaches, shopping centers, delicious restaurants and various entertainment venues. With its excellent shopping centers, lively nightlife and cultural events happening throughout the year, Chesapeake is sure to provide something to keep everyone entertained!

 Winter Garden, FLChesapeake, VAUnited States
 Population  Unlock247,172329,725,481
 Median Income$90,157  Unlock$69,021
 Median Age  Unlock37.138.4
 Avg. Home Price$519,800  Unlock$338,100
 Unemployment Rate  Unlock5.0%6.0%
 Avg. Commute Time28.01  Unlock26.38
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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Reviews for Chesapeake    33 Reviews

I lived here in Virginia near the Cedar Rd. not so far from Tidewater Community college. If you want a great place to live to raise children, its Chesapeake  More

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I live around this area currently, in the "Hampton Roads". Which consists of Virginia Beach, Suffolk, Norfolk, Portsmouth, Newport News, Hampton, and Chesapeake. We're  More

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I was born in Hampton Roads and lived there for more than 65 years. We lived in the city of Chesapeake for three years from 2014-2017. Frankly, we were very glad to  More

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