2026 Compare Cities Overview:
Southbury, CT vs Chester, VA

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Highlights
Are people in Chester older or younger than people in Southbury?
- The Median Age in Chester is 12.4 years younger than in Southbury.

Are housing costs cheaper in Chester or Southbury?
- Chester housing costs are 8.9% less expensive than Southbury housing costs.

Which city has a longer commute, Chester or Southbury?
- The average commute for residents of Chester is 8.7 minutes shorter than it is for residents of Southbury.

Things to do in Southbury?
Southbury is a town located in Connecticut's New Haven County with a population of around 18,000. This small town has plenty of outdoor activities for its residents to enjoy including parks like the Southford Falls State Park, which offers visitors the chance to take a hike or go fishing, and Watertown Bicentennial Castle Field, which features an open-air amphitheater and biking trails. The area also has multiple restaurants and stores where one can shop for souvenirs or food. Additionally, Southbury is close to Waterbury, Stamford and Bridgeport for people wanting to explore the amenities of bigger cities. All in all, Southbury provides a great combination of small-town living with easy access to big city attractions.

Things to do in Chester?
Chester is an historic city located on the south bank of the James River near Richmond, Virginia. It has a rich history spanning centuries that includes both the Civil War and Revolutionary War eras. The city offers all sorts of attractions such as parks and museums where visitors can learn about its past or take part in outdoor recreation opportunities. There are also many delicious restaurants to enjoy while visiting Chester.

 Southbury, CTChester, VAUnited States
 Population  Unlock22,512329,725,481
 Median Income$102,044  Unlock$69,021
 Median Age  Unlock38.438.4
 Avg. Home Price$363,600  Unlock$338,100
 Unemployment Rate  Unlock4.8%6.0%
 Avg. Commute Time32.7  Unlock26.38
Reviews for Southbury    5 Reviews

Over 12 years ago

My husband and I retired here a very short time ago and we feel we found a place that is welcoming to all and offers everyone something that fits their bill. A great  More

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Over 18 years ago

Southbury used to be an affordable small town to live in. In just the last 7 years property taxes have risen almost 70%. Many people who could easily afford to live here  More

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Over 18 years ago

Southbury is the "sweet spot" of Connecticut for weather, getting just the right amount of sun and precipitation while avoiding the potential flooding along the coast  More

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Reviews for Chester    6 Reviews

I just recently discovered a little suburb of Richmond, called Chester. Yes, it is small and not much going on in that area - but if you want a peaceful area to live -  More

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I grew up in Chester and it really isn't a bad place to live if you like living in a very populated area. It has great schools, low crime, easy access to both Richmond  More

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Chester, because of its location midway between Richmond, VA and Petersburg, VA, was once just a train station. With residential growth in affluent Chesterfield County  More

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