2025 Compare Cities Overview:
Chester, VA vs Annapolis, MD

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Highlights
Are people in Annapolis older or younger than people in Chester?
- The Median Age in Annapolis is 0.9 years younger than in Chester.

Are housing costs cheaper in Annapolis or Chester?
- Annapolis housing costs are 66.9% more expensive than Chester housing costs.

Which city has a longer commute, Annapolis or Chester?
- The average commute for residents of Annapolis is 2.5 minutes longer than it is for residents of Chester.

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.

Things to do in Annapolis?
Annapolis, Maryland is situated in Anne Arundel County giving visitors leisure areas such as Quiet Waters Park while also having restaurants like The Boatyard Bar & Grill plus entertainment opportunities at Annapolis Towne Centre.

 Chester, VAAnnapolis, MDUnited States
 Population  Unlock40,581329,725,481
 Median Income$78,673  Unlock$69,021
 Median Age  Unlock37.538.4
 Avg. Home Price$331,300  Unlock$338,100
 Unemployment Rate  Unlock5.4%6.0%
 Avg. Commute Time23.99  Unlock26.38
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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Reviews for Annapolis    31 Reviews

Annapolis has extremely charming areas (mostly old Annapolis neighborhood's)-- Those very old area near the water have Amazing charm. You can start with downtown West  More

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Well, I really would give living in Annapolis 3.5 stars. I moved here by myself several years ago. One of the highs of this place is that there are a lot of terrific  More

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When we were trying to decide where in the USA to relocate to, Annapolis had enough interest that it made our list. Ultimately, we found a different city that offered  More

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