2025 Compare Cities Cost of Living:
Middletown, CT vs Chestertown, MD

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Highlights
Is it cheaper to live in Chestertown or is it cheaper to live in Middletown?
- Chestertown is 21.0% less expensive than Middletown.

Which city has more affordable housing, Chestertown or Middletown?
- Chestertown housing costs are 5.9% more expensive than Middletown housing costs.

Is Health Care more affordable in Middletown or is Health Care more affordable in Chestertown.
- Health related expenses are 29.8% less in Chestertown.
 Middletown, CTChestertown, MDUnited States
 Overall  Unlock90.4100
 Food & Groceries105.3  Unlock100
 Health  Unlock83.9100
 Housing85.9  Unlock100
 Median Home Cost  Unlock$314,000$338,100
 Utilities120  Unlock100
 Transportation  Unlock80.7100
 Miscellaneous145.6  Unlock100
100 = National Average (Below 100 means cheaper than the US average. Above 100 means more expensive.)
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Reviews for Middletown    9 Reviews

Over 12 years ago

To use the train system to commute from mid state to New York is challenging. This would be the biggest adjustment moving from the suburbs of New York City to  More

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Over 14 years ago

Middletown, CT is one of the few cities in Connecticut worth living in. With a low crime rate, relatively low cost of living and plenty of housing options, there is  More

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Over 15 years ago

Nice quiet town with low crime rate. Interesting small downtown area with variety of decent restaurants. Lacking in adult music, dancing etc., as much of  More

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Reviews for Chestertown    3 Reviews

I have lived in Queen Anne's county most of my life, which is on the other side of the river from Chestertown. When I was younger, I remember ice cream shoppes, music  More

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Over 18 years ago

Chestertown is lovely. Because of the College, it has a real college town feel. It is very old however, so there are many people whose families grew up here. They make  More

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Over 18 years ago

Chestertown is lovely. Because of the College, it has a real college town feel. It is very old however, so there are many people whose families grew up here. They make  More

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