2025 Compare Cities Cost of Living:
Chestertown, MD vs St. Michaels, MD

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Highlights
Is it cheaper to live in St. Michaels or is it cheaper to live in Chestertown?
- St. Michaels is 17.1% more expensive than Chestertown.

Which city has more affordable housing, St. Michaels or Chestertown?
- St. Michaels housing costs are 91.3% more expensive than Chestertown housing costs.

Is Health Care more affordable in Chestertown or is Health Care more affordable in St. Michaels.
- Health related expenses are 1.9% less in St. Michaels.
 Chestertown, MDSt. Michaels, MDUnited States
 Overall  Unlock105.9100
 Food & Groceries100.8  Unlock100
 Health  Unlock82.3100
 Housing91.0  Unlock100
 Median Home Cost  Unlock$526,100$338,100
 Utilities106  Unlock100
 Transportation  Unlock79.9100
 Miscellaneous81.5  Unlock100
100 = National Average (Below 100 means cheaper than the US average. Above 100 means more expensive.)
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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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Reviews for St. Michaels    3 Reviews

Over 14 years ago

This whole area is full of history,culture & recreation!Maryland's Eastern Shore is easy on the eyes,ears &  More

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Over 15 years ago

I am looking for information to compair crime rates in various  More

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Over 20 years ago

We have vacationed in St. Michael's many times over the years and have found it to be scenic, charming and relaxong. A lovely little  More

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