2025 Compare Cities Cost of Living:
Middletown, CT vs Winchester, VA

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Highlights
Is it cheaper to live in Winchester or is it cheaper to live in Middletown?
- Winchester is 19.9% less expensive than Middletown.

Which city has more affordable housing, Winchester or Middletown?
- Winchester housing costs are 17.5% more expensive than Middletown housing costs.

Is Health Care more affordable in Middletown or is Health Care more affordable in Winchester.
- Health related expenses are 13.3% less in Winchester.
 Middletown, CTWinchester, VAUnited States
 Overall  Unlock91.6100
 Food & Groceries105.3  Unlock100
 Health  Unlock103.6100
 Housing85.9  Unlock100
 Median Home Cost  Unlock$332,900$338,100
 Utilities120  Unlock100
 Transportation  Unlock83.1100
 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 Winchester    17 Reviews

I have lived in Winchester for 13 years and I find the locals to be rude, unpleasant and loud. Women worse than men... that's not to say all is bad, the city has some  More

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Over 9 years ago

Worst place I have ever lived. My neighbors hate jemmy since I am not a clone. They do not respect other people's property.I put up a fence and the same day the  More

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I would have to say I agree with much of what another individual wrote: it's like going back in time or living in a place that refuses to adapt to cultural diversity.   More

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