2025 Compare Cities Cost of Living:
Winchester, VA vs Poughkeepsie, NY

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Highlights
Is it cheaper to live in Poughkeepsie or is it cheaper to live in Winchester?
- Poughkeepsie is 29.1% more expensive than Winchester.

Which city has more affordable housing, Poughkeepsie or Winchester?
- Poughkeepsie housing costs are 17.1% less expensive than Winchester housing costs.

Is Health Care more affordable in Winchester or is Health Care more affordable in Poughkeepsie.
- Health related expenses are 22.1% more in Poughkeepsie.
 Winchester, VAPoughkeepsie, NYUnited States
 Overall  Unlock118.3100
 Food & Groceries106.1  Unlock100
 Health  Unlock126.5100
 Housing100.9  Unlock100
 Median Home Cost  Unlock$234,200$338,100
 Utilities98  Unlock100
 Transportation  Unlock107.0100
 Miscellaneous120.3  Unlock100
100 = National Average (Below 100 means cheaper than the US average. Above 100 means more expensive.)
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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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Reviews for Poughkeepsie    10 Reviews

Over 7 years ago

I have mixed feelings about Poughkeepsie because there are equally as many things I love about that town as there are things I hate about it so I'm just going to write a  More

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Over 12 years ago

Prices are high here. housing is easily 25-30percent of our monthly  More

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Over 13 years ago

It'd be great if jobs were available. This city is OK but COL is so much higher in NY than where I was raised in South Maybe I should head  More

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