2025 Compare Cities Cost of Living:
Winchester, VA vs Shepherdstown, WV

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Highlights
Is it cheaper to live in Shepherdstown or is it cheaper to live in Winchester?
- Shepherdstown is 21.4% more expensive than Winchester.

Which city has more affordable housing, Shepherdstown or Winchester?
- Shepherdstown housing costs are 25.3% more expensive than Winchester housing costs.

Is Health Care more affordable in Winchester or is Health Care more affordable in Shepherdstown.
- Health related expenses are 20.3% more in Shepherdstown.
 Winchester, VAShepherdstown, WVUnited States
 Overall  Unlock111.2100
 Food & Groceries106.1  Unlock100
 Health  Unlock124.6100
 Housing100.9  Unlock100
 Median Home Cost  Unlock$425,100$338,100
 Utilities98  Unlock100
 Transportation  Unlock111.8100
 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 Shepherdstown    4 Reviews

Over 12 years ago

Beautiful and mostly  More

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Over 14 years ago

Shepherdstown has been my home for 25 years since I was a teenager and the people are wonderful and friendly! I love Shepherdstown and I am proud to call it my  More

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Over 14 years ago

We bought our vacation home in this quaint, historic town and are loving the time we spend there. The nearby Potomac river is beautiful and offers canoeing and kayaking  More

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