2026 Compare Cities Overview:
Estero, FL vs Winchester, VA

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Highlights
Are people in Winchester older or younger than people in Estero?
- The Median Age in Winchester is 28.8 years younger than in Estero.

Are housing costs cheaper in Winchester or Estero?
- Winchester housing costs are 34.7% less expensive than Estero housing costs.

Which city has a longer commute, Winchester or Estero?
- The average commute for residents of Winchester is 0.6 minutes longer than it is for residents of Estero.

Things to do in Estero?
Estero FL rests at the base of Fort Myers offering plenty of outdoor fun from scuba diving around Calusa Blueway Paddling Trail to deep-sea fishing charters plus various wildlife preserves nearby like Corkscrew Swamp Sanctuary.

Things to do in Winchester?
Winchester is located in the northern Shenandoah Valley of Virginia. It's a historically significant city known for its rich Civil War history and architectural attractions like Winchester National Cemetery, as well as its numerous outdoor activities like hiking, kayaking, and fishing. The city also boasts an array of art and cultural offerings, with events such as the annual Hillbilly Festival taking place throughout the year.

 Estero, FLWinchester, VAUnited States
 Population  Unlock28,194329,725,481
 Median Income$94,095  Unlock$69,021
 Median Age  Unlock36.638.4
 Avg. Home Price$509,800  Unlock$338,100
 Unemployment Rate  Unlock4.6%6.0%
 Avg. Commute Time24.13  Unlock26.38
Reviews for Estero    2 Reviews

Estero, FL is wonderful in every way. It is an upscale village sitting between SW Florida International Airport in Fort Myers, FL, and the posh city of Naples, FL.  More

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Over 20 years ago

A slice of paradise exists here in southwest Florida! Winters are warm with average highs in the 70s along with abundant sunshine. Morning lows average in the 50s.   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 10 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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