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

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Highlights
Are people in Winchester older or younger than people in Leesburg?
- The Median Age in Winchester is 6.3 years younger than in Leesburg.

Are housing costs cheaper in Winchester or Leesburg?
- Winchester housing costs are 14.3% more expensive than Leesburg housing costs.

Which city has a longer commute, Winchester or Leesburg?
- The average commute for residents of Winchester is 1.9 minutes longer than it is for residents of Leesburg.

Things to do in Leesburg?
Leesburg is an incorporated city situated within Lake County, Florida boasting plenty of activities like visiting its local museums like the Historic Triangle suitable for anyone interested in the area's history plus nearby Venetian Gardens has various events and exhibits convenienty situated close by. There are also lots of shopping outlets and eateries providing unique items or delicious cuisine good for anyone looking to browse around or have a meal out during their visit here!

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.

 Leesburg, FLWinchester, VAUnited States
 Population  Unlock28,194329,725,481
 Median Income$37,350  Unlock$69,021
 Median Age  Unlock36.638.4
 Avg. Home Price$291,300  Unlock$338,100
 Unemployment Rate  Unlock4.6%6.0%
 Avg. Commute Time22.89  Unlock26.38
Reviews for Leesburg    4 Reviews

My city sits between Lakes Harris and Griffin as part of the St. John's river system it helped the city grow.Now we rest between the two top growing communitys in  More

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Due to poor wages for the working class most people have to work two jobs this includes both husband and wife therefore children lack supervision so the crime rate is  More

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Nice little town surrounded by lakes. Great if you are retired as the majority of the population is 60+. This is largely driven by The Villages (largest retirement  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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