2025 Compare Cities Overview:
Winchester, MA vs Winnetka, IL

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Highlights
Are people in Winnetka older or younger than people in Winchester?
- The Median Age in Winnetka is 0.2 years older than in Winchester.

Are housing costs cheaper in Winnetka or Winchester?
- Winnetka housing costs are 8.8% more expensive than Winchester housing costs.

Which city has a longer commute, Winnetka or Winchester?
- The average commute for residents of Winnetka is 4.0 minutes longer than it is for residents of Winchester.

Things to do in Winchester?
Winchester is a lovely suburban town located just 8 miles north of Boston in Middlesex County Massachusetts. Serving as home to some of New England’s oldest homes Winchester Center is a great place to explore history while also benefiting from access to Boston’s cultural assets. This well ranked school district also offers families plenty of educational opportunities as well.

Things to do in Winnetka?
Winnetka, Illinois is a vibrant village located in the northern suburbs of Chicago. The area offers plenty of activities for all kinds of interests, from shopping and dining to sports and recreation. Winnetka residents also have access to excellent educational opportunities, with pre-Kindergarten through college prep courses available at top schools. Nature lovers can explore the Lake Michigan shoreline or numerous parks and forest preserves nearby. Winnetka is perfect for those looking for an urban lifestyle that still retains its small-town charm!

 Winchester, MAWinnetka, ILUnited States
 Population  Unlock12,658329,725,481
 Median Income$184,844  Unlock$69,021
 Median Age  Unlock42.638.4
 Avg. Home Price$1,238,900  Unlock$338,100
 Unemployment Rate  Unlock8.4%6.0%
 Avg. Commute Time33.02  Unlock26.38
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Reviews for Winnetka    2 Reviews

Having had children attend both public and private schools. I would say the private schools are better. While the public schools are fine, there isn't any way to measure  More

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This idyllic, leafy, close-in suburb north of Chicago comes straight out of a Frank Capra (or John Hughes - see Home Alone for a view of the housing stock and  More

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