2025 Compare Cities Overview:
Winchester, MA vs Guilford, CT

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Highlights
Are people in Guilford older or younger than people in Winchester?
- The Median Age in Guilford is 6.5 years older than in Winchester.

Are housing costs cheaper in Guilford or Winchester?
- Guilford housing costs are 59.2% less expensive than Winchester housing costs.

Which city has a longer commute, Guilford or Winchester?
- The average commute for residents of Guilford is 5.8 minutes shorter 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 Guilford?
Guilford is a small town in Connecticut that is known for its beautiful scenery and friendly people. There are many things to do in the area, including hiking, biking, and playing golf.

 Winchester, MAGuilford, CTUnited States
 Population  Unlock22,113329,725,481
 Median Income$184,844  Unlock$69,021
 Median Age  Unlock48.938.4
 Avg. Home Price$1,238,900  Unlock$338,100
 Unemployment Rate  Unlock5.1%6.0%
 Avg. Commute Time33.02  Unlock26.38
Reviews for Winchester    0 Reviews

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Reviews for Guilford    5 Reviews

I've lived here for 10 years, my husband has lived here for 20+. Beautiful New England town minutes from everything my family needs. It's also about 20 minutes from  More

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Over 8 years ago

Beautiful historic town on the CT Shoreline. Incredible community, excellent schools, and every amenity you can think of right at your fingertips. The downtown area, the  More

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Over 11 years ago

Guilford is great, with a few exceptions. Commuting is nightmare. Don't let your kids hang around 'the green' (town square) because its full of bad kids. Winters are  More

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