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

Are people in Darien older or younger than people in Winchester?
- The Median Age in Darien is 2.5 years younger than in Winchester.

Are housing costs cheaper in Darien or Winchester?
- Darien housing costs are 34.4% more expensive than Winchester housing costs.

Which city has a longer commute, Darien or Winchester?
- The average commute for residents of Darien is 3.5 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 Darien?
Darien, Connecticut is an affluent suburb located within Fairfield County along Long Island Sound and serves as part of the greater New York metropolitan area. With its sprawling estates and luxury shops this coastal town appeals to residents looking for beautiful beaches and peaceful country living right outside of the hustle and bustle of the city! Home to around 21000 individuals this suburban oasis has much to explore including nearby attractions like Sherwood Island State Park perfect for some outdoor adventure!