2026 Compare Cities Overview:
Darien, CT vs Winter Park, FL

Are people in Winter Park older or younger than people in Darien?
- The Median Age in Winter Park is 5.4 years older than in Darien.

Are housing costs cheaper in Winter Park or Darien?
- Winter Park housing costs are 70.3% less expensive than Darien housing costs.

Which city has a longer commute, Winter Park or Darien?
- The average commute for residents of Winter Park is 12.5 minutes shorter than it is for residents of Darien.

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!

Things to do in Winter Park?
Winter Park, FL is nestled between Orlando & Sanford offering magnificent mansions combined with vibrant street scenes fulls fabulous restaurants and boutique stores. Visitors here can enjoy swan boats cruising across Lake Virginia or find tranquility at Leu Gardens which offers breathtaking views no matter which season you visit during!