2025 Compare Cities Overview:
Westport, CT vs Annapolis, MD

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Highlights
Are people in Annapolis older or younger than people in Westport?
- The Median Age in Annapolis is 8.6 years younger than in Westport.

Are housing costs cheaper in Annapolis or Westport?
- Annapolis housing costs are 62.5% less expensive than Westport housing costs.

Which city has a longer commute, Annapolis or Westport?
- The average commute for residents of Annapolis is 15.1 minutes shorter than it is for residents of Westport.

Things to do in Westport?
Westport, CT is a town located along the Long Island Sound. It's known for its scenic shoreline, upscale shopping, and history of being home to some of the most influential figures in American media and arts. Westport also boasts some of the best public schools in the state making it an attractive residential option for many families.

Things to do in Annapolis?
Annapolis, Maryland is situated in Anne Arundel County giving visitors leisure areas such as Quiet Waters Park while also having restaurants like The Boatyard Bar & Grill plus entertainment opportunities at Annapolis Towne Centre.

 Westport, CTAnnapolis, MDUnited States
 Population  Unlock40,581329,725,481
 Median Income$236,892  Unlock$69,021
 Median Age  Unlock37.538.4
 Avg. Home Price$1,473,500  Unlock$338,100
 Unemployment Rate  Unlock5.4%6.0%
 Avg. Commute Time41.57  Unlock26.38
Reviews for Westport    0 Reviews

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Reviews for Annapolis    31 Reviews

Annapolis has extremely charming areas (mostly old Annapolis neighborhood's)-- Those very old area near the water have Amazing charm. You can start with downtown West  More

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Well, I really would give living in Annapolis 3.5 stars. I moved here by myself several years ago. One of the highs of this place is that there are a lot of terrific  More

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When we were trying to decide where in the USA to relocate to, Annapolis had enough interest that it made our list. Ultimately, we found a different city that offered  More

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