Chestertown is small town of about 5,000 (2020), that is east of Baltimore on the Delmarva Peninsula, and northeast of Annapolis on the Chester River.  The population is growing as more people consider it a quiet alternative to places like St. Michaels. In the mid-eighteenth century, Chestertown was considered Maryland's second leading port, after Annapolis. Chestertown is home to Washington…...

Holland, Michigan owes its heritage to its Dutch settlers. With its own tulip festival and distinctive Dutch architecture, this popular retirement and tourist community of 34,000 would not be easily confused with a charming town in the Netherlands. Its location on the shores of Lake Macatawa provides plenty of summer fun for active adults 55+ at the beach or on…...

Eufaula is a small town of less than 3,000 people on Eufaula Lake,  a large reservoir in east central Oklahoma. The area is a popular resort and desirable as a low-key, relaxing retirement spot. Lake Eufaula has approximately 143,000 acres of water and over 600 miles of shoreline. Retirees can enjoy year-round outdoor activities in scenic Oklahoma, while experiencing some…...

Orlando, Florida in the last 36 years went from being a regional town to one of Florida's largest cities. Now with a population of 231,000 (and 2 million in the Metro), it is not only a booming city and immensely popular vacation destination, but also a mecca for retirement communities. Walt Disney got it all started when his company purchased…...