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Community • May 15, 2023

The Best Neighborhoods to Buy a Home in Chestertown, Maryland

by Cheryl Hurt

Chestertown, Maryland is a historic and charming town located on the Eastern Shore of Maryland. Known for its waterfront, historic homes, and vibrant downtown area, Chestertown is a great place to buy a home. In this article, we’ll take a look at some of the best neighborhoods to buy a home near Chestertown, Maryland.

  1. Downtown Historic District: The downtown area of Chestertown is known for its charming brick streets, historic homes, and vibrant community. It is centered around its well-preserved historic district, which includes many 18th and 19th-century homes. Buying a home here allows you to live in a piece of Chestertown’s history, enjoying the unique architecture and charm of these homes while enjoying easy access to amenities such as restaurants, shops, and cultural events.
  2. Waterfront: Chestertown is home to a picturesque waterfront that offers beautiful views of the Chester River. Buying a home in a waterfront neighborhood like Wilmer Park, Chesapeake Landing or Quaker Neck gives you access to the waterfront and all the recreational opportunities it offers.
  3. College Area: Chestertown is home to Washington College, which gives the town a unique college town feel. Buying a home near the college can be a good option if you’re looking for a home in a more active and engaged community.
  4. Suburban: Chestertown has many suburban neighborhoods that offer a quieter, more suburban lifestyle. These neighborhoods like Worton, Fairlee and Kennedyville are great options if you’re looking for a more peaceful and secluded lifestyle.

These are just a few examples of the great neighborhoods Chestertown has to offer, but there are many other wonderful towns and neighborhoods to explore. If you’re considering buying a home in or near Chestertown, it’s a good idea to talk to a local real estate agent who can help you find the perfect home that fits your needs and lifestyle.

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