Boats for Sale in Chestertown

Discover the best boats for sale in Chestertown, MD, nestled along the scenic Chester River, a prime spot for boating enthusiasts. Whether you’re looking for a sleek new center console for fishing or a classic used pontoon to enjoy leisurely cruises, Chestertown offers a diverse inventory to suit your needs. The local boating culture thrives here, with easy access to the river’s calm waters perfect for both sport and relaxation. Browse our extensive listings, including nearby areas, to find your ideal watercraft. Don’t miss out—start exploring boats for sale in Chestertown today and take the helm of your next adventure!

Currently, there are 20 boats available for sale in Chestertown, Maryland. Prices range from $14,500 to $750,000, with an average listing price of $126,860. All 20 listings are used boats. The selection consists of 14 powerboats and 6 sailboats. 3 boats have been added to the marketplace in the past month. Popular boat types include Cruisers, Aft Cabin, and Downeast. Top manufacturers represented include Donzi, Bristol, and Bertram.