Used Boats for Sale in Chestertown
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Discover a wide selection of used boats for sale in Chestertown, MD, where boating enthusiasts favor versatile fishing boats and sleek bowriders perfect for exploring the Chesapeake Bay. The local market experiences dynamic price shifts, with competitively priced listings often selling quickly due to high demand and limited inventory. Whether you're seeking a family-friendly pontoon or a nimble fishing vessel, acting fast is crucial to securing the best deals. If you miss out locally, consider checking nearby towns like Stevensville or Easton, and revisit Chestertown regularly for fresh listings that meet your boating needs.
Currently, there are 21 boats available for sale for used boats in Chestertown, Maryland. Prices range from $9,000 to $675,000, with an average listing price of $154,733. The selection consists of 16 powerboats and 5 sailboats. 1 boat has been added to the marketplace in the past month. Popular boat types include Aft Cabin, Motor Yacht, Cruisers, Cruisers, and Downeast. Top manufacturers represented include Carver Yachts, Donzi, Sea Ray, Duffy, and Fountaine Pajot. There have been 156 boats in Maryland listed on MarineSource that have sold in the past year. May is the most common month for new and used boats to be added to MarineSource, so be sure to check back regularly. March is the most common month for boats to sell, so be sure to beat the rush! The most common activities for boats are day cruising, long distance cruising, overnight cruising, sailing, and yachting. Most boats in Maryland contain with heads, with cabins, depth sounder, gps, and radio. boats tend to have 1 to 3 inboard engines, with the average boat having 2 engines. It is common for boats to have Yanmar engines or Cummins engines or Crusader engines.
Currently, there are 21 boats available for sale for used boats in Chestertown, Maryland. Prices range from $9,000 to $675,000, with an average listing price of $154,733. The selection consists of 16 powerboats and 5 sailboats. 1 boat has been added to the marketplace in the past month. Popular boat types include Aft Cabin, Motor Yacht, Cruisers, Cruisers, and Downeast. Top manufacturers represented include Carver Yachts, Donzi, Sea Ray, Duffy, and Fountaine Pajot. There have been 156 boats in Maryland listed on MarineSource that have sold in the past year. May is the most common month for new and used boats to be added to MarineSource, so be sure to check back regularly. March is the most common month for boats to sell, so be sure to beat the rush! The most common activities for boats are day cruising, long distance cruising, overnight cruising, sailing, and yachting. Most boats in Maryland contain with heads, with cabins, depth sounder, gps, and radio. boats tend to have 1 to 3 inboard engines, with the average boat having 2 engines. It is common for boats to have Yanmar engines or Cummins engines or Crusader engines.
Insights and Analytics for Used Boats for Sale in Chestertown, Maryland
Updated June 22, 2026
21
Boats Total
1
Boats Added in the Past Month
156
Boats Sold in the Past Year
$154,733
Average listing price
Market Activity
The busiest month for used boats for sale in Chestertown, Maryland is Mar, with 3 boats added and 117 boats sold
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