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Cobra Python, Eclipse, Pearson Sloop, Chesapeake boats for sale

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1,958 more Makes...
Pearson Models
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23 more Models...
Chesapeake Models
  • 46 Trawler
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  • 505 Shadow
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  • 206 Razor
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  • Python
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    15 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
    • Distance: Nearest first
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    • Year: Oldest first
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    • Price: High to Low
    • Price: Low to High

      2002 Chesapeake Bay Built

      $70,000

      ↓ Price Drop

      Deale, MD 20751 | Private Seller

      2002 Chesapeake Bay Built
      • 2014 Chesapeake 46 Trawler

        $175,000

        $1,291/mo*

        Stuart, FL 34994 | HMY Yacht Sales - Waterway Marina

        2014 Chesapeake 46 Trawler
        • 2026 ECLIPSE 505 Shadow

          $2,695,000

          $19,887/mo*

          Stuart, FL 34994 | HMY Gran Park

          2026 ECLIPSE 505 Shadow
          • 1980 Pearson Sloop

            $7,500

            South Yarmouth, MA 02664 | Private Seller

            1980 Pearson Sloop
            • 2025 ECLIPSE 505 Shadow

              $2,395,000

              $17,674/mo*

              West Palm Beach, FL 33401 | HMY Gran Park

              2025 ECLIPSE 505 Shadow
              • 2025 ECLIPSE 605

                Request a Price

                Palm Beach Gardens, FL 33401 | HMY Gran Park

                2025 ECLIPSE 605
                • 2025 ECLIPSE 505 Shadow

                  $2,450,799

                  $18,085/mo*

                  Stuart, FL 34997 | HMY Gran Park

                  2025 ECLIPSE 505 Shadow

                  2015 Cobra Python

                  $150,000

                  ↓ Price Drop

                  $1,107/mo*

                  Lake Havasu City, AZ 86406 | Private Seller

                  2015 Cobra Python

                  2018 ECLIPSE E24XS

                  $49,875

                  ↓ Price Drop

                  $431/mo*

                  North Tonawanda, NY 14120 | Colton RV & Marine

                  2018 ECLIPSE E24XS
                  • 1979 Chesapeake Sportfish Cruiser

                    $30,000

                    Fishing Creek, MD 21634 | Composite Yacht, LLC

                    1979 Chesapeake Sportfish Cruiser
                    • 1979 Pearson 365 Sloop

                      $23,500

                      Hampton, VA 23664 | Marine Concepts Yacht Sales

                      1979 Pearson 365 Sloop
                      • 1983 Pearson 303 Sloop

                        $22,000

                        Tiverton, RI 02878 | Shannon Boat Company

                        1983 Pearson 303 Sloop

                        2026 Yamaha Boats 255 FSH Sport H

                        $116,999

                        $863/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2026 Yamaha Boats 255 FSH Sport H

                        2026 Yamaha Boats 222 FSH Sport E

                        $79,999

                        $590/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2026 Yamaha Boats 222 FSH Sport E

                        2026 Crestliner 1650 Kodiak

                        $28,995

                        $251/mo*

                        Fredericktown, OH 43019 | Knox Marine - Ltd

                        2026 Crestliner 1650 Kodiak
                        • 1986 Pearson 303 Sloop

                          $13,500

                          Sayreville, NJ 08872 | New Jersey Yacht Sales

                          1986 Pearson 303 Sloop
                          • 2004 Chesapeake 58 Chesapeake Boats Inc.

                            $399,000

                            Baltimore, MD | Chesapeake Yacht Center

                            2004 Chesapeake 58 Chesapeake Boats Inc.
                            • 2017 Chesapeake 48 Houseboat

                              $299,000

                              $2,206/mo*

                              Bethel, DE 19931 | Knot 10 Yacht Sales

                              2017 Chesapeake 48 Houseboat
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