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Cobra Python, Evolution, Playbuoy, Eclipse, Chesapeake boats for sale

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    18 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      2014 Chesapeake 46 Trawler

      $175,000

      $1,291/mo*

      Stuart, FL 34994 | HMY Yacht Sales - Waterway Marina

      2014 Chesapeake 46 Trawler
      Dealer Logo

      2005 Evolution 26

      $34,999

      $302/mo*

      Conneaut Lake, PA 16316 | The Navigation Company

      2005 Evolution 26
      Dealer Logo

      2026 ECLIPSE 505 Shadow

      $2,695,000

      $19,887/mo*

      Stuart, FL 34994 | HMY Gran Park

      2026 ECLIPSE 505 Shadow
      Dealer Logo
      • 2025 ECLIPSE 505 Shadow

        $2,395,000

        $17,674/mo*

        West Palm Beach, FL 33401 | HMY Gran Park

        2025 ECLIPSE 505 Shadow

        2002 Chesapeake Bay Built

        $70,000

        ↓ Price Drop

        Deale, MD 20751 | Private Seller

        2002 Chesapeake Bay Built
        • 2026 ECLIPSE 505 Shadow

          $2,695,000

          $19,887/mo*

          Stuart, FL 34994 | HMY Gran Park

          2026 ECLIPSE 505 Shadow
          • 2014 Chesapeake 46 Trawler

            $175,000

            $1,291/mo*

            Stuart, FL 34994 | HMY Yacht Sales - Waterway Marina

            2014 Chesapeake 46 Trawler

            2015 Cobra Python

            $150,000

            ↓ Price Drop

            $1,107/mo*

            Lake Havasu City, AZ 86406 | Private Seller

            2015 Cobra Python

            2000 Playbuoy Yachtsman - 21'

            $10,995

            Clarklake, MI 49234 | Eagle Point Marina & Boat Club

            2000 Playbuoy Yachtsman - 21'
            • 2025 ECLIPSE 505 Shadow

              $2,450,799

              $18,085/mo*

              Stuart, FL 34997 | HMY Gran Park

              2025 ECLIPSE 505 Shadow
              • 2000 Playbuoy Calypso 2223

                $19,500

                Fernandina Beach, FL 32034 | Private Seller

                2000 Playbuoy Calypso 2223

                2004 Playbuoy CHALLENGER 2424

                $11,718

                Antioch, IL 60002 | SkipperBud's

                2004 Playbuoy CHALLENGER 2424
                • 2025 ECLIPSE 605

                  Request a Price

                  Palm Beach Gardens, FL 33401 | HMY Gran Park

                  2025 ECLIPSE 605
                  • 2006 Playbuoy Pontoon

                    $13,500

                    Follansbee, WV 26037 | Private Seller

                    2006 Playbuoy Pontoon
                    • 1979 Chesapeake Sportfish Cruiser

                      $30,000

                      Fishing Creek, MD 21634 | Composite Yacht, LLC

                      1979 Chesapeake Sportfish Cruiser
                      • 2005 Evolution 26

                        $34,999

                        Conneaut Lake, PA 16316 | The Navigation Company

                        2005 Evolution 26

                        2018 ECLIPSE E24XS

                        $49,875

                        ↓ Price Drop

                        $431/mo*

                        North Tonawanda, NY 14120 | Colton RV & Marine

                        2018 ECLIPSE E24XS
                        • 2017 Chesapeake 48 Houseboat

                          $299,000

                          $2,206/mo*

                          Bethel, DE 19931 | Knot 10 Yacht Sales

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

                            $399,000

                            Baltimore, MD | Chesapeake Yacht Center

                            2004 Chesapeake 58 Chesapeake Boats Inc.
                            • 2006 Playbuoy 22 Kingfischer

                              $5,495

                              Bayville, NJ 08721 | New Jersey Outboards

                              2006 Playbuoy 22 Kingfischer
                              • 2005 Playbuoy 22 Kingfischer

                                $5,495

                                Bayville, NJ 08721 | New Jersey Outboards

                                2005 Playbuoy 22 Kingfischer
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