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Wright, Evolution, Playbuoy, Trumpy, Checkmate boats for sale

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    19 boats
    Sort: Recommended
    • Recommended
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      2026 Checkmate Pulsare 2400 BRX

      $152,900

      $1,139/mo*

      Wrightsville, PA 17368 | Long Level Marina

      2026 Checkmate Pulsare 2400 BRX

      2004 Playbuoy CHALLENGER 2424

      $11,718

      Antioch, IL 60002 | SkipperBud's

      2004 Playbuoy CHALLENGER 2424
      • 1937 Trumpy 58

        $1,385,000

        North Palm Beach, FL 33408 | United Yacht Sales - Florida SE Coast

        1937 Trumpy 58
        • 1966 Trumpy 55

          $350,000

          Beaufort, NC 28516 | United Yacht Sales

          1966 Trumpy 55

          2000 Playbuoy Yachtsman - 21'

          $10,995

          Clarklake, MI 49234 | Eagle Point Marina & Boat Club

          2000 Playbuoy Yachtsman - 21'
          • 2000 Playbuoy Calypso 2223

            $19,500

            Fernandina Beach, FL 32034 | Private Seller

            2000 Playbuoy Calypso 2223
            • 2005 Evolution 26

              $34,999

              Conneaut Lake, PA 16316 | The Navigation Company

              2005 Evolution 26
              • 2006 Playbuoy Pontoon

                $13,500

                Follansbee, WV 26037 | Private Seller

                2006 Playbuoy Pontoon

                2001 Wright C50 Pilot house

                $295,000

                Marathon, FL 33041 | Florida Keys Marine Brokerage LLC

                2001 Wright C50 Pilot house
                • 1970 Trumpy Houseboat

                  $1,750,000

                  Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

                  1970 Trumpy Houseboat
                  • 1958 Trumpy Trumpy Fantail Houseboat

                    $2,200,000

                    Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

                    1958 Trumpy Trumpy Fantail Houseboat

                    1971 Trumpy 58

                    $785,000

                    Chesapeake, VA 23322 | Worth Avenue Yachts - Newport RI

                    1971 Trumpy 58

                    2026 Tracker Pro Team 175 Crappie Edition

                    $26,970

                    $235/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Tracker Pro Team 175 Crappie Edition

                    2026 Yamaha Boats 222XD

                    $94,999

                    $708/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Yamaha Boats 222XD

                    2026 Sun Tracker Bass Buggy 16 XL Select

                    $24,865

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Sun Tracker Bass Buggy 16 XL Select
                    • 2025 Evolution 221 EV

                      Request a Price

                      Billings, MT 59101 | Bretz RV & Marine

                      2025 Evolution 221 EV
                      • 1947 Trumpy Raised Pilothouse

                        $2,499,000

                        Newport, RI 02840 | Latitude Yacht Brokerage

                        1947 Trumpy Raised Pilothouse
                        • 1995 Checkmate Persuader 261

                          $22,500

                          St Clair Shores, MI 48081 | Knot 10 Yacht Sales

                          1995 Checkmate Persuader 261
                          • 1989 Checkmate Ambassador

                            $11,900

                            Bronston, KY 42518 | All Boats Service Center

                            1989 Checkmate Ambassador
                            • 1994 Checkmate 253 Convincor

                              $23,900

                              Kingston, MA 02360 | South Shore Dry Dock Marine, Inc.

                              1994 Checkmate 253 Convincor
                              • 2006 Playbuoy 22 Kingfischer

                                $5,495

                                Bayville, NJ 08721 | New Jersey Outboards

                                2006 Playbuoy 22 Kingfischer
                                • 2012 Checkmate Pulsare 2100

                                  $39,750

                                  $346/mo*

                                  Largo, FL 33770 | Private Seller

                                  2012 Checkmate Pulsare 2100
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