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Cobra Python, Chaparral Ski and Wakeboard boats for sale

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209 more Makes...
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63 more Models...
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    285 boats
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      2026 Chaparral GTS 6

      $280,003

      $2,086/mo*

      Somerset, KY 42503 | Lake Cumberland Marine

      2026 Chaparral GTS 6
      Dealer Logo

      2015 Chaparral 257 SSX

      $61,995

      $462/mo*

      New Orleans, LA 70116 | The Boat Yard, Inc

      2015 Chaparral 257 SSX
      Dealer Logo

      2025 Chaparral 26 Surf

      Request a Price

      Buford, GA 30518 | Atlanta Marine Lake Lanier

      2025 Chaparral 26 Surf
      Dealer Logo
      • 2012 Chaparral 246 SSi

        $25,000

        $218/mo*

        Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

        2012 Chaparral 246 SSi
        • 2012 Chaparral 246 SSi

          $25,000

          $218/mo*

          Corpus Christi, TX 78412 | Premier Boating Centers - Corpus Christi, TX

          2012 Chaparral 246 SSi
          • 2026 Chaparral GTS 6

            $280,003

            $2,086/mo*

            Somerset, KY 42503 | Lake Cumberland Marine

            2026 Chaparral GTS 6
            • 2017 Chaparral 216 SSi

              $39,995

              $348/mo*

              Macon, GA 31220 | Central Georgia Marina Inc.

              2017 Chaparral 216 SSi

              2018 Chaparral 224 Sunesta

              $39,500

              $344/mo*

              Houston, TX 77010 | Boat-Simple Houston

              2018 Chaparral 224 Sunesta
              • 2026 Chaparral SSX 6

                $238,073

                $1,774/mo*

                Somerset, KY 42503 | Lake Cumberland Marine

                2026 Chaparral SSX 6
                • 2005 Chaparral 220 SSi

                  $12,500

                  Forest City, FL 32714 | Private Seller

                  2005 Chaparral 220 SSi
                  • 2016 Chaparral Vortex 223 VRX

                    $35,470

                    $309/mo*

                    Niceville, FL 32578 | Emerald Coast Marine

                    2016 Chaparral Vortex 223 VRX

                    2026 Chaparral GTS 1

                    Request a Price

                    Kenmore, WA 98028 | Seattle Water Sports

                    2026 Chaparral GTS 1
                    • 2017 Chaparral 244 Sunesta

                      $49,000

                      $427/mo*

                      Charleston, SC 29401 | Off the Hook Yacht Sales

                      2017 Chaparral 244 Sunesta
                      • 2026 Chaparral 21 SSi Ski & Fish OB

                        $106,833

                        $796/mo*

                        Somerset, KY 42503 | Lake Cumberland Marine

                        2026 Chaparral 21 SSi Ski & Fish OB

                        2025 Chaparral 270 OSX

                        $171,777

                        ↓ Price Drop

                        $1,280/mo*

                        Wilmington, DE 19801 | Jim's Marine, Inc.

                        2025 Chaparral 270 OSX

                        2025 Chaparral 247 SSX

                        Request a Price

                        Kenmore, WA 98028 | Seattle Water Sports

                        2025 Chaparral 247 SSX
                        • 2026 Chaparral GTS 3

                          $155,502

                          $1,158/mo*

                          Somerset, KY 42503 | Lake Cumberland Marine

                          2026 Chaparral GTS 3

                          2025 Chaparral 19 SSi OB

                          $59,490

                          $443/mo*

                          Kenmore, WA 98028 | Seattle Water Sports

                          2025 Chaparral 19 SSi OB
                          • 2025 Chaparral 23 SSI SPORT

                            $100,871

                            $751/mo*

                            Somerset, KY 42503 | Lake Cumberland Marine

                            2025 Chaparral 23 SSI SPORT

                            2018 Chaparral 224 Sunesta

                            $39,500

                            $344/mo*

                            Alpharetta, GA 30009 | Boat-Simple Atlanta

                            2018 Chaparral 224 Sunesta

                            2026 Chaparral GTS 6

                            Request a Price

                            Kenmore, WA 98028 | Seattle Water Sports

                            2026 Chaparral GTS 6
                            • 2025 Chaparral 21 SSi

                              $73,825

                              $550/mo*

                              Somerset, KY 42503 | Lake Cumberland Marine

                              2025 Chaparral 21 SSi
                              • 2022 Chaparral 247 SSX

                                $114,900

                                $856/mo*

                                Pewaukee, WI 53072 | CenterPointe Marine

                                2022 Chaparral 247 SSX
                                • 2026 Chaparral SSX 6

                                  $250,652

                                  $1,867/mo*

                                  Somerset, KY 42503 | Lake Cumberland Marine

                                  2026 Chaparral SSX 6

                                  2012 Chaparral 267 SSX

                                  $44,500

                                  $387/mo*

                                  Rockwall, TX 75032 | Lake Kings

                                  2012 Chaparral 267 SSX
                                  • 2026 Chaparral GTS 3

                                    Request a Price

                                    Hayden, ID 83835 | Tobler Marina

                                    2026 Chaparral GTS 3
                                    • 2025 Chaparral 23 SSi

                                      $84,105

                                      $627/mo*

                                      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                      2025 Chaparral 23 SSi
                                      • 2025 Chaparral 21 SSi Ski & Fish

                                        $77,061

                                        $574/mo*

                                        Somerset, KY 42503 | Lake Cumberland Marine

                                        2025 Chaparral 21 SSi Ski & Fish

                                        2018 Chaparral 224 Sunesta

                                        $39,500

                                        $344/mo*

                                        Zephyrhills, FL 33542 | Boat-Simple Zephyrhills

                                        2018 Chaparral 224 Sunesta

                                        2018 Chaparral 224 Sunesta

                                        $39,500

                                        $344/mo*

                                        Hickory Corners, MI 49060 | Boat-Simple Eastern Michigan

                                        2018 Chaparral 224 Sunesta
                                        • 2025 Chaparral 21 SSi

                                          $70,205

                                          $523/mo*

                                          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                          2025 Chaparral 21 SSi
                                          • 2026 Chaparral SSX 8

                                            $304,071

                                            $2,265/mo*

                                            Somerset, KY 42503 | Lake Cumberland Marine

                                            2026 Chaparral SSX 8
                                            • 2019 Chaparral 21 H2O Surf

                                              $52,500

                                              $391/mo*

                                              Flint, TX 75762 | Private Seller

                                              2019 Chaparral 21 H2O Surf
                                              • 2025 Chaparral 23 SSi

                                                $79,665

                                                $593/mo*

                                                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                                2025 Chaparral 23 SSi
                                                • 2025 Chaparral 267 SSX

                                                  Request a Price

                                                  Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                                  2025 Chaparral 267 SSX
                                                  Dealer Logo
                                                  • 2025 Chaparral 267 SSX

                                                    $229,329

                                                    $1,708/mo*

                                                    Sodus Point, NY 14555 | Krenzer Marine

                                                    2025 Chaparral 267 SSX
                                                    Dealer Logo
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