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Cobra Python, Chaparral Sloop boats for sale

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    530 boats
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      2025 Chaparral 21 SSi

      $73,785

      $550/mo*

      Lewisville, TX 75067 | Jerry Whittle Boats

      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      Dealer Logo

      2025 Chaparral 21 SSi

      $67,995

      $507/mo*

      Round Lake, IL 60073 | Munson Ski & Marine

      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      Dealer Logo

      2026 Chaparral 21 SSi

      $72,795

      $542/mo*

      Fairfield, OH 45014 | Hern Marine

      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      Dealer Logo
      • 2024 Chaparral 23 SSi OB

        $84,900

        $632/mo*

        Sarasota, FL 34243 | Erickson Marine Corp.

        • 2024 Chaparral 23 SSi OB
        • 2024 Chaparral 23 SSi OB
        • 2024 Chaparral 23 SSi OB
        • 2024 Chaparral 23 SSi OB
        • 2026 Chaparral 8 SSX

          $214,613

          $1,599/mo*

          Meredith, NH 03253 | Goodhue Boat Company

          • 2026 Chaparral 8 SSX
          • 2026 Chaparral 8 SSX
          • 2026 Chaparral 8 SSX
          • 2026 Chaparral 8 SSX
          • 2025 Chaparral 21 SSi OB

            $75,830

            $565/mo*

            Meredith, NH 03253 | Goodhue Boat Company

            • 2025 Chaparral 21 SSi OB
            • 2025 Chaparral 21 SSi OB
            • 2025 Chaparral 21 SSi OB
            • 2025 Chaparral 21 SSi OB

            1999 Chaparral 2335 SS

            $18,500

            Oshkosh, WI 54901 | Spellman's Marina

            • 1999 Chaparral 2335 SS
            • 1999 Chaparral 2335 SS
            • 1999 Chaparral 2335 SS
            • 1999 Chaparral 2335 SS
            • 2025 Chaparral 23 Surf

              $115,330

              $859/mo*

              Meredith, NH 03253 | Goodhue Boat Company

              • 2025 Chaparral 23 Surf
              • 2025 Chaparral 23 Surf
              • 2025 Chaparral 23 Surf
              • 2025 Chaparral 23 Surf
              • 2026 Chaparral 30 SSX

                $265,058

                $1,975/mo*

                Meredith, NH 03253 | Goodhue Boat Company

                • 2026 Chaparral 30 SSX
                • 2026 Chaparral 30 SSX
                • 2026 Chaparral 30 SSX
                • 2026 Chaparral 30 SSX

                2022 Chaparral 21 SSI Ski and Fish

                $47,995

                ↓ Price Drop

                $418/mo*

                US | California Boat Co

                • 2022 Chaparral 21 SSI Ski and Fish
                • 2022 Chaparral 21 SSI Ski and Fish
                • 2022 Chaparral 21 SSI Ski and Fish
                • 2022 Chaparral 21 SSI Ski and Fish
                  • 1989 Chaparral 2300 SX Sport

                    $4,500

                    Grand Island, NY 14072 | The Wheelhouse Inc.

                    • 1989 Chaparral 2300 SX Sport
                    • 1989 Chaparral 2300 SX Sport
                    • 1989 Chaparral 2300 SX Sport
                    • 1989 Chaparral 2300 SX Sport
                    • 2021 Chaparral 280 OSX

                      $199,500

                      $1,486/mo*

                      St Augustine, FL 32084 | Admiral Yacht Sales

                      • 2021 Chaparral 280 OSX
                      • 2021 Chaparral 280 OSX
                      • 2021 Chaparral 280 OSX
                      • 2021 Chaparral 280 OSX
                      • 2025 Chaparral 247 SSX

                        $156,144

                        $1,163/mo*

                        Meredith, NH 03253 | Goodhue Boat Company

                        • 2025 Chaparral 247 SSX
                        • 2025 Chaparral 247 SSX
                        • 2025 Chaparral 247 SSX
                        • 2025 Chaparral 247 SSX

                        2023 Chaparral 21 SSi OB

                        $58,995

                        $440/mo*

                        Williamstown, NJ 08094 | Cecil Marine

                        • 2023 Chaparral 21 SSi OB
                        • 2023 Chaparral 21 SSi OB
                        • 2023 Chaparral 21 SSi OB
                        • 2023 Chaparral 21 SSi OB

                        2025 Chaparral 2870 SSX

                        Request a Price

                        Nashville, IL 62263 | Yachts to Sea

                        • 2025 Chaparral 2870 SSX
                        • 2025 Chaparral 2870 SSX
                        • 2025 Chaparral 2870 SSX
                        • 2025 Chaparral 2870 SSX
                        • 2026 Chaparral 23 SSi

                          $89,815

                          $669/mo*

                          Meredith, NH 03253 | Goodhue Boat Company

                          2026 Chaparral 23 SSi

                          2014 Chaparral 21 H2O Sport

                          $21,995

                          Williamstown, NJ 08094 | Cecil Marine

                          • 2014 Chaparral 21 H2O Sport
                          • 2014 Chaparral 21 H2O Sport
                          • 2014 Chaparral 21 H2O Sport
                          • 2014 Chaparral 21 H2O Sport

                          2025 Chaparral 2870 SSX

                          Request a Price

                          Nashville, IL 62263 | Yachts to Sea

                          • 2025 Chaparral 2870 SSX
                          • 2025 Chaparral 2870 SSX
                          • 2025 Chaparral 2870 SSX
                          • 2025 Chaparral 2870 SSX
                          • 2025 Chaparral 21 SSi

                            $74,675

                            $556/mo*

                            Meredith, NH 03253 | Goodhue Boat Company

                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi

                            2020 Chaparral 277 SSX

                            $84,990

                            ↓ Price Drop

                            $633/mo*

                            Williamstown, NJ 08094 | Cecil Marine

                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX

                            2004 Chaparral 260 SSi

                            $29,900

                            ↓ Price Drop

                            Saint Augustine, FL 32084 | Admiral Yacht Sales

                            • 2004 Chaparral 260 SSi
                            • 2004 Chaparral 260 SSi
                            • 2004 Chaparral 260 SSi
                            • 2004 Chaparral 260 SSi
                            • 2026 Chaparral 21 SSi

                              $69,900

                              $521/mo*

                              Meredith, NH 03253 | Goodhue Boat Company

                              2026 Chaparral 21 SSi

                              2014 Chaparral 224 Sunesta

                              $42,650

                              $371/mo*

                              Lake George, NY 12844 | Pilot Knob Marina and Powersports

                              • 2014 Chaparral 224 Sunesta
                              • 2014 Chaparral 224 Sunesta
                              • 2014 Chaparral 224 Sunesta
                              • 2014 Chaparral 224 Sunesta
                              • 2025 Chaparral 21 SSi

                                $75,610

                                $563/mo*

                                Meredith, NH 03253 | Goodhue Boat Company

                                • 2025 Chaparral 21 SSi
                                • 2025 Chaparral 21 SSi
                                • 2025 Chaparral 21 SSi
                                • 2025 Chaparral 21 SSi

                                2024 Chaparral 270 OSX

                                $139,900

                                $1,042/mo*

                                Sarasota, FL 34243 | Erickson Marine Corp.

                                • 2024 Chaparral 270 OSX
                                • 2024 Chaparral 270 OSX
                                • 2024 Chaparral 270 OSX
                                • 2024 Chaparral 270 OSX

                                2012 Chaparral 244 Sunesta

                                $27,500

                                $239/mo*

                                Williamstown, NJ 08094 | Cecil Marine

                                • 2012 Chaparral 244 Sunesta
                                • 2012 Chaparral 244 Sunesta
                                • 2012 Chaparral 244 Sunesta
                                • 2012 Chaparral 244 Sunesta
                                • 2025 Chaparral 23 SSi OB

                                  Request a Price

                                  Richmond, VA 23237 | Nautical Marine Inc.

                                  • 2025 Chaparral 23 SSi OB
                                  • 2025 Chaparral 23 SSi OB
                                  • 2025 Chaparral 23 SSi OB
                                  • 2025 Chaparral 23 SSi OB

                                  2023 Chaparral 270 OSX

                                  $129,000

                                  $961/mo*

                                  Sarasota, FL 34243 | Erickson Marine Corp.

                                  • 2023 Chaparral 270 OSX
                                  • 2023 Chaparral 270 OSX
                                  • 2023 Chaparral 270 OSX
                                  • 2023 Chaparral 270 OSX
                                  • 2020 Chaparral 257 SSX

                                    $80,000

                                    $596/mo*

                                    Williamstown, NJ 08094 | Knot 10 Yacht Sales

                                    • 2020 Chaparral 257 SSX
                                    • 2020 Chaparral 257 SSX
                                    • 2020 Chaparral 257 SSX
                                    • 2020 Chaparral 257 SSX

                                    2023 Chaparral 21 SSi OB

                                    $59,999

                                    $447/mo*

                                    Central Falls, RI 02863 | Twin City Marine, Inc.

                                    • 2023 Chaparral 21 SSi OB
                                    • 2023 Chaparral 21 SSi OB
                                    • 2023 Chaparral 21 SSi OB
                                    • 2023 Chaparral 21 SSi OB

                                    2026 Chaparral SSX 30

                                    Request a Price

                                    NASHVILLE, IL 62263 | Yachts to Sea

                                    • 2026 Chaparral SSX 30
                                    • 2026 Chaparral SSX 30
                                    • 2026 Chaparral SSX 30
                                    • 2026 Chaparral SSX 30
                                    • 2004 Chaparral 204 SSi

                                      $9,999

                                      Lakeway, TX 78734 | Hurst Harbor Marina

                                      • 2004 Chaparral 204 SSi
                                      • 2004 Chaparral 204 SSi
                                      • 2004 Chaparral 204 SSi
                                      • 2015 Chaparral Sunesta 264 ProXtreme

                                        $69,999

                                        $521/mo*

                                        Smithtown, NY 11787 | Knot 10 Yacht Sales

                                        • 2015 Chaparral Sunesta 264 ProXtreme
                                        • 2015 Chaparral Sunesta 264 ProXtreme
                                        • 2015 Chaparral Sunesta 264 ProXtreme
                                        • 2015 Chaparral Sunesta 264 ProXtreme

                                        2007 Chaparral 180 SSi

                                        $15,500

                                        Noblesville, IN 46062 | Lakeview Marine

                                        • 2007 Chaparral 180 SSi
                                        • 2007 Chaparral 180 SSi
                                        • 2007 Chaparral 180 SSi
                                        • 2007 Chaparral 180 SSi
                                        • 2026 Chaparral 21 SSi

                                          $74,975

                                          $559/mo*

                                          Kenmore, WA 98028 | Seattle Water Sports

                                          • 2026 Chaparral 21 SSi
                                          • 2026 Chaparral 21 SSi
                                          • 2026 Chaparral 21 SSi
                                          • 2026 Chaparral 21 SSi
                                          Dealer Logo
                                          • 2026 Chaparral 21 SSi

                                            $74,495

                                            $555/mo*

                                            Delavan, WI 53115 | Reed's Marine

                                            • 2026 Chaparral 21 SSi
                                            • 2026 Chaparral 21 SSi
                                            • 2026 Chaparral 21 SSi
                                            • 2026 Chaparral 21 SSi
                                            Dealer Logo
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