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Used Cobra Python, Chaparral 23 Ssi Power boats for sale

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1,464 more Makes...
Chaparral Models
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    57 boats
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      2025 Chaparral 23 SSi

      $99,550

      $742/mo*

      Lewisville, TX 75067 | Jerry Whittle Boats

      • 2025 Chaparral 23 SSi
      • 2025 Chaparral 23 SSi
      • 2025 Chaparral 23 SSi
      • 2025 Chaparral 23 SSi
      Dealer Logo

      2021 Chaparral 23 SSi

      $53,495

      $399/mo*

      Monkey Island, OK 74331 | Nichols Marine - Monkey Island

      • 2021 Chaparral 23 SSi
      • 2021 Chaparral 23 SSi
      • 2021 Chaparral 23 SSi
      • 2021 Chaparral 23 SSi
      Dealer Logo

      2020 Chaparral 23 SSi OB

      $51,000

      $380/mo*

      Charleston, SC 29492 | Longshore Boats

      • 2020 Chaparral 23 SSi OB
      • 2020 Chaparral 23 SSi OB
      • 2020 Chaparral 23 SSi OB
      • 2020 Chaparral 23 SSi OB
      Dealer Logo
      • 2015 Cobra Python

        $155,000

        $1,155/mo*

        Lake Havasu City, AZ 86406 | Private Seller

        • 2015 Cobra Python
        • 2015 Cobra Python
        • 2015 Cobra Python
        • 2015 Cobra Python
        • 2021 Chaparral SSI 23 SPORT

          $69,995

          $521/mo*

          Marrero, LA 70072 | The Boat Yard Inc

          • 2021 Chaparral SSI 23 SPORT
          • 2021 Chaparral SSI 23 SPORT
          • 2021 Chaparral SSI 23 SPORT
          • 2021 Chaparral SSI 23 SPORT
          • 2021 Chaparral 23 SSi OB

            $62,900

            $469/mo*

            Jacksonville Beach, FL 32250 | Jacksonville Boat Sales

            • 2021 Chaparral 23 SSi OB
            • 2021 Chaparral 23 SSi OB
            • 2021 Chaparral 23 SSi OB
            • 2021 Chaparral 23 SSi OB

            2021 Chaparral 23 SSi OB

            $60,000

            $447/mo*

            New Gretna, NJ 08224 | Valhalla Yacht Sales North

            • 2021 Chaparral 23 SSi OB
            • 2021 Chaparral 23 SSi OB
            • 2021 Chaparral 23 SSi OB
            • 2021 Chaparral 23 SSi OB
            • 2020 Chaparral 23 SSi OB

              $51,000

              $380/mo*

              Charleston, SC 29492 | Longshore Boats

              • 2020 Chaparral 23 SSi OB
              • 2020 Chaparral 23 SSi OB
              • 2020 Chaparral 23 SSi OB
              • 2020 Chaparral 23 SSi OB

              2025 Chaparral 23 SSi

              $99,550

              $742/mo*

              Lewisville, TX 75067 | Jerry Whittle Boats

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

              2022 Chaparral 23 SSi

              $62,500

              $466/mo*

              Holiday, FL 34691 | Nautical Ventures

              • 2022 Chaparral 23 SSi
              • 2022 Chaparral 23 SSi
              • 2022 Chaparral 23 SSi
              • 2022 Chaparral 23 SSi

              2022 Chaparral 23 SSi OB

              $69,000

              $514/mo*

              Fort Myers, FL 33908 | Fish Tale Boats

              • 2022 Chaparral 23 SSi OB
              • 2022 Chaparral 23 SSi OB
              • 2022 Chaparral 23 SSi OB
              • 2022 Chaparral 23 SSi OB

              2024 Chaparral 23 SSi OB

              $84,295

              $628/mo*

              Galena, MD 21635 | Jim's Marine, Inc.

              • 2024 Chaparral 23 SSi OB
              • 2024 Chaparral 23 SSi OB
              • 2024 Chaparral 23 SSi OB
              • 2024 Chaparral 23 SSi OB
              • 2022 Chaparral 23 SSi

                $69,900

                $521/mo*

                Chattanooga, TN 37416 | Erwin Marine Sales Inc ( Chattanooga, TN )

                • 2022 Chaparral 23 SSi
                • 2022 Chaparral 23 SSi
                • 2022 Chaparral 23 SSi
                • 2022 Chaparral 23 SSi
                • 2021 Chaparral 23 SSi OB

                  $64,995

                  $484/mo*

                  Counce, TN | Barnes Marine

                  • 2021 Chaparral 23 SSi OB
                  • 2021 Chaparral 23 SSi OB
                  • 2021 Chaparral 23 SSi OB
                  • 2021 Chaparral 23 SSi OB

                  2023 Chaparral 23 SSi

                  $65,500

                  $488/mo*

                  Bolingbrook, IL 60440 | Basa's Marine

                  • 2023 Chaparral 23 SSi
                  • 2023 Chaparral 23 SSi
                  • 2023 Chaparral 23 SSi
                  • 2023 Chaparral 23 SSi
                  • 2026 Chaparral 23 SSi

                    $100,850

                    $751/mo*

                    Indianapolis, IN 46219 | Just Add Water Boats

                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi

                    2022 Chaparral 23 SSi

                    $74,999

                    $559/mo*

                    Monkey Island, OK 74331 | Nichols Marine - Monkey Island

                    • 2022 Chaparral 23 SSi
                    • 2022 Chaparral 23 SSi
                    • 2022 Chaparral 23 SSi
                    • 2022 Chaparral 23 SSi
                    • 2022 Chaparral 23 SSi

                      $65,500

                      $488/mo*

                      Lake Wylie, SC 29710 | Private Seller

                      • 2022 Chaparral 23 SSi
                      • 2022 Chaparral 23 SSi
                      • 2022 Chaparral 23 SSi
                      • 2022 Chaparral 23 SSi
                      • 2023 Chaparral 23 SSi OB

                        $69,500

                        $518/mo*

                        Myrtle Beach, SC 29588 | Private Seller

                        • 2023 Chaparral 23 SSi OB
                        • 2023 Chaparral 23 SSi OB
                        • 2023 Chaparral 23 SSi OB
                        • 2023 Chaparral 23 SSi OB
                        • 2021 Chaparral 23 SSi OB

                          $54,999

                          $410/mo*

                          Sarasota, FL 34242 | Sara Bay Marine Group | Sarasota

                          • 2021 Chaparral 23 SSi OB
                          • 2021 Chaparral 23 SSi OB
                          • 2021 Chaparral 23 SSi OB
                          • 2021 Chaparral 23 SSi OB
                          • 2021 Chaparral 23 SSi OB

                            $66,250

                            $494/mo*

                            Fort Walton Beach, FL 32547 | Captain's Choice Boats, Inc.

                            • 2021 Chaparral 23 SSi OB
                            • 2021 Chaparral 23 SSi OB
                            • 2021 Chaparral 23 SSi OB
                            • 2021 Chaparral 23 SSi OB

                            2022 Chaparral 23 SSi

                            $69,995

                            $521/mo*

                            Leesville, SC 29070 | Captains Choice Marine

                            • 2022 Chaparral 23 SSi
                            • 2022 Chaparral 23 SSi
                            • 2022 Chaparral 23 SSi
                            • 2022 Chaparral 23 SSi

                            2023 Chaparral 23 SSi

                            $69,999

                            $521/mo*

                            Leesville, SC 29070 | Captains Choice Marine

                            • 2023 Chaparral 23 SSi
                            • 2023 Chaparral 23 SSi
                            • 2023 Chaparral 23 SSi
                            • 2023 Chaparral 23 SSi

                            2023 Chaparral 23 SSi

                            $72,999

                            $544/mo*

                            Leesville, SC 29070 | Captains Choice Marine

                            • 2023 Chaparral 23 SSi
                            • 2023 Chaparral 23 SSi
                            • 2023 Chaparral 23 SSi
                            • 2023 Chaparral 23 SSi

                            2022 Chaparral 23 SSi OB

                            $68,985

                            $514/mo*

                            Galena, MD 21635 | Jim's Marine, Inc.

                            • 2022 Chaparral 23 SSi OB
                            • 2022 Chaparral 23 SSi OB
                            • 2022 Chaparral 23 SSi OB
                            • 2022 Chaparral 23 SSi OB
                            • 2022 Chaparral 23 SSi

                              $49,995

                              $435/mo*

                              Morganton, NC 28680 | Foothills Marine, Inc.

                              • 2022 Chaparral 23 SSi
                              • 2022 Chaparral 23 SSi
                              • 2022 Chaparral 23 SSi
                              • 2022 Chaparral 23 SSi
                              • 2023 Chaparral SSI 23

                                $69,995

                                $521/mo*

                                Morganfield, KY 42437 | Private Seller

                                • 2023 Chaparral SSI 23
                                • 2023 Chaparral SSI 23
                                • 2023 Chaparral SSI 23
                                • 2023 Chaparral SSI 23
                                • 2021 Chaparral 23 SSi OB

                                  $54,000

                                  $402/mo*

                                  Bluffton, SC 29910 | Longshore Boats

                                  • 2021 Chaparral 23 SSi OB
                                  • 2021 Chaparral 23 SSi OB
                                  • 2021 Chaparral 23 SSi OB
                                  • 2021 Chaparral 23 SSi OB

                                  2021 Chaparral 23 SSi

                                  $53,495

                                  $399/mo*

                                  Monkey Island, OK 74331 | Nichols Marine - Monkey Island

                                  • 2021 Chaparral 23 SSi
                                  • 2021 Chaparral 23 SSi
                                  • 2021 Chaparral 23 SSi
                                  • 2021 Chaparral 23 SSi
                                  • 2022 Chaparral 23 SSi

                                    $49,900

                                    $434/mo*

                                    Annapolis, MD 21401 | National Yacht Sales

                                    • 2022 Chaparral 23 SSi
                                    • 2022 Chaparral 23 SSi
                                    • 2022 Chaparral 23 SSi
                                    • 2022 Chaparral 23 SSi
                                    • 2023 Chaparral 23 SSi

                                      $69,995

                                      $521/mo*

                                      Middleton, MA 01949 | Port Harbor Marine - Middleton, MA

                                      • 2023 Chaparral 23 SSi
                                      • 2023 Chaparral 23 SSi
                                      • 2023 Chaparral 23 SSi
                                      • 2023 Chaparral 23 SSi
                                      • 2020 Chaparral 23 SSi

                                        $65,900

                                        $491/mo*

                                        Kemah, TX 77565 | DC Powersports and Marine

                                        • 2020 Chaparral 23 SSi
                                        • 2020 Chaparral 23 SSi
                                        • 2020 Chaparral 23 SSi
                                        • 2020 Chaparral 23 SSi

                                        2023 Chaparral 23 SSi

                                        $79,900

                                        $595/mo*

                                        St Joseph, MI 49085 | Pier 33

                                        • 2023 Chaparral 23 SSi
                                        • 2023 Chaparral 23 SSi
                                        • 2023 Chaparral 23 SSi
                                        • 2023 Chaparral 23 SSi
                                        • 2022 Chaparral 23 SSi OB

                                          $58,995

                                          $440/mo*

                                          Akron, OH 44319 | Boat Masters State Park

                                          • 2022 Chaparral 23 SSi OB
                                          • 2022 Chaparral 23 SSi OB
                                          • 2022 Chaparral 23 SSi OB
                                          • 2022 Chaparral 23 SSi OB
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