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Cobra Python, Chaparral 21 Ssi Runabout boats for sale

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Chaparral Models
  • 23 SSi
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  • 21 SSi OB
  • 247 SSX
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    74 boats
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      2021 Chaparral 21 SSi

      $39,950

      $348/mo*

      Hermitage, TN 37076 | Bills Boats, LLC

      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      Dealer Logo

      2025 Chaparral 21 SSi

      $68,875

      $513/mo*

      Walworth, WI 53184 | Munson Ski & Marine - Fontana

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

      2025 Chaparral 21 SSi

      $69,930

      $521/mo*

      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

      2026 Chaparral 21 SSi OB

      $63,530

      $473/mo*

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

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB

      2023 Chaparral 21 SSi

      $55,900

      $416/mo*

      SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

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

      2021 Chaparral 21 SSi

      $49,850

      $434/mo*

      Green Bay, WI 54173 | Marine 365

      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi

      2026 Chaparral 21 SSi OB

      $69,335

      $517/mo*

      Stevensville, MD 21666 | Jim's Marine, Inc.

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB

      2026 Chaparral 21 SSi

      $71,700

      $534/mo*

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

      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi

      2026 Chaparral 21 SSi OB

      $68,425

      $510/mo*

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

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB

      2026 Chaparral 21 SSi OB

      $69,335

      $517/mo*

      Easton, MD 21601 | Jim's Marine, Inc.

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2023 Chaparral 21 SSi

        $57,900

        $431/mo*

        SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

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

        2025 Chaparral 21 SSi

        $71,644

        $534/mo*

        Nashville, TN 37203 | Modern Marine

        • 2025 Chaparral 21 SSi
        • 2025 Chaparral 21 SSi
        • 2025 Chaparral 21 SSi
        • 2025 Chaparral 21 SSi
        • 2026 Chaparral 21 SSi

          $72,935

          $543/mo*

          Fairfield, OH 45014 | Hern Marine

          • 2026 Chaparral 21 SSi
          • 2026 Chaparral 21 SSi
          • 2026 Chaparral 21 SSi
          • 2026 Chaparral 21 SSi
          • 2025 Chaparral 21 SSi

            $70,658

            $526/mo*

            Pueblo West, CO 81007 | Rocky Mountain Boat Company

            • 2025 Chaparral 21 SSi
            • 2025 Chaparral 21 SSi
            • 2025 Chaparral 21 SSi
            • 2025 Chaparral 21 SSi
            • 2026 Chaparral 21 SSi

              $73,790

              $550/mo*

              Fairfield, OH 45014 | Hern Marine

              • 2026 Chaparral 21 SSi
              • 2026 Chaparral 21 SSi
              • 2026 Chaparral 21 SSi
              • 2026 Chaparral 21 SSi
              • 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

                2021 Chaparral 21 SSi

                $39,950

                $348/mo*

                Hermitage, TN 37076 | Bills Boats, LLC

                • 2021 Chaparral 21 SSi
                • 2021 Chaparral 21 SSi
                • 2021 Chaparral 21 SSi
                • 2021 Chaparral 21 SSi
                • 2021 Chaparral 21 SSi

                  $44,995

                  $392/mo*

                  Fairfield, OH 45014 | Hern Marine

                  • 2021 Chaparral 21 SSi
                  • 2021 Chaparral 21 SSi
                  • 2021 Chaparral 21 SSi
                  • 2021 Chaparral 21 SSi

                  2025 Chaparral 21 SSi OB

                  $69,995

                  $521/mo*

                  Williamstown, NJ 08094 | Cecil Marine

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

                  2025 Chaparral 21 SSi OB

                  $69,995

                  $521/mo*

                  Williamstown, NJ 08094 | Cecil Marine

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

                    $69,995

                    $521/mo*

                    US | California Boat Co

                    • 2025 Chaparral 21 SSi
                    • 2025 Chaparral 21 SSi
                    • 2025 Chaparral 21 SSi
                    • 2025 Chaparral 21 SSi
                      • 2020 Chaparral 21 SSi OB

                        $39,000

                        $340/mo*

                        Long Beach, CA 90803 | Pacific Freedom Marine

                        • 2020 Chaparral 21 SSi OB
                        • 2020 Chaparral 21 SSi OB
                        • 2020 Chaparral 21 SSi OB
                        • 2020 Chaparral 21 SSi OB
                        • 2023 Chaparral 21 SSi OB

                          $59,000

                          $440/mo*

                          Southport, NC 28461 | Mike Stidham Yachts & Brokerage

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

                          2025 Chaparral 21 SSi OB

                          $69,995

                          $521/mo*

                          Williamstown, NJ 08094 | Cecil Marine

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

                            $69,810

                            $520/mo*

                            Meredith, NH 03253 | Goodhue Boat Company

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

                            2025 Chaparral 21 SSi

                            $70,480

                            $525/mo*

                            NASHVILLE, IL 62263 | Yachts to Sea

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

                            2024 Chaparral 21 SSi OB

                            $71,900

                            $536/mo*

                            Sarasota, FL 34243 | Erickson Marine Corp.

                            • 2024 Chaparral 21 SSi OB
                            • 2024 Chaparral 21 SSi OB
                            • 2024 Chaparral 21 SSi OB
                            • 2024 Chaparral 21 SSi OB

                            2025 Chaparral 21 SSi

                            $70,565

                            $526/mo*

                            NASHVILLE, IL 62263 | Yachts to Sea

                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2024 Chaparral 21 SSi OB

                              $64,950

                              $484/mo*

                              Sarasota, FL 34243 | Erickson Marine Corp.

                              • 2024 Chaparral 21 SSi OB
                              • 2024 Chaparral 21 SSi OB
                              • 2024 Chaparral 21 SSi OB
                              • 2024 Chaparral 21 SSi OB

                              2025 Chaparral 21 SSi

                              $70,505

                              $525/mo*

                              Nashville, IL 62263 | Yachts to Sea

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

                                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

                                  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 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
                                    • 2023 Chaparral 21 SSi

                                      $57,900

                                      $431/mo*

                                      SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                                      • 2023 Chaparral 21 SSi
                                      • 2023 Chaparral 21 SSi
                                      • 2023 Chaparral 21 SSi
                                      • 2023 Chaparral 21 SSi
                                      Dealer Logo
                                      • 2026 Chaparral 21 SSi OB

                                        $69,335

                                        $517/mo*

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

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