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Cobra Python, Chaparral 21 Ssi Runabout boats for sale

Clear All pythonChaparral 21-ssi power-runabout power-unspec power-pwc
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319 more Makes...
Chaparral Models
  • 23 SSi
  • 21 SSi
  • 21 SSi OB
  • 247 SSX
  • 267 SSX
  • 23 SSi OB
  • 270 OSX
  • 250 OSX
  • 230 SSi
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95 more Models...
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    82 boats
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      2026 Chaparral 21 SSi OB

      $68,425

      $510/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

      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
      Dealer Logo

      2025 Chaparral 21 SSi OB

      Request a Price

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

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

      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
              • 2026 Chaparral 21 SSi

                $69,900

                $521/mo*

                Meredith, NH 03253 | Goodhue Boat Company

                2026 Chaparral 21 SSi
                • 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

                  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
                  • 2025 Chaparral 21 SSi

                    $66,895

                    $498/mo*

                    Meredith, NH 03253 | Goodhue Boat Company

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

                    2021 Chaparral 21 SSi OB

                    $44,990

                    ↓ Price Drop

                    $392/mo*

                    Largo, FL 33770 | Landmark Yacht Sales

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

                    2025 Chaparral 21 SSi OB

                    $50,000

                    $372/mo*

                    Charleston, WV 25303 | Trojan Landing Marine

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

                      $68,780

                      $512/mo*

                      Richmond, VA 23237 | Nautical Marine Inc.

                      2026 Chaparral 21 SSi

                      2025 Chaparral 21 SSi

                      $50,000

                      $372/mo*

                      Charleston, WV 25303 | Trojan Landing Marine

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

                      2024 Chaparral 21 SSi OB

                      $58,995

                      $440/mo*

                      Williamstown, NJ 08094 | Cecil Marine

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

                        $66,895

                        $498/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

                          $75,770

                          $564/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 OB

                          $69,130

                          $515/mo*

                          Largo, FL 33774 | Indian Springs Marina

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