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Cobra Python, Chaparral 21 Ssi Power boats for sale

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1,596 more Makes...
Chaparral Models
  • 23 SSi
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    197 boats
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      2026 Chaparral 21 SSi

      $72,055

      $537/mo*

      South Windsor, CT 06074 | A & S Boats

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

      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
      Dealer Logo

      2026 Chaparral 21 SSi

      $74,070

      $552/mo*

      Indianapolis, IN 46219 | Just Add Water Boats, LLC

      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      Dealer Logo
      • 2025 Chaparral 21 SSI Ski and Fish

        Request a Price

        US | Premier 54 Motorsports

        • 2025 Chaparral 21 SSI Ski and Fish
        • 2025 Chaparral 21 SSI Ski and Fish
        • 2025 Chaparral 21 SSI Ski and Fish
        • 2025 Chaparral 21 SSI Ski and Fish

        2025 Chaparral 21 SSi OB

        $76,480

        $570/mo*

        Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

          $67,995

          $507/mo*

          Young Harris, GA | Young Harris Water Sports

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

          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

          2024 Chaparral 21 SSi

          $69,999

          $521/mo*

          Leesville, SC 29070 | Captains Choice Marine

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

          2025 Chaparral 21 SSi OB

          $71,999

          $536/mo*

          Leesville, SC 29070 | Captains Choice 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 OB

          $76,610

          $571/mo*

          Leesville, SC 29070 | Captains Choice Marine

          • 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 In Stock Traier included

          $68,470

          ↓ Price Drop

          $510/mo*

          Chesapeake, VA | Centerville Waterway Marina

          • 2026 Chaparral 21 SSi OB In Stock Traier included
          • 2026 Chaparral 21 SSi OB In Stock Traier included
          • 2026 Chaparral 21 SSi OB In Stock Traier included
          • 2026 Chaparral 21 SSi OB In Stock Traier included

          2025 Chaparral 21 SSi

          $69,999

          $521/mo*

          Leesville, SC 29070 | Captains Choice Marine

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

          2026 Chaparral 21 SSi

          $75,325

          $561/mo*

          Leesville, SC 29070 | Captains Choice Marine

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

            $72,635

            $541/mo*

            Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

            2025 Chaparral 21 SSi

            $69,999

            $521/mo*

            Leesville, SC 29070 | Captains Choice Marine

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

            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

            2025 Chaparral 21 SSi Ski & Fish OB

            $75,095

            $559/mo*

            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

            2025 Chaparral 21 SSi OB

            $67,315

            $501/mo*

            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

            2026 Chaparral 21 SSi Ski & Fish

            $75,885

            $565/mo*

            Suamico, WI 54173 | Marine 365

            • 2026 Chaparral 21 SSi Ski & Fish
            • 2026 Chaparral 21 SSi Ski & Fish
            • 2026 Chaparral 21 SSi Ski & Fish
            • 2026 Chaparral 21 SSi Ski & Fish
            • 2025 Chaparral 21 SSi OB

              $73,115

              $545/mo*

              Manteo, NC 27954 | Manteo 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

              $67,995

              $507/mo*

              Walworth, WI 53184 | Munson Ski & Marine - Fontana

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

              2026 Chaparral 21 SSi OB In stock trailer included

              $70,175

              ↓ Price Drop

              $523/mo*

              Chesapeake, VA | Centerville Waterway Marina

              • 2026 Chaparral 21 SSi OB In stock trailer included
              • 2026 Chaparral 21 SSi OB In stock trailer included
              • 2026 Chaparral 21 SSi OB In stock trailer included
              • 2026 Chaparral 21 SSi OB In stock trailer included
              • 2025 Chaparral 21 SSi OB

                $73,115

                $545/mo*

                Manteo, NC 27889 | Park Boat Company

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

                2026 Chaparral 21 SSi OB In Stock Trailer Included

                $70,315

                ↓ Price Drop

                $524/mo*

                Chesapeake, VA | Centerville Waterway Marina

                • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                • 2026 Chaparral 21 SSi OB In Stock Trailer Included

                2025 Chaparral 21 SSi OB

                $68,540

                $511/mo*

                Longs, SC 29568 | Sportsman's Choice Marine

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

                2021 Chaparral 21 SSI SF

                $55,999

                $417/mo*

                McAlester, OK 74501 | Nichols Marine - McAlester

                • 2021 Chaparral 21 SSI SF
                • 2021 Chaparral 21 SSI SF
                • 2021 Chaparral 21 SSI SF
                • 2021 Chaparral 21 SSI SF

                2025 Chaparral 21 SSi Ski & Fish

                Request a Price

                McAlester, OK 74501 | Nichols Marine - McAlester

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

                2026 Chaparral 21 SSi

                Request a Price

                Norman, OK 73071 | Nichols Marine - Norman, OK

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

                  $74,070

                  $552/mo*

                  Indianapolis, IN 46219 | Just Add Water Boats

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

                  2026 Chaparral 21 SSi

                  $72,485

                  $540/mo*

                  Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

                  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

                  2025 Chaparral 21 SSi OB

                  $75,240

                  $561/mo*

                  Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

                  2026 Chaparral 21 SSi OB

                  $68,425

                  $510/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

                  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
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