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New Cobra Python, Chaparral 21 Ssi Ob Power boats for sale

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633 more Makes...
Chaparral Models
  • 21 SSi
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  • 247 SSX
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  • 280 OSX
24 more Models...
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    67 boats
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      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

      2026 Chaparral 21 SSi OB

      $77,185

      $575/mo*

      Mary Esther, US 32569 | Sunrise Marine - Destin

      • 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

      $68,425

      $510/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 OB

      $78,985

      $588/mo*

      Daphne, US 36526 | Sunrise Marine of Alabama

      • 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

      2026 Chaparral 21 SSi Ski & Fish OB

      $87,060

      $649/mo*

      Kenmore, WA 98028 | Seattle Water Sports

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

        $70,620

        $526/mo*

        Metairie, LA 70003 | Bent 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

        Request a Price

        Fort Lauderdale, FL 33301 | InterMarine

        • 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*

        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

          $76,405

          $569/mo*

          South Windsor, CT 06074 | A & S Boats

          • 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

          $76,855

          $573/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          • 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

            $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

            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

            2026 Yamaha Boats 222S

            $77,999

            $581/mo*

            Columbus, OH 43224 | Sizzle Marine

            • 2026 Yamaha Boats 222S
            • 2026 Yamaha Boats 222S
            • 2026 Yamaha Boats 222S
            • 2026 Yamaha Boats 222S

            2022 Bennington S 22 Quad Bench

            $34,995

            $305/mo*

            Columbus, OH 43224 | Sizzle Marine

            • 2022 Bennington S 22 Quad Bench
            • 2022 Bennington S 22 Quad Bench
            • 2022 Bennington S 22 Quad Bench
            • 2022 Bennington S 22 Quad Bench

            2016 South Bay 523CR Super Sport Tri-Toon

            $28,995

            $252/mo*

            Columbus, OH 43224 | Sizzle Marine

            • 2016 South Bay 523CR Super Sport Tri-Toon
            • 2016 South Bay 523CR Super Sport Tri-Toon
            • 2016 South Bay 523CR Super Sport Tri-Toon
            • 2016 South Bay 523CR Super Sport Tri-Toon
            • 2026 Chaparral 21 SSi Ski & Fish OB

              Request a Price

              Hayden, ID 83835 | Tobler Marina

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

              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 OB

              $79,850

              $595/mo*

              Green Bay, WI 54173 | Marine 365

              • 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

              $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
              • 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 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

                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 OB In stock trailer included

                  $72,175

                  $538/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

                      $72,595

                      $541/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 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 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

                        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
                        • 2026 Chaparral 21 SSi Ski & Fish OB

                          $106,833

                          $796/mo*

                          Somerset, KY 42503 | Lake Cumberland Marine

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

                          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 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
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