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

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631 more Makes...
Chaparral Models
  • 21 SSi
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  • 21 SSi OB
  • 23 SSi OB
  • 247 SSX
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  • 270 OSX
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24 more Models...
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    70 boats
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      2025 Chaparral 21 SSi OB

      $70,365

      $524/mo*

      Westover, AL 35147 | Skiers Marine

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

      2025 Chaparral 21 SSi OB

      $69,090

      $515/mo*

      Harrison Township, MI 48045 | Sun Sport Marine

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

      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
      Dealer Logo
      • 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

        $79,540

        $593/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

        $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

        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

        $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

        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

        $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

        $75,369

        $561/mo*

        Bluffton, SC 29910 | Longshore Boats

        • 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
          • 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

            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

            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

            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 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

              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
              • 2024 Chaparral 21 SSi Ski & Fish OB

                Request a Price

                US | Premier 54 Motorsports

                • 2024 Chaparral 21 SSi Ski & Fish OB
                • 2024 Chaparral 21 SSi Ski & Fish OB
                • 2024 Chaparral 21 SSi Ski & Fish OB
                • 2024 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 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

                $78,894

                $588/mo*

                Bluffton, SC 29910 | Longshore Boats

                • 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

                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 In Stock Trailer included

                $70,595

                ↓ Price Drop

                $526/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

                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
                • 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

                  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

                  $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 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

                  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 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
                  • 2025 Chaparral 21 SSi OB

                    $73,115

                    $545/mo*

                    Manteo, NC 27954 | Manteo Marine

                    2025 Chaparral 21 SSi OB

                    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 Ski & Fish OB

                        $68,065

                        $507/mo*

                        Harrison Township, MI 48045 | Sun Sport Marine

                        • 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
                        Dealer Logo
                        • 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
                          Dealer Logo
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