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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
  • 23 SSi
  • 21 SSi OB
  • 23 SSi OB
  • 250 OSX
  • 247 SSX
  • 270 OSX
  • 267 SSX
  • 23 Surf
  • 280 OSX
  • 19 SSi
  • 19 SSi OB
  • 21 SSi Ski & Fish
  • 21 SSi Ski & Fish OB
  • 21 Surf
  • 26 Surf
  • 267 SSX OB
  • 276 SSX
  • 28 Surf
  • 287 SSX
  • 2870 SSX
  • 30 Surf
  • 300 OSX
  • 307 SSX
  • 310 OSX
  • 317 SSX
  • 347 SSX
  • GTS 1
  • GTS 3
  • GTS 6
  • SSX 30
  • SSX 4
  • SSX 6
  • SSX 8
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    67 boats
    Sort: Recommended
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      • 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

        $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 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

        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

        $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

        $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

        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 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
        • 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

          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

          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

          $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 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 Yamaha Boats AR250

            $68,995

            $514/mo*

            Columbus, OH 43224 | Sizzle Marine

            • 2025 Yamaha Boats AR250
            • 2025 Yamaha Boats AR250
            • 2025 Yamaha Boats AR250
            • 2025 Yamaha Boats AR250

            2025 Yamaha Boats AR190

            $37,999

            $331/mo*

            Columbus, OH 43224 | Sizzle Marine

            • 2025 Yamaha Boats AR190
            • 2025 Yamaha Boats AR190
            • 2025 Yamaha Boats AR190
            • 2025 Yamaha Boats AR190

            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
              • 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
                • 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

                  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

                  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

                  $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
                  • 2026 Chaparral 21 SSi OB In Stock Traier included

                    $70,470

                    $525/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 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
                    • 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

                      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 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 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

                            $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

                              $72,315

                              $539/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
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