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New Cobra Python, Chaparral Unspecified boats for sale

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97 more Makes...
Chaparral Ranges
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  • 21 SSi
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    27 boats
    Sort: Recommended
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    • Price: High to Low
    • Price: Low to High

      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
      Dealer Logo

      2026 Chaparral 21 SSi OB In Stock Trailer Included

      $70,315

      $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
      Dealer Logo

      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
      Dealer Logo

      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 19 SSi OB

        $56,520

        $421/mo*

        Indianapolis, IN 46219 | Just Add Water Boats

        • 2026 Chaparral 19 SSi OB
        • 2026 Chaparral 19 SSi OB
        • 2026 Chaparral 19 SSi OB
        • 2026 Chaparral 19 SSi OB

        2026 Chaparral SSX 6

        Request a Price

        Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

        • 2026 Chaparral SSX 6
        • 2026 Chaparral SSX 6
        • 2026 Chaparral SSX 6
        • 2026 Chaparral SSX 6
        • 2026 Chaparral 21 SSI Sport

          $68,765

          $512/mo*

          Belle Vernon, PA 15012 | Smitty's Marina

          • 2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 21 SSI Sport

            $68,440

            $510/mo*

            Belle Vernon, PA 15012 | Smitty's Marina

            • 2026 Chaparral 21 SSI Sport
            • 2026 Chaparral 21 SSI Sport
            • 2026 Chaparral 21 SSI Sport
            • 2026 Chaparral 21 SSI Sport
            • 2026 Chaparral 21 SSI Sport

              Request a Price

              Belle Vernon, PA 15012 | Smitty's Marina

              2026 Chaparral 21 SSI Sport
              • 2026 Chaparral 23 SSI SPORT

                Request a Price

                Belle Vernon, PA 15012 | Smitty's Marina

                2026 Chaparral 23 SSI SPORT
                • 2026 Chaparral 21 SSI Sport

                  Request a Price

                  Belle Vernon, PA 15012 | Smitty's Marina

                  2026 Chaparral 21 SSI Sport

                  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 270 OSX In stock call for best deal

                    $214,399

                    $1,597/mo*

                    Chesapeake, VA | Centerville Waterway Marina

                    • 2026 Chaparral 270 OSX In stock call for best deal
                    • 2026 Chaparral 270 OSX In stock call for best deal
                    • 2026 Chaparral 270 OSX In stock call for best deal
                    • 2026 Chaparral 270 OSX In stock call for best deal

                    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 SSi 23 In Stock Trailer included

                    $92,300

                    ↓ Price Drop

                    $688/mo*

                    Chesapeake, VA | Centerville Waterway Marina

                    • 2026 Chaparral SSi 23 In Stock Trailer included
                    • 2026 Chaparral SSi 23 In Stock Trailer included
                    • 2026 Chaparral SSi 23 In Stock Trailer included
                    • 2026 Chaparral SSi 23 In Stock Trailer included
                    • 2025 Chaparral 23 SSi OB In Stock trailer included

                      $85,998

                      $641/mo*

                      Chesapeake, VA | Centerville Waterway Marina

                      • 2025 Chaparral 23 SSi OB In Stock trailer included
                      • 2025 Chaparral 23 SSi OB In Stock trailer included
                      • 2025 Chaparral 23 SSi OB In Stock trailer included
                      • 2025 Chaparral 23 SSi OB In Stock trailer included

                      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 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

                      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

                      2026 Chaparral 23 SSi OB In Stock Trailer included

                      $91,475

                      ↓ Price Drop

                      $681/mo*

                      Chesapeake, VA | Centerville Waterway Marina

                      • 2026 Chaparral 23 SSi OB In Stock Trailer included
                      • 2026 Chaparral 23 SSi OB In Stock Trailer included

                      2026 Chaparral 23 SSi

                      $104,785

                      $781/mo*

                      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                      • 2026 Chaparral 23 SSi
                      • 2026 Chaparral 23 SSi
                      • 2026 Chaparral 23 SSi
                      • 2026 Chaparral 23 SSi

                      2024 Chaparral 23 SSi OB

                      $90,850

                      $677/mo*

                      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                      • 2024 Chaparral 23 SSi OB
                      • 2024 Chaparral 23 SSi OB
                      • 2024 Chaparral 23 SSi OB
                      • 2024 Chaparral 23 SSi OB

                      2025 Chaparral 21 SSi

                      $76,410

                      $569/mo*

                      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

                      2025 Chaparral 21 SSi

                      $70,920

                      $528/mo*

                      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

                      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 Ski & Fish

                      $71,515

                      $533/mo*

                      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                      • 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

                      $77,380

                      $576/mo*

                      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

                        $71,555

                        $533/mo*

                        Chesapeake, VA | Centerville Waterway Marina

                        2026 Chaparral SSi 21

                        2026 Chaparral 23 SSi OB In stock Trailer included

                        $94,070

                        ↓ Price Drop

                        $701/mo*

                        Chesapeake, VA | Centerville Waterway Marina

                        • 2026 Chaparral 23 SSi OB In stock Trailer included
                        • 2026 Chaparral 23 SSi OB In stock Trailer included
                        • 2026 Chaparral 23 SSi OB In stock Trailer included
                        • 2026 Chaparral 23 SSi OB In stock Trailer included
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