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Cobra Python, Chaparral Sloop boats for sale

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29 more Models...
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    121 boats
    Sort: Recommended
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      2020 Chaparral 280 OSX

      $159,900

      $1,191/mo*

      Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

      • 2020 Chaparral 280 OSX
      • 2020 Chaparral 280 OSX
      • 2020 Chaparral 280 OSX
      • 2020 Chaparral 280 OSX
      Dealer Logo

      2018 Chaparral 287 SSX

      $89,850

      $669/mo*

      Copiague, NY 11758 | REV Yacht Sales

      • 2018 Chaparral 287 SSX
      • 2018 Chaparral 287 SSX
      • 2018 Chaparral 287 SSX
      • 2018 Chaparral 287 SSX
      Dealer Logo

      2026 Chaparral 250 OSX

      $183,085

      $1,364/mo*

      Galena, MD 21635 | Jim's Marine, Inc.

      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 OSX
      Dealer Logo

      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 267 SSX

      $143,218

      ↓ Price Drop

      $1,067/mo*

      Stevensville, MD 21666 | Jim's Marine, Inc.

      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX

      2026 Chaparral 23 SSi

      $88,765

      $661/mo*

      Galena, MD 21635 | Jim's Marine, Inc.

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

      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

      2016 Chaparral 21 H2O Ski & Fish

      $24,871

      Jacksonville, FL 32202 | Bluewater Marine Jacksonville

      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Fish and Ski

        $24,871

        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

        • 2016 Chaparral 21 H2O Fish and Ski
        • 2016 Chaparral 21 H2O Fish and Ski
        • 2016 Chaparral 21 H2O Fish and Ski
        • 2016 Chaparral 21 H2O Fish and Ski

        2019 Chaparral 19 FISH AND SKI

        $42,318

        $368/mo*

        Grasonville, MD 21638 | MarineMax Kent Island

        • 2019 Chaparral 19 FISH AND SKI
        • 2019 Chaparral 19 FISH AND SKI
        • 2019 Chaparral 19 FISH AND SKI
        • 2019 Chaparral 19 FISH AND SKI
        • 2022 Chaparral 300 OSX

          $269,900

          $2,011/mo*

          US | Premier 54 Motorsports

          • 2022 Chaparral 300 OSX
          • 2022 Chaparral 300 OSX
          • 2022 Chaparral 300 OSX
          • 2022 Chaparral 300 OSX
          • 2026 Chaparral OSX 250 In Stock Call for best Deal

            $188,194

            $1,402/mo*

            Chesapeake, VA | Centerville Waterway Marina

            • 2026 Chaparral OSX 250 In Stock Call for best Deal
            • 2026 Chaparral OSX 250 In Stock Call for best Deal
            • 2026 Chaparral OSX 250 In Stock Call for best Deal
            • 2026 Chaparral OSX 250 In Stock Call for best Deal

            2026 Chaparral 250 OSX

            Request a Price

            Mary Esther, US 32569 | Sunrise Marine - Destin

            • 2026 Chaparral 250 OSX
            • 2026 Chaparral 250 OSX
            • 2026 Chaparral 250 OSX
            • 2026 Chaparral 250 OSX

            2025 Chaparral 250 OSX

            Request a Price

            Daphne, US 36526 | Sunrise Marine of Alabama

            • 2025 Chaparral 250 OSX
            • 2025 Chaparral 250 OSX
            • 2025 Chaparral 250 OSX
            • 2025 Chaparral 250 OSX

            2025 Chaparral 250 OSX

            Request a Price

            Mary Esther, US 32569 | Sunrise Marine - Destin

            • 2025 Chaparral 250 OSX
            • 2025 Chaparral 250 OSX
            • 2025 Chaparral 250 OSX
            • 2025 Chaparral 250 OSX
            • 2026 Chaparral 310 OSX

              Request a Price

              Buford, GA 30518 | Atlanta Marine Lake Lanier

              • 2026 Chaparral 310 OSX
              • 2026 Chaparral 310 OSX
              • 2026 Chaparral 310 OSX
              • 2026 Chaparral 310 OSX
              • 2026 Chaparral 250 OSX

                Request a Price

                Buford, GA 30518 | Atlanta Marine Lake Lanier

                • 2026 Chaparral 250 OSX
                • 2026 Chaparral 250 OSX
                • 2026 Chaparral 250 OSX
                • 2026 Chaparral 250 OSX
                • 2025 Chaparral 23 SSi

                  Request a Price

                  Washington, NC 27954 | Manteo Marine

                  • 2025 Chaparral 23 SSi
                  • 2025 Chaparral 23 SSi
                  • 2025 Chaparral 23 SSi
                  • 2025 Chaparral 23 SSi
                  • 2025 Chaparral 23 SSi

                    Request a Price

                    Washington, NC 27889 | Park Boat Company

                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi

                    2021 Chaparral 230 Suncoast

                    $68,100

                    $507/mo*

                    Middleton, MA 01949 | Legacy Marine Service

                    • 2021 Chaparral 230 Suncoast
                    • 2021 Chaparral 230 Suncoast
                    • 2021 Chaparral 230 Suncoast
                    • 2021 Chaparral 230 Suncoast

                    2026 Chaparral 23 SSi

                    $84,435

                    $629/mo*

                    Galena, MD 21635 | Jim's Marine, Inc.

                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi
                    • 2013 Chaparral 327 SSX

                      $115,000

                      $857/mo*

                      Virginia Beach, VA | Bluewater Yacht Sales

                      • 2013 Chaparral 327 SSX
                      • 2013 Chaparral 327 SSX
                      • 2013 Chaparral 327 SSX
                      • 2013 Chaparral 327 SSX
                      • 2012 Chaparral 196 SSi

                        $17,995

                        Washington, NC 27954 | Manteo Marine

                        • 2012 Chaparral 196 SSi
                        • 2012 Chaparral 196 SSi
                        • 2012 Chaparral 196 SSi
                        • 2012 Chaparral 196 SSi

                        2025 Chaparral 250 OSX

                        Request a Price

                        Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

                        • 2025 Chaparral 250 OSX
                        • 2025 Chaparral 250 OSX
                        • 2025 Chaparral 250 OSX
                        • 2025 Chaparral 250 OSX

                        2026 Chaparral 23 SSi OB

                        $94,115

                        $701/mo*

                        Stevensville, MD 21666 | Jim's Marine, Inc.

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

                        2026 Chaparral 21 SSi

                        $75,965

                        $566/mo*

                        Galena, MD 21635 | Jim's Marine, Inc.

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

                        2025 Chaparral 267 SSX

                        $143,218

                        ↓ Price Drop

                        $1,067/mo*

                        Wilmington, DE 19801 | Jim's Marine, Inc.

                        • 2025 Chaparral 267 SSX
                        • 2025 Chaparral 267 SSX
                        • 2025 Chaparral 267 SSX
                        • 2025 Chaparral 267 SSX

                        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
                        • 2012 Chaparral 196 SSi

                          $17,995

                          Washington, NC 27889 | Park Boat Company

                          • 2012 Chaparral 196 SSi
                          • 2012 Chaparral 196 SSi
                          • 2012 Chaparral 196 SSi
                          • 2012 Chaparral 196 SSi

                          2026 Chaparral 250 OSX

                          $171,206

                          $1,275/mo*

                          Easton, MD 21601 | Jim's Marine, Inc.

                          • 2026 Chaparral 250 OSX
                          • 2026 Chaparral 250 OSX
                          • 2026 Chaparral 250 OSX
                          • 2026 Chaparral 250 OSX

                          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

                          2026 Chaparral 250 OSX

                          $171,206

                          $1,275/mo*

                          Galena, MD 21635 | Jim's Marine, Inc.

                          • 2026 Chaparral 250 OSX
                          • 2026 Chaparral 250 OSX
                          • 2026 Chaparral 250 OSX
                          • 2026 Chaparral 250 OSX
                          • 2025 Chaparral 270 OSX

                            $236,392

                            $1,761/mo*

                            Charleston, SC 29492 | Longshore Boats

                            • 2025 Chaparral 270 OSX
                            • 2025 Chaparral 270 OSX
                            • 2025 Chaparral 270 OSX
                            • 2025 Chaparral 270 OSX
                            • 2026 Chaparral 250 OSX

                              $183,085

                              $1,364/mo*

                              Wilmington, DE 19801 | Jim's Marine, Inc.

                              • 2026 Chaparral 250 OSX
                              • 2026 Chaparral 250 OSX
                              Dealer Logo
                              • 2022 Chaparral 300 OSX

                                $269,900

                                $2,011/mo*

                                US | Premier 54 Motorsports

                                • 2022 Chaparral 300 OSX
                                • 2022 Chaparral 300 OSX
                                • 2022 Chaparral 300 OSX
                                • 2022 Chaparral 300 OSX
                                Dealer Logo
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