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  • Chaparral

Chaparral Ski and Wakeboard boats for sale

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193 more Makes...
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Chaparral Models
  • 21 SSi OB
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72 more Models...
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    363 boats
    Sort: Recommended
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      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
      Dealer Logo

      2016 Chaparral 307 SSX

      $138,900

      $1,035/mo*

      St Joseph, MI 49085 | Pier 33

      • 2016 Chaparral 307 SSX
      • 2016 Chaparral 307 SSX
      • 2016 Chaparral 307 SSX
      • 2016 Chaparral 307 SSX
      Dealer Logo

      2017 Chaparral 287 SSX

      $112,900

      $841/mo*

      Eastlake, OH 44095 | Yachts360

      • 2017 Chaparral 287 SSX
      • 2017 Chaparral 287 SSX
      • 2017 Chaparral 287 SSX
      • 2017 Chaparral 287 SSX
      Dealer Logo
      • 2022 Chaparral 307 SSX

        $179,999

        $1,341/mo*

        Somerset, KY 42503 | Lake Cumberland Marine

        • 2022 Chaparral 307 SSX
        • 2022 Chaparral 307 SSX
        • 2022 Chaparral 307 SSX
        • 2022 Chaparral 307 SSX
        • 2025 Chaparral 247 SSX

          Request a Price

          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

          • 2025 Chaparral 247 SSX
          • 2025 Chaparral 247 SSX
          • 2025 Chaparral 247 SSX
          • 2025 Chaparral 247 SSX

          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

          2023 Chaparral 21 SSi Ski & Fish

          $69,990

          $521/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish
          • 2021 Chaparral 230 SSi

            $74,995

            $559/mo*

            New Orleans, LA 70118 | The Boat Yard Inc

            • 2021 Chaparral 230 SSi
            • 2021 Chaparral 230 SSi
            • 2021 Chaparral 230 SSi
            • 2021 Chaparral 230 SSi

            2023 Chaparral 250 OSX

            $149,997

            $1,117/mo*

            Kenmore, WA 98028 | Seattle Water Sports

            • 2023 Chaparral 250 OSX
            • 2023 Chaparral 250 OSX
            • 2023 Chaparral 250 OSX
            • 2023 Chaparral 250 OSX

            2005 Chaparral Sunesta 252

            $19,995

            Kenmore, WA 98028 | Seattle Water Sports

            • 2005 Chaparral Sunesta 252
            • 2005 Chaparral Sunesta 252
            • 2005 Chaparral Sunesta 252
            • 2005 Chaparral Sunesta 252
            • 2015 Chaparral 257 SSX

              $61,995

              $462/mo*

              New Orleans, LA 70116 | The Boat Yard Inc

              • 2015 Chaparral 257 SSX
              • 2015 Chaparral 257 SSX
              • 2015 Chaparral 257 SSX
              • 2015 Chaparral 257 SSX
              • 2016 Chaparral Vortex 203 VR

                $24,995

                New Orleans, LA 70118 | The Boat Yard Inc

                • 2016 Chaparral Vortex 203 VR
                • 2016 Chaparral Vortex 203 VR
                • 2016 Chaparral Vortex 203 VR
                • 2016 Chaparral Vortex 203 VR
                • 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

                  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

                  Mary Esther, US 32569 | Sunrise Marine - Destin

                  • 2025 Chaparral 250 OSX
                  • 2025 Chaparral 250 OSX
                  • 2025 Chaparral 250 OSX
                  • 2025 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
                  • 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
                    • 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
                      • 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
                          • 2019 Chaparral 21 H2O Surf

                            $52,500

                            $391/mo*

                            Flint, TX 75762 | Private Seller

                            • 2019 Chaparral 21 H2O Surf
                            • 2019 Chaparral 21 H2O Surf
                            • 2019 Chaparral 21 H2O Surf
                            • 2019 Chaparral 21 H2O Surf

                            2016 Chaparral 18 H2O Sport

                            $18,995

                            Metairie, LA 70003 | La Boat Dealer

                            • 2016 Chaparral 18 H2O Sport
                            • 2016 Chaparral 18 H2O Sport
                            • 2016 Chaparral 18 H2O Sport
                            • 2016 Chaparral 18 H2O Sport
                            • 2026 Chaparral 23 SSi OB

                              $94,115

                              $701/mo*

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

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

                                  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
                                  • 2025 Chaparral 267 SSX

                                    Request a Price

                                    Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

                                    2025 Chaparral 23 SSi

                                    $99,965

                                    $745/mo*

                                    Kenmore, WA 98028 | Seattle Water Sports

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

                                    2018 Chaparral Vortex 243 VRX

                                    $39,500

                                    ↓ Price Drop

                                    $344/mo*

                                    Farnham, VA 22460 | Whelans Marina

                                    • 2018 Chaparral Vortex 243 VRX
                                    • 2018 Chaparral Vortex 243 VRX
                                    • 2018 Chaparral Vortex 243 VRX
                                    • 2018 Chaparral Vortex 243 VRX
                                    • 2024 Chaparral 23 SSi

                                      $74,970

                                      $559/mo*

                                      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                      • 2024 Chaparral 23 SSi
                                      • 2024 Chaparral 23 SSi
                                      • 2024 Chaparral 23 SSi
                                      • 2024 Chaparral 23 SSi
                                      • 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 21 SSi

                                          $64,085

                                          $477/mo*

                                          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

                                          2018 Chaparral 224 Sunesta

                                          $39,500

                                          $344/mo*

                                          Cape Coral, FL 33993 | Boat-Simple Ft. Myers

                                          • 2018 Chaparral 224 Sunesta
                                          • 2018 Chaparral 224 Sunesta
                                          • 2018 Chaparral 224 Sunesta
                                          • 2018 Chaparral 224 Sunesta
                                          • 2017 Chaparral 227 SSX Surf

                                            $59,500

                                            $443/mo*

                                            Brentwood, TN 37027 | Private Seller

                                            • 2017 Chaparral 227 SSX Surf
                                            • 2017 Chaparral 227 SSX Surf
                                            • 2017 Chaparral 227 SSX Surf
                                            • 2017 Chaparral 227 SSX Surf
                                            • 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
                                              • 2025 Chaparral 307 SSX

                                                Request a Price

                                                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                                • 2025 Chaparral 307 SSX
                                                • 2025 Chaparral 307 SSX
                                                • 2025 Chaparral 307 SSX
                                                • 2025 Chaparral 307 SSX
                                                Dealer Logo
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