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Chaparral High Performance boats for sale

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296 more Makes...
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  • 250 OSX
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36 more Models...
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    156 boats
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      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

      2018 Chaparral 287 SSX

      $89,995

      $670/mo*

      Brick, NJ 08724 | Brennan Boat Company, Inc.

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

      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

      2026 Chaparral 21 SSi

      $71,700

      $534/mo*

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

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

      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

      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

      2024 Chaparral 23 SSi OB

      $79,929

      $595/mo*

      Charleston, SC 29492 | Longshore Boats

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

      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
      • 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
        • 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

          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

          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 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 27889 | Park Boat Company

                • 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 27954 | Manteo Marine

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

                  2025 Chaparral 267 SSX

                  $143,218

                  ↓ Price Drop

                  $1,067/mo*

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

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

                    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 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
                    • 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
                      • 2018 Chaparral 224 Sunesta

                        $49,995

                        $435/mo*

                        Laconia, NH 03246 | Irwin Marine

                        • 2018 Chaparral 224 Sunesta
                        • 2018 Chaparral 224 Sunesta
                        • 2018 Chaparral 224 Sunesta
                        • 2018 Chaparral 224 Sunesta
                        • 2016 Chaparral Vortex 203 VRX

                          $35,000

                          $305/mo*

                          Colorado Springs, CO 80907 | Private Seller

                          • 2016 Chaparral Vortex 203 VRX
                          • 2016 Chaparral Vortex 203 VRX
                          • 2016 Chaparral Vortex 203 VRX
                          • 2016 Chaparral Vortex 203 VRX

                          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
                          • 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 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

                              2017 Chaparral 190 SSi

                              $31,995

                              $279/mo*

                              New Orleans, LA 70118 | The Boat Yard Inc

                              • 2017 Chaparral 190 SSi
                              • 2017 Chaparral 190 SSi
                              • 2017 Chaparral 190 SSi
                              • 2017 Chaparral 190 SSi

                              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
                              • 2019 Chaparral VRX2430

                                $59,000

                                $440/mo*

                                Salt Lake City, UT 84129 | Private Seller

                                • 2019 Chaparral VRX2430
                                • 2019 Chaparral VRX2430
                                • 2019 Chaparral VRX2430
                                • 2019 Chaparral VRX2430
                                • 2014 Chaparral 226 SSi

                                  $36,995

                                  $322/mo*

                                  New Orleans, LA 70118 | The Boat Yard Inc

                                  • 2014 Chaparral 226 SSi
                                  • 2014 Chaparral 226 SSi
                                  • 2014 Chaparral 226 SSi
                                  • 2014 Chaparral 226 SSi
                                  • 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 23 SSi OB

                                    $94,115

                                    $701/mo*

                                    Wilmington, DE 19801 | 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 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 280 OSX

                                      $324,547

                                      $2,418/mo*

                                      Bluffton, SC 29910 | Longshore Boats

                                      • 2026 Chaparral 280 OSX
                                      • 2026 Chaparral 280 OSX
                                      • 2026 Chaparral 280 OSX
                                      • 2026 Chaparral 280 OSX
                                      Dealer Logo
                                      • 2014 Chaparral 287 SSX

                                        $79,990

                                        $596/mo*

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

                                        • 2014 Chaparral 287 SSX
                                        • 2014 Chaparral 287 SSX
                                        • 2014 Chaparral 287 SSX
                                        • 2014 Chaparral 287 SSX
                                        Dealer Logo
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