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  • Chaparral

Chaparral Sloop boats for sale

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151 more Makes...
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  • 250 OSX
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25 more Models...
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    104 boats
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      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
      Dealer Logo

      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
      Dealer Logo

      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

      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

      2026 Chaparral 23 SSi OB

      $95,520

      $712/mo*

      Easton, MD 21601 | 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*

        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
        • 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

          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

            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 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
              • 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 OB

                      $95,520

                      $712/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

                      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
                      • 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

                        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

                        $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
                        • 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

                          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
                          • 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*

                            Easton, MD 21601 | 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 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

                            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

                            2026 Chaparral 23 SSi

                            $84,435

                            $629/mo*

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

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

                            2026 Chaparral 23 SSi OB

                            $95,520

                            $712/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
                            • 2025 Chaparral 23 SSi OB

                              $96,439

                              $718/mo*

                              Bluffton, SC 29910 | Longshore Boats

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

                                2026 Chaparral 23 SSi

                                $84,435

                                $629/mo*

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

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