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  • Chaparral

Chaparral Sloop boats for sale

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151 more Makes...
Chaparral Ranges
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  • 250 OSX
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25 more Models...
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    104 boats
    Sort: Recommended
    • Recommended
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    • Price: High to Low
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      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
      Dealer Logo

      2026 Chaparral 250 OSX

      $183,085

      $1,364/mo*

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

      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 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

      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

      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
      • 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

        2026 Chaparral 23 SSi

        $84,435

        $629/mo*

        Stevensville, MD 21666 | 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

        $94,115

        $701/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
        • 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 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
              • 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
                • 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
                    • 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

                      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 21 SSi OB

                        $68,425

                        $510/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
                        • 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

                          $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 27889 | Park Boat Company

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

                            2016 Chaparral Sunesta 224

                            $47,995

                            $418/mo*

                            New Orleans, LA 70118 | The Boat Yard Inc

                            • 2016 Chaparral Sunesta 224
                            • 2016 Chaparral Sunesta 224
                            • 2016 Chaparral Sunesta 224
                            • 2016 Chaparral Sunesta 224

                            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

                            $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
                            • 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 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

                              2026 Chaparral 23 SSi OB

                              $95,520

                              $712/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
                              • 2024 Chaparral 280 OSX

                                $189,988

                                $1,415/mo*

                                Sarasota, FL 34243 | Carvista

                                • 2024 Chaparral 280 OSX
                                • 2024 Chaparral 280 OSX
                                • 2024 Chaparral 280 OSX
                                • 2024 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
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