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  • Chaparral

Chaparral Sloop boats for sale

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151 more Makes...
Chaparral Ranges
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Chaparral Models
  • 250 OSX
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25 more Models...
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    104 boats
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      2025 Chaparral 270 OSX

      $236,392

      $1,761/mo*

      Charleston, SC 29492 | Longshore Boats

      2025 Chaparral 270 OSX
      Dealer Logo

      2026 Chaparral 280 OSX

      $324,547

      $2,418/mo*

      Bluffton, SC 29910 | Longshore Boats

      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
      Dealer Logo

      2016 Chaparral 21 H2O Ski & Fish

      $24,871

      Jacksonville, FL 32202 | Bluewater Marine Jacksonville

      2016 Chaparral 21 H2O Ski & Fish

      2025 Chaparral 267 SSX

      $143,218

      ↓ Price Drop

      $1,067/mo*

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

      2025 Chaparral 267 SSX

      2026 Chaparral 23 SSi

      $84,435

      $629/mo*

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

      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
      • 2016 Chaparral 21 H2O Fish and Ski

        $24,871

        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

        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

        2026 Chaparral 250 OSX

        Request a Price

        Mary Esther, US 32569 | Sunrise Marine - Destin

        2026 Chaparral 250 OSX

        2025 Chaparral 250 OSX

        Request a Price

        Daphne, US 36526 | Sunrise Marine of Alabama

        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 250 OSX

            Request a Price

            Buford, GA 30518 | Atlanta Marine Lake Lanier

            2026 Chaparral 250 OSX
            • 2026 Chaparral 310 OSX

              Request a Price

              Buford, GA 30518 | Atlanta Marine Lake Lanier

              2026 Chaparral 310 OSX
              • 2025 Chaparral 23 SSi

                Request a Price

                Washington, NC 27954 | Manteo Marine

                2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi

                  Request a Price

                  Washington, NC 27889 | Park Boat Company

                  2025 Chaparral 23 SSi
                  • 2026 Chaparral 23 SSi OB

                    $94,115

                    $701/mo*

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

                    2026 Chaparral 23 SSi OB
                    • 2013 Chaparral 327 SSX

                      $115,000

                      $857/mo*

                      Virginia Beach, VA | Bluewater Yacht Sales

                      2013 Chaparral 327 SSX

                      2025 Chaparral 250 OSX

                      Request a Price

                      Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

                      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
                      • 2012 Chaparral 196 SSi

                        $17,995

                        Washington, NC 27954 | Manteo Marine

                        2012 Chaparral 196 SSi

                        2026 Chaparral 23 SSi

                        $84,435

                        $629/mo*

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

                        2026 Chaparral 23 SSi

                        2025 Chaparral 267 SSX

                        $143,218

                        ↓ Price Drop

                        $1,067/mo*

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

                        2025 Chaparral 267 SSX
                        • 2012 Chaparral 196 SSi

                          $17,995

                          Washington, NC 27889 | Park Boat Company

                          2012 Chaparral 196 SSi

                          2024 Chaparral 23 SSi OB

                          $79,929

                          $595/mo*

                          Charleston, SC 29492 | Longshore Boats

                          2024 Chaparral 23 SSi OB

                          2026 Chaparral 23 SSi OB

                          $95,520

                          $712/mo*

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

                          2026 Chaparral 23 SSi OB

                          2016 Chaparral Sunesta 224

                          $47,995

                          $418/mo*

                          New Orleans, LA 70118 | The Boat Yard Inc

                          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

                          $88,765

                          $661/mo*

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

                          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 23 SSi OB

                            $95,520

                            $712/mo*

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

                            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
                            • 2025 Chaparral 270 OSX

                              $236,392

                              $1,761/mo*

                              Charleston, SC 29492 | Longshore Boats

                              2025 Chaparral 270 OSX

                              2026 Chaparral 21 SSi OB

                              $68,425

                              $510/mo*

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

                              2026 Chaparral 21 SSi OB
                              • 2026 Chaparral 250 OSX

                                $171,206

                                $1,275/mo*

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

                                2026 Chaparral 250 OSX
                                Dealer Logo
                                • 2020 Chaparral 280 OSX

                                  $159,900

                                  $1,191/mo*

                                  Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

                                  2020 Chaparral 280 OSX
                                  Dealer Logo
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