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Cobra Python, Chaparral Sloop boats for sale

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275 more Makes...
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29 more Models...
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    108 boats
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      2024 Chaparral 23 SSi OB

      $84,295

      $628/mo*

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

      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      Dealer Logo

      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
      Dealer Logo

      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
      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

      2024 Chaparral 23 SSi OB

      $84,295

      $628/mo*

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

      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2017 Chaparral 244 Sunesta

        $49,000

        $427/mo*

        Charleston, SC 29401 | Off the Hook Yacht Sales

        • 2017 Chaparral 244 Sunesta
        • 2017 Chaparral 244 Sunesta
        • 2017 Chaparral 244 Sunesta
        • 2017 Chaparral 244 Sunesta
        • 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
          • 2012 Chaparral 246 SSi

            $39,000

            $340/mo*

            Wilmington, NC 28405 | Yachts360

            • 2012 Chaparral 246 SSi
            • 2012 Chaparral 246 SSi
            • 2012 Chaparral 246 SSi
            • 2012 Chaparral 246 SSi

            2023 Chaparral 270 OSX

            $145,495

            $1,084/mo*

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

            • 2023 Chaparral 270 OSX
            • 2023 Chaparral 270 OSX
            • 2023 Chaparral 270 OSX
            • 2023 Chaparral 270 OSX

            2024 Chaparral 23 SSi OB

            $79,487

            $592/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

            2026 Chaparral 21 SSi OB

            $69,335

            $517/mo*

            Stevensville, MD 21666 | 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 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 OB

            $68,425

            $510/mo*

            Galena, MD 21635 | 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 250 OSX

            $171,206

            $1,275/mo*

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

            • 2026 Chaparral 250 OSX
            • 2026 Chaparral 250 OSX
            • 2026 Chaparral 250 OSX
            • 2026 Chaparral 250 OSX

            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

            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

            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
            • 2018 Chaparral 21 H2O Sport

              $27,900

              $243/mo*

              Upper East Side, FL 33138 | Export Yacht Sales

              • 2018 Chaparral 21 H2O Sport
              • 2018 Chaparral 21 H2O Sport
              • 2018 Chaparral 21 H2O Sport
              • 2018 Chaparral 21 H2O Sport
              • 2023 Chaparral 23 SSi

                $69,995

                $521/mo*

                Middleton, MA 01949 | Port Harbor Marine - Middleton, MA

                • 2023 Chaparral 23 SSi
                • 2023 Chaparral 23 SSi
                • 2023 Chaparral 23 SSi
                • 2023 Chaparral 23 SSi
                • 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

                  2011 Chaparral 264 Sunesta

                  $43,995

                  $383/mo*

                  Brick, NJ 08724 | Brennan Boat Company, Inc.

                  • 2011 Chaparral 264 Sunesta
                  • 2011 Chaparral 264 Sunesta
                  • 2011 Chaparral 264 Sunesta
                  • 2011 Chaparral 264 Sunesta

                  2015 Chaparral 264 Sunesta

                  $54,995

                  $410/mo*

                  Brick, NJ 08724 | Brennan Boat Company, Inc.

                  • 2015 Chaparral 264 Sunesta
                  • 2015 Chaparral 264 Sunesta
                  • 2015 Chaparral 264 Sunesta
                  • 2015 Chaparral 264 Sunesta
                  • 2015 Chaparral 226 SSi

                    $33,500

                    $292/mo*

                    Tierra Verde, FL 33715 | Tierra Verde Yachts

                    • 2015 Chaparral 226 SSi
                    • 2015 Chaparral 226 SSi
                    • 2015 Chaparral 226 SSi
                    • 2015 Chaparral 226 SSi

                    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

                    2006 Chaparral 256 SSi

                    $19,900

                    Island Park, NY 11558 | Empire Point Boating Center

                    • 2006 Chaparral 256 SSi
                    • 2006 Chaparral 256 SSi
                    • 2006 Chaparral 256 SSi
                    • 2006 Chaparral 256 SSi
                    • 1987 Chaparral Villain II

                      $35,000

                      Punta Gorda, FL 33905 | Pier-1 Marine

                      • 1987 Chaparral Villain II
                      • 1987 Chaparral Villain II
                      • 1987 Chaparral Villain II
                      • 1987 Chaparral Villain II
                      • 2002 Chaparral Sunesta 242

                        $12,500

                        Pompano Beach, FL 33062 | Complete Marine

                        • 2002 Chaparral Sunesta 242
                        • 2002 Chaparral Sunesta 242
                        • 2002 Chaparral Sunesta 242
                        • 2002 Chaparral Sunesta 242

                        2024 Chaparral 270 OSX

                        $119,990

                        $894/mo*

                        Brick, NJ 08724 | Coastal Boat Sales LLC

                        • 2024 Chaparral 270 OSX
                        • 2024 Chaparral 270 OSX
                        • 2024 Chaparral 270 OSX
                        • 2024 Chaparral 270 OSX
                        • 2023 Chaparral 280 OSX

                          $199,900

                          $1,489/mo*

                          Bohemia, NY 11757 | Island Yacht Sales

                          • 2023 Chaparral 280 OSX
                          • 2023 Chaparral 280 OSX
                          • 2023 Chaparral 280 OSX
                          • 2023 Chaparral 280 OSX
                          • 2023 Chaparral 21 SSi OB

                            $59,000

                            $440/mo*

                            Southport, NC 28461 | Mike Stidham Yachts & Brokerage

                            • 2023 Chaparral 21 SSi OB
                            • 2023 Chaparral 21 SSi OB
                            • 2023 Chaparral 21 SSi OB
                            • 2023 Chaparral 21 SSi OB

                            2023 Chaparral 250 OSX

                            $84,900

                            $632/mo*

                            Norwalk, CT 06854 | Rex Marine Yacht Sales

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

                            2024 Chaparral 250 OSX

                            Request a Price

                            Williamstown, NJ 08094 | Cecil Marine

                            • 2024 Chaparral 250 OSX
                            • 2024 Chaparral 250 OSX
                            • 2024 Chaparral 250 OSX
                            • 2024 Chaparral 250 OSX

                            2020 Chaparral 277 SSX

                            $84,990

                            ↓ Price Drop

                            $633/mo*

                            Williamstown, NJ 08094 | Cecil Marine

                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX
                            • 2017 Chaparral 227 SSX

                              $55,900

                              $416/mo*

                              Dania Beach, FL 33004 | Rafnar Boats USA D/B/A

                              • 2017 Chaparral 227 SSX
                              • 2017 Chaparral 227 SSX
                              • 2017 Chaparral 227 SSX
                              • 2017 Chaparral 227 SSX
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