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Cobra Python, Chaparral Sloop boats for sale

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151 more Makes...
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  • 250 OSX
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    104 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

      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
      Dealer Logo

      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
      Dealer Logo

      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

      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
      • 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
          • 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

            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

            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

            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*

            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

            $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

            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*

              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 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
                • 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
                  • 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

                    $89,995

                    $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
                    • 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
                      • 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
                        • 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

                          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 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
                          • 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

                            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

                            $633/mo*

                            Williamstown, NJ 08094 | Cecil Marine

                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX
                            • 2020 Chaparral 277 SSX
                            • 2021 Chaparral 280 OSX

                              $195,000

                              $1,453/mo*

                              Sarasota, FL 34243 | Erickson Marine Corp.

                              • 2021 Chaparral 280 OSX
                              • 2021 Chaparral 280 OSX
                              • 2021 Chaparral 280 OSX
                              • 2021 Chaparral 280 OSX
                              • 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
                                • 2005 Chaparral 262 EX

                                  $12,900

                                  Apollo Beach, FL 33572 | All Captains Yacht Sales

                                  • 2005 Chaparral 262 EX
                                  • 2005 Chaparral 262 EX
                                  • 2005 Chaparral 262 EX
                                  • 2005 Chaparral 262 EX
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