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Cobra Python, Chaparral Sloop boats for sale

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    530 boats
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      2021 Chaparral 21 SSi

      $49,850

      $434/mo*

      Green Bay, WI 54173 | Marine 365

      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      Dealer Logo

      2026 Chaparral 21 SSi OB

      $63,530

      $473/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
      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
      Dealer Logo
      • 2020 Chaparral 280 OSX

        $179,000

        $1,334/mo*

        Sarasota, FL 34243 | Erickson Marine Corp.

        • 2020 Chaparral 280 OSX
        • 2020 Chaparral 280 OSX
        • 2020 Chaparral 280 OSX
        • 2020 Chaparral 280 OSX

        2022 Chaparral 280 OSX

        $179,000

        $1,334/mo*

        Point Pleasant, NJ 08742 | Schrader Yacht Sales

        • 2022 Chaparral 280 OSX
        • 2022 Chaparral 280 OSX
        • 2022 Chaparral 280 OSX
        • 2022 Chaparral 280 OSX
        • 2004 Chaparral 230 SSi

          $10,900

          Ventnor Heights, NJ 08406 | New Jersey Yacht Sales

          • 2004 Chaparral 230 SSi
          • 2004 Chaparral 230 SSi
          • 2004 Chaparral 230 SSi
          • 2004 Chaparral 230 SSi
          • 2025 Chaparral 21 SSi

            $66,895

            $498/mo*

            Meredith, NH 03253 | Goodhue Boat Company

            • 2025 Chaparral 21 SSi
            • 2025 Chaparral 21 SSi
            • 2025 Chaparral 21 SSi
            • 2025 Chaparral 21 SSi

            2022 Chaparral 307 SSX

            $189,900

            $1,415/mo*

            NASHVILLE, IL 62263 | Yachts to Sea

            • 2022 Chaparral 307 SSX
            • 2022 Chaparral 307 SSX
            • 2022 Chaparral 307 SSX
            • 2022 Chaparral 307 SSX

            2023 Chaparral 280 OSX

            $179,000

            $1,334/mo*

            Sea Bright, NJ 07760 | Comstock Yacht Sales- Seabright

            • 2023 Chaparral 280 OSX
            • 2023 Chaparral 280 OSX
            • 2023 Chaparral 280 OSX
            • 2023 Chaparral 280 OSX
            • 2025 Chaparral 23 SSi

              $82,500

              $615/mo*

              Meredith, NH 03253 | Goodhue Boat Company

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

                $79,995

                $596/mo*

                Meredith, NH 03253 | Goodhue Boat Company

                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi
                • 2005 Chaparral Sunesta 252

                  $23,900

                  Merritt Island, FL | Yacht Masters

                  • 2005 Chaparral Sunesta 252
                  • 2005 Chaparral Sunesta 252
                  • 2005 Chaparral Sunesta 252
                  • 2005 Chaparral Sunesta 252

                  2016 Chaparral 21 H2O Sport

                  $27,500

                  $239/mo*

                  Williamstown, NJ 08094 | Cecil Marine

                  • 2016 Chaparral 21 H2O Sport
                  • 2016 Chaparral 21 H2O Sport
                  • 2016 Chaparral 21 H2O Sport
                  • 2016 Chaparral 21 H2O Sport
                  • 2012 Chaparral 246 SSi

                    $49,500

                    $431/mo*

                    Bellaire, MI 49615 | DeWitt Marine

                    • 2012 Chaparral 246 SSi
                    • 2012 Chaparral 246 SSi
                    • 2012 Chaparral 246 SSi
                    • 2012 Chaparral 246 SSi
                    • 2025 Chaparral 267 SSX

                      $139,895

                      $1,042/mo*

                      Meredith, NH 03253 | Goodhue Boat Company

                      • 2025 Chaparral 267 SSX
                      • 2025 Chaparral 267 SSX
                      • 2025 Chaparral 267 SSX
                      • 2025 Chaparral 267 SSX

                      2013 Chaparral 257 SSX

                      $38,995

                      $339/mo*

                      Williamstown, NJ 08094 | Cecil Marine

                      • 2013 Chaparral 257 SSX
                      • 2013 Chaparral 257 SSX
                      • 2013 Chaparral 257 SSX
                      • 2013 Chaparral 257 SSX

                      2012 Chaparral 264 Sunesta

                      $57,500

                      $428/mo*

                      Oceanport, NJ 07757 | Sandy Hook Yacht Sales, Inc - Sea Bright Office

                      • 2012 Chaparral 264 Sunesta
                      • 2012 Chaparral 264 Sunesta
                      • 2012 Chaparral 264 Sunesta
                      • 2012 Chaparral 264 Sunesta

                      2023 Chaparral 23 SSi OB

                      $64,900

                      ↓ Price Drop

                      $483/mo*

                      Sarasota, FL 34243 | Erickson Marine Corp.

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

                      2004 Chaparral 256 SSi

                      $32,900

                      Sunrise Beach, MO 65079 | Premier Advantage Marine

                      • 2004 Chaparral 256 SSi
                      • 2004 Chaparral 256 SSi
                      • 2004 Chaparral 256 SSi
                      • 2004 Chaparral 256 SSi

                      2008 Chaparral Sunesta 244

                      $22,900

                      Williamstown, NJ 08094 | Cecil Marine

                      • 2008 Chaparral Sunesta 244
                      • 2008 Chaparral Sunesta 244
                      • 2008 Chaparral Sunesta 244
                      • 2008 Chaparral Sunesta 244

                      2020 Chaparral 347 SSX

                      $229,995

                      $1,713/mo*

                      Sunrise Beach, MO 65079 | Hawkeye Boat Brokers

                      • 2020 Chaparral 347 SSX
                      • 2020 Chaparral 347 SSX
                      • 2020 Chaparral 347 SSX
                      • 2020 Chaparral 347 SSX

                      2015 Chaparral 246

                      $34,990

                      $305/mo*

                      Ruskin, FL 33570 | All Florida Yacht Sales

                      • 2015 Chaparral 246
                      • 2015 Chaparral 246
                      • 2015 Chaparral 246
                      • 2015 Chaparral 246
                      • 2013 Chaparral 206 SSi

                        $35,999

                        $313/mo*

                        Conneaut Lake, PA 16316 | The Navigation Company

                        • 2013 Chaparral 206 SSi
                        • 2013 Chaparral 206 SSi
                        • 2013 Chaparral 206 SSi
                        • 2013 Chaparral 206 SSi
                          • 2026 Chaparral 250 OSX

                            Request a Price

                            Richmond, VA 23237 | Nautical Marine Inc.

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

                            2011 Chaparral 287 SSX

                            $53,990

                            $402/mo*

                            Tarpon Springs, FL 34689 | Portside Yacht Sales

                            • 2011 Chaparral 287 SSX
                            • 2011 Chaparral 287 SSX
                            • 2011 Chaparral 287 SSX
                            • 2011 Chaparral 287 SSX

                            2024 Chaparral 307 SSX

                            $199,900

                            $1,489/mo*

                            Sunrise Beach, MO 65079 | Premier Advantage Marine

                            • 2024 Chaparral 307 SSX
                            • 2024 Chaparral 307 SSX
                            • 2024 Chaparral 307 SSX
                            • 2024 Chaparral 307 SSX

                            2021 Chaparral 21 SSi OB

                            $44,990

                            ↓ Price Drop

                            $392/mo*

                            Largo, FL 33770 | Landmark Yacht Sales

                            • 2021 Chaparral 21 SSi OB
                            • 2021 Chaparral 21 SSi OB
                            • 2021 Chaparral 21 SSi OB
                            • 2021 Chaparral 21 SSi OB

                            2019 Chaparral 246 SSi

                            $59,900

                            $446/mo*

                            Williamstown, NJ 08094 | Cecil Marine

                            • 2019 Chaparral 246 SSi
                            • 2019 Chaparral 246 SSi
                            • 2019 Chaparral 246 SSi
                            • 2019 Chaparral 246 SSi

                            2004 Chaparral 180 SSi

                            $10,000

                            ↓ Price Drop

                            Wolfeboro, NH 03894 | Goodhue Boat Company

                            • 2004 Chaparral 180 SSi
                            • 2004 Chaparral 180 SSi
                            • 2004 Chaparral 180 SSi
                            • 2004 Chaparral 180 SSi

                            2021 Chaparral 287 SSX

                            $115,900

                            $863/mo*

                            Sunrise Beach, MO 65079 | Heartland Marine

                            • 2021 Chaparral 287 SSX
                            • 2021 Chaparral 287 SSX
                            • 2021 Chaparral 287 SSX
                            • 2021 Chaparral 287 SSX
                            • 2005 Chaparral 230 SSi

                              $14,999

                              Toms River, NJ 08753 | Cast Off Yacht Sales

                              • 2005 Chaparral 230 SSi
                              • 2005 Chaparral 230 SSi
                              • 2005 Chaparral 230 SSi
                              • 2005 Chaparral 230 SSi

                              2008 Chaparral 256 SSi

                              $39,900

                              $347/mo*

                              Williamstown, NJ 08094 | Cecil Marine

                              • 2008 Chaparral 256 SSi
                              • 2008 Chaparral 256 SSi
                              • 2008 Chaparral 256 SSi
                              • 2008 Chaparral 256 SSi

                              2025 Chaparral 21 SSi OB

                              $50,000

                              $372/mo*

                              Charleston, WV 25303 | Trojan Landing Marine

                              • 2025 Chaparral 21 SSi OB
                              • 2025 Chaparral 21 SSi OB
                              • 2025 Chaparral 21 SSi OB
                              • 2025 Chaparral 21 SSi OB
                              • 2024 Chaparral 267 SSX

                                $149,900

                                $1,117/mo*

                                Meredith, NH 03253 | Goodhue Boat Company

                                • 2024 Chaparral 267 SSX
                                • 2024 Chaparral 267 SSX
                                • 2024 Chaparral 267 SSX
                                • 2024 Chaparral 267 SSX
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