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Cobra Python, Chaparral 280 Osx Sloop boats for sale

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    35 boats
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      2025 Chaparral 280 OSX

      Request a Price

      Fort Lauderdale, FL 33312 | InterMarine

      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      Dealer Logo

      2025 Chaparral 280 OSX

      Request a Price

      Dania Beach, FL 33004 | InterMarine

      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      Dealer Logo

      2026 Chaparral 280 OSX

      Request a Price

      South Windsor, CT 06074 | A & S Boats

      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      Dealer Logo

      2024 Chaparral 280 OSX

      $235,000

      $1,751/mo*

      Naples, FL 34104 | Fish Tale Boats

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

      2025 Chaparral 280 OSX

      Request a Price

      Fort Lauderdale, FL 33312 | InterMarine

      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX

      2025 Chaparral 280 OSX

      Request a Price

      Dania Beach, FL 33004 | InterMarine

      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX
      • 2025 Chaparral 280 OSX

      2022 Chaparral 280 OSX

      $192,900

      ↓ Price Drop

      $1,437/mo*

      Fort Lauderdale, FL 33315 | InterMarine

      • 2022 Chaparral 280 OSX
      • 2022 Chaparral 280 OSX
      • 2022 Chaparral 280 OSX
      • 2022 Chaparral 280 OSX

      2026 Chaparral 280 OSX

      $326,125

      $2,430/mo*

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

      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX

      2026 Chaparral 280 OSX

      Request a Price

      Daphne, US 36526 | Sunrise Marine of Alabama

      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX

      2024 Chaparral 280 OSX

      $189,988

      $1,415/mo*

      Sarasota, FL 34243 | Carvista Marine

      • 2024 Chaparral 280 OSX
      • 2024 Chaparral 280 OSX
      • 2024 Chaparral 280 OSX
      • 2024 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX

        Request a Price

        South Windsor, CT 06074 | A & S Boats

        • 2026 Chaparral 280 OSX
        • 2026 Chaparral 280 OSX
        • 2026 Chaparral 280 OSX
        • 2026 Chaparral 280 OSX

        2021 Chaparral 280 OSX

        $149,900

        $1,117/mo*

        Clearwater, FL 33764 | Clearwater Marine

        • 2021 Chaparral 280 OSX
        • 2021 Chaparral 280 OSX
        • 2021 Chaparral 280 OSX
        • 2021 Chaparral 280 OSX
        • 2025 Chaparral 280 OSX

          Request a Price

          South Windsor, CT 06074 | A & S Boats

          • 2025 Chaparral 280 OSX
          • 2025 Chaparral 280 OSX
          • 2025 Chaparral 280 OSX
          • 2025 Chaparral 280 OSX
          • 2026 Chaparral 280 OSX

            Request a Price

            US | Premier 54 Motorsports

            • 2026 Chaparral 280 OSX
            • 2026 Chaparral 280 OSX
            • 2026 Chaparral 280 OSX
            • 2026 Chaparral 280 OSX
            • 2025 Chaparral 280 OSX

              $225,000

              $1,676/mo*

              Egg Harbor Township, NJ 08234 | South Jersey Yacht Sales

              • 2025 Chaparral 280 OSX
              • 2025 Chaparral 280 OSX
              • 2025 Chaparral 280 OSX
              • 2025 Chaparral 280 OSX
              • 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
                • 2025 Chaparral 280 OSX

                  $325,569

                  $2,425/mo*

                  Charleston, SC 29492 | Longshore Boats

                  • 2025 Chaparral 280 OSX
                  • 2025 Chaparral 280 OSX
                  • 2025 Chaparral 280 OSX
                  • 2025 Chaparral 280 OSX

                  2026 Chaparral 280 OSX

                  $326,125

                  $2,430/mo*

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

                  • 2026 Chaparral 280 OSX
                  • 2026 Chaparral 280 OSX
                  • 2026 Chaparral 280 OSX

                  2026 Chaparral 280 OSX

                  Request a Price

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

                  • 2026 Chaparral 280 OSX
                  • 2026 Chaparral 280 OSX
                  • 2026 Chaparral 280 OSX

                  2026 Chaparral 280 OSX

                  Request a Price

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

                  • 2026 Chaparral 280 OSX
                  • 2026 Chaparral 280 OSX
                  • 2026 Chaparral 280 OSX

                  2026 Chaparral 280 OSX

                  Request a Price

                  Longs, SC 29568 | Sportsman's Choice Marine

                  2026 Chaparral 280 OSX
                  • 2026 Chaparral 280 OSX

                    $353,720

                    $2,635/mo*

                    Jacksonville Beach, FL 32250 | Jacksonville Boat Sales

                    • 2026 Chaparral 280 OSX
                    • 2026 Chaparral 280 OSX
                    • 2026 Chaparral 280 OSX
                    • 2026 Chaparral 280 OSX
                    • 2025 Chaparral 280 OSX

                      Request a Price

                      Harrison Township, MI 48045 | Sun Sport Marine

                      • 2025 Chaparral 280 OSX
                      • 2025 Chaparral 280 OSX
                      • 2025 Chaparral 280 OSX
                      • 2025 Chaparral 280 OSX
                      • 2025 Chaparral 280 OSX

                        Request a Price

                        Harrison Township, MI 48045 | Sun Sport Marine

                        • 2025 Chaparral 280 OSX
                        • 2025 Chaparral 280 OSX
                        • 2025 Chaparral 280 OSX

                        2026 Chaparral 280 OSX

                        Request a Price

                        Central Falls, RI 02863 | Twin City Marine, Inc.

                        • 2026 Chaparral 280 OSX
                        • 2026 Chaparral 280 OSX
                        • 2026 Chaparral 280 OSX
                        • 2026 Chaparral 280 OSX
                        • 2021 Chaparral 280 OSX

                          $199,500

                          $1,486/mo*

                          St Augustine, FL 32084 | Admiral Yacht Sales

                          • 2021 Chaparral 280 OSX
                          • 2021 Chaparral 280 OSX
                          • 2021 Chaparral 280 OSX
                          • 2021 Chaparral 280 OSX
                          • 2021 Chaparral 280 OSX

                            $164,990

                            $1,229/mo*

                            Largo, FL 33770 | Landmark Yacht Sales

                            • 2021 Chaparral 280 OSX
                            • 2021 Chaparral 280 OSX
                            • 2021 Chaparral 280 OSX
                            • 2021 Chaparral 280 OSX
                            • 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

                              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
                              • 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
                                • 2022 Chaparral 280 OSX

                                  $199,900

                                  $1,489/mo*

                                  Amityville, NY 11701 | Amity Harbor Marine Inc

                                  • 2022 Chaparral 280 OSX
                                  • 2022 Chaparral 280 OSX
                                  • 2022 Chaparral 280 OSX
                                  • 2022 Chaparral 280 OSX

                                  2024 Chaparral 280 OSX

                                  $219,999

                                  $1,639/mo*

                                  Central Falls, RI 02863 | Twin City Marine, Inc.

                                  • 2024 Chaparral 280 OSX
                                  • 2024 Chaparral 280 OSX
                                  • 2024 Chaparral 280 OSX
                                  • 2024 Chaparral 280 OSX
                                  • 2025 Chaparral 280 OSX

                                    $239,995

                                    $1,788/mo*

                                    Little River, SC 29566 | Coastal Boat Pros

                                    • 2025 Chaparral 280 OSX
                                    • 2025 Chaparral 280 OSX
                                    • 2025 Chaparral 280 OSX
                                    • 2025 Chaparral 280 OSX
                                    • 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
                                      Dealer Logo
                                      • 2025 Chaparral 280 OSX

                                        Request a Price

                                        Harrison Township, MI 48045 | Sun Sport Marine

                                        • 2025 Chaparral 280 OSX
                                        • 2025 Chaparral 280 OSX
                                        • 2025 Chaparral 280 OSX
                                        Dealer Logo
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