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Cobra Python, Chaparral Sloop boats for sale

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145 more Makes...
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60 more Models...
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    272 boats
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      2026 Chaparral 21 SSi Ski & Fish OB

      $87,060

      $649/mo*

      Kenmore, WA 98028 | Seattle Water Sports

      2026 Chaparral 21 SSi Ski & Fish OB
      Dealer Logo

      2016 Chaparral Vortex 223 VRX

      $35,470

      $309/mo*

      Niceville, FL 32578 | Emerald Coast Marine

      2016 Chaparral Vortex 223 VRX
      Dealer Logo

      2000 Chaparral 216 SSi

      $14,995

      $131/mo*

      Kenmore, WA 98028 | Seattle Water Sports

      2000 Chaparral 216 SSi
      Dealer Logo

      2024 Chaparral 19 SSi OB

      $49,900

      $434/mo*

      Sarasota, FL 34243 | Erickson Marine Corp.

      2024 Chaparral 19 SSi OB

      2025 Chaparral 21 Surf

      $89,960

      $670/mo*

      Nashville, IL 62263 | Yachts to Sea

      2025 Chaparral 21 Surf
      • 2007 Chaparral 256 SSi

        $34,000

        $296/mo*

        Saint Augustine, FL 32084 | Admiral Yacht Sales

        2007 Chaparral 256 SSi
        • 2024 Chaparral 21 SSi OB

          $64,950

          $484/mo*

          Sarasota, FL 34243 | Erickson Marine Corp.

          2024 Chaparral 21 SSi OB

          2023 Chaparral 21 SSi OB

          $58,995

          $440/mo*

          Williamstown, NJ 08094 | Cecil Marine

          2023 Chaparral 21 SSi OB

          2014 Chaparral 21 H2O Sport

          $21,995

          Williamstown, NJ 08094 | Cecil Marine

          2014 Chaparral 21 H2O Sport

          2020 Chaparral 277 SSX

          $84,990

          ↓ Price Drop

          $633/mo*

          Williamstown, NJ 08094 | Cecil Marine

          2020 Chaparral 277 SSX

          2017 Chaparral Vortex 243 VRX

          $48,995

          $427/mo*

          Evansville, IN 47714 | East Side Marine

          2017 Chaparral Vortex 243 VRX
          • 2015 Chaparral Sunesta 264 ProXtreme

            $69,999

            $521/mo*

            Smithtown, NY 11787 | Knot 10 Yacht Sales

            2015 Chaparral Sunesta 264 ProXtreme

            2020 Chaparral 297 SSX

            $100,000

            $745/mo*

            Southold, NY 11971 | Albertson Marine

            2020 Chaparral 297 SSX
            • 2024 Chaparral 23 Surf

              $85,900

              $640/mo*

              Gilford, NH 03249 | Silver Sands Marina

              2024 Chaparral 23 Surf

              2016 Chaparral 21 H2O Sport

              $27,500

              $239/mo*

              Williamstown, NJ 08094 | Cecil Marine

              2016 Chaparral 21 H2O Sport
              • 2024 Chaparral 26 Surf

                $157,500

                $1,173/mo*

                Tafton, PA 18464 | The Boat Shop

                2024 Chaparral 26 Surf

                2013 Chaparral 257 SSX

                $38,995

                $339/mo*

                Williamstown, NJ 08094 | Cecil Marine

                2013 Chaparral 257 SSX
                • 2026 Chaparral 250 OSX

                  Request a Price

                  Richmond, VA 23237 | Nautical Marine Inc.

                  2026 Chaparral 250 OSX

                  2019 Chaparral 246 SSi

                  $59,900

                  $446/mo*

                  Williamstown, NJ 08094 | Cecil Marine

                  2019 Chaparral 246 SSi
                  • 2026 Chaparral 23 SSi

                    $89,394

                    $666/mo*

                    Richmond, VA 23237 | Nautical Marine Inc.

                    2026 Chaparral 23 SSi

                    2008 Chaparral 256 SSi

                    $39,900

                    $347/mo*

                    Williamstown, NJ 08094 | Cecil Marine

                    2008 Chaparral 256 SSi

                    2025 Chaparral 21 SSi OB

                    $50,000

                    $372/mo*

                    Charleston, WV 25303 | Trojan Landing Marine

                    2025 Chaparral 21 SSi OB
                    • 2026 Chaparral 21 SSi

                      $68,780

                      $512/mo*

                      Richmond, VA 23237 | Nautical Marine Inc.

                      2026 Chaparral 21 SSi
                      • 2023 Chaparral 28 Surf

                        Request a Price

                        Rogers, MN 72756 | MarineMax

                        2023 Chaparral 28 Surf

                          2009 Chaparral 276 SSX

                          $49,999

                          $435/mo*

                          Seminole, FL 33772 | USA Coastal Marine

                          2009 Chaparral 276 SSX
                          • 2006 Chaparral 236 SSi

                            $27,900

                            $243/mo*

                            Pensacola, FL 32501 | At Ease Yacht Sales

                            2006 Chaparral 236 SSi
                            • 2013 Chaparral 224 Xtreme

                              $59,500

                              $443/mo*

                              Big Sandy, TN 38221 | New Anchor Yacht Sales

                              2013 Chaparral 224 Xtreme

                              2025 Chaparral 23 SSi OB

                              $80,000

                              $596/mo*

                              Charleston, WV 25303 | Trojan Landing Marine

                              2025 Chaparral 23 SSi OB
                              • 2023 Chaparral 30 Surf

                                Request a Price

                                Rogers, MN 72756 | MarineMax

                                2023 Chaparral 30 Surf
                                  • 2007 Chaparral 276 SSX

                                    $37,500

                                    $326/mo*

                                    Pensacola, FL 32507 | At Ease Yacht Sales

                                    2007 Chaparral 276 SSX
                                    • 2026 Chaparral 21 SSi OB

                                      $67,995

                                      $507/mo*

                                      Richmond, VA 23237 | Nautical Marine Inc.

                                      2026 Chaparral 21 SSi OB

                                      2024 Chaparral 21 SSi OB

                                      $58,995

                                      $440/mo*

                                      Williamstown, NJ 08094 | Cecil Marine

                                      2024 Chaparral 21 SSi OB
                                      • 2023 Chaparral 26 Surf

                                        Request a Price

                                        Rogers, MN 72756 | MarineMax

                                        2023 Chaparral 26 Surf
                                          • 2023 Chaparral 30 Surf

                                            $165,900

                                            $1,236/mo*

                                            Sunrise Beach, MO 65079 | Heartland Marine

                                            2023 Chaparral 30 Surf
                                            • 2026 Chaparral 21 SSi

                                              $74,975

                                              $559/mo*

                                              Kenmore, WA 98028 | Seattle Water Sports

                                              2026 Chaparral 21 SSi
                                              Dealer Logo
                                              • 2025 Chaparral 21 SSi

                                                $69,930

                                                $521/mo*

                                                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                                2025 Chaparral 21 SSi
                                                Dealer Logo
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