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Cobra Python, Chaparral Sloop boats for sale

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    545 boats
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      2026 Chaparral SSX 6

      $234,302

      $1,746/mo*

      Round Lake, IL 60073 | Munson Ski & Marine

      • 2026 Chaparral SSX 6
      • 2026 Chaparral SSX 6
      • 2026 Chaparral SSX 6
      • 2026 Chaparral SSX 6
      Dealer Logo

      2025 Chaparral 267 SSX

      Request a Price

      SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      Dealer Logo

      2025 Chaparral 267 SSX

      Request a Price

      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      Dealer Logo

      2026 Chaparral 23 SSi

      $94,900

      $707/mo*

      Suamico, WI 54173 | Marine 365

      • 2026 Chaparral 23 SSi
      • 2026 Chaparral 23 SSi
      • 2026 Chaparral 23 SSi
      • 2026 Chaparral 23 SSi

      2025 Chaparral 26 Surf

      $179,995

      $1,341/mo*

      Round Lake, IL 60073 | Munson Ski & Marine

      • 2025 Chaparral 26 Surf
      • 2025 Chaparral 26 Surf
      • 2025 Chaparral 26 Surf
      • 2025 Chaparral 26 Surf
      • 2017 Chaparral 250 Suncoast

        $59,000

        $440/mo*

        Deerfield Beach, FL 33441 | Rick Obey Yacht Sales

        • 2017 Chaparral 250 Suncoast
        • 2017 Chaparral 250 Suncoast
        • 2017 Chaparral 250 Suncoast
        • 2017 Chaparral 250 Suncoast
        • 2008 Chaparral 256 SSi

          $20,500

          Sebastian, FL 32958 | Private Seller

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

          2025 Chaparral 267 SSX

          $143,218

          ↓ Price Drop

          $1,067/mo*

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

          • 2025 Chaparral 267 SSX
          • 2025 Chaparral 267 SSX
          • 2025 Chaparral 267 SSX
          • 2025 Chaparral 267 SSX
          • 2014 Chaparral 244 Sunesta

            $45,000

            $392/mo*

            Canyon Lake, TX 78133 | Private Seller

            • 2014 Chaparral 244 Sunesta
            • 2014 Chaparral 244 Sunesta
            • 2014 Chaparral 244 Sunesta
            • 2014 Chaparral 244 Sunesta

            2025 Chaparral 247 SSX

            $121,439

            ↓ Price Drop

            $905/mo*

            Round Lake, IL 60073 | Munson Ski & Marine

            • 2025 Chaparral 247 SSX
            • 2025 Chaparral 247 SSX
            • 2025 Chaparral 247 SSX
            • 2025 Chaparral 247 SSX

            2025 Chaparral 287 SSX

            $189,850

            $1,414/mo*

            Suamico, WI 54173 | Marine 365

            • 2025 Chaparral 287 SSX
            • 2025 Chaparral 287 SSX
            • 2025 Chaparral 287 SSX
            • 2025 Chaparral 287 SSX
            • 2020 Chaparral 23 SSi

              $65,900

              $491/mo*

              Kemah, TX 77565 | DC Powersports and Marine

              • 2020 Chaparral 23 SSi
              • 2020 Chaparral 23 SSi
              • 2020 Chaparral 23 SSi
              • 2020 Chaparral 23 SSi

              2026 Chaparral 21 SSi OB

              $68,425

              $510/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
              • 2025 Chaparral 2870 SSX

                Request a Price

                SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                • 2025 Chaparral 2870 SSX
                • 2025 Chaparral 2870 SSX
                • 2025 Chaparral 2870 SSX
                • 2025 Chaparral 2870 SSX

                2026 Chaparral SSX 8

                $259,883

                $1,936/mo*

                Round Lake, IL 60073 | Munson Ski & Marine

                • 2026 Chaparral SSX 8
                • 2026 Chaparral SSX 8
                • 2026 Chaparral SSX 8
                • 2026 Chaparral SSX 8

                2012 Chaparral 327 SSX

                $145,000

                $1,080/mo*

                Gilford, NH 03249 | Fay's Boat Yard, Inc.

                • 2012 Chaparral 327 SSX
                • 2012 Chaparral 327 SSX
                • 2012 Chaparral 327 SSX
                • 2012 Chaparral 327 SSX

                2007 Chaparral 276 SSX

                $19,999

                ↓ Price Drop

                Margate, NJ 08402 | South Jersey Yacht Sales

                • 2007 Chaparral 276 SSX
                • 2007 Chaparral 276 SSX
                • 2007 Chaparral 276 SSX
                • 2007 Chaparral 276 SSX

                2022 Chaparral 267 SSX OB

                $95,000

                $708/mo*

                Portland, CT 06480 | PETZOLD'S MARINE CENTER

                • 2022 Chaparral 267 SSX OB
                • 2022 Chaparral 267 SSX OB
                • 2022 Chaparral 267 SSX OB
                • 2022 Chaparral 267 SSX OB

                2025 Chaparral 307 SSX

                Request a Price

                Green Bay, WI 54173 | Marine 365

                • 2025 Chaparral 307 SSX
                • 2025 Chaparral 307 SSX
                • 2025 Chaparral 307 SSX
                • 2025 Chaparral 307 SSX

                2026 Chaparral 21 SSi

                $75,965

                $566/mo*

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

                • 2026 Chaparral 21 SSi
                • 2026 Chaparral 21 SSi
                • 2026 Chaparral 21 SSi
                • 2026 Chaparral 21 SSi

                2019 Chaparral 237 SSX

                $49,900

                $434/mo*

                Jacksonville, FL 32223 | Yachts360

                • 2019 Chaparral 237 SSX
                • 2019 Chaparral 237 SSX
                • 2019 Chaparral 237 SSX
                • 2019 Chaparral 237 SSX

                2013 Chaparral 246 SSi

                $55,900

                $416/mo*

                Lakeway, TX 78734 | Engel Volkers Yachting Americas

                • 2013 Chaparral 246 SSi
                • 2013 Chaparral 246 SSi
                • 2013 Chaparral 246 SSi
                • 2013 Chaparral 246 SSi

                2025 Chaparral 21 SSi

                $68,875

                $513/mo*

                Round Lake, IL 60073 | Munson Ski & Marine

                • 2025 Chaparral 21 SSi
                • 2025 Chaparral 21 SSi
                • 2025 Chaparral 21 SSi
                • 2025 Chaparral 21 SSi
                • 2024 Chaparral 23 Surf

                  $99,995

                  $745/mo*

                  Hayden, ID 83835 | Tobler Marina

                  • 2024 Chaparral 23 Surf
                  • 2024 Chaparral 23 Surf
                  • 2024 Chaparral 23 Surf
                  • 2024 Chaparral 23 Surf
                  • 2008 Chaparral 210 SSi

                    $15,995

                    Allentown, PA 18109 | Peters Marine Service

                    • 2008 Chaparral 210 SSi
                    • 2008 Chaparral 210 SSi
                    • 2008 Chaparral 210 SSi
                    • 2008 Chaparral 210 SSi
                    • 2010 Chaparral Sunesta 284

                      $54,000

                      $402/mo*

                      West Branch, MI 48661 | Private Seller

                      • 2010 Chaparral Sunesta 284
                      • 2010 Chaparral Sunesta 284
                      • 2010 Chaparral Sunesta 284
                      • 2010 Chaparral Sunesta 284
                      • 2007 Chaparral Sunesta 274

                        $25,000

                        $218/mo*

                        Gainesville, GA 30501 | Park Marine Boating Centers- Gainesville

                        • 2007 Chaparral Sunesta 274
                        • 2007 Chaparral Sunesta 274
                        • 2007 Chaparral Sunesta 274
                        • 2007 Chaparral Sunesta 274
                        • 2025 Chaparral 21 SSi OB

                          $72,635

                          $541/mo*

                          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                          • 2025 Chaparral 21 SSi OB
                          • 2025 Chaparral 21 SSi OB
                          • 2025 Chaparral 21 SSi OB
                          • 2025 Chaparral 21 SSi OB
                          • 2004 Chaparral 210 SSi

                            $20,000

                            Callahan, FL 32011 | Private Seller

                            2004 Chaparral 210 SSi

                            2025 Chaparral 21 SSi

                            $68,875

                            $513/mo*

                            Round Lake, IL 60073 | Munson Ski & Marine

                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2026 Chaparral GTS 1

                              Request a Price

                              Hayden, ID 83835 | Tobler Marina

                              • 2026 Chaparral GTS 1
                              • 2026 Chaparral GTS 1
                              • 2026 Chaparral GTS 1
                              • 2026 Chaparral GTS 1

                              2026 Chaparral 250 OSX

                              $183,085

                              $1,364/mo*

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

                              • 2026 Chaparral 250 OSX
                              • 2026 Chaparral 250 OSX

                              2025 Chaparral 21 SSi

                              $67,995

                              $507/mo*

                              Round Lake, IL 60073 | Munson Ski & Marine

                              • 2025 Chaparral 21 SSi
                              • 2025 Chaparral 21 SSi
                              • 2025 Chaparral 21 SSi
                              • 2025 Chaparral 21 SSi
                              • 2026 Chaparral SSX 4

                                Request a Price

                                Hayden, ID 83835 | Tobler Marina

                                2026 Chaparral SSX 4
                                • 2026 Chaparral SSX 6

                                  Request a Price

                                  Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                                  • 2026 Chaparral SSX 6
                                  • 2026 Chaparral SSX 6
                                  • 2026 Chaparral SSX 6
                                  • 2026 Chaparral SSX 6
                                  Dealer Logo
                                  • 2011 Chaparral 267 SSX

                                    $45,000

                                    $392/mo*

                                    Nashville, TN 37201 | Lux Yachts

                                    • 2011 Chaparral 267 SSX
                                    • 2011 Chaparral 267 SSX
                                    • 2011 Chaparral 267 SSX
                                    • 2011 Chaparral 267 SSX
                                    Dealer Logo
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