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Cobra Python, Chaparral Sloop boats for sale

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    530 boats
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      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
      Dealer Logo

      2026 Chaparral 270 OSX

      Request a Price

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

      • 2026 Chaparral 270 OSX
      • 2026 Chaparral 270 OSX
      • 2026 Chaparral 270 OSX
      • 2026 Chaparral 270 OSX
      Dealer Logo

      2026 Chaparral 270 OSX

      Request a Price

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

      • 2026 Chaparral 270 OSX
      • 2026 Chaparral 270 OSX
      • 2026 Chaparral 270 OSX
      • 2026 Chaparral 270 OSX
      Dealer Logo
      • 2025 Chaparral 23 SSi

        $88,045

        $656/mo*

        Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

        2024 Chaparral 23 Surf

        $118,480

        $883/mo*

        Kenmore, WA 98028 | Seattle Water Sports

        • 2024 Chaparral 23 Surf
        • 2024 Chaparral 23 Surf
        • 2024 Chaparral 23 Surf
        • 2024 Chaparral 23 Surf

        2026 Chaparral 250 OSX

        $171,206

        $1,275/mo*

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

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

        2026 Chaparral 23 SSi

        $84,435

        $629/mo*

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

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

        2026 Chaparral SSX 8

        $259,883

        $1,936/mo*

        Walworth, WI 53184 | Munson Ski & Marine - Fontana

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

          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
          • 2011 Chaparral 226 SSi

            $38,000

            $331/mo*

            Friendswood, TX 77546 | Private Seller

            • 2011 Chaparral 226 SSi
            • 2011 Chaparral 226 SSi
            • 2011 Chaparral 226 SSi
            • 2011 Chaparral 226 SSi

            2007 Chaparral 180 SSi

            $14,995

            Slidell, LA 70458 | Boat Stuf - Slidell

            • 2007 Chaparral 180 SSi
            • 2007 Chaparral 180 SSi
            • 2007 Chaparral 180 SSi
            • 2007 Chaparral 180 SSi
            • 1997 Chaparral 2230 SS

              $15,000

              Springville, UT 84663 | Century Marine - Utah

              • 1997 Chaparral 2230 SS
              • 1997 Chaparral 2230 SS
              • 1997 Chaparral 2230 SS
              • 1997 Chaparral 2230 SS
              • 2012 Chaparral 244 Sunesta

                $19,500

                Palm Coast, FL 32137 | Private Seller

                • 2012 Chaparral 244 Sunesta
                • 2012 Chaparral 244 Sunesta
                • 2012 Chaparral 244 Sunesta
                • 2012 Chaparral 244 Sunesta

                2025 Chaparral 270 OSX

                $171,777

                ↓ Price Drop

                $1,280/mo*

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

                • 2025 Chaparral 270 OSX
                • 2025 Chaparral 270 OSX
                • 2025 Chaparral 270 OSX
                • 2025 Chaparral 270 OSX

                2025 Chaparral 247 SSX

                $122,941

                ↓ Price Drop

                $916/mo*

                Walworth, WI 53184 | Munson Ski & Marine - Fontana

                • 2025 Chaparral 247 SSX
                • 2025 Chaparral 247 SSX
                • 2025 Chaparral 247 SSX
                • 2025 Chaparral 247 SSX
                • 2025 Chaparral 21 SSi

                  $69,930

                  $521/mo*

                  Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

                  2026 Chaparral SSX 6

                  $241,588

                  $1,800/mo*

                  Round Lake, IL 60073 | Munson Ski & Marine

                  • 2026 Chaparral SSX 6
                  • 2026 Chaparral SSX 6
                  • 2026 Chaparral SSX 6
                  • 2026 Chaparral SSX 6

                  2026 Chaparral 21 SSi

                  $74,975

                  $559/mo*

                  Kenmore, WA 98028 | Seattle Water Sports

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

                  2026 Chaparral 270 OSX

                  Request a Price

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

                  • 2026 Chaparral 270 OSX
                  • 2026 Chaparral 270 OSX
                  • 2026 Chaparral 270 OSX
                  • 2026 Chaparral 270 OSX
                  • 2025 Chaparral 23 Surf

                    $107,995

                    $805/mo*

                    Buford, GA 30518 | Atlanta Marine Lake Lanier

                    • 2025 Chaparral 23 Surf
                    • 2025 Chaparral 23 Surf
                    • 2025 Chaparral 23 Surf
                    • 2025 Chaparral 23 Surf

                    2026 Chaparral 23 SSi

                    $90,390

                    $673/mo*

                    Walworth, WI 53184 | Munson Ski & Marine - Fontana

                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi

                      $84,105

                      $627/mo*

                      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

                      2025 Chaparral 30 Surf

                      $212,998

                      $1,587/mo*

                      Round Lake, IL 60073 | Munson Ski & Marine

                      • 2025 Chaparral 30 Surf
                      • 2025 Chaparral 30 Surf
                      • 2025 Chaparral 30 Surf
                      • 2025 Chaparral 30 Surf
                      • 2026 Chaparral GTS 3

                        $112,995

                        $842/mo*

                        Buford, GA 30518 | Atlanta Marine Lake Lanier

                        2026 Chaparral GTS 3

                        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 250 OSX

                        $171,206

                        $1,275/mo*

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

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

                        2025 Chaparral 21 SSi

                        $68,875

                        $513/mo*

                        Walworth, WI 53184 | Munson Ski & Marine - Fontana

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

                        2026 Chaparral 270 OSX

                        $243,991

                        $1,818/mo*

                        Charleston, SC 29492 | Longshore Boats

                        • 2026 Chaparral 270 OSX
                        • 2026 Chaparral 270 OSX
                        • 2026 Chaparral 270 OSX
                        • 2026 Chaparral 270 OSX

                        1997 Chaparral 1830 SS

                        $6,995

                        ↓ Price Drop

                        Irvine, CA 92614 | Sun Country Marine Group, Irvine

                        • 1997 Chaparral 1830 SS
                        • 1997 Chaparral 1830 SS
                        • 1997 Chaparral 1830 SS
                        • 1997 Chaparral 1830 SS
                        • 2025 Chaparral 26 Surf

                          Request a Price

                          Buford, GA 30518 | Atlanta Marine Lake Lanier

                          • 2025 Chaparral 26 Surf
                          • 2025 Chaparral 26 Surf
                          • 2025 Chaparral 26 Surf
                          • 2025 Chaparral 26 Surf

                          2026 Chaparral 250 OSX

                          $183,085

                          $1,364/mo*

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

                          • 2026 Chaparral 250 OSX
                          • 2026 Chaparral 250 OSX

                          2025 Chaparral 23 SSi

                          $85,900

                          ↓ Price Drop

                          $640/mo*

                          Delavan, WI 53115 | Reed's Marine

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

                          2025 Chaparral 267 SSX

                          $143,218

                          ↓ Price Drop

                          $1,067/mo*

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

                          • 2025 Chaparral 267 SSX
                          • 2025 Chaparral 267 SSX
                          • 2025 Chaparral 267 SSX
                          • 2025 Chaparral 267 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
                            Dealer Logo
                            • 2026 Chaparral SSX 8

                              $259,883

                              $1,936/mo*

                              Walworth, WI 53184 | Munson Ski & Marine - Fontana

                              • 2026 Chaparral SSX 8
                              • 2026 Chaparral SSX 8
                              • 2026 Chaparral SSX 8
                              • 2026 Chaparral SSX 8
                              Dealer Logo
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