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Cobra Python, Chaparral Sloop boats for sale

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    190 boats
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      2018 Chaparral 270 Signature

      $64,000

      $477/mo*

      Fredericksburg, VA 22401 | Boat-Simple Virginia

      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      Dealer Logo

      2014 Chaparral 287 SSX

      $79,990

      $596/mo*

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

      • 2014 Chaparral 287 SSX
      • 2014 Chaparral 287 SSX
      • 2014 Chaparral 287 SSX
      • 2014 Chaparral 287 SSX
      Dealer Logo

      2013 Chaparral 327 SSX

      $115,000

      $857/mo*

      Virginia Beach, VA | Bluewater Yacht Sales

      • 2013 Chaparral 327 SSX
      • 2013 Chaparral 327 SSX
      • 2013 Chaparral 327 SSX
      • 2013 Chaparral 327 SSX
      Dealer Logo

      2016 Chaparral 21 H2O Ski & Fish

      $24,871

      Jacksonville, FL 32202 | Bluewater Marine Jacksonville

      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish

      2025 Chaparral 267 SSX

      $143,218

      ↓ Price Drop

      $1,067/mo*

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

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

      2026 Chaparral 23 SSi

      $84,435

      $629/mo*

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

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

      2026 Chaparral 23 SSi OB

      $94,115

      $701/mo*

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

      • 2026 Chaparral 23 SSi OB
      • 2026 Chaparral 23 SSi OB
      • 2026 Chaparral 23 SSi OB
      • 2026 Chaparral 23 SSi OB
      • 2012 Chaparral 225 SSI Runabout Boat

        $23,500

        Sanford, FL | Boat Tree Marina

        • 2012 Chaparral 225 SSI Runabout Boat
        • 2012 Chaparral 225 SSI Runabout Boat
        • 2012 Chaparral 225 SSI Runabout Boat
        • 2012 Chaparral 225 SSI Runabout Boat

        2018 Chaparral 270 Signature

        $68,500

        $510/mo*

        Destin, FL 32541 | Boat-Simple Destin

        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature

        2018 Chaparral 270 Signature

        $64,000

        $477/mo*

        Houston, TX 77010 | Boat-Simple Houston

        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature

        2018 Chaparral 270 Signature

        $64,000

        $477/mo*

        New Orleans, LA 70112 | Boat-Simple New Orleans

        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2016 Chaparral 21 H2O Fish and Ski

          $24,871

          Fleming Island, FL 32003 | Bluewater Marine Fleming Island

          • 2016 Chaparral 21 H2O Fish and Ski
          • 2016 Chaparral 21 H2O Fish and Ski
          • 2016 Chaparral 21 H2O Fish and Ski
          • 2016 Chaparral 21 H2O Fish and Ski

          2018 Chaparral 270 Signature

          $64,000

          $477/mo*

          Cape Coral, FL 33993 | Boat-Simple Ft. Myers

          • 2018 Chaparral 270 Signature
          • 2018 Chaparral 270 Signature
          • 2018 Chaparral 270 Signature
          • 2018 Chaparral 270 Signature

          2018 Chaparral 270 Signature

          $68,500

          $510/mo*

          New Orleans, LA 70112 | Boat-Simple New Orleans

          • 2018 Chaparral 270 Signature
          • 2018 Chaparral 270 Signature
          • 2018 Chaparral 270 Signature
          • 2018 Chaparral 270 Signature

          2025 Chaparral 250 OSX

          Request a Price

          Mary Esther, US 32569 | Sunrise Marine - Destin

          • 2025 Chaparral 250 OSX
          • 2025 Chaparral 250 OSX
          • 2025 Chaparral 250 OSX
          • 2025 Chaparral 250 OSX

          2026 Chaparral 250 OSX

          Request a Price

          Mary Esther, US 32569 | Sunrise Marine - Destin

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

          2025 Chaparral 250 OSX

          Request a Price

          Daphne, US 36526 | Sunrise Marine of Alabama

          • 2025 Chaparral 250 OSX
          • 2025 Chaparral 250 OSX
          • 2025 Chaparral 250 OSX
          • 2025 Chaparral 250 OSX
          • 2026 Chaparral OSX 250 In Stock Call for best Deal

            $188,194

            $1,402/mo*

            Chesapeake, VA | Centerville Waterway Marina

            • 2026 Chaparral OSX 250 In Stock Call for best Deal
            • 2026 Chaparral OSX 250 In Stock Call for best Deal
            • 2026 Chaparral OSX 250 In Stock Call for best Deal
            • 2026 Chaparral OSX 250 In Stock Call for best Deal
            • 2026 Chaparral 250 OSX

              Request a Price

              Buford, GA 30518 | Atlanta Marine Lake Lanier

              • 2026 Chaparral 250 OSX
              • 2026 Chaparral 250 OSX
              • 2026 Chaparral 250 OSX
              • 2026 Chaparral 250 OSX
              • 2026 Chaparral 310 OSX

                Request a Price

                Buford, GA 30518 | Atlanta Marine Lake Lanier

                • 2026 Chaparral 310 OSX
                • 2026 Chaparral 310 OSX
                • 2026 Chaparral 310 OSX
                • 2026 Chaparral 310 OSX
                • 2025 Chaparral 23 SSi

                  Request a Price

                  Washington, NC 27954 | Manteo Marine

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

                    Request a Price

                    Washington, NC 27889 | Park Boat Company

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

                      $94,115

                      $701/mo*

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

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

                      2000 Chaparral 205 SSe

                      $6,000

                      Marblehead, OH 43440 | Marine Tech Concepts

                      • 2000 Chaparral 205 SSe
                      • 2000 Chaparral 205 SSe
                      • 2000 Chaparral 205 SSe
                      • 2000 Chaparral 205 SSe
                      • 2013 Chaparral 327 SSX

                        $115,000

                        $857/mo*

                        Virginia Beach, VA | Bluewater Yacht Sales

                        • 2013 Chaparral 327 SSX
                        • 2013 Chaparral 327 SSX
                        • 2013 Chaparral 327 SSX
                        • 2013 Chaparral 327 SSX

                        2018 Chaparral 270 Signature

                        $68,500

                        $510/mo*

                        Orlando, FL 32839 | Boat-Simple Orlando

                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature

                        2005 Chaparral Signature 260

                        $34,900

                        $304/mo*

                        Antioch, IL 60002 | SkipperBud's

                        • 2005 Chaparral Signature 260
                        • 2005 Chaparral Signature 260
                        • 2005 Chaparral Signature 260
                        • 2005 Chaparral Signature 260

                        2018 Chaparral 270 Signature

                        $68,500

                        $510/mo*

                        Orangeburg, SC 29115 | Boat-Simple Southern Carolina

                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature

                        2018 Chaparral 270 Signature

                        $64,000

                        $477/mo*

                        Alpharetta, GA 30009 | Boat-Simple Atlanta

                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature

                        2018 Chaparral 270 Signature

                        $68,500

                        $510/mo*

                        Cape Coral, FL 33993 | Boat-Simple Ft. Myers

                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature

                        2018 Chaparral 270 Signature

                        $68,500

                        $510/mo*

                        Houston, TX 77010 | Boat-Simple Houston

                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature
                        • 2018 Chaparral 270 Signature

                        2025 Chaparral 250 OSX

                        Request a Price

                        Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

                        • 2025 Chaparral 250 OSX
                        • 2025 Chaparral 250 OSX
                        • 2025 Chaparral 250 OSX
                        • 2025 Chaparral 250 OSX
                        • 2008 Chaparral 215 SSi

                          $18,995

                          South Windsor, CT 06074 | A & S Boats

                          • 2008 Chaparral 215 SSi
                          • 2008 Chaparral 215 SSi
                          • 2008 Chaparral 215 SSi
                          • 2008 Chaparral 215 SSi

                          2026 Chaparral 21 SSi OB

                          $68,425

                          $510/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
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