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Cobra Python, Cigarette 50, Chaparral Power boats for sale

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1,597 more Makes...
Chaparral Models
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    1,683 boats
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    • Price: High to Low
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      2011 Cigarette 50

      $625,000

      $4,656/mo*

      Cleveland, OH 44101 | Allied Marine - Fort Lauderdale

      • 2011 Cigarette 50
      • 2011 Cigarette 50
      • 2011 Cigarette 50
      • 2011 Cigarette 50
      Dealer Logo

      2006 Chaparral Signature 350

      $84,995

      $633/mo*

      Brick, NJ 08724 | Brennan Boat Company, Inc.

      • 2006 Chaparral Signature 350
      • 2006 Chaparral Signature 350
      • 2006 Chaparral Signature 350
      • 2006 Chaparral Signature 350
      Dealer Logo

      2008 Chaparral Signature 350

      $175,000

      $1,304/mo*

      Lighthouse Point, FL 33064 | United Yacht Sales - Florida SE Coast

      • 2008 Chaparral Signature 350
      • 2008 Chaparral Signature 350
      • 2008 Chaparral Signature 350
      • 2008 Chaparral Signature 350
      Dealer Logo
      • 2011 Chaparral 330 Signature

        $110,000

        $819/mo*

        Marina Bay, MA 02171 | Private Seller

        • 2011 Chaparral 330 Signature
        • 2011 Chaparral 330 Signature
        • 2011 Chaparral 330 Signature
        • 2011 Chaparral 330 Signature

        2018 Chaparral 210 Suncoast

        $19,900

        New Orleans, LA 70112 | Boat-Simple New Orleans

        • 2018 Chaparral 210 Suncoast
        • 2018 Chaparral 210 Suncoast
        • 2018 Chaparral 210 Suncoast
        • 2018 Chaparral 210 Suncoast

        2025 Chaparral 270 OSX

        $171,777

        ↓ Price Drop

        $1,280/mo*

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

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

        2018 Chaparral 210 Suncoast

        $19,900

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

        • 2018 Chaparral 210 Suncoast
        • 2018 Chaparral 210 Suncoast
        • 2018 Chaparral 210 Suncoast
        • 2018 Chaparral 210 Suncoast

        2026 Chaparral SSX 6

        $234,302

        $1,746/mo*

        Walworth, WI 53184 | Munson Ski & Marine - Fontana

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

        2004 Chaparral Signature 330

        $35,000

        ↓ Price Drop

        New Port Richey, FL 34652 | Private Seller

        • 2004 Chaparral Signature 330
        • 2004 Chaparral Signature 330
        • 2004 Chaparral Signature 330
        • 2004 Chaparral Signature 330

        2019 Chaparral 300 OSX

        $169,900

        $1,266/mo*

        Marco Island, US 34145 | Walkers Marine

        • 2019 Chaparral 300 OSX
        • 2019 Chaparral 300 OSX
        • 2019 Chaparral 300 OSX
        • 2019 Chaparral 300 OSX
        • 2014 Chaparral 310 Signature

          $129,900

          $968/mo*

          Orange Beach, AL 36561 | Emerald Coast Marine

          • 2014 Chaparral 310 Signature
          • 2014 Chaparral 310 Signature
          • 2014 Chaparral 310 Signature
          • 2014 Chaparral 310 Signature

          2006 Chaparral Signature 290

          $64,000

          $477/mo*

          Mobile, AL 36602 | Engel Volkers Yachting Americas

          • 2006 Chaparral Signature 290
          • 2006 Chaparral Signature 290
          • 2006 Chaparral Signature 290
          • 2006 Chaparral Signature 290

          2005 Chaparral 290 Signature

          $54,900

          $409/mo*

          Marblehead, OH 43440 | SkipperBud's Marina Del Isle

          • 2005 Chaparral 290 Signature
          • 2005 Chaparral 290 Signature
          • 2005 Chaparral 290 Signature
          • 2005 Chaparral 290 Signature

          2025 Chaparral 287 SSX

          Request a Price

          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

          • 2025 Chaparral 287 SSX
          • 2025 Chaparral 287 SSX
          • 2025 Chaparral 287 SSX
          • 2025 Chaparral 287 SSX

          2024 Chaparral 23 SSi OB

          $90,850

          $677/mo*

          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

          • 2024 Chaparral 23 SSi OB
          • 2024 Chaparral 23 SSi OB
          • 2024 Chaparral 23 SSi OB
          • 2024 Chaparral 23 SSi OB
          • 2015 Chaparral 330 Signature

            $153,900

            $1,147/mo*

            Gulf Shores, AL 36542 | United Yacht Sales

            • 2015 Chaparral 330 Signature
            • 2015 Chaparral 330 Signature
            • 2015 Chaparral 330 Signature
            • 2015 Chaparral 330 Signature
            • 2015 Cobra Python

              $155,000

              $1,155/mo*

              Lake Havasu City, AZ 86406 | Private Seller

              • 2015 Cobra Python
              • 2015 Cobra Python
              • 2015 Cobra Python
              • 2015 Cobra Python
              • 2015 Chaparral 257 SSX

                $61,995

                $462/mo*

                New Orleans, LA 70116 | The Boat Yard Inc

                • 2015 Chaparral 257 SSX
                • 2015 Chaparral 257 SSX
                • 2015 Chaparral 257 SSX
                • 2015 Chaparral 257 SSX

                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

                2026 Chaparral 21 SSi

                $71,700

                $534/mo*

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

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

                2026 Chaparral GT Surf 1

                $100,900

                $752/mo*

                SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                • 2026 Chaparral GT Surf 1
                • 2026 Chaparral GT Surf 1
                • 2026 Chaparral GT Surf 1
                • 2026 Chaparral GT Surf 1

                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

                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

                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

                2005 Chaparral 330 Signature

                $79,000

                $589/mo*

                North Palm Beach, FL 33408 | Rick Obey Yacht Sales

                • 2005 Chaparral 330 Signature
                • 2005 Chaparral 330 Signature
                • 2005 Chaparral 330 Signature
                • 2005 Chaparral 330 Signature
                • 2025 Chaparral 23 SSi

                  $84,995

                  $633/mo*

                  Buford, GA 30518 | Atlanta Marine Lake Lanier

                  • 2025 Chaparral 23 SSi
                  • 2025 Chaparral 23 SSi
                  • 2025 Chaparral 23 SSi
                  • 2025 Chaparral 23 SSi
                  • 2015 Chaparral 270 Signature

                    $69,900

                    $521/mo*

                    Camdenton, MO 65020 | Private Seller

                    • 2015 Chaparral 270 Signature
                    • 2015 Chaparral 270 Signature
                    • 2015 Chaparral 270 Signature
                    • 2015 Chaparral 270 Signature

                    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
                    • 2002 Chaparral Sunesta 233

                      $15,000

                      Spokane, WA 99224 | Private Seller

                      • 2002 Chaparral Sunesta 233
                      • 2002 Chaparral Sunesta 233
                      • 2002 Chaparral Sunesta 233
                      • 2002 Chaparral Sunesta 233

                      2024 Chaparral 23 SSi OB

                      $79,929

                      $595/mo*

                      Charleston, SC 29492 | Longshore Boats

                      • 2024 Chaparral 23 SSi OB
                      • 2024 Chaparral 23 SSi OB
                      • 2024 Chaparral 23 SSi OB
                      • 2024 Chaparral 23 SSi OB
                      • 2000 Chaparral Signature 240

                        $16,999

                        Safety Harbor, FL 34695 | Private Seller

                        • 2000 Chaparral Signature 240
                        • 2000 Chaparral Signature 240
                        • 2000 Chaparral Signature 240
                        • 2000 Chaparral Signature 240

                        2024 Chaparral 247 SSX

                        $110,900

                        ↓ Price Drop

                        $826/mo*

                        Hayden, ID 83835 | Tobler Marina

                        • 2024 Chaparral 247 SSX
                        • 2024 Chaparral 247 SSX
                        • 2024 Chaparral 247 SSX
                        • 2024 Chaparral 247 SSX

                        2026 Chaparral SSX 8

                        Request a Price

                        Norman, OK 73071 | Nichols Marine - Norman, OK

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

                        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
                        • 2006 Chaparral Signature 350

                          $89,000

                          $663/mo*

                          Kemah, TX 77565 | Jarman Yacht Sales

                          • 2006 Chaparral Signature 350
                          • 2006 Chaparral Signature 350
                          • 2006 Chaparral Signature 350
                          • 2006 Chaparral Signature 350
                          Dealer Logo
                          • 2026 Chaparral 30 Surf

                            Request a Price

                            Monkey Island, OK 74331 | Nichols Marine - Monkey Island

                            • 2026 Chaparral 30 Surf
                            • 2026 Chaparral 30 Surf
                            • 2026 Chaparral 30 Surf
                            • 2026 Chaparral 30 Surf
                            Dealer Logo
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