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New Cobra Python, Chaparral Ski and Wakeboard boats for sale

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    112 boats
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      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

      2026 Chaparral 270 OSX

      Request a Price

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

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

      2024 Chaparral 28 Surf

      $212,134

      $1,580/mo*

      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

      • 2024 Chaparral 28 Surf
      • 2024 Chaparral 28 Surf
      • 2024 Chaparral 28 Surf
      • 2024 Chaparral 28 Surf
      Dealer Logo

      2025 Chaparral 23 SSi

      $99,965

      $745/mo*

      Kenmore, WA 98028 | Seattle Water Sports

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

      2023 Chaparral 250 OSX

      $149,997

      $1,117/mo*

      Kenmore, WA 98028 | Seattle Water Sports

      • 2023 Chaparral 250 OSX
      • 2023 Chaparral 250 OSX
      • 2023 Chaparral 250 OSX
      • 2023 Chaparral 250 OSX
      • 2024 Chaparral 23 SSi

        $74,970

        $559/mo*

        Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2025 Chaparral 23

          $127,997

          $954/mo*

          Hayden, ID 83835 | Tobler Marina

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

          2026 Chaparral 23 SSi OB

          $104,070

          $775/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB
          • 2025 Chaparral 21 SSi

            $64,085

            $477/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

            2023 Chaparral 21 SSi Ski & Fish

            $69,990

            $521/mo*

            Kenmore, WA 98028 | Seattle Water Sports

            • 2023 Chaparral 21 SSi Ski & Fish
            • 2023 Chaparral 21 SSi Ski & Fish
            • 2023 Chaparral 21 SSi Ski & Fish
            • 2023 Chaparral 21 SSi Ski & Fish

            2025 Chaparral 23 Surf

            $119,880

            $893/mo*

            Lewisville, TX 75067 | Jerry Whittle Boats

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

            2025 Chaparral 21 Surf

            $97,090

            $723/mo*

            Lewisville, TX 75067 | Jerry Whittle Boats

            • 2025 Chaparral 21 Surf
            • 2025 Chaparral 21 Surf
            • 2025 Chaparral 21 Surf
            • 2025 Chaparral 21 Surf

            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

            2025 Chaparral 21 Surf

            $94,120

            $701/mo*

            Kenmore, WA 98028 | Seattle Water Sports

            • 2025 Chaparral 21 Surf
            • 2025 Chaparral 21 Surf
            • 2025 Chaparral 21 Surf
            • 2025 Chaparral 21 Surf

            2025 Chaparral 26 Surf

            $223,900

            ↓ Price Drop

            $1,668/mo*

            Hayden, ID 83835 | Tobler Marina

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

            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

            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

            2025 Chaparral 21 SSi

            $74,290

            $553/mo*

            Kenmore, WA 98028 | Seattle Water Sports

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

            2025 Chaparral 21 SSi OB

            $76,855

            $573/mo*

            Kenmore, WA 98028 | Seattle Water Sports

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

            2025 Chaparral 307 SSX

            Request a Price

            Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

            2026 Chaparral 21 SSi Ski & Fish OB

            $87,060

            $649/mo*

            Kenmore, WA 98028 | Seattle Water Sports

            • 2026 Chaparral 21 SSi Ski & Fish OB
            • 2026 Chaparral 21 SSi Ski & Fish OB
            • 2026 Chaparral 21 SSi Ski & Fish OB
            • 2026 Chaparral 21 SSi Ski & Fish OB
            • 2026 Chaparral GTS 6

              $280,003

              $2,086/mo*

              Somerset, KY 42503 | Lake Cumberland Marine

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

                $238,073

                $1,774/mo*

                Somerset, KY 42503 | Lake Cumberland Marine

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

                2026 Chaparral GTS 1

                Request a Price

                Kenmore, WA 98028 | Seattle Water Sports

                • 2026 Chaparral GTS 1
                • 2026 Chaparral GTS 1
                • 2026 Chaparral GTS 1
                • 2026 Chaparral GTS 1
                • 2026 Chaparral 21 SSi Ski & Fish OB

                  $106,833

                  $796/mo*

                  Somerset, KY 42503 | Lake Cumberland Marine

                  • 2026 Chaparral 21 SSi Ski & Fish OB
                  • 2026 Chaparral 21 SSi Ski & Fish OB
                  • 2026 Chaparral 21 SSi Ski & Fish OB
                  • 2026 Chaparral 21 SSi Ski & Fish OB

                  2025 Chaparral 270 OSX

                  $171,777

                  ↓ Price Drop

                  $1,280/mo*

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

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

                  2025 Chaparral 247 SSX

                  Request a Price

                  Kenmore, WA 98028 | Seattle Water Sports

                  • 2025 Chaparral 247 SSX
                  • 2025 Chaparral 247 SSX
                  • 2025 Chaparral 247 SSX
                  • 2025 Chaparral 247 SSX
                  • 2026 Chaparral GTS 3

                    $155,502

                    $1,158/mo*

                    Somerset, KY 42503 | Lake Cumberland Marine

                    • 2026 Chaparral GTS 3
                    • 2026 Chaparral GTS 3
                    • 2026 Chaparral GTS 3
                    • 2026 Chaparral GTS 3

                    2025 Chaparral 19 SSi OB

                    $59,490

                    $443/mo*

                    Kenmore, WA 98028 | Seattle Water Sports

                    • 2025 Chaparral 19 SSi OB
                    • 2025 Chaparral 19 SSi OB
                    • 2025 Chaparral 19 SSi OB
                    • 2025 Chaparral 19 SSi OB
                    • 2025 Chaparral 23 SSI SPORT

                      $100,871

                      $751/mo*

                      Somerset, KY 42503 | Lake Cumberland Marine

                      • 2025 Chaparral 23 SSI SPORT
                      • 2025 Chaparral 23 SSI SPORT
                      • 2025 Chaparral 23 SSI SPORT
                      • 2025 Chaparral 23 SSI SPORT

                      2026 Chaparral GTS 6

                      Request a Price

                      Kenmore, WA 98028 | Seattle Water Sports

                      • 2026 Chaparral GTS 6
                      • 2026 Chaparral GTS 6
                      • 2026 Chaparral GTS 6
                      • 2026 Chaparral GTS 6
                      • 2025 Chaparral 21 SSi

                        $73,825

                        $550/mo*

                        Somerset, KY 42503 | Lake Cumberland Marine

                        • 2025 Chaparral 21 SSi
                        • 2025 Chaparral 21 SSi
                        • 2025 Chaparral 21 SSi
                        • 2025 Chaparral 21 SSi
                        • 2026 Chaparral SSX 6

                          $250,652

                          $1,867/mo*

                          Somerset, KY 42503 | Lake Cumberland Marine

                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral GTS 3

                            Request a Price

                            Hayden, ID 83835 | Tobler Marina

                            2026 Chaparral GTS 3
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