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New Cobra Python, Chaparral Sloop boats for sale

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    112 boats
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      2026 Chaparral 280 OSX

      Request a Price

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

      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      Dealer Logo

      2025 Chaparral 30 Surf

      Request a Price

      US | Premier 54 Motorsports

      • 2025 Chaparral 30 Surf
      • 2025 Chaparral 30 Surf
      • 2025 Chaparral 30 Surf
      Dealer Logo

      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
      Dealer Logo

      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

      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
      • 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 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

          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 247 SSX

            Request a Price

            Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

            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 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 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 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

              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 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

              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

              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 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
              • 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

                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 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

                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 GTS 6

                  $278,628

                  $2,076/mo*

                  Somerset, KY 42503 | Lake Cumberland Marine

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

                  2025 Chaparral 270 OSX

                  $171,777

                  ↓ Price Drop

                  $1,280/mo*

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

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

                          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 SSX 8

                            $304,071

                            $2,265/mo*

                            Somerset, KY 42503 | Lake Cumberland Marine

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

                            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 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
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