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  • Home//
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  • Chaparral

Chaparral Ski and Wakeboard boats for sale

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198 more Makes...
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Chaparral Models
  • 224 Sunesta
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63 more Models...
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    283 boats
    Sort: Recommended
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      2026 Chaparral 280 OSX

      $326,125

      $2,430/mo*

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

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

      2025 Chaparral 28 Surf

      Request a Price

      US | Premier 54 Motorsports

      • 2025 Chaparral 28 Surf
      • 2025 Chaparral 28 Surf
      • 2025 Chaparral 28 Surf
      • 2025 Chaparral 28 Surf
      Dealer Logo

      2017 Chaparral 287 SSX

      $112,900

      $841/mo*

      Eastlake, OH 44095 | Yachts360

      • 2017 Chaparral 287 SSX
      • 2017 Chaparral 287 SSX
      • 2017 Chaparral 287 SSX
      • 2017 Chaparral 287 SSX
      Dealer Logo

      2025 Chaparral 21 SSi

      $77,380

      $576/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

      2025 Chaparral 21 SSi Ski & Fish OB

      $75,095

      $559/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      • 2025 Chaparral 21 SSi Ski & Fish OB
      • 2025 Chaparral 21 SSi Ski & Fish OB
      • 2025 Chaparral 21 SSi Ski & Fish OB
      • 2025 Chaparral 21 SSi Ski & Fish OB

      2025 Chaparral 21 SSi

      $76,410

      $569/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

        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

        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

        2005 Chaparral Sunesta 252

        $19,995

        Kenmore, WA 98028 | Seattle Water Sports

        • 2005 Chaparral Sunesta 252
        • 2005 Chaparral Sunesta 252
        • 2005 Chaparral Sunesta 252
        • 2005 Chaparral Sunesta 252
        • 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

          2019 Chaparral 19 FISH AND SKI

          $42,318

          $368/mo*

          Grasonville, MD 21638 | MarineMax Kent Island

          • 2019 Chaparral 19 FISH AND SKI
          • 2019 Chaparral 19 FISH AND SKI
          • 2019 Chaparral 19 FISH AND SKI
          • 2019 Chaparral 19 FISH AND SKI
          • 2016 Chaparral Vortex 203 VR

            $24,995

            New Orleans, LA 70118 | The Boat Yard Inc

            • 2016 Chaparral Vortex 203 VR
            • 2016 Chaparral Vortex 203 VR
            • 2016 Chaparral Vortex 203 VR
            • 2016 Chaparral Vortex 203 VR
            • 2022 Chaparral 300 OSX

              $269,900

              $2,011/mo*

              US | Premier 54 Motorsports

              • 2022 Chaparral 300 OSX
              • 2022 Chaparral 300 OSX
              • 2022 Chaparral 300 OSX
              • 2022 Chaparral 300 OSX

              2021 Chaparral 230 Suncoast

              $68,100

              $507/mo*

              Middleton, MA 01949 | Legacy Marine Service

              • 2021 Chaparral 230 Suncoast
              • 2021 Chaparral 230 Suncoast
              • 2021 Chaparral 230 Suncoast
              • 2021 Chaparral 230 Suncoast
              • 2021 Chaparral 230 SSi

                $74,995

                $559/mo*

                New Orleans, LA 70118 | The Boat Yard Inc

                • 2021 Chaparral 230 SSi
                • 2021 Chaparral 230 SSi
                • 2021 Chaparral 230 SSi
                • 2021 Chaparral 230 SSi
                • 2025 Chaparral 21 SSi Ski & Fish

                  $77,061

                  $574/mo*

                  Somerset, KY 42503 | Lake Cumberland Marine

                  • 2025 Chaparral 21 SSi Ski & Fish
                  • 2025 Chaparral 21 SSi Ski & Fish
                  • 2025 Chaparral 21 SSi Ski & Fish
                  • 2025 Chaparral 21 SSi Ski & Fish

                  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

                  2026 Chaparral 21 SSi Ski & Fish

                  $71,515

                  $533/mo*

                  Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                  • 2026 Chaparral 21 SSi Ski & Fish
                  • 2026 Chaparral 21 SSi Ski & Fish
                  • 2026 Chaparral 21 SSi Ski & Fish
                  • 2026 Chaparral 21 SSi Ski & Fish
                  • 2025 Chaparral 23 Surf

                    $114,825

                    $855/mo*

                    SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

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

                    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 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 28 Surf

                        Request a Price

                        Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                        • 2025 Chaparral 28 Surf
                        • 2025 Chaparral 28 Surf
                        • 2025 Chaparral 28 Surf
                        • 2025 Chaparral 28 Surf
                        • 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

                          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 OB

                          $76,480

                          $570/mo*

                          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

                          2026 Chaparral SSX 6

                          Request a Price

                          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

                          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
                          • 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
                            • 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

                              2016 Chaparral 18 H2O Sport

                              $18,995

                              Metairie, LA 70003 | La Boat Dealer

                              • 2016 Chaparral 18 H2O Sport
                              • 2016 Chaparral 18 H2O Sport
                              • 2016 Chaparral 18 H2O Sport
                              • 2016 Chaparral 18 H2O Sport
                              • 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

                                2026 Chaparral 21 SSi

                                $72,485

                                $540/mo*

                                Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

                                2018 Chaparral 224 Sunesta

                                $39,500

                                $344/mo*

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

                                • 2018 Chaparral 224 Sunesta
                                • 2018 Chaparral 224 Sunesta
                                • 2018 Chaparral 224 Sunesta
                                • 2018 Chaparral 224 Sunesta
                                • 2026 Chaparral 280 OSX

                                  Request a Price

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

                                  • 2026 Chaparral 280 OSX
                                  • 2026 Chaparral 280 OSX
                                  • 2026 Chaparral 280 OSX
                                  Dealer Logo
                                  • 2026 Chaparral SSX 30

                                    Request a Price

                                    Somerset, KY 42503 | Lake Cumberland Marine

                                    • 2026 Chaparral SSX 30
                                    • 2026 Chaparral SSX 30
                                    • 2026 Chaparral SSX 30
                                    • 2026 Chaparral SSX 30
                                    Dealer Logo
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