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  • Home//
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  • Chaparral

Chaparral Ski and Wakeboard boats for sale

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193 more Makes...
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Chaparral Models
  • 21 SSi OB
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72 more Models...
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    364 boats
    Sort: Recommended
    • Recommended
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    • Price: High to Low
    • Price: Low to High

      2021 Chaparral 30 Surf

      $159,000

      $1,185/mo*

      Charleston, SC 29492 | Longshore Boats

      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      Dealer Logo

      2021 Chaparral 30 Surf

      $129,900

      $968/mo*

      Saint Clair Shores, MI 48080 | Lakeside Formula

      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      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

      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

      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

        $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

        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
        • 2025 Chaparral 270 OSX

          $236,392

          $1,761/mo*

          Charleston, SC 29492 | Longshore Boats

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

          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
          • 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

            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
            • 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
              • 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

                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 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

                  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 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
                    • 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
                      • 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

                          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

                          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
                          • 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
                            • 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 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
                              • 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
                                  • 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
                                    • 2012 Chaparral 196 SSi

                                      $17,995

                                      Washington, NC 27954 | Manteo Marine

                                      • 2012 Chaparral 196 SSi
                                      • 2012 Chaparral 196 SSi
                                      • 2012 Chaparral 196 SSi
                                      • 2012 Chaparral 196 SSi

                                      2026 Chaparral 23 SSi

                                      $88,765

                                      $661/mo*

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

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

                                        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

                                        2026 Chaparral 23 SSi

                                        $84,435

                                        $629/mo*

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

                                        • 2026 Chaparral 23 SSi
                                        • 2026 Chaparral 23 SSi
                                        • 2026 Chaparral 23 SSi
                                        • 2026 Chaparral 23 SSi
                                        • 2026 Chaparral 280 OSX

                                          $324,547

                                          $2,418/mo*

                                          Bluffton, SC 29910 | Longshore Boats

                                          • 2026 Chaparral 280 OSX
                                          • 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
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