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Cobra Python, Chaparral Ski and Wakeboard boats for sale

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125 more Makes...
Chaparral Ranges
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Chaparral Models
  • 224 Sunesta
  • 21 Surf
  • 21 SSi OB
  • 23 Surf
  • 21 SSi
  • 23 SSi
  • 246 SSi
  • 26 Surf
  • 30 Surf
  • 270 OSX
  • 18 H2O Sport
  • 180 SSi
  • 19 H2O Sport
  • 19 SSi OB
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  • 190 SSi
  • 1930 SS
  • 204 SSi
  • 206 SSi
  • 21 H2O Sport
  • 21 H2O Surf
  • 21 SSi Ski & Fish
  • 21 SSi Ski & Fish OB
  • 210 SSi
  • 210 Suncoast Ski & Fish
  • 2130 SS
  • 216 SSi
  • 220 SSi
  • 224 Xtreme
  • 226 SSi
  • 227 SSX Surf
  • 23 H2O Surf
  • 23 SSi OB
  • 230 SSi
  • 230 Suncoast
  • 236 SSi
  • 244 Sunesta
  • 244 Sunesta Surf
  • 244 Xtreme
  • 247 SSX
  • 25 Surf
  • 250 OSX
  • 256 SSi
  • 257 SSX
  • 264 Xtreme
  • 267 SSX
  • 276 SSX
  • 276 SSi
  • 277 SSX
  • 28 Surf
  • 280 OSX
  • 287 SSX
  • 2870 SSX
  • 297 SSX
  • 307 SSX
  • GTS 1
  • GTS 3
  • GTS 6
  • SSX 30
  • SSX 6
  • SSX 8
  • Sunesta 224
  • Sunesta 224 Xtreme
  • Sunesta 244 Xtreme
  • Sunesta 252
  • Vortex 203 VR
  • Vortex 203 VRX
  • Vortex 223 VRX
  • Vortex 243 VRX
  • Vortex 2430 VRX
Fuel Type
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    269 boats
    Sort: Recommended
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    • Price: High to Low
    • Price: Low to High

      2017 Chaparral 244 Sunesta

      $49,900

      $434/mo*

      Chattanooga, TN 37415 | Gulf Coast Yacht Group Chattanooga, TN

      2017 Chaparral 244 Sunesta
      Dealer Logo

      2012 Chaparral 246 SSi

      $25,000

      $218/mo*

      Conroe, TX 77301 | Premier Boating Centers - Conroe, TX

      2012 Chaparral 246 SSi
      Dealer Logo

      2015 Chaparral 244 Sunesta

      $44,900

      $391/mo*

      SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

      2015 Chaparral 244 Sunesta
      Dealer Logo

      2017 Chaparral 246 SSi

      $69,850

      $520/mo*

      Green Bay, WI 54173 | Marine 365

      2017 Chaparral 246 SSi

      2025 Chaparral 21 SSi OB

      $68,540

      $511/mo*

      Longs, SC 29568 | Sportsman's Choice Marine

      2025 Chaparral 21 SSi OB

      2024 Chaparral 28 Surf

      $212,134

      $1,580/mo*

      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

      2024 Chaparral 28 Surf
      • 2018 Chaparral Vortex 203 VRX

        $34,850

        $303/mo*

        Suamico, WI 54173 | Marine 365

        2018 Chaparral Vortex 203 VRX

        2006 Chaparral 276 SSi

        $41,000

        $357/mo*

        Lake Ozark, MO 65049 | Ozark Yachts & Motorsports

        2006 Chaparral 276 SSi
        • 2021 Chaparral 30 Surf

          $159,000

          $1,185/mo*

          Charleston, SC 29492 | Longshore Boats

          2021 Chaparral 30 Surf

          2018 Chaparral Vortex 243 VRX

          $39,500

          ↓ Price Drop

          $344/mo*

          Farnham, VA 22460 | Whelans Marina

          2018 Chaparral Vortex 243 VRX
          • 2022 Chaparral 247 SSX

            $114,900

            $856/mo*

            Pewaukee, WI 53072 | CenterPointe Marine

            2022 Chaparral 247 SSX

            2015 Chaparral 226 SSi

            $34,900

            $304/mo*

            Mooresville, NC 28117 | Charlotte Ski Boats

            2015 Chaparral 226 SSi
            • 2017 Chaparral 244 Sunesta

              $49,000

              $427/mo*

              Charleston, SC 29401 | Off the Hook Yacht Sales

              2017 Chaparral 244 Sunesta

              2022 Chaparral 23 Surf

              $99,999

              $745/mo*

              Glasgow, VA 24555 | Engel Volkers Yachting Americas

              2022 Chaparral 23 Surf

              2023 Chaparral 21 SSi

              $55,900

              $416/mo*

              SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

              2023 Chaparral 21 SSi

              2019 Chaparral Vortex 203 VRX

              $34,850

              $303/mo*

              Green Bay, WI 54173 | Marine 365

              2019 Chaparral Vortex 203 VRX

              2023 Chaparral 230 SSi

              $92,300

              $688/mo*

              Mamaroneck, NY 10538 | Engel Volkers Yachting Americas

              2023 Chaparral 230 SSi
              • 2022 Chaparral 21 Surf

                $64,999

                $484/mo*

                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                2022 Chaparral 21 Surf
                • 2019 Chaparral 21 H2O Surf

                  $52,500

                  $391/mo*

                  Flint, TX 75762 | Private Seller

                  2019 Chaparral 21 H2O Surf

                  2012 Chaparral 267 SSX

                  $44,500

                  $387/mo*

                  Rockwall, TX 75032 | Lake Kings

                  2012 Chaparral 267 SSX
                  • 2017 Chaparral 246 Surf

                    $64,999

                    $484/mo*

                    Somerset, KY 42503 | Lake Cumberland Marine

                    2017 Chaparral 246 Surf

                    2025 Chaparral 307 SSX

                    Request a Price

                    Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                    2025 Chaparral 307 SSX
                    • 2022 Chaparral 30 Surf Black Edition

                      $165,000

                      $1,229/mo*

                      Mooresville, NC | Nautic Dreams, LLC

                      2022 Chaparral 30 Surf Black Edition

                      2026 Chaparral 21 SSi Ski & Fish

                      $73,720

                      $549/mo*

                      SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                      2026 Chaparral 21 SSi Ski & Fish
                      • 2021 Chaparral 21 Surf

                        $56,000

                        $417/mo*

                        Randolph, WI 53956 | Private Seller

                        2021 Chaparral 21 Surf
                        • 2025 Chaparral 247 SSX

                          Request a Price

                          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                          2025 Chaparral 247 SSX
                          • 2025 Chaparral 247 SSX

                            Request a Price

                            Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                            2025 Chaparral 247 SSX

                            2013 Chaparral 19 Sport H2O

                            $19,800

                            ↓ Price Drop

                            Wichita Falls, TX 76310 | Private Seller

                            2013 Chaparral 19 Sport H2O

                            2018 Chaparral 224 Sunesta

                            $39,500

                            $344/mo*

                            Alpharetta, GA 30009 | Boat-Simple Atlanta

                            2018 Chaparral 224 Sunesta
                            • 2022 Chaparral 307 SSX

                              $179,999

                              $1,341/mo*

                              Somerset, KY 42503 | Lake Cumberland Marine

                              2022 Chaparral 307 SSX

                              2023 Chaparral 267 SSX

                              $139,999

                              $1,043/mo*

                              SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                              2023 Chaparral 267 SSX

                              2026 Chaparral GT Surf 1

                              $100,900

                              $752/mo*

                              SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                              2026 Chaparral GT Surf 1

                              2025 Chaparral 270 OSX

                              $171,777

                              ↓ Price Drop

                              $1,280/mo*

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

                              2025 Chaparral 270 OSX

                              2026 Chaparral 280 OSX

                              $326,125

                              $2,430/mo*

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

                              2026 Chaparral 280 OSX
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