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  • Chaparral

Chaparral Ski and Fish boats for sale

Clear AllAll Chaparral power-skifish sail-racercruiser
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256 more Makes...
Chaparral Ranges
  • Ski fish
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Chaparral Models
  • 21 SSi Ski & Fish
  • 21 SSi Ski & Fish OB
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  • 21 H2O Ski & Fish OB
12 more Models...
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    53 boats
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      2025 Chaparral 23 SSi

      $99,965

      $760/mo*

      Kenmore, WA 98028 | Seattle Water Sports

      2025 Chaparral 23 SSi

      2023 Chaparral 21 SSi Ski & Fish

      $69,990

      $532/mo*

      Kenmore, WA 98028 | Seattle Water Sports

      2023 Chaparral 21 SSi Ski & Fish

      2026 Chaparral 21 SSi Ski & Fish OB

      $87,060

      $661/mo*

      Kenmore, WA 98028 | Seattle Water Sports

      2026 Chaparral 21 SSi Ski & Fish OB

      2025 Chaparral 21 SSi OB

      $76,855

      $584/mo*

      Kenmore, WA 98028 | Seattle Water Sports

      2025 Chaparral 21 SSi OB

      2025 Chaparral 21 SSi Ski & Fish OB

      $75,095

      ↓ Price Drop

      $571/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      2025 Chaparral 21 SSi Ski & Fish OB

      2026 Chaparral 21 SSi Ski & Fish

      $71,515

      $543/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      2026 Chaparral 21 SSi Ski & Fish
      • 2018 Chaparral 21 H2O Ski & Fish

        $37,995

        $336/mo*

        Delavan, WI 53115 | Reed's Marine

        2018 Chaparral 21 H2O Ski & Fish
        • 2025 Chaparral 21 SSi

          $70,658

          $537/mo*

          Pueblo West, CO 81007 | Rocky Mountain Boat Company

          2025 Chaparral 21 SSi

          2023 Chaparral 21 SSi Ski & Fish

          $58,999

          $448/mo*

          Reno, NV 89511 | Michael's Reno Powersports

          2023 Chaparral 21 SSi Ski & Fish

          2009 Chaparral SSX 236

          $38,250

          $338/mo*

          Lake Elsinore, CA 92532 | Inland Boat Center

          2009 Chaparral SSX 236

          2015 Chaparral 18 H2O Ski & Fish

          $22,500

          Lake Elsinore, CA 92532 | Inland Boat Center

          2015 Chaparral 18 H2O Ski & Fish
          • 2015 Chaparral 226 SSi

            $34,900

            $309/mo*

            Tierra Verde, FL 33715 | Tierra Verde Yachts

            2015 Chaparral 226 SSi

            2025 Chaparral 21 SSi Ski & Fish OB

            $75,790

            $576/mo*

            Central Falls, RI 02863 | Twin City Marine, Inc.

            2025 Chaparral 21 SSi Ski & Fish OB
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            2025 Chaparral 23 SSi OB

            $91,125

            $692/mo*

            Edgewater, MD 21037 | Waterfront Marine Yacht Sales

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

              $69,605

              $529/mo*

              Richmond, VA 23237 | Nautical Marine Inc.

              2026 Chaparral 21 SSi Ski & Fish OB
              • 2018 Chaparral 21 H2O Sport OB

                $39,900

                $353/mo*

                Somers Point, NJ 08244 | Cecil Marine

                2018 Chaparral 21 H2O Sport OB
                • 2023 Chaparral 21 SSi

                  $54,999

                  $418/mo*

                  Hudson, FL 34667 | Passion Yacht Sales, LLC

                  2023 Chaparral 21 SSi

                  2014 Chaparral 18 H2O Ski & Fish

                  $24,950

                  ↓ Price Drop

                  Big Sandy, TN 38221 | New Anchor Yacht Sales

                  2014 Chaparral 18 H2O Ski & Fish
                  • 2019 Chaparral 210 Deluxe

                    $44,900

                    $397/mo*

                    Little River, SC 29566 | Grand Strand Boat Sales - SC

                    2019 Chaparral 210 Deluxe

                    2024 Chaparral 21 SSi Ski & Fish

                    $62,850

                    ↓ Price Drop

                    $478/mo*

                    Green Bay, WI 54173 | Marine 365

                    2024 Chaparral 21 SSi Ski & Fish
                    • 2016 Chaparral 227 SSX

                      $41,995

                      $371/mo*

                      Saint Pete Beach, FL 33706 | Edwards Yacht Sales

                      2016 Chaparral 227 SSX

                      2016 Chaparral 18 H2O Sport

                      $18,995

                      Metairie, LA 70003 | La Boat Dealer

                      2016 Chaparral 18 H2O Sport

                      2021 Chaparral 21 SSi Ski & Fish

                      $54,500

                      ↓ Price Drop

                      $414/mo*

                      Phoenix, AZ 85085 | Private Seller

                      2021 Chaparral 21 SSi Ski & Fish

                      2003 Chaparral 180 SS

                      $9,850

                      ↓ Price Drop

                      Willis, TX 77318 | Private Seller

                      2003 Chaparral 180 SS
                      • 2019 Chaparral 21 H2O Ski & Fish

                        $37,000

                        $327/mo*

                        Huffman, TX 77336 | Private Seller

                        2019 Chaparral 21 H2O Ski & Fish
                        • 2013 Chaparral 19 H2O Ski & Fish

                          $13,900

                          Savannah, GA 31410 | Private Seller

                          2013 Chaparral 19 H2O Ski & Fish
                          • 2016 Chaparral 19 H2O Ski & Fish

                            $25,000

                            $221/mo*

                            Millersville, MD 21108 | Private Seller

                            2016 Chaparral 19 H2O Ski & Fish
                            • 2023 Chaparral 21 SSi Ski & Fish OB

                              $65,000

                              $494/mo*

                              Stewartstown, PA 17363 | Private Seller

                              2023 Chaparral 21 SSi Ski & Fish OB

                              2012 Chaparral 18 H2O Sport

                              $16,995

                              Marrero, LA 70072 | The Boat Yard Inc

                              2012 Chaparral 18 H2O Sport

                              2002 Chaparral 263 Sunesta

                              $19,900

                              Lake Ozark, MO 65049 | Ozark Yachts & Motorsports

                              2002 Chaparral 263 Sunesta

                              2017 Chaparral 21 H2O Ski & Fish OB

                              $19,900

                              ↓ Price Drop

                              Isleton, CA 95641 | Flagship Boating

                              2017 Chaparral 21 H2O Ski & Fish OB
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