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  • Chaparral

New Chaparral Sloop boats for sale

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102 more Makes...
Chaparral Ranges
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Chaparral Models
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    30 boats
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      • 2026 Chaparral GTS3

        $128,879

        $960/mo*

        Hayden, ID 83835 | Tobler Marina

        2026 Chaparral GTS3
        • 2026 Chaparral 21 SSi

          $80,909

          $603/mo*

          Hayden, ID 83835 | Tobler Marina

          2026 Chaparral 21 SSi
          • 2026 Chaparral 21 SSi

            $79,454

            $592/mo*

            Hayden, ID 83835 | Tobler Marina

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

              $85,909

              $640/mo*

              Hayden, ID 83835 | Tobler Marina

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

                $100,639

                $750/mo*

                Hayden, ID 83835 | Tobler Marina

                2026 Chaparral 23 SSi

                2025 Chaparral 23 SSi OB In Stock trailer included

                $85,998

                ↓ Price Drop

                $641/mo*

                Chesapeake, VA | Centerville Waterway Marina

                2025 Chaparral 23 SSi OB In Stock trailer included
                • 2026 Chaparral 19 SSi OB

                  $56,520

                  $421/mo*

                  Indianapolis, IN 46219 | Just Add Water Boats

                  2026 Chaparral 19 SSi OB
                  • 2026 Chaparral 21 SSI Sport

                    Request a Price

                    Belle Vernon, PA 15012 | Smitty's Marina

                    2026 Chaparral 21 SSI Sport
                    • 2026 Chaparral 21 SSI Sport

                      Request a Price

                      Belle Vernon, PA 15012 | Smitty's Marina

                      2026 Chaparral 21 SSI Sport

                      2025 Chaparral 23 SSi OB In stock Trailer included

                      $86,998

                      ↓ Price Drop

                      $648/mo*

                      Chesapeake, VA | Centerville Waterway Marina

                      2025 Chaparral 23 SSi OB In stock Trailer included

                      2026 Chaparral 23 SSi

                      $104,785

                      $781/mo*

                      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                      2026 Chaparral 23 SSi

                      2025 Chaparral 21 SSi

                      $74,410

                      $554/mo*

                      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                      2025 Chaparral 21 SSi
                      • 2026 Chaparral 23 SSi OB In stock Trailer included

                        $97,070

                        $723/mo*

                        Chesapeake, VA | Centerville Waterway Marina

                        2026 Chaparral 23 SSi OB In stock Trailer included

                        2025 Yamaha Boats AR220

                        $52,995

                        $395/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2025 Yamaha Boats AR220

                        2020 Tracker Pro Team 175 TXW Tournament Edition

                        $19,995

                        Columbus, OH 43224 | Sizzle Marine

                        2020 Tracker Pro Team 175 TXW Tournament Edition

                        2026 Crestliner 1600 Storm

                        $18,995

                        Fredericktown, OH 43019 | Knox Marine - Ltd

                        2026 Crestliner 1600 Storm

                        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

                        2026 Chaparral 21 SSi OB In Stock Traier included

                        $70,470

                        ↓ Price Drop

                        $525/mo*

                        Chesapeake, VA | Centerville Waterway Marina

                        2026 Chaparral 21 SSi OB In Stock Traier included

                        2025 Chaparral 21 SSi OB

                        $73,240

                        $546/mo*

                        Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                        2025 Chaparral 21 SSi OB

                        2025 Chaparral 21 SSi OB

                        $74,480

                        $555/mo*

                        Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                        2025 Chaparral 21 SSi OB

                        2024 Chaparral 23 SSi OB

                        $90,850

                        $677/mo*

                        Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                        2024 Chaparral 23 SSi OB
                        • 2026 Chaparral 21 SSi OB In Stock Trailer included

                          $72,595

                          $541/mo*

                          Chesapeake, VA | Centerville Waterway Marina

                          2026 Chaparral 21 SSi OB In Stock Trailer included

                          2025 Chaparral 21 SSi

                          $68,920

                          $513/mo*

                          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                          2025 Chaparral 21 SSi

                          2025 Chaparral 21 SSi

                          $75,380

                          $562/mo*

                          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                          2025 Chaparral 21 SSi

                          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 23 SSi

                          $88,920

                          $662/mo*

                          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                          2026 Chaparral 23 SSi

                          2026 Chaparral 21 SSi

                          $72,485

                          $540/mo*

                          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                          2026 Chaparral 21 SSi
                          • 2026 Chaparral SSi 23 In Stock Trailer included

                            $95,300

                            $710/mo*

                            Chesapeake, VA | Centerville Waterway Marina

                            2026 Chaparral SSi 23 In Stock Trailer included
                            • 2025 Chaparral 21 SSi OB In stock trailer included

                              Request a Price

                              Chesapeake, VA | Centerville Waterway Marina

                              2025 Chaparral 21 SSi OB In stock trailer included
                              • 2026 Chaparral 21 SSi OB In Stock Trailer Included

                                $72,315

                                $539/mo*

                                Chesapeake, VA | Centerville Waterway Marina

                                2026 Chaparral 21 SSi OB In Stock Trailer Included
                                • 2026 Chaparral 23 Ssi OB Arriving Late September 2025 Trailer In

                                  $94,745

                                  $706/mo*

                                  Chesapeake, VA | Centerville Waterway Marina

                                  2026 Chaparral 23 Ssi OB Arriving Late September 2025 Trailer In
                                  • 2026 Chaparral 270 OSX Arriving Mid September 2025

                                    $226,717

                                    $1,689/mo*

                                    Chesapeake, VA | Centerville Waterway Marina

                                    2026 Chaparral 270 OSX Arriving Mid September 2025
                                    • 2026 Chaparral 21 SSi OB In stock trailer included

                                      $72,175

                                      $538/mo*

                                      Chesapeake, VA | Centerville Waterway Marina

                                      2026 Chaparral 21 SSi OB In stock trailer included
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