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  • Chaparral

Chaparral Sloop boats for sale

Clear AllAll Chaparral power-sloop power-dualconsole power-unspec power-pwc
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226 more Makes...
Chaparral Ranges
  • Ski fish
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Chaparral Models
  • 250 OSX
  • 21 SSi
  • 21 SSi OB
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  • 23 SSi OB
  • 267 SSX
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  • 287 SSX
  • 196 SSi
  • 21 SSi Ski & Fish OB
20 more Models...
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    95 boats
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      • 2026 Chaparral GTS3

        $128,879

        $960/mo*

        Hayden, ID 83835 | Tobler Marina

        2026 Chaparral GTS3
        • 2018 Chaparral 287 SSX

          $129,900

          $968/mo*

          US | Premier 54 Motorsports

          2018 Chaparral 287 SSX
          • 2022 Chaparral 300 OSX

            $269,900

            $2,011/mo*

            US | Premier 54 Motorsports

            2022 Chaparral 300 OSX
            • 2026 Chaparral 21 SSi

              $80,909

              $603/mo*

              Hayden, ID 83835 | Tobler Marina

              2026 Chaparral 21 SSi
              • 2012 Chaparral 196 SSi

                $18,995

                Washington, NC 27889 | Park Boat Company

                2012 Chaparral 196 SSi

                2025 Chaparral 250 OSX

                Request a Price

                Mary Esther, US 32569 | Sunrise Marine - Destin

                2025 Chaparral 250 OSX

                2025 Chaparral 250 OSX

                Request a Price

                Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

                2025 Chaparral 250 OSX

                2025 Chaparral 250 OSX

                Request a Price

                Daphne, US 36526 | Sunrise Marine of Alabama

                2025 Chaparral 250 OSX
                • 2026 Chaparral 21 SSi

                  $79,454

                  $592/mo*

                  Hayden, ID 83835 | Tobler Marina

                  2026 Chaparral 21 SSi
                  • 2013 Chaparral 327 SSX

                    $115,000

                    $857/mo*

                    Virginia Beach, VA | Bluewater Yacht Sales

                    2013 Chaparral 327 SSX
                    • 2025 Chaparral 23 SSi

                      Request a Price

                      Washington, NC 27954 | Manteo Marine

                      2025 Chaparral 23 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 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

                          2019 Yamaha WaveRunner GP1800R

                          $11,995

                          Columbus, OH 43224 | Sizzle Marine

                          2019 Yamaha WaveRunner GP1800R

                          2023 Ranger 1850 Reata

                          $53,995

                          $402/mo*

                          Fredericktown, OH 43019 | Knox Marine - Ltd

                          2023 Ranger 1850 Reata

                          2025 Tahoe T16

                          $28,615

                          $249/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2025 Tahoe T16
                          • 2012 Chaparral 196 SSi

                            $18,995

                            Washington, NC 27954 | Manteo Marine

                            2012 Chaparral 196 SSi
                            • 2026 Chaparral 23 SSi

                              $100,639

                              $750/mo*

                              Hayden, ID 83835 | Tobler Marina

                              2026 Chaparral 23 SSi
                              • 2017 Chaparral 250 Suncoast

                                $59,000

                                $440/mo*

                                Deerfield Beach, FL 33441 | Rick Obey Yacht Sales

                                2017 Chaparral 250 Suncoast
                                • 2025 Chaparral 23 SSi

                                  Request a Price

                                  Washington, NC 27889 | Park Boat Company

                                  2025 Chaparral 23 SSi
                                  • 2021 Chaparral 23 Surf

                                    $64,863

                                    $483/mo*

                                    Islamorada, FL 33036 | SD Marine Group

                                    2021 Chaparral 23 Surf
                                    • 2014 Chaparral SSI 226

                                      $39,995

                                      $348/mo*

                                      New Orleans, LA 70118 | The Boat Yard Inc

                                      2014 Chaparral SSI 226

                                      2019 Chaparral 237 SSX

                                      $54,500

                                      ↓ Price Drop

                                      $406/mo*

                                      Jacksonville, FL 32223 | Yachts360

                                      2019 Chaparral 237 SSX

                                      2022 Chaparral 23 SSi

                                      $62,500

                                      $466/mo*

                                      Holiday, FL 34691 | Nautical Ventures

                                      2022 Chaparral 23 SSi
                                      • 2020 Chaparral 280 OSX

                                        $159,900

                                        $1,191/mo*

                                        Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

                                        2020 Chaparral 280 OSX

                                        2026 Chaparral 250 OSX

                                        $183,085

                                        $1,364/mo*

                                        Wilmington, DE 19801 | Jim's Marine, Inc.

                                        2026 Chaparral 250 OSX

                                        2026 Chaparral 21 SSi

                                        $71,700

                                        $534/mo*

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

                                        2026 Chaparral 21 SSi

                                        2022 Chaparral 267 SSX OB

                                        $120,000

                                        $894/mo*

                                        Miami, FL 33139 | Rick Obey Yacht Sales

                                        2022 Chaparral 267 SSX OB
                                        • 2021 Chaparral 23 Surf

                                          $64,863

                                          $483/mo*

                                          Miami, FL 33180 | SD Marine Group

                                          2021 Chaparral 23 Surf

                                          2025 Chaparral 267 SSX

                                          $198,385

                                          $1,478/mo*

                                          Wilmington, DE 19801 | Jim's Marine, Inc.

                                          2025 Chaparral 267 SSX

                                          2025 Chaparral 21 SSi OB

                                          $67,315

                                          $501/mo*

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

                                          2025 Chaparral 21 SSi OB

                                          2026 Chaparral 250 OSX

                                          $171,206

                                          $1,275/mo*

                                          Wilmington, DE 19801 | Jim's Marine, Inc.

                                          2026 Chaparral 250 OSX

                                          2026 Chaparral 23 SSi

                                          $88,765

                                          $661/mo*

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

                                          2026 Chaparral 23 SSi

                                          2026 Chaparral 21 SSi OB

                                          $63,530

                                          $473/mo*

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

                                          2026 Chaparral 21 SSi OB
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