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  • Chaparral

Chaparral Sloop boats for sale

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Chaparral Models
  • 250 OSX
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  • 23 SSi OB
  • 267 SSX
  • 280 OSX
  • 287 SSX
  • 196 SSi
  • 21 SSi Ski & Fish OB
20 more Models...
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    94 boats
    Sort: Recommended
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      • 2013 Chaparral 327 SSX

        $115,000

        $857/mo*

        Virginia Beach, VA | Bluewater Yacht Sales

        2013 Chaparral 327 SSX
        • 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

            2025 Chaparral 250 OSX

            Request a Price

            Mary Esther, US 32569 | Sunrise Marine - Destin

            2025 Chaparral 250 OSX
            • 2012 Chaparral 196 SSi

              $18,995

              Washington, NC 27889 | Park Boat Company

              2012 Chaparral 196 SSi
              • 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

                  2025 Chaparral 250 OSX

                  Request a Price

                  Daphne, US 36526 | Sunrise Marine of Alabama

                  2025 Chaparral 250 OSX

                  2025 Chaparral 250 OSX

                  Request a Price

                  Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

                  2025 Chaparral 250 OSX
                  • 2026 Chaparral 21 SSi

                    $79,454

                    $592/mo*

                    Hayden, ID 83835 | Tobler Marina

                    2026 Chaparral 21 SSi
                    • 2017 Chaparral 250 Suncoast

                      $59,000

                      $440/mo*

                      Deerfield Beach, FL 33441 | Rick Obey Yacht Sales

                      2017 Chaparral 250 Suncoast
                      • 2012 Chaparral 196 SSi

                        $18,995

                        Washington, NC 27954 | Manteo Marine

                        2012 Chaparral 196 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 Crestliner 1650 Kodiak

                          $29,291

                          $255/mo*

                          Fredericktown, OH 43019 | Knox Marine - Ltd

                          2026 Crestliner 1650 Kodiak

                          2026 Crestliner 1650 Kodiak

                          $28,995

                          $252/mo*

                          Fredericktown, OH 43019 | Knox Marine - Ltd

                          2026 Crestliner 1650 Kodiak

                          2025 Crestliner 2050 Fish Hawk

                          $75,995

                          $566/mo*

                          Fredericktown, OH 43019 | Knox Marine - Ltd

                          2025 Crestliner 2050 Fish Hawk
                          • 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
                            • 2025 Chaparral 23 SSi

                              Request a Price

                              Washington, NC 27954 | Manteo Marine

                              2025 Chaparral 23 SSi
                              • 2026 Chaparral 23 SSi

                                $100,639

                                $750/mo*

                                Hayden, ID 83835 | Tobler Marina

                                2026 Chaparral 23 SSi
                                • 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

                                    2022 Chaparral 23 SSi

                                    $62,500

                                    $466/mo*

                                    Holiday, FL 34691 | Nautical Ventures

                                    2022 Chaparral 23 SSi
                                    • 2014 Chaparral SSI 226

                                      $39,995

                                      $348/mo*

                                      New Orleans, LA 70118 | The Boat Yard Inc

                                      2014 Chaparral SSI 226
                                      • 2021 Chaparral 23 Surf

                                        $64,863

                                        $483/mo*

                                        Miami, FL 33180 | SD Marine Group

                                        2021 Chaparral 23 Surf

                                        2019 Chaparral 237 SSX

                                        $54,500

                                        ↓ Price Drop

                                        $406/mo*

                                        Jacksonville, FL 32223 | Yachts360

                                        2019 Chaparral 237 SSX

                                        2026 Chaparral 21 SSi

                                        $71,700

                                        $534/mo*

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

                                        2026 Chaparral 21 SSi
                                        • 2020 Chaparral 280 OSX

                                          $159,900

                                          $1,191/mo*

                                          Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

                                          2020 Chaparral 280 OSX

                                          2025 Chaparral 21 SSi OB

                                          $67,315

                                          $501/mo*

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

                                          2025 Chaparral 21 SSi OB

                                          2025 Chaparral 267 SSX

                                          $198,385

                                          $1,478/mo*

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

                                          2025 Chaparral 267 SSX

                                          2022 Chaparral 267 SSX OB

                                          $120,000

                                          $894/mo*

                                          Miami, FL 33139 | Rick Obey Yacht Sales

                                          2022 Chaparral 267 SSX OB

                                          2026 Chaparral 250 OSX

                                          $171,206

                                          $1,275/mo*

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

                                          2026 Chaparral 250 OSX

                                          2017 Chaparral 244 Sunesta

                                          $49,000

                                          ↓ Price Drop

                                          $427/mo*

                                          Charleston, SC 29401 | Off the Hook Yacht Sales

                                          2017 Chaparral 244 Sunesta

                                          2026 Chaparral 21 SSi OB

                                          $63,530

                                          $473/mo*

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

                                          2026 Chaparral 21 SSi OB

                                          2026 Chaparral 250 OSX

                                          $183,085

                                          $1,364/mo*

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

                                          2026 Chaparral 250 OSX
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