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Chaparral Sloop boats for sale

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146 more Makes...
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60 more Models...
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    271 boats
    Sort: Recommended
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      2025 Chaparral 28 Surf

      $219,999

      $1,639/mo*

      Somerset, KY 42503 | Lake Cumberland Marine

      • 2025 Chaparral 28 Surf
      • 2025 Chaparral 28 Surf
      • 2025 Chaparral 28 Surf
      • 2025 Chaparral 28 Surf
      Dealer Logo

      2006 Chaparral 276 SSi

      $41,000

      $357/mo*

      Lake Ozark, MO 65049 | Ozark Yachts & Motorsports

      • 2006 Chaparral 276 SSi
      • 2006 Chaparral 276 SSi
      • 2006 Chaparral 276 SSi
      • 2006 Chaparral 276 SSi
      Dealer Logo

      2026 Chaparral 280 OSX

      $326,125

      $2,430/mo*

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

      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      Dealer Logo
      • 2025 Chaparral 21 SSi OB

        $72,635

        $541/mo*

        Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

        • 2025 Chaparral 21 SSi OB
        • 2025 Chaparral 21 SSi OB
        • 2025 Chaparral 21 SSi OB
        • 2025 Chaparral 21 SSi OB

        2025 Chaparral 270 OSX

        $171,777

        ↓ Price Drop

        $1,280/mo*

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

        • 2025 Chaparral 270 OSX
        • 2025 Chaparral 270 OSX
        • 2025 Chaparral 270 OSX
        • 2025 Chaparral 270 OSX
        • 2025 Chaparral 23 SSi

          $88,045

          $656/mo*

          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi

          2026 Chaparral 23 SSi OB

          $104,070

          $775/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB

          2005 Chaparral Sunesta 252

          $19,995

          Kenmore, WA 98028 | Seattle Water Sports

          • 2005 Chaparral Sunesta 252
          • 2005 Chaparral Sunesta 252
          • 2005 Chaparral Sunesta 252
          • 2005 Chaparral Sunesta 252

          2025 Chaparral 23 SSi

          $99,965

          $745/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2015 Chaparral 257 SSX

            $61,995

            $462/mo*

            New Orleans, LA 70116 | The Boat Yard Inc

            • 2015 Chaparral 257 SSX
            • 2015 Chaparral 257 SSX
            • 2015 Chaparral 257 SSX
            • 2015 Chaparral 257 SSX
            • 2016 Chaparral Vortex 203 VR

              $24,995

              New Orleans, LA 70118 | The Boat Yard Inc

              • 2016 Chaparral Vortex 203 VR
              • 2016 Chaparral Vortex 203 VR
              • 2016 Chaparral Vortex 203 VR
              • 2016 Chaparral Vortex 203 VR

              2021 Chaparral 230 Suncoast

              $68,100

              $507/mo*

              Middleton, MA 01949 | Legacy Marine Service

              • 2021 Chaparral 230 Suncoast
              • 2021 Chaparral 230 Suncoast
              • 2021 Chaparral 230 Suncoast
              • 2021 Chaparral 230 Suncoast
              • 2025 Chaparral 267 SSX

                Request a Price

                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                • 2025 Chaparral 267 SSX
                • 2025 Chaparral 267 SSX
                • 2025 Chaparral 267 SSX
                • 2025 Chaparral 267 SSX
                • 2021 Chaparral 230 SSi

                  $74,995

                  $559/mo*

                  New Orleans, LA 70118 | The Boat Yard Inc

                  • 2021 Chaparral 230 SSi
                  • 2021 Chaparral 230 SSi
                  • 2021 Chaparral 230 SSi
                  • 2021 Chaparral 230 SSi
                  • 2025 Chaparral 21 SSi

                    $69,930

                    $521/mo*

                    Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                    • 2025 Chaparral 21 SSi
                    • 2025 Chaparral 21 SSi
                    • 2025 Chaparral 21 SSi
                    • 2025 Chaparral 21 SSi

                    2025 Chaparral 270 OSX

                    $171,777

                    ↓ Price Drop

                    $1,280/mo*

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

                    • 2025 Chaparral 270 OSX
                    • 2025 Chaparral 270 OSX
                    • 2025 Chaparral 270 OSX
                    • 2025 Chaparral 270 OSX
                    • 2025 Chaparral 23 Surf

                      $114,825

                      $855/mo*

                      SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                      • 2025 Chaparral 23 Surf
                      • 2025 Chaparral 23 Surf
                      • 2025 Chaparral 23 Surf
                      • 2025 Chaparral 23 Surf

                      2023 Chaparral 250 OSX

                      $149,997

                      $1,117/mo*

                      Kenmore, WA 98028 | Seattle Water Sports

                      • 2023 Chaparral 250 OSX
                      • 2023 Chaparral 250 OSX
                      • 2023 Chaparral 250 OSX
                      • 2023 Chaparral 250 OSX
                      • 2025 Chaparral 23 SSI SPORT

                        $100,871

                        $751/mo*

                        Somerset, KY 42503 | Lake Cumberland Marine

                        • 2025 Chaparral 23 SSI SPORT
                        • 2025 Chaparral 23 SSI SPORT
                        • 2025 Chaparral 23 SSI SPORT
                        • 2025 Chaparral 23 SSI SPORT
                        • 2026 Chaparral GTS 6

                          $278,628

                          $2,076/mo*

                          Somerset, KY 42503 | Lake Cumberland Marine

                          • 2026 Chaparral GTS 6
                          • 2026 Chaparral GTS 6
                          • 2026 Chaparral GTS 6
                          • 2026 Chaparral GTS 6

                          2026 Chaparral GTS 6

                          Request a Price

                          Kenmore, WA 98028 | Seattle Water Sports

                          • 2026 Chaparral GTS 6
                          • 2026 Chaparral GTS 6
                          • 2026 Chaparral GTS 6
                          • 2026 Chaparral GTS 6
                          • 2025 Chaparral 21 SSi

                            $73,825

                            $550/mo*

                            Somerset, KY 42503 | Lake Cumberland Marine

                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 21 SSi
                            • 2025 Chaparral 26 Surf

                              Request a Price

                              Buford, GA 30518 | Atlanta Marine Lake Lanier

                              • 2025 Chaparral 26 Surf
                              • 2025 Chaparral 26 Surf
                              • 2025 Chaparral 26 Surf
                              • 2025 Chaparral 26 Surf

                              2025 Chaparral 23 Surf

                              $110,599

                              $824/mo*

                              Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                              • 2025 Chaparral 23 Surf
                              • 2025 Chaparral 23 Surf
                              • 2025 Chaparral 23 Surf
                              • 2025 Chaparral 23 Surf

                              2016 Chaparral 18 H2O Sport

                              $18,995

                              Metairie, LA 70003 | La Boat Dealer

                              • 2016 Chaparral 18 H2O Sport
                              • 2016 Chaparral 18 H2O Sport
                              • 2016 Chaparral 18 H2O Sport
                              • 2016 Chaparral 18 H2O Sport
                              • 2026 Chaparral GTS 3

                                $155,502

                                $1,158/mo*

                                Somerset, KY 42503 | Lake Cumberland Marine

                                • 2026 Chaparral GTS 3
                                • 2026 Chaparral GTS 3
                                • 2026 Chaparral GTS 3
                                • 2026 Chaparral GTS 3

                                2018 Chaparral 224 Sunesta

                                $39,500

                                $344/mo*

                                Cape Coral, FL 33993 | Boat-Simple Ft. Myers

                                • 2018 Chaparral 224 Sunesta
                                • 2018 Chaparral 224 Sunesta
                                • 2018 Chaparral 224 Sunesta
                                • 2018 Chaparral 224 Sunesta
                                • 2026 Chaparral GTS 6

                                  $280,003

                                  $2,086/mo*

                                  Somerset, KY 42503 | Lake Cumberland Marine

                                  • 2026 Chaparral GTS 6
                                  • 2026 Chaparral GTS 6
                                  • 2026 Chaparral GTS 6
                                  • 2026 Chaparral GTS 6
                                  • 2014 Chaparral Sunesta 224

                                    $42,995

                                    $374/mo*

                                    Marrero, LA 70072 | The Boat Yard Inc

                                    • 2014 Chaparral Sunesta 224
                                    • 2014 Chaparral Sunesta 224
                                    • 2014 Chaparral Sunesta 224
                                    • 2014 Chaparral Sunesta 224
                                    • 2025 Chaparral 23

                                      $127,997

                                      $954/mo*

                                      Hayden, ID 83835 | Tobler Marina

                                      • 2025 Chaparral 23
                                      • 2025 Chaparral 23
                                      • 2025 Chaparral 23
                                      • 2025 Chaparral 23

                                      2021 Chaparral 30 Surf

                                      $130,000

                                      $968/mo*

                                      Miami Beach, FL 33130 | POWERBOATS USA

                                      • 2021 Chaparral 30 Surf
                                      • 2021 Chaparral 30 Surf
                                      • 2021 Chaparral 30 Surf
                                      • 2021 Chaparral 30 Surf

                                      2026 Chaparral GTS 6

                                      Request a Price

                                      Suamico, WI 54173 | Marine 365

                                      • 2026 Chaparral GTS 6
                                      • 2026 Chaparral GTS 6
                                      • 2026 Chaparral GTS 6
                                      • 2026 Chaparral GTS 6
                                      • 2008 Chaparral 190 SSi

                                        $17,995

                                        New Orleans, LA 70118 | The Boat Yard Inc

                                        • 2008 Chaparral 190 SSi
                                        • 2008 Chaparral 190 SSi
                                        • 2008 Chaparral 190 SSi
                                        • 2008 Chaparral 190 SSi
                                        • 2025 Chaparral 21 SSi Ski & Fish

                                          $77,061

                                          $574/mo*

                                          Somerset, KY 42503 | Lake Cumberland Marine

                                          • 2025 Chaparral 21 SSi Ski & Fish
                                          • 2025 Chaparral 21 SSi Ski & Fish
                                          • 2025 Chaparral 21 SSi Ski & Fish
                                          • 2025 Chaparral 21 SSi Ski & Fish
                                          • 2016 Chaparral 307 SSX

                                            $138,900

                                            $1,035/mo*

                                            St Joseph, MI 49085 | Pier 33

                                            • 2016 Chaparral 307 SSX
                                            • 2016 Chaparral 307 SSX
                                            • 2016 Chaparral 307 SSX
                                            • 2016 Chaparral 307 SSX
                                            Dealer Logo
                                            • 2026 Chaparral SSX 30

                                              Request a Price

                                              Somerset, KY 42503 | Lake Cumberland Marine

                                              • 2026 Chaparral SSX 30
                                              • 2026 Chaparral SSX 30
                                              • 2026 Chaparral SSX 30
                                              • 2026 Chaparral SSX 30
                                              Dealer Logo
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