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Chaparral Sloop boats for sale

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145 more Makes...
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60 more Models...
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    272 boats
    Sort: Recommended
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      2024 Chaparral 28 Surf

      $212,134

      $1,580/mo*

      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

      • 2024 Chaparral 28 Surf
      • 2024 Chaparral 28 Surf
      • 2024 Chaparral 28 Surf
      • 2024 Chaparral 28 Surf
      Dealer Logo

      2026 Chaparral 280 OSX

      Request a Price

      Stevensville, MD 21666 | Jim's Marine, Inc.

      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      • 2026 Chaparral 280 OSX
      Dealer Logo

      2021 Chaparral 30 Surf

      $129,900

      $968/mo*

      Saint Clair Shores, MI 48080 | Lakeside Formula

      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      • 2021 Chaparral 30 Surf
      Dealer Logo
      • 2024 Chaparral 23 SSi

        $74,970

        $559/mo*

        Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2025 Chaparral 247 SSX

          Request a Price

          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

          • 2025 Chaparral 247 SSX
          • 2025 Chaparral 247 SSX
          • 2025 Chaparral 247 SSX
          • 2025 Chaparral 247 SSX

          2023 Chaparral 21 SSi Ski & Fish

          $69,990

          $521/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish

          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

          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
          • 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
              • 2025 Chaparral 28 Surf

                Request a Price

                US | Premier 54 Motorsports

                • 2025 Chaparral 28 Surf
                • 2025 Chaparral 28 Surf
                • 2025 Chaparral 28 Surf
                • 2025 Chaparral 28 Surf
                • 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 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
                    • 2026 Chaparral SSX 6

                      $238,073

                      $1,774/mo*

                      Somerset, KY 42503 | Lake Cumberland Marine

                      • 2026 Chaparral SSX 6
                      • 2026 Chaparral SSX 6
                      • 2026 Chaparral SSX 6
                      • 2026 Chaparral SSX 6
                      • 2025 Chaparral 21 SSi

                        $64,085

                        $477/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
                        • 2026 Chaparral SSX 6

                          $250,652

                          $1,867/mo*

                          Somerset, KY 42503 | Lake Cumberland Marine

                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6

                          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
                          • 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
                            • 2026 Chaparral SSX 8

                              $304,071

                              $2,265/mo*

                              Somerset, KY 42503 | Lake Cumberland Marine

                              • 2026 Chaparral SSX 8
                              • 2026 Chaparral SSX 8
                              • 2026 Chaparral SSX 8
                              • 2026 Chaparral SSX 8

                              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 270 OSX

                              $171,777

                              ↓ Price Drop

                              $1,280/mo*

                              Easton, MD 21601 | Jim's Marine, Inc.

                              • 2025 Chaparral 270 OSX
                              • 2025 Chaparral 270 OSX
                              • 2025 Chaparral 270 OSX
                              • 2025 Chaparral 270 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

                                2025 Chaparral 26 Surf

                                $223,900

                                ↓ Price Drop

                                $1,668/mo*

                                Hayden, ID 83835 | Tobler Marina

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

                                2016 Chaparral Sunesta 224

                                $47,995

                                $418/mo*

                                New Orleans, LA 70118 | The Boat Yard Inc

                                • 2016 Chaparral Sunesta 224
                                • 2016 Chaparral Sunesta 224
                                • 2016 Chaparral Sunesta 224
                                • 2016 Chaparral Sunesta 224

                                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
                                • 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

                                  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 GT Surf 1

                                  $100,900

                                  $752/mo*

                                  SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                                  • 2026 Chaparral GT Surf 1
                                  • 2026 Chaparral GT Surf 1
                                  • 2026 Chaparral GT Surf 1
                                  • 2026 Chaparral GT Surf 1
                                  • 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
                                    • 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 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

                                        2025 Chaparral 270 OSX

                                        $171,777

                                        ↓ Price Drop

                                        $1,280/mo*

                                        Stevensville, MD 21666 | Jim's Marine, Inc.

                                        • 2025 Chaparral 270 OSX
                                        • 2025 Chaparral 270 OSX
                                        • 2025 Chaparral 270 OSX
                                        • 2025 Chaparral 270 OSX
                                        • 2025 Chaparral 307 SSX

                                          Request a Price

                                          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                          • 2025 Chaparral 307 SSX
                                          • 2025 Chaparral 307 SSX
                                          • 2025 Chaparral 307 SSX
                                          • 2025 Chaparral 307 SSX
                                          Dealer Logo
                                          • 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
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