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New Cobra Python, Chaparral Sloop boats for sale

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127 more Makes...
Chaparral Models
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    240 boats
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      2026 Chaparral 280 OSX

      $326,125

      $2,430/mo*

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

      2026 Chaparral 280 OSX
      Dealer Logo

      2024 Chaparral 280 OSX

      $199,995

      $1,490/mo*

      Buford, GA 30518 | Atlanta Marine Lake Lanier

      2024 Chaparral 280 OSX
      Dealer Logo

      2025 Chaparral 287 SSX

      $189,850

      $1,414/mo*

      Suamico, WI 54173 | Marine 365

      2025 Chaparral 287 SSX
      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 19 SSi OB

        $49,069

        ↓ Price Drop

        $427/mo*

        Delavan, WI 53115 | Reed's Marine

        2024 Chaparral 19 SSi OB
        • 2025 Chaparral 247 SSX

          Request a Price

          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

          2025 Chaparral 247 SSX
          • 2025 Chaparral 23 SSi

            $84,995

            $633/mo*

            Buford, GA 30518 | Atlanta Marine Lake Lanier

            2025 Chaparral 23 SSi

            2025 Chaparral 23 SSi

            $81,995

            $611/mo*

            Round Lake, IL 60073 | Munson Ski & Marine

            2025 Chaparral 23 SSi

            2025 Chaparral 30 Surf

            $212,998

            $1,587/mo*

            Walworth, WI 53184 | Munson Ski & Marine - Fontana

            2025 Chaparral 30 Surf

            2025 Chaparral 267 SSX

            $143,218

            ↓ Price Drop

            $1,067/mo*

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

            2025 Chaparral 267 SSX

            2026 Chaparral 23 SSi

            $84,435

            $629/mo*

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

            2026 Chaparral 23 SSi

            2025 Chaparral 23 Surf

            $105,995

            $790/mo*

            Round Lake, IL 60073 | Munson Ski & Marine

            2025 Chaparral 23 Surf

            2026 Chaparral 23 SSi

            $90,390

            $673/mo*

            Round Lake, IL 60073 | Munson Ski & Marine

            2026 Chaparral 23 SSi

            2023 Chaparral 250 OSX

            $149,997

            $1,117/mo*

            Kenmore, WA 98028 | Seattle Water Sports

            2023 Chaparral 250 OSX

            2025 Chaparral 21 SSi

            $73,785

            $550/mo*

            Lewisville, TX 75067 | Jerry Whittle Boats

            2025 Chaparral 21 SSi
            • 2026 Chaparral 247 SSX

              $129,995

              $968/mo*

              Buford, GA 30518 | Atlanta Marine Lake Lanier

              2026 Chaparral 247 SSX
              • 2025 Chaparral 267 SSX

                Request a Price

                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                2025 Chaparral 267 SSX

                2025 Chaparral 23 SSi

                $79,995

                $596/mo*

                Walworth, WI 53184 | Munson Ski & Marine - Fontana

                2025 Chaparral 23 SSi

                2026 Chaparral 21 SSi OB

                $68,425

                $510/mo*

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

                2026 Chaparral 21 SSi OB
                • 2024 Chaparral 280 OSX

                  $199,995

                  $1,490/mo*

                  Buford, GA 30518 | Atlanta Marine Lake Lanier

                  2024 Chaparral 280 OSX
                  • 2025 Chaparral 21 SSi

                    $64,085

                    $477/mo*

                    Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                    2025 Chaparral 21 SSi

                    2026 Chaparral 23 SSi

                    $84,435

                    $629/mo*

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

                    2026 Chaparral 23 SSi

                    2025 Chaparral 21 SSi

                    $68,875

                    $513/mo*

                    Walworth, WI 53184 | Munson Ski & Marine - Fontana

                    2025 Chaparral 21 SSi

                    2025 Chaparral 267 SSX

                    $143,218

                    ↓ Price Drop

                    $1,067/mo*

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

                    2025 Chaparral 267 SSX
                    • 2026 Chaparral GTS 3

                      $112,995

                      $842/mo*

                      Buford, GA 30518 | Atlanta Marine Lake Lanier

                      2026 Chaparral GTS 3

                      2024 Chaparral 23 SSi OB

                      $79,929

                      $595/mo*

                      Charleston, SC 29492 | Longshore Boats

                      2024 Chaparral 23 SSi OB

                      2025 Chaparral 23 SSi

                      $89,850

                      $669/mo*

                      Green Bay, WI 54173 | Marine 365

                      2025 Chaparral 23 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 2870 SSX

                        Request a Price

                        Buford, GA 30518 | Atlanta Marine Lake Lanier

                        2025 Chaparral 2870 SSX

                        2026 Chaparral 250 OSX

                        $193,829

                        $1,444/mo*

                        Bluffton, SC 29910 | Longshore Boats

                        2026 Chaparral 250 OSX

                        2025 Chaparral 270 OSX

                        $171,777

                        ↓ Price Drop

                        $1,280/mo*

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

                        2025 Chaparral 270 OSX

                        2026 Chaparral SSX 6

                        $241,588

                        $1,800/mo*

                        Walworth, WI 53184 | Munson Ski & Marine - Fontana

                        2026 Chaparral SSX 6

                        2025 Chaparral 247 SSX

                        $112,825

                        ↓ Price Drop

                        $841/mo*

                        Round Lake, IL 60073 | Munson Ski & Marine

                        2025 Chaparral 247 SSX
                        • 2025 Chaparral SSI 23

                          $85,299

                          $635/mo*

                          Rogers, AR 72756 | Sunrise Marine and Motorsports - Rogers

                          2025 Chaparral SSI 23
                          • 2026 Chaparral SSX 30

                            Request a Price

                            SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                            2026 Chaparral SSX 30
                            Dealer Logo
                            • 2025 Chaparral 280 OSX

                              $325,569

                              $2,425/mo*

                              Charleston, SC 29492 | Longshore Boats

                              2025 Chaparral 280 OSX
                              Dealer Logo
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