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Cobra Python, Chaparral Sloop boats for sale

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275 more Makes...
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    108 boats
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      2012 Chaparral 246 SSi

      $39,000

      $340/mo*

      Wilmington, NC 28405 | Yachts360

      • 2012 Chaparral 246 SSi
      • 2012 Chaparral 246 SSi
      • 2012 Chaparral 246 SSi
      • 2012 Chaparral 246 SSi
      Dealer Logo

      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
      • 2026 Chaparral OSX 250 In Stock Call for best Deal
      • 2026 Chaparral OSX 250 In Stock Call for best Deal
      • 2026 Chaparral OSX 250 In Stock Call for best Deal
      Dealer Logo

      2026 Chaparral 23 SSi OB

      $95,520

      $712/mo*

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

      • 2026 Chaparral 23 SSi OB
      • 2026 Chaparral 23 SSi OB
      • 2026 Chaparral 23 SSi OB
      • 2026 Chaparral 23 SSi OB
      Dealer Logo

      2026 Chaparral 21 SSi OB

      $68,425

      $510/mo*

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

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB

      2026 Chaparral 23 SSi

      $84,435

      $629/mo*

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

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

      2026 Chaparral 23 SSi OB

      $94,115

      $701/mo*

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

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

      2022 Chaparral 23 SSi

      $62,500

      $466/mo*

      Holiday, FL 34691 | Nautical Ventures

      • 2022 Chaparral 23 SSi
      • 2022 Chaparral 23 SSi
      • 2022 Chaparral 23 SSi
      • 2022 Chaparral 23 SSi

      2026 Chaparral 21 SSi

      $75,965

      $566/mo*

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

      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi

      2026 Chaparral 23 SSi

      $84,435

      $629/mo*

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

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

      2026 Chaparral 21 SSi OB

      $68,425

      $510/mo*

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

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 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 250 OSX
      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 OSX

      2026 Chaparral 21 SSi

      $71,700

      $534/mo*

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

      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi

      2025 Chaparral 267 SSX

      $143,218

      ↓ Price Drop

      $1,067/mo*

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

      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2025 Chaparral 267 SSX
      • 2017 Chaparral 250 Suncoast

        $59,000

        $440/mo*

        Deerfield Beach, FL 33441 | Rick Obey Yacht Sales

        • 2017 Chaparral 250 Suncoast
        • 2017 Chaparral 250 Suncoast
        • 2017 Chaparral 250 Suncoast
        • 2017 Chaparral 250 Suncoast

        2026 Chaparral 250 OSX

        $183,085

        $1,364/mo*

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

        • 2026 Chaparral 250 OSX
        • 2026 Chaparral 250 OSX

        2025 Chaparral 267 SSX

        $143,218

        ↓ Price Drop

        $1,067/mo*

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

        • 2025 Chaparral 267 SSX
        • 2025 Chaparral 267 SSX
        • 2025 Chaparral 267 SSX
        • 2025 Chaparral 267 SSX

        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

        2024 Chaparral 280 OSX

        $189,988

        $1,415/mo*

        Sarasota, FL 34243 | Carvista Marine

        • 2024 Chaparral 280 OSX
        • 2024 Chaparral 280 OSX
        • 2024 Chaparral 280 OSX
        • 2024 Chaparral 280 OSX

        2022 Chaparral 267 SSX OB

        $120,000

        $894/mo*

        Miami, FL 33139 | Rick Obey Yacht Sales

        • 2022 Chaparral 267 SSX OB
        • 2022 Chaparral 267 SSX OB
        • 2022 Chaparral 267 SSX OB
        • 2022 Chaparral 267 SSX OB
        • 2026 Chaparral 23 SSi OB

          Request a Price

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

          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB
          • 2026 Chaparral 23 SSi OB
          • 2015 Chaparral Vortex 203 VR

            $23,995

            South Windsor, CT 06074 | A & S Boats

            • 2015 Chaparral Vortex 203 VR
            • 2015 Chaparral Vortex 203 VR
            • 2015 Chaparral Vortex 203 VR
            • 2015 Chaparral Vortex 203 VR

            2019 Chaparral 237 SSX

            $49,900

            $434/mo*

            Jacksonville, FL 32223 | Yachts360

            • 2019 Chaparral 237 SSX
            • 2019 Chaparral 237 SSX
            • 2019 Chaparral 237 SSX
            • 2019 Chaparral 237 SSX

            2025 Chaparral 21 SSi OB

            Request a Price

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

            • 2025 Chaparral 21 SSi OB
            • 2025 Chaparral 21 SSi OB
            • 2025 Chaparral 21 SSi OB
            • 2025 Chaparral 21 SSi OB
            • 2018 Chaparral 21 H2O Sport

              $27,900

              $243/mo*

              Upper East Side, FL 33138 | Export Yacht Sales

              • 2018 Chaparral 21 H2O Sport
              • 2018 Chaparral 21 H2O Sport
              • 2018 Chaparral 21 H2O Sport
              • 2018 Chaparral 21 H2O Sport

              2025 Chaparral 21 SSi OB

              Request a Price

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

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

              2026 Chaparral 23 SSi OB

              $95,520

              $712/mo*

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

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

              2026 Chaparral 21 SSi OB

              $69,335

              $517/mo*

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

              • 2026 Chaparral 21 SSi OB
              • 2026 Chaparral 21 SSi OB
              • 2026 Chaparral 21 SSi OB
              • 2026 Chaparral 21 SSi OB

              2026 Chaparral 23 SSi

              $84,435

              $629/mo*

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

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

              2026 Chaparral 280 OSX

              $324,547

              $2,418/mo*

              Bluffton, SC 29910 | Longshore Boats

              • 2026 Chaparral 280 OSX
              • 2026 Chaparral 280 OSX
              • 2026 Chaparral 280 OSX
              • 2026 Chaparral 280 OSX
              • 2018 Chaparral Sunesta 244 Xtreme

                $64,995

                $484/mo*

                New Orleans, LA 70118 | The Boat Yard Inc

                • 2018 Chaparral Sunesta 244 Xtreme
                • 2018 Chaparral Sunesta 244 Xtreme
                • 2018 Chaparral Sunesta 244 Xtreme
                • 2018 Chaparral Sunesta 244 Xtreme

                2026 Chaparral 21 SSi OB

                $69,335

                $517/mo*

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

                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB

                2026 Chaparral 250 OSX

                $183,085

                $1,364/mo*

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

                • 2026 Chaparral 250 OSX
                • 2026 Chaparral 250 OSX

                2026 Chaparral 250 OSX

                $183,085

                $1,364/mo*

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

                • 2026 Chaparral 250 OSX
                • 2026 Chaparral 250 OSX

                2026 Chaparral 21 SSi Ski & Fish OB

                $78,894

                $588/mo*

                Bluffton, SC 29910 | Longshore Boats

                • 2026 Chaparral 21 SSi Ski & Fish OB
                • 2026 Chaparral 21 SSi Ski & Fish OB
                • 2026 Chaparral 21 SSi Ski & Fish OB
                • 2026 Chaparral 21 SSi Ski & Fish OB
                • 2011 Chaparral 264 Sunesta

                  $43,995

                  $383/mo*

                  Brick, NJ 08724 | Brennan Boat Company, Inc.

                  • 2011 Chaparral 264 Sunesta
                  • 2011 Chaparral 264 Sunesta
                  • 2011 Chaparral 264 Sunesta
                  • 2011 Chaparral 264 Sunesta
                  Dealer Logo
                  • 2018 Chaparral Sunesta 244 Xtreme

                    $64,995

                    $484/mo*

                    New Orleans, LA 70118 | The Boat Yard, Inc

                    • 2018 Chaparral Sunesta 244 Xtreme
                    • 2018 Chaparral Sunesta 244 Xtreme
                    • 2018 Chaparral Sunesta 244 Xtreme
                    • 2018 Chaparral Sunesta 244 Xtreme
                    Dealer Logo
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