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Cobra Python, Chaparral Sloop boats for sale

Clear All pythonAll Chaparral power-sloop power-dualconsolemake
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25 more Models...
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    103 boats
    Sort: Recommended
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      2026 Chaparral 250 OSX

      Request a Price

      Buford, GA 30518 | Atlanta Marine Lake Lanier

      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 OSX
      Dealer Logo

      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

      2017 Chaparral 244 Sunesta

      $49,000

      $427/mo*

      Charleston, SC 29401 | Off The Hook Yacht Sales

      • 2017 Chaparral 244 Sunesta
      • 2017 Chaparral 244 Sunesta
      • 2017 Chaparral 244 Sunesta
      • 2017 Chaparral 244 Sunesta
      Dealer Logo

      2026 Chaparral 250 OSX

      $171,206

      $1,275/mo*

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

      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 OSX
      • 2026 Chaparral 250 OSX

      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 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
      • 2025 Chaparral 23 SSi OB

        $96,439

        $718/mo*

        Bluffton, SC 29910 | Longshore Boats

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

        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
        • 2014 Chaparral 226 SSi

          $36,995

          $322/mo*

          New Orleans, LA 70118 | The Boat Yard Inc

          • 2014 Chaparral 226 SSi
          • 2014 Chaparral 226 SSi
          • 2014 Chaparral 226 SSi
          • 2014 Chaparral 226 SSi

          2026 Chaparral 23 SSi OB

          $94,115

          $701/mo*

          Stevensville, MD 21666 | 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 250 OSX

          $171,206

          $1,275/mo*

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

          • 2026 Chaparral 250 OSX
          • 2026 Chaparral 250 OSX
          • 2026 Chaparral 250 OSX
          • 2026 Chaparral 250 OSX

          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*

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

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

          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 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

          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

          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

          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
          • 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

            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
            • 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

              2025 Chaparral 267 SSX

              $143,218

              ↓ Price Drop

              $1,067/mo*

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

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

              2026 Chaparral 21 SSi OB

              $68,425

              $510/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
              • 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

                $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

                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

                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 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*

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

                • 2026 Chaparral 250 OSX
                • 2026 Chaparral 250 OSX

                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

                2025 Chaparral 21 SSi OB

                $67,315

                $501/mo*

                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 21 SSi OB

                $63,530

                $473/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

                2014 Chaparral 287 SSX

                $79,990

                $596/mo*

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

                • 2014 Chaparral 287 SSX
                • 2014 Chaparral 287 SSX
                • 2014 Chaparral 287 SSX
                • 2014 Chaparral 287 SSX

                2024 Chaparral 23 SSi OB

                $84,295

                $628/mo*

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

                • 2024 Chaparral 23 SSi OB
                • 2024 Chaparral 23 SSi OB
                • 2024 Chaparral 23 SSi OB
                • 2024 Chaparral 23 SSi OB
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