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Cobra Python, Chaparral Sloop boats for sale

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    108 boats
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      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
      Dealer Logo

      2016 Chaparral 21 H2O Ski & Fish

      $24,871

      $217/mo*

      Jacksonville, FL 32202 | Bluewater Marine Jacksonville

      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Ski & Fish
      Dealer Logo

      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
      Dealer Logo
      • 2005 Chaparral 262 EX

        $12,900

        Apollo Beach, FL 33572 | All Captains Yacht Sales

        • 2005 Chaparral 262 EX
        • 2005 Chaparral 262 EX
        • 2005 Chaparral 262 EX
        • 2005 Chaparral 262 EX

        2023 Chaparral 280 OSX

        $179,000

        $1,334/mo*

        Sea Bright, NJ 07760 | Comstock Yacht Sales- Seabright

        • 2023 Chaparral 280 OSX
        • 2023 Chaparral 280 OSX
        • 2023 Chaparral 280 OSX
        • 2023 Chaparral 280 OSX

        2023 Chaparral 23 SSi OB

        $64,900

        ↓ Price Drop

        $483/mo*

        Sarasota, FL 34243 | Erickson Marine Corp.

        • 2023 Chaparral 23 SSi OB
        • 2023 Chaparral 23 SSi OB
        • 2023 Chaparral 23 SSi OB
        • 2023 Chaparral 23 SSi OB
        • 2021 Chaparral 280 OSX

          $195,000

          $1,453/mo*

          Sarasota, FL 34243 | Erickson Marine Corp.

          • 2021 Chaparral 280 OSX
          • 2021 Chaparral 280 OSX
          • 2021 Chaparral 280 OSX
          • 2021 Chaparral 280 OSX
          • 2023 Chaparral 300 OSX

            Request a Price

            Rogers, MN 72756 | MarineMax

            • 2023 Chaparral 300 OSX
            • 2023 Chaparral 300 OSX
            • 2023 Chaparral 300 OSX
            • 2023 Chaparral 300 OSX
              • 2025 Chaparral 280 OSX

                $239,995

                $1,788/mo*

                Little River, SC 29566 | Coastal Boat Pros

                • 2025 Chaparral 280 OSX
                • 2025 Chaparral 280 OSX
                • 2025 Chaparral 280 OSX
                • 2025 Chaparral 280 OSX
                • 2008 Chaparral 276 SSX

                  $54,995

                  $410/mo*

                  Pottsboro, TX 75076 | Fort Callahan Offshore & Offroad

                  • 2008 Chaparral 276 SSX
                  • 2008 Chaparral 276 SSX
                  • 2008 Chaparral 276 SSX
                  • 2008 Chaparral 276 SSX
                  • 2005 Chaparral 280 SSi

                    $37,990

                    $331/mo*

                    Woodbridge, VA 22191 | Dominion Yachts

                    • 2005 Chaparral 280 SSi
                    • 2005 Chaparral 280 SSi
                    • 2005 Chaparral 280 SSi
                    • 2005 Chaparral 280 SSi
                    • 2007 Chaparral 190 SSi

                      $16,500

                      Ashland, VA 23005 | Commonwealth Boat Brokers

                      • 2007 Chaparral 190 SSi
                      • 2007 Chaparral 190 SSi
                      • 2007 Chaparral 190 SSi
                      • 2007 Chaparral 190 SSi
                      • 2020 Chaparral 21 SSi

                        $37,900

                        $330/mo*

                        Ashland, VA 23005 | Commonwealth Boat Brokers

                        • 2020 Chaparral 21 SSi
                        • 2020 Chaparral 21 SSi
                        • 2020 Chaparral 21 SSi
                        • 2020 Chaparral 21 SSi

                        2019 Chaparral 210 Suncoast

                        $45,000

                        ↓ Price Drop

                        $392/mo*

                        Johns Island, SC 29455 | Carolina Boat Brokerage , LLC

                        • 2019 Chaparral 210 Suncoast
                        • 2019 Chaparral 210 Suncoast
                        • 2019 Chaparral 210 Suncoast
                        • 2019 Chaparral 210 Suncoast
                        • 2019 Chaparral 210 Suncoast Ski & Fish

                          $39,900

                          $347/mo*

                          Little River, SC 29566 | Grand Strand Boat Sales - SC

                          • 2019 Chaparral 210 Suncoast Ski & Fish
                          • 2019 Chaparral 210 Suncoast Ski & Fish
                          • 2019 Chaparral 210 Suncoast Ski & Fish
                          • 2019 Chaparral 210 Suncoast Ski & Fish

                          2001 Chaparral 230 SSi

                          $14,900

                          Little River, SC 29566 | Grand Strand Boat Sales - SC

                          • 2001 Chaparral 230 SSi
                          • 2001 Chaparral 230 SSi
                          • 2001 Chaparral 230 SSi
                          • 2001 Chaparral 230 SSi

                          2018 Chaparral 230 Suncoast

                          $49,900

                          $434/mo*

                          Little River, SC 29566 | Grand Strand Boat Sales - SC

                          • 2018 Chaparral 230 Suncoast
                          • 2018 Chaparral 230 Suncoast
                          • 2018 Chaparral 230 Suncoast
                          • 2018 Chaparral 230 Suncoast

                          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
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