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Cobra Python, Chaparral 21 Ssi Ob Power boats for sale

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Boat Type
  • All Power
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  • Ski and Wakeboard
Make
  • Chaparral
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1,598 more Makes...
Chaparral Models
  • 23 SSi
  • 21 SSi
  • 21 SSi OB
  • 23 SSi OB
  • 270 Signature
  • 210 Suncoast
  • 247 SSX
  • 224 Sunesta
  • 280 OSX
  • 267 SSX
149 more Models...
Cobra Models
  • Python
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    87 boats
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    • Price: High to Low
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      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
      Dealer Logo

      2026 Chaparral 21 SSi OB

      $68,425

      $510/mo*

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

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      Dealer Logo

      2025 Chaparral 21 SSi OB

      $79,850

      $595/mo*

      Green Bay, WI 54173 | Marine 365

      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      Dealer Logo

      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
      • 2025 Chaparral 21 SSi OB

        $73,115

        $545/mo*

        Manteo, NC 27889 | Park Boat Company

        • 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 In stock trailer included

        $70,175

        ↓ Price Drop

        $523/mo*

        Chesapeake, VA | Centerville Waterway Marina

        • 2026 Chaparral 21 SSi OB In stock trailer included
        • 2026 Chaparral 21 SSi OB In stock trailer included
        • 2026 Chaparral 21 SSi OB In stock trailer included
        • 2026 Chaparral 21 SSi OB In stock trailer included

        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

        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 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

        2025 Chaparral 21 SSi OB

        $68,540

        $511/mo*

        Longs, SC 29568 | Sportsman's Choice Marine

        • 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

        $68,425

        $510/mo*

        Easton, MD 21601 | 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 21 SSi OB

        $69,335

        $517/mo*

        Easton, MD 21601 | 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 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
        • 2025 Chaparral 21 SSi OB

          $71,634

          $534/mo*

          Charleston, SC 29492 | Longshore Boats

          • 2025 Chaparral 21 SSi OB
          • 2025 Chaparral 21 SSi OB
          • 2025 Chaparral 21 SSi OB
          • 2025 Chaparral 21 SSi OB
          • 2022 Chaparral 21 SSi OB

            $64,999

            $484/mo*

            Somerset, KY 42503 | Lake Cumberland Marine

            • 2022 Chaparral 21 SSi OB
            • 2022 Chaparral 21 SSi OB
            • 2022 Chaparral 21 SSi OB
            • 2022 Chaparral 21 SSi OB

            2025 Chaparral 21 SSi OB

            $67,985

            $506/mo*

            Longs, SC 29568 | Sportsman's Choice Marine

            2025 Chaparral 21 SSi OB
            • 2026 Chaparral 21 SSi OB

              $71,070

              $529/mo*

              Manteo, NC 27889 | Park Boat Company

              2026 Chaparral 21 SSi OB
              • 2026 Chaparral 21 SSi OB

                $71,070

                $529/mo*

                Manteo, NC 27954 | Manteo Marine

                2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB

                  Request a Price

                  Washington, NC 27889 | Park Boat Company

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

                    Request a Price

                    Washington, NC 27954 | Manteo Marine

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

                    2024 Chaparral 21 SSI FISH & SKI OB

                    $69,435

                    $517/mo*

                    Sodus Point, NY 14555 | Krenzer Marine

                    • 2024 Chaparral 21 SSI FISH & SKI OB
                    • 2024 Chaparral 21 SSI FISH & SKI OB
                    • 2024 Chaparral 21 SSI FISH & SKI OB
                    • 2024 Chaparral 21 SSI FISH & SKI OB
                    • 2025 Chaparral 21 SSi Ski & Fish OB

                      $68,065

                      $507/mo*

                      Harrison Township, MI 48045 | Sun Sport Marine

                      • 2025 Chaparral 21 SSi Ski & Fish OB
                      • 2025 Chaparral 21 SSi Ski & Fish OB
                      • 2025 Chaparral 21 SSi Ski & Fish OB
                      • 2025 Chaparral 21 SSi Ski & Fish OB
                      • 2025 Chaparral 21 SSi OB

                        $69,090

                        $515/mo*

                        Harrison Township, MI 48045 | Sun Sport Marine

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

                          $70,365

                          $524/mo*

                          Westover, AL 35147 | Skiers Marine

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

                            $70,365

                            $524/mo*

                            Brandon, MS 39047 | Skier's Marine Brandon, MS

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

                              $70,365

                              $524/mo*

                              Memphis, TN 38128 | Skier’s Marine Memphis

                              • 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

                                $73,045

                                $544/mo*

                                Jacksonville Beach, FL 32250 | Jacksonville Boat Sales

                                • 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

                                $69,995

                                $521/mo*

                                Williamstown, NJ 08094 | Cecil Marine

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

                                2023 Chaparral 21 SSi OB

                                $58,995

                                $440/mo*

                                Williamstown, NJ 08094 | Cecil Marine

                                • 2023 Chaparral 21 SSi OB
                                • 2023 Chaparral 21 SSi OB
                                • 2023 Chaparral 21 SSi OB
                                • 2023 Chaparral 21 SSi OB

                                2025 Chaparral 21 SSi OB

                                $69,995

                                $521/mo*

                                Williamstown, NJ 08094 | Cecil Marine

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

                                2023 Chaparral 21 SSi OB

                                $59,999

                                $447/mo*

                                Central Falls, RI 02863 | Twin City Marine, Inc.

                                • 2023 Chaparral 21 SSi OB
                                • 2023 Chaparral 21 SSi OB
                                • 2023 Chaparral 21 SSi OB
                                • 2023 Chaparral 21 SSi OB
                                • 2020 Chaparral 21 SSi OB

                                  $39,000

                                  $340/mo*

                                  Long Beach, CA 90803 | Pacific Freedom Marine

                                  • 2020 Chaparral 21 SSi OB
                                  • 2020 Chaparral 21 SSi OB
                                  • 2020 Chaparral 21 SSi OB
                                  • 2020 Chaparral 21 SSi OB
                                  • 2023 Chaparral 21 SSi OB

                                    $59,000

                                    $440/mo*

                                    Southport, NC 28461 | Mike Stidham Yachts & Brokerage

                                    • 2023 Chaparral 21 SSi OB
                                    • 2023 Chaparral 21 SSi OB
                                    • 2023 Chaparral 21 SSi OB
                                    • 2023 Chaparral 21 SSi OB
                                    • 2025 Chaparral 21 SSi OB

                                      $72,635

                                      $541/mo*

                                      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                      • 2025 Chaparral 21 SSi OB
                                      • 2025 Chaparral 21 SSi OB
                                      • 2025 Chaparral 21 SSi OB
                                      • 2025 Chaparral 21 SSi OB
                                      Dealer Logo
                                      • 2026 Chaparral 21 SSi OB In Stock Traier included

                                        $68,470

                                        $510/mo*

                                        Chesapeake, VA | Centerville Waterway Marina

                                        • 2026 Chaparral 21 SSi OB In Stock Traier included
                                        • 2026 Chaparral 21 SSi OB In Stock Traier included
                                        • 2026 Chaparral 21 SSi OB In Stock Traier included
                                        • 2026 Chaparral 21 SSi OB In Stock Traier included
                                        Dealer Logo
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