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New Cobra Python, Chaparral 21 Ssi Sloop boats for sale

Clear All pythonChaparral 21-ssinew power-sloop power-runabout power-highperf
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Boat Type
  • All Power
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Make
  • Sea Ray
  • Chaparral
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150 more Makes...
Chaparral Models
  • 21 SSi
  • 23 SSi
  • 21 SSi OB
  • 247 SSX
  • 250 OSX
  • 267 SSX
  • 270 OSX
  • 23 Surf
  • 23 SSi OB
  • 26 Surf
17 more Models...
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    60 boats
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    • Price: High to Low
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      2025 Chaparral 21 SSi

      $68,875

      $513/mo*

      Round Lake, IL 60073 | Munson Ski & Marine

      2025 Chaparral 21 SSi
      Dealer Logo

      2025 Chaparral 21 SSi

      $70,658

      $526/mo*

      Pueblo West, CO 81007 | Rocky Mountain Boat Company

      2025 Chaparral 21 SSi
      Dealer Logo

      2026 Chaparral 21 SSi

      $73,360

      $547/mo*

      Delavan, WI 53115 | Reed's Marine

      2026 Chaparral 21 SSi
      Dealer Logo
      • 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

        $68,875

        $513/mo*

        Round Lake, IL 60073 | Munson Ski & Marine

        2025 Chaparral 21 SSi
        • 2025 Chaparral 21 SSi

          $69,930

          $521/mo*

          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

          2025 Chaparral 21 SSi

          2026 Chaparral 21 SSi

          $75,965

          $566/mo*

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

          2026 Chaparral 21 SSi

          2025 Chaparral 21 SSi

          $68,875

          $513/mo*

          Walworth, WI 53184 | Munson Ski & Marine - Fontana

          2025 Chaparral 21 SSi
          • 2026 Chaparral 21 SSi OB

            $69,335

            $517/mo*

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

            2026 Chaparral 21 SSi OB

            2025 Chaparral 21 SSi OB

            $79,850

            $595/mo*

            Green Bay, WI 54173 | Marine 365

            2025 Chaparral 21 SSi OB

            2026 Chaparral 21 SSi

            $71,700

            $534/mo*

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

            2026 Chaparral 21 SSi

            2026 Chaparral 21 SSi OB

            $68,425

            $510/mo*

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

            2026 Chaparral 21 SSi OB

            2025 Chaparral 21 SSi

            $75,020

            $559/mo*

            Kenmore, WA 98028 | Seattle Water Sports

            2025 Chaparral 21 SSi

            2026 Chaparral 21 SSi

            $74,975

            $559/mo*

            Kenmore, WA 98028 | Seattle Water Sports

            2026 Chaparral 21 SSi

            2026 Chaparral 21 SSi

            $74,495

            $555/mo*

            Delavan, WI 53115 | Reed's Marine

            2026 Chaparral 21 SSi

            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

            Request a Price

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

            2025 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

            2025 Chaparral 21 SSi

            $74,290

            $553/mo*

            Kenmore, WA 98028 | Seattle Water Sports

            2025 Chaparral 21 SSi
            • 2026 Chaparral 21 SSi

              Request a Price

              Hayden, ID 83835 | Tobler Marina

              2026 Chaparral 21 SSi

              2026 Chaparral 21 SSi OB

              $69,335

              $517/mo*

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

              2026 Chaparral 21 SSi OB

              2025 Chaparral 21 SSi

              $67,995

              $507/mo*

              Walworth, WI 53184 | Munson Ski & Marine - Fontana

              2025 Chaparral 21 SSi

              2025 Chaparral 21 SSi

              $67,995

              $507/mo*

              Round Lake, IL 60073 | Munson Ski & Marine

              2025 Chaparral 21 SSi

              2026 Chaparral 21 SSi OB

              $75,369

              $561/mo*

              Bluffton, SC 29910 | Longshore Boats

              2026 Chaparral 21 SSi OB

              2025 Chaparral 21 SSi

              $68,875

              $513/mo*

              Round Lake, IL 60073 | Munson Ski & Marine

              2025 Chaparral 21 SSi
              • 2025 Chaparral 21 SSi

                $70,205

                $523/mo*

                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                2025 Chaparral 21 SSi

                2025 Chaparral 21 SSi

                $73,785

                $550/mo*

                Lewisville, TX 75067 | Jerry Whittle Boats

                2025 Chaparral 21 SSi

                2026 Chaparral 21 SSi

                $75,970

                $566/mo*

                Suamico, WI 54173 | Marine 365

                2026 Chaparral 21 SSi
                • 2025 Chaparral 21 SSi

                  $64,085

                  $477/mo*

                  Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                  2025 Chaparral 21 SSi
                  • 2026 Chaparral 21 SSi Ski & Fish OB

                    Request a Price

                    Hayden, ID 83835 | Tobler Marina

                    2026 Chaparral 21 SSi Ski & Fish OB

                    2026 Chaparral 21 SSi

                    $73,360

                    $547/mo*

                    Delavan, WI 53115 | Reed's Marine

                    2026 Chaparral 21 SSi
                    • 2026 Chaparral 21 SSi

                      Request a Price

                      Hayden, ID 83835 | Tobler Marina

                      2026 Chaparral 21 SSi

                      2025 Chaparral 21 SSi

                      $68,875

                      $513/mo*

                      Walworth, WI 53184 | Munson Ski & Marine - Fontana

                      2025 Chaparral 21 SSi

                      2025 Chaparral 21 SSi OB

                      $67,315

                      $501/mo*

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

                      2025 Chaparral 21 SSi OB
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