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  • Python

Cobra Python, Chaparral 21 Ssi Runabout boats for sale

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Boat Type
  • All Power
  • Bowrider
  • Deck
  • Dual Console
  • Jet
  • Other
  • Runabout
  • Ski and Fish
  • Ski and Wakeboard
Make
  • Sea-Doo
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  • Bayliner
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353 more Makes...
Chaparral Models
  • 23 SSi
  • 21 SSi
  • 21 SSi OB
  • 247 SSX
  • 267 SSX
  • 23 SSi OB
  • 270 OSX
  • 250 OSX
  • 23 Surf
  • 230 SSi
  • 18 H2O Ski & Fish
  • 180 SS
  • 180 SSe
  • 180 SSi
  • 183 SS
  • 1830 SS
  • 19 H2O Sport
  • 19 SSi
  • 19 SSi OB
  • 19 Sport H2O
  • 190 SSi
  • 191 Suncoast
  • 1930 SS
  • 196 SSi
  • 200 SSe
  • 204 SSi
  • 204 Xtreme
  • 205 SSe
  • 206 SSi
  • 21 H2O Ski & Fish
  • 21 H2O Sport
  • 21 SSi Ski & Fish OB
  • 21 Surf
  • 210 SSi
  • 2130 SS
  • 215 SSi
  • 216 SSi
  • 220 SSi
  • 220 SSi Wide Tech
  • 224 Sunesta
  • 225 SSi
  • 226 SSi
  • 227 SSX
  • 23 H2O Surf
  • 230 Suncoast
  • 2330 SS
  • 2335 SS
  • 236 SSX
  • 236 SSi
  • 237 SSX
  • 244 Sunesta
  • 246
  • 246 SSi
  • 250 Suncoast
  • 256 SSX
  • 256 SSi
  • 257 SSX
  • 26 Surf
  • 260 SSi
  • 264 Sunesta
  • 267 SSX OB
  • 275 SSi
  • 276 SSX
  • 276 SSi
  • 277 SSX
  • 28 Surf
  • 280 OSX
  • 280 SSi
  • 284 Sunesta
  • 287 SSX
  • 2870 SSX
  • 297 SSX
  • 30 Surf
  • 307 SSX
  • 310 OSX
  • 317 SSX
  • 327 SSX
  • 337 SSX
  • 347 SSX
  • GTS 1
  • GTS 3
  • SSX 30
  • SSX 4
  • SSX 6
  • SSX 8
  • Sunesta 214
  • Sunesta 216
  • Sunesta 224
  • Sunesta 232
  • Sunesta 233
  • Sunesta 234
  • Sunesta 236
  • Sunesta 244
  • Sunesta 244 Xtreme
  • Sunesta 252
  • Sunesta 254
  • Sunesta 264
  • Sunesta 264 Xtreme
  • Sunesta 274
  • Sunesta 284
  • Villain II
  • Vortex 203 VR
  • Vortex 223 VRX
Fuel Type
  • Gas
Hull Material
    Engine Type
    • All
    • Direct Drive
    • Jet Drive
    • None
    • Other
    • Single Inboard
    • Single I/O
    • Single Outboard
    • Twin Inboard
    • Twin I/O
    • Twin Outboard
    • Triple I/O
    • Triple Outboard
    • V-Drive
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    75 boats
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    • Price: High to Low
    • Price: Low to High

      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

      $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
      Dealer Logo

      2025 Chaparral 21 SSi

      $67,995

      $507/mo*

      Walworth, WI 53184 | Munson Ski & Marine - Fontana

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

      2021 Chaparral 21 SSi

      $49,850

      $434/mo*

      Green Bay, WI 54173 | Marine 365

      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi
      • 2021 Chaparral 21 SSi

      2025 Chaparral 21 SSi

      $73,785

      $550/mo*

      Lewisville, TX 75067 | Jerry Whittle Boats

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

      2025 Chaparral 21 SSi

      $75,020

      $559/mo*

      Kenmore, WA 98028 | Seattle Water Sports

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

      $74,975

      $559/mo*

      Kenmore, WA 98028 | Seattle Water Sports

      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 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
        • 2025 Chaparral 21 SSi
        • 2025 Chaparral 21 SSi
        • 2025 Chaparral 21 SSi

        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

        2025 Chaparral 21 SSi

        $74,290

        $553/mo*

        Kenmore, WA 98028 | Seattle Water Sports

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

        2026 Chaparral 21 SSi OB

        $75,369

        $561/mo*

        Bluffton, SC 29910 | Longshore Boats

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

          Request a Price

          Hayden, ID 83835 | Tobler Marina

          • 2026 Chaparral 21 SSi
          • 2026 Chaparral 21 SSi

          2026 Chaparral 21 SSi

          $74,495

          $555/mo*

          Delavan, WI 53115 | Reed's Marine

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

          2026 Chaparral 21 SSi

          $73,360

          $547/mo*

          Delavan, WI 53115 | Reed's Marine

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

          2025 Chaparral 21 SSi

          $67,995

          $507/mo*

          Round Lake, IL 60073 | Munson Ski & Marine

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

          2025 Chaparral 21 SSi

          $68,875

          $513/mo*

          Round Lake, IL 60073 | Munson Ski & Marine

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

          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 21 SSi

          $68,875

          $513/mo*

          Round Lake, IL 60073 | Munson Ski & Marine

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

          2026 Chaparral 21 SSi

          $75,970

          $566/mo*

          Suamico, WI 54173 | Marine 365

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

            $69,335

            $517/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

            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

            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 21 SSi

              Request a Price

              Hayden, ID 83835 | Tobler Marina

              • 2026 Chaparral 21 SSi
              • 2026 Chaparral 21 SSi
              • 2026 Chaparral 21 SSi
              • 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
              • 2025 Chaparral 21 SSi OB
              • 2025 Chaparral 21 SSi OB
              • 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 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
                • 2025 Chaparral 21 SSi

                  $69,930

                  $521/mo*

                  Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

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

                    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

                      $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
                      • 2026 Chaparral 21 SSi

                        $74,495

                        $555/mo*

                        Delavan, WI 53115 | Reed's Marine

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