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Cobra Python, Chaparral 21 Ssi Power boats for sale

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Boat Type
  • All Power
  • Bowrider
  • Deck
  • Dual Console
  • Jet
  • Other
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  • Ski and Fish
  • Ski and Wakeboard
Make
  • Chaparral
  • Cobra
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1,596 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
  • 18 H2O Ski & Fish
  • 18 H2O Sport
  • 180 SS
  • 180 SSe
  • 180 SSi
  • 183 SS
  • 1830 SS
  • 186 SSi
  • 19 H2O Ski & Fish
  • 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 H2O Surf
  • 21 SSi Ski & Fish
  • 21 SSi Ski & Fish OB
  • 21 Surf
  • 210 SS
  • 210 SSi
  • 210 Suncoast Ski & Fish
  • 2130 SS
  • 215 SSi
  • 216 SSi
  • 216 SSi Wide Tech
  • 220 SSi
  • 220 SSi Wide Tech
  • 224 Xtreme
  • 225 SSi
  • 226 SSi
  • 227 SSX
  • 227 SSX Surf
  • 23 H2O Surf
  • 23 Surf
  • 230 SSi
  • 230 Suncoast
  • 232 Sunesta
  • 2330 SS
  • 2335 SS
  • 234 Fisherman
  • 235 SSi
  • 236 SSX
  • 236 SSi
  • 237 SSX
  • 24 SSI
  • 244
  • 244 Sunesta
  • 244 Sunesta Surf
  • 244 Xtreme
  • 246
  • 246 SSi
  • 246 SSi Surf
  • 25 Surf
  • 250 OSX
  • 250 Suncoast
  • 256 SSX
  • 256 SSi
  • 257 SSX
  • 26 Surf
  • 260 SSi
  • 264 Sunesta
  • 264 Sunesta Surf
  • 264 Xtreme
  • 265 SSi
  • 267 SSX OB
  • 270 OSX
  • 275 SSi
  • 276 SSX
  • 276 SSi
  • 277 SSX
  • 28 Surf
  • 280 SSi
  • 284 Sunesta
  • 285 SSi
  • 287 SSX
  • 2870 SSX
  • 290 Signature
  • 297 SSX
  • 30 Surf
  • 300 OSX
  • 307 SSX
  • 310 OSX
  • 310 Signature
  • 317 SSX
  • 327 SSX
  • 330 Signature
  • 337 SSX
  • 347 SSX
  • 350 Signature
  • 400 Premiere
  • GTS 1
  • GTS 3
  • GTS 6
  • SSX 30
  • SSX 4
  • SSX 6
  • SSX 8
  • Signature 240
  • Signature 250
  • Signature 260
  • Signature 270
  • Signature 280
  • Signature 290
  • Signature 300
  • Signature 310
  • Signature 320
  • Signature 330
  • Signature 350
  • Signature 370
  • Sunesta 210
  • Sunesta 214
  • Sunesta 216
  • Sunesta 220
  • Sunesta 222
  • Sunesta 223
  • Sunesta 224
  • Sunesta 224 Xtreme
  • Sunesta 232
  • Sunesta 233
  • Sunesta 234
  • Sunesta 236
  • Sunesta 242
  • Sunesta 243
  • Sunesta 244
  • Sunesta 244 Xtreme
  • Sunesta 252
  • Sunesta 254
  • Sunesta 263
  • Sunesta 264
  • Sunesta 264 Xtreme
  • Sunesta 274
  • Sunesta 284
  • Villain II
  • Villain IV
  • Vortex 203 VR
  • Vortex 203 VRX
  • Vortex 223 VRX
  • Vortex 243 VRX
  • Vortex 2430 VRX
Cobra Models
  • Python
  • Viper
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    • Gas
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      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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      197 boats
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      • Price: High to Low
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        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
        Dealer Logo

        2026 Chaparral 21 SSi OB

        $79,540

        $593/mo*

        Mary Esther, US 32569 | Sunrise Marine - Destin

        • 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 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
        Dealer Logo
        • 2015 Cobra Python

          $155,000

          $1,155/mo*

          Lake Havasu City, AZ 86406 | Private Seller

          • 2015 Cobra Python
          • 2015 Cobra Python
          • 2015 Cobra Python
          • 2015 Cobra Python

          2025 Chaparral 21 SSi

          $61,600

          ↓ Price Drop

          $459/mo*

          Hayden, ID 83835 | Tobler Marina

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

          2020 Chaparral 21 SSi OB

          $49,900

          ↓ Price Drop

          $434/mo*

          Fort Myers, FL 33908 | Fish Tale Boats

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

          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

          $72,410

          $539/mo*

          Conroe, TX 77301 | Texas Marine of Conroe

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

          2023 Chaparral 21 SSi Ski & Fish

          $69,990

          $521/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish
          • 2023 Chaparral 21 SSi Ski & Fish

          2025 Chaparral 21 SSi S&F

          $72,400

          $539/mo*

          Beaumont, TX 77705 | Texas Marine of Beaumont

          • 2025 Chaparral 21 SSi S&F
          • 2025 Chaparral 21 SSi S&F
          • 2025 Chaparral 21 SSi S&F
          • 2025 Chaparral 21 SSi S&F
          • 2025 Chaparral 21 SSi OB

            $70,620

            $526/mo*

            Metairie, LA 70003 | Bent 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

            $79,540

            $593/mo*

            Mary Esther, US 32569 | Sunrise Marine - Destin

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

            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

            $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

            2026 Chaparral 21 SSi OB

            $78,985

            $588/mo*

            Daphne, US 36526 | Sunrise Marine of Alabama

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

            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

              Request a Price

              Fort Lauderdale, FL 33301 | InterMarine

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

              2026 Chaparral 21 SSi

              $72,485

              $540/mo*

              Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

              $87,060

              $649/mo*

              Kenmore, WA 98028 | Seattle Water Sports

              • 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

              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

              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 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

              $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

              Request a Price

              Lewisville, TX 75067 | Nichols Marine - Lewisville, TX

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

              2025 Chaparral 21 SSi OB

              $76,855

              $573/mo*

              Kenmore, WA 98028 | Seattle Water Sports

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

              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

                Request a Price

                Hayden, ID 83835 | Tobler Marina

                • 2026 Chaparral 21 SSi
                • 2026 Chaparral 21 SSi
                • 2026 Chaparral 21 SSI Sport

                  $68,440

                  $510/mo*

                  Belle Vernon, PA 15012 | Smitty's Marina

                  • 2026 Chaparral 21 SSI Sport
                  • 2026 Chaparral 21 SSI Sport
                  • 2026 Chaparral 21 SSI Sport
                  • 2026 Chaparral 21 SSI Sport

                  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
                  • 2026 Chaparral 21 SSi Ski & Fish OB

                    $106,833

                    $796/mo*

                    Somerset, KY 42503 | Lake Cumberland Marine

                    • 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 Sport

                      $68,940

                      $514/mo*

                      Belle Vernon, PA 15012 | Smitty's Marina

                      • 2026 Chaparral 21 SSI Sport
                      • 2026 Chaparral 21 SSI Sport
                      • 2026 Chaparral 21 SSI Sport
                      • 2026 Chaparral 21 SSI Sport
                      • 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
                        Dealer Logo
                        • 2025 Chaparral 21 SSi

                          $67,995

                          $507/mo*

                          Young Harris, GA | Young Harris Water Sports

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