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Cobra Python, Chaparral High Performance boats for sale

Clear All pythonAll Chaparralsingle+i--o power-highperf power-dualconsole
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Boat Type
  • All Power
  • Bay
  • Bowrider
  • Cruisers
  • Cuddy Cabin
  • Deck
  • Dual Console
  • Express Cruiser
  • High Performance
  • Jet
  • Other
  • Runabout
  • Ski and Fish
  • Ski and Wakeboard
  • Unspecified
Make
  • Sea Ray
  • Chaparral
  • Baja
  • Chris-Craft
  • Donzi
  • Cobalt
  • Monterey
  • Four Winns
  • Regal
  • MasterCraft
28 more Makes...
Chaparral Ranges
  • Sunesta
Chaparral Models
  • 23 SSi
  • 267 SSX
  • 287 SSX
  • 21 SSi
  • 264 Sunesta
  • 21 H2O Ski & Fish
  • 21 H2O Sport
  • 226 SSi
  • 227 SSX
  • 230 SSi
7 more Models...
Fuel Type
  • Gas
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    • 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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    32 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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    • Price: High to Low
    • Price: Low to High

      2026 Chaparral 23 SSi

      $88,765

      $661/mo*

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

      2026 Chaparral 23 SSi
      Dealer Logo

      2011 Chaparral 264 Sunesta

      $43,995

      $383/mo*

      Brick, NJ 08724 | Brennan Boat Company, Inc.

      2011 Chaparral 264 Sunesta
      Dealer Logo

      2026 Chaparral 23 SSi

      $84,435

      $629/mo*

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

      2026 Chaparral 23 SSi
      Dealer Logo

      2016 Chaparral 21 H2O Ski & Fish

      $24,871

      Jacksonville, FL 32202 | Bluewater Marine Jacksonville

      2016 Chaparral 21 H2O Ski & Fish

      2025 Chaparral 267 SSX

      $143,218

      ↓ Price Drop

      $1,067/mo*

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

      2025 Chaparral 267 SSX

      2026 Chaparral 23 SSi

      $84,435

      $629/mo*

      Stevensville, MD 21666 | Jim's Marine, Inc.

      2026 Chaparral 23 SSi
      • 2016 Chaparral 21 H2O Fish and Ski

        $24,871

        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

        2016 Chaparral 21 H2O Fish and Ski

        2026 Chaparral 23 SSi

        $84,435

        $629/mo*

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

        2026 Chaparral 23 SSi

        2025 Chaparral 267 SSX

        $143,218

        ↓ Price Drop

        $1,067/mo*

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

        2025 Chaparral 267 SSX

        2016 Chaparral Sunesta 224

        $47,995

        $418/mo*

        New Orleans, LA 70118 | The Boat Yard Inc

        2016 Chaparral Sunesta 224

        2026 Chaparral 23 SSi

        $84,435

        $629/mo*

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

        2026 Chaparral 23 SSi

        2026 Chaparral 23 SSi

        $88,765

        $661/mo*

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

        2026 Chaparral 23 SSi

        2026 Chaparral 23 SSi

        $84,435

        $629/mo*

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

        2026 Chaparral 23 SSi

        2025 Chaparral 267 SSX

        $143,218

        ↓ Price Drop

        $1,067/mo*

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

        2025 Chaparral 267 SSX

        2022 Chaparral 23 SSi

        $62,500

        $466/mo*

        Holiday, FL 34691 | Nautical Ventures

        2022 Chaparral 23 SSi

        2025 Chaparral 267 SSX

        $143,218

        ↓ Price Drop

        $1,067/mo*

        Stevensville, MD 21666 | Jim's Marine, Inc.

        2025 Chaparral 267 SSX

        2026 Chaparral 21 SSi

        $75,965

        $566/mo*

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

        2026 Chaparral 21 SSi

        2019 Chaparral 237 SSX

        $49,900

        $434/mo*

        Jacksonville, FL 32223 | Yachts360

        2019 Chaparral 237 SSX

        2014 Chaparral 287 SSX

        $79,990

        $596/mo*

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

        2014 Chaparral 287 SSX
        • 2017 Chaparral 244 Sunesta

          $49,000

          $427/mo*

          Charleston, SC 29401 | Off the Hook Yacht Sales

          2017 Chaparral 244 Sunesta
          • 2012 Chaparral 246 SSi

            $39,000

            $340/mo*

            Wilmington, NC 28405 | Yachts360

            2012 Chaparral 246 SSi

            2026 Chaparral 21 SSi

            $71,700

            $534/mo*

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

            2026 Chaparral 21 SSi
            • 2018 Chaparral 21 H2O Sport

              $27,900

              $243/mo*

              Upper East Side, FL 33138 | Export Yacht Sales

              2018 Chaparral 21 H2O Sport
              • 2023 Chaparral 23 SSi

                $69,995

                $521/mo*

                Middleton, MA 01949 | Port Harbor Marine - Middleton, MA

                2023 Chaparral 23 SSi
                • 2018 Chaparral 287 SSX

                  $89,850

                  $669/mo*

                  Copiague, NY 11758 | REV Yacht Sales

                  2018 Chaparral 287 SSX

                  2011 Chaparral 264 Sunesta

                  $43,995

                  $383/mo*

                  Brick, NJ 08724 | Brennan Boat Company, Inc.

                  2011 Chaparral 264 Sunesta

                  2015 Chaparral 264 Sunesta

                  $54,995

                  $410/mo*

                  Brick, NJ 08724 | Brennan Boat Company, Inc.

                  2015 Chaparral 264 Sunesta
                  • 2015 Chaparral 226 SSi

                    $33,500

                    $292/mo*

                    Tierra Verde, FL 33715 | Tierra Verde Yachts

                    2015 Chaparral 226 SSi

                    2018 Chaparral 287 SSX

                    $89,995

                    $670/mo*

                    Brick, NJ 08724 | Brennan Boat Company, Inc.

                    2018 Chaparral 287 SSX

                    2006 Chaparral 256 SSi

                    $19,900

                    Island Park, NY 11558 | Empire Point Boating Center

                    2006 Chaparral 256 SSi
                    • 1987 Chaparral Villain II

                      $35,000

                      Punta Gorda, FL 33905 | Pier-1 Marine

                      1987 Chaparral Villain II
                      • 2002 Chaparral Sunesta 242

                        $12,500

                        Pompano Beach, FL 33062 | Complete Marine

                        2002 Chaparral Sunesta 242
                        • 2017 Chaparral 227 SSX

                          $55,900

                          $416/mo*

                          Dania Beach, FL 33004 | Rafnar Boats USA D/B/A

                          2017 Chaparral 227 SSX
                          • 2005 Chaparral 262 EX

                            $12,900

                            Apollo Beach, FL 33572 | All Captains Yacht Sales

                            2005 Chaparral 262 EX
                            • 2023 Chaparral 23 SSi

                              $69,995

                              $521/mo*

                              Middleton, MA 01949 | Port Harbor Marine - Middleton, MA

                              2023 Chaparral 23 SSi
                              Dealer Logo
                              • 2025 Chaparral 267 SSX

                                $143,218

                                $1,067/mo*

                                Stevensville, MD 21666 | Jim's Marine, Inc.

                                2025 Chaparral 267 SSX
                                Dealer Logo
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