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Cobra Python, Chaparral Sloop boats for sale

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Boat Type
  • All Power
  • Bay
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  • Cruisers
  • Cuddy Cabin
  • Deck
  • Dual Console
  • Express Cruiser
  • High Performance
  • Jet
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  • Runabout
  • Ski and Fish
  • Ski and Wakeboard
  • Unspecified
Make
  • Chaparral
  • Sea Ray
  • Chris-Craft
  • Four Winns
  • Monterey
  • Cobalt
  • Regal
  • Rinker
  • Aviara
  • Bayliner
12 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
8 more Models...
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  • Gas
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    • Single Inboard
    • Single I/O
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    • Triple I/O
    • Triple Outboard
    • V-Drive
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    33 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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    • Distance: Nearest first
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    • Price: High to Low
    • Price: Low to High

      2026 Chaparral 23 SSi

      $84,435

      $629/mo*

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

      2026 Chaparral 23 SSi
      Dealer Logo

      2025 Chaparral 267 SSX

      $143,218

      $1,067/mo*

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

      2025 Chaparral 267 SSX
      Dealer Logo

      2014 Chaparral 287 SSX

      $79,990

      $596/mo*

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

      2014 Chaparral 287 SSX
      Dealer Logo

      2016 Chaparral 21 H2O Ski & Fish

      $24,871

      Jacksonville, FL 32202 | Bluewater Marine Jacksonville

      2016 Chaparral 21 H2O Ski & Fish
      • 2016 Chaparral 21 H2O Fish and Ski

        $24,871

        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

        2016 Chaparral 21 H2O Fish and Ski

        2016 Chaparral Sunesta 224

        $47,995

        $418/mo*

        New Orleans, LA 70118 | The Boat Yard Inc

        2016 Chaparral Sunesta 224

        2014 Chaparral 287 SSX

        $79,990

        $596/mo*

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

        2014 Chaparral 287 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*

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

        2025 Chaparral 267 SSX
        • 2017 Chaparral 244 Sunesta

          $49,000

          $427/mo*

          Charleston, SC 29401 | Off the Hook Yacht Sales

          2017 Chaparral 244 Sunesta

          2025 Chaparral 267 SSX

          $143,218

          ↓ Price Drop

          $1,067/mo*

          Galena, MD 21635 | 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

          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*

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

          2025 Chaparral 267 SSX

          2026 Chaparral 23 SSi

          $84,435

          $629/mo*

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

          2026 Chaparral 23 SSi

          2026 Chaparral 21 SSi

          $71,700

          $534/mo*

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

          2026 Chaparral 21 SSi

          2026 Chaparral 23 SSi

          $84,435

          $629/mo*

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

          2026 Chaparral 23 SSi

          2026 Chaparral 23 SSi

          $84,435

          $629/mo*

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

          2026 Chaparral 23 SSi
          • 2012 Chaparral 246 SSi

            $39,000

            $340/mo*

            Wilmington, NC 28405 | Yachts360

            2012 Chaparral 246 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 23 SSi

            $88,765

            $661/mo*

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

            2026 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
              • 2023 Chaparral 23 SSi

                $69,995

                $521/mo*

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

                2023 Chaparral 23 SSi
                • 2018 Chaparral 21 H2O Sport

                  $27,900

                  $243/mo*

                  Upper East Side, FL 33138 | Export Yacht Sales

                  2018 Chaparral 21 H2O Sport

                  2015 Chaparral 264 Sunesta

                  $54,995

                  $410/mo*

                  Brick, NJ 08724 | Brennan Boat Company, Inc.

                  2015 Chaparral 264 Sunesta

                  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
                  • 2015 Chaparral 226 SSi

                    $33,500

                    $292/mo*

                    Tierra Verde, FL 33715 | Tierra Verde Yachts

                    2015 Chaparral 226 SSi
                    • 2002 Chaparral Sunesta 242

                      $12,500

                      Pompano Beach, FL 33062 | Complete Marine

                      2002 Chaparral Sunesta 242

                      2020 Chaparral 277 SSX

                      $84,990

                      ↓ Price Drop

                      $633/mo*

                      Williamstown, NJ 08094 | Cecil Marine

                      2020 Chaparral 277 SSX
                      • 2008 Chaparral 276 SSX

                        $54,995

                        $410/mo*

                        Pottsboro, TX 75076 | Fort Callahan Offshore & Offroad

                        2008 Chaparral 276 SSX
                        • 2005 Chaparral 262 EX

                          $12,900

                          Apollo Beach, FL 33572 | All Captains Yacht Sales

                          2005 Chaparral 262 EX
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