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New Cobra Python, Chaparral 21 Ssi Sloop boats for sale

Clear All pythonChaparral 21-ssinew power-sloop power-runabout power-unspec
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Boat Type
  • All Power
  • Bowrider
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  • Runabout
  • Ski and Fish
  • Ski and Wakeboard
Make
  • Sea Ray
  • Chaparral
  • Boston Whaler
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139 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
18 more Models...
Fuel Type
  • Gas
Hull Material
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    • Direct Drive
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    • Single Inboard
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    • V-Drive
    For Sale By
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    68 boats
    Sort: Recommended
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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

      2026 Chaparral 21 SSi

      $72,485

      $540/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      2026 Chaparral 21 SSi
      Dealer Logo

      2026 Chaparral 21 SSi

      $75,965

      $566/mo*

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

      2026 Chaparral 21 SSi
      Dealer Logo

      2025 Chaparral 21 SSi

      $77,380

      $576/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      2025 Chaparral 21 SSi

      2026 Chaparral 21 SSi OB

      $63,530

      $473/mo*

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

      2026 Chaparral 21 SSi OB

      2025 Chaparral 21 SSi

      $76,410

      $569/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      2025 Chaparral 21 SSi

      2026 Chaparral 21 SSi Ski & Fish

      $71,515

      $533/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      2026 Chaparral 21 SSi Ski & Fish

      2026 Chaparral 21 SSi OB

      $75,369

      $561/mo*

      Bluffton, SC 29910 | Longshore Boats

      2026 Chaparral 21 SSi OB

      2025 Chaparral 21 SSi OB

      $67,315

      $501/mo*

      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 Ski & Fish OB

      $75,095

      $559/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      2025 Chaparral 21 SSi Ski & Fish OB

      2026 Chaparral 21 SSi

      $74,495

      $555/mo*

      Delavan, WI 53115 | Reed's Marine

      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

        2025 Chaparral 21 SSi OB

        $76,480

        $570/mo*

        Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

        2025 Chaparral 21 SSi OB
        • 2025 Chaparral 21 SSi

          $70,205

          $523/mo*

          Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

          2025 Chaparral 21 SSi

          2026 Chaparral 21 SSi OB

          $69,335

          $517/mo*

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

          2026 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

          2025 Chaparral 21 SSi

          $75,020

          $559/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          2025 Chaparral 21 SSi

          2025 Chaparral 21 SSi OB

          $75,240

          $561/mo*

          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

          2025 Chaparral 21 SSi OB

          2026 Chaparral 21 SSi

          $75,965

          $566/mo*

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

          2026 Chaparral 21 SSi

          2026 Chaparral 21 SSi

          $72,485

          $540/mo*

          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

          2026 Chaparral 21 SSi

          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

          $74,975

          $559/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          2026 Chaparral 21 SSi

          2025 Chaparral 21 SSi

          $70,920

          $528/mo*

          Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

          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

          $73,360

          $547/mo*

          Delavan, WI 53115 | Reed's Marine

          2026 Chaparral 21 SSi

          2025 Chaparral 21 SSi

          $74,290

          $553/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          2025 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

          $67,995

          $507/mo*

          Round Lake, IL 60073 | Munson Ski & Marine

          2025 Chaparral 21 SSi
          • 2026 Chaparral 21 SSi

            Request a Price

            Hayden, ID 83835 | Tobler Marina

            2026 Chaparral 21 SSi

            2025 Chaparral 21 SSi OB

            Request a Price

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

            2025 Chaparral 21 SSi OB

            2026 Chaparral 21 SSi

            $75,970

            $566/mo*

            Suamico, WI 54173 | Marine 365

            2026 Chaparral 21 SSi

            2025 Chaparral 21 SSi

            $67,995

            $507/mo*

            Walworth, WI 53184 | Munson Ski & Marine - Fontana

            2025 Chaparral 21 SSi

            2025 Chaparral 21 SSi

            $68,875

            $513/mo*

            Round Lake, IL 60073 | Munson Ski & Marine

            2025 Chaparral 21 SSi
            • 2026 Chaparral 21 SSi

              $71,700

              $534/mo*

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

              2026 Chaparral 21 SSi
              Dealer Logo
              • 2026 Chaparral 21 SSi

                $72,935

                $543/mo*

                Fairfield, OH 45014 | Hern Marine

                2026 Chaparral 21 SSi
                Dealer Logo
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