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  • Chaparral

Chaparral Sloop boats for sale

Clear AllAll Chaparral power-sloop power-bowrider
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227 more Makes...
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Chaparral Models
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103 more Models...
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    1,172 boats
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      2025 Chaparral 310 OSX

      Request a Price

      South Windsor, CT 06074 | A & S Boats

      2025 Chaparral 310 OSX
      Dealer Logo

      2022 Chaparral 247 SSX

      $99,995

      $745/mo*

      Madera, CA 93636 | Semper Speed and Marine

      2022 Chaparral 247 SSX
      Dealer Logo

      2026 Chaparral OSX 310 Arriving Late January 2026

      Request a Price

      Chesapeake, VA | Centerville Waterway Marina

      2026 Chaparral OSX 310 Arriving Late January 2026
      Dealer Logo

      2025 Chaparral 270 OSX

      $171,777

      ↓ Price Drop

      $1,280/mo*

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

      2025 Chaparral 270 OSX

      2026 Chaparral 23 SSi OB

      $94,115

      $701/mo*

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

      2026 Chaparral 23 SSi OB

      2026 Chaparral 21 SSi OB

      $63,530

      $473/mo*

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

      2026 Chaparral 21 SSi OB
      • 2024 Chaparral 19 SSi OB

        $41,793

        $364/mo*

        Leesburg, GA 31763 | Boaters World Marine Centers

        2024 Chaparral 19 SSi OB

        2025 Chaparral 287 SSX

        Request a Price

        Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

        2025 Chaparral 287 SSX

        2024 Chaparral 23 SSi OB

        $90,850

        $677/mo*

        Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

        2024 Chaparral 23 SSi OB

        2026 Chaparral GT Surf 1

        $100,900

        $752/mo*

        SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

        2026 Chaparral GT Surf 1
        • 2025 Chaparral 23 SSi

          $84,995

          $633/mo*

          Buford, GA 30518 | Atlanta Marine Lake Lanier

          2025 Chaparral 23 SSi

          2018 Chaparral 210 Suncoast

          $19,900

          Cape Coral, FL 33993 | Boat-Simple Ft. Myers

          2018 Chaparral 210 Suncoast

          2019 Chaparral 300 OSX

          $169,900

          $1,266/mo*

          Marco Island, US 34145 | Walkers Marine

          2019 Chaparral 300 OSX

          2024 Chaparral 23 SSi OB

          $79,929

          $595/mo*

          Charleston, SC 29492 | Longshore Boats

          2024 Chaparral 23 SSi OB

          2024 Chaparral 247 SSX

          $110,900

          ↓ Price Drop

          $826/mo*

          Hayden, ID 83835 | Tobler Marina

          2024 Chaparral 247 SSX

          2026 Chaparral 23 SSi OB

          $104,070

          $775/mo*

          Kenmore, WA 98028 | Seattle Water Sports

          2026 Chaparral 23 SSi OB

          2025 Chaparral 310 OSX

          $348,284

          $2,595/mo*

          Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

          2025 Chaparral 310 OSX

          2025 Chaparral 267 SSX

          $143,218

          ↓ Price Drop

          $1,067/mo*

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

          2025 Chaparral 267 SSX

          2016 Chaparral 21 H2O Ski & Fish

          $24,871

          Jacksonville, FL 32202 | Bluewater Marine Jacksonville

          2016 Chaparral 21 H2O Ski & Fish

          2005 Chaparral Sunesta 252

          $19,995

          Kenmore, WA 98028 | Seattle Water Sports

          2005 Chaparral Sunesta 252

          2025 Chaparral 26 Surf

          $179,995

          $1,341/mo*

          Round Lake, IL 60073 | Munson Ski & Marine

          2025 Chaparral 26 Surf

          2026 Chaparral 21 SSi OB

          $75,369

          $561/mo*

          Bluffton, SC 29910 | Longshore Boats

          2026 Chaparral 21 SSi OB

          2026 Chaparral 21 SSi OB

          $78,985

          $588/mo*

          Daphne, US 36526 | Sunrise Marine of Alabama

          2026 Chaparral 21 SSi OB

          2025 Chaparral 21 Surf

          $97,090

          $723/mo*

          Lewisville, TX 75067 | Jerry Whittle Boats

          2025 Chaparral 21 Surf

          2023 Chaparral 23 SSi OB

          $63,500

          ↓ Price Drop

          $473/mo*

          Hayden, ID 83835 | Tobler Marina

          2023 Chaparral 23 SSi OB
          • 2001 Chaparral Sunesta 263

            $12,999

            Johnson City, US 37615 | Rockingham Marine - Johnson City

            2001 Chaparral Sunesta 263
            • 2014 Chaparral EXTREMEM 244

              $54,500

              $406/mo*

              Peoria, AZ 85383 | Century Marine

              2014 Chaparral EXTREMEM 244

              2006 Chaparral 256 SSi

              $29,995

              $261/mo*

              Glendo, WY 82213 | Engel Volkers Yachting Americas

              2006 Chaparral 256 SSi

              2025 Chaparral 23 SSi

              $99,965

              $745/mo*

              Kenmore, WA 98028 | Seattle Water Sports

              2025 Chaparral 23 SSi

              2026 Chaparral 280 OSX

              Request a Price

              Daphne, US 36526 | Sunrise Marine of Alabama

              2026 Chaparral 280 OSX

              2002 Chaparral 263 Sunesta

              $19,900

              Lake Ozark, MO 65049 | Ozark Yachts & Motorsports

              2002 Chaparral 263 Sunesta
              • 2011 Chaparral 186 SSi

                $19,999

                KEMAH, TX 77565 | Gulf Coast Boating Center - TX

                2011 Chaparral 186 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

                  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 310 OSX

                    Request a Price

                    Mary Esther, US 32569 | Sunrise Marine - Destin

                    2025 Chaparral 310 OSX
                    Dealer Logo
                    • 2021 Chaparral 347 SSX

                      $239,500

                      $1,784/mo*

                      Sunrise Beach, MO 65079 | Ozark Yachts & Motorsports

                      2021 Chaparral 347 SSX
                      Dealer Logo
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