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Chaparral Sloop boats for sale

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313 more Makes...
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    543 boats
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      2013 Chaparral 327 SSX

      $105,000

      $782/mo*

      Edgewater, MD 21037 | North Point Yacht Sales

      • 2013 Chaparral 327 SSX
      • 2013 Chaparral 327 SSX
      • 2013 Chaparral 327 SSX
      • 2013 Chaparral 327 SSX
      Dealer Logo

      2025 Chaparral 307 SSX

      Request a Price

      Saint Joseph, MI 49085 | Pier 33

      • 2025 Chaparral 307 SSX
      • 2025 Chaparral 307 SSX
      • 2025 Chaparral 307 SSX
      • 2025 Chaparral 307 SSX
      Dealer Logo

      2018 Chaparral 337 SSX

      $189,997

      $1,415/mo*

      Lake Ozark, MO 65049 | Big Thunder Marine

      • 2018 Chaparral 337 SSX
      • 2018 Chaparral 337 SSX
      • 2018 Chaparral 337 SSX
      • 2018 Chaparral 337 SSX
      Dealer Logo

      2025 Chaparral 270 OSX

      $171,777

      ↓ Price Drop

      $1,280/mo*

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

      • 2025 Chaparral 270 OSX
      • 2025 Chaparral 270 OSX
      • 2025 Chaparral 270 OSX
      • 2025 Chaparral 270 OSX

      2026 Chaparral 21 SSi OB

      $63,530

      $473/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 287 SSX

      Request a Price

      Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

      • 2025 Chaparral 287 SSX
      • 2025 Chaparral 287 SSX
      • 2025 Chaparral 287 SSX
      • 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
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 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
      • 2026 Chaparral GT Surf 1
      • 2026 Chaparral GT Surf 1
      • 2026 Chaparral GT Surf 1

      2026 Chaparral 21 SSi

      $75,965

      $566/mo*

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

      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2025 Chaparral 23 SSi

        $84,995

        $633/mo*

        Buford, GA 30518 | Atlanta Marine Lake Lanier

        • 2025 Chaparral 23 SSi
        • 2025 Chaparral 23 SSi
        • 2025 Chaparral 23 SSi
        • 2025 Chaparral 23 SSi

        2024 Chaparral 23 SSi OB

        $79,929

        $595/mo*

        Charleston, SC 29492 | Longshore Boats

        • 2024 Chaparral 23 SSi OB
        • 2024 Chaparral 23 SSi OB
        • 2024 Chaparral 23 SSi OB
        • 2024 Chaparral 23 SSi OB

        2025 Chaparral 267 SSX

        $143,218

        ↓ Price Drop

        $1,067/mo*

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

        • 2025 Chaparral 267 SSX
        • 2025 Chaparral 267 SSX
        • 2025 Chaparral 267 SSX
        • 2025 Chaparral 267 SSX

        2025 Chaparral 26 Surf

        $179,995

        $1,341/mo*

        Round Lake, IL 60073 | Munson Ski & Marine

        • 2025 Chaparral 26 Surf
        • 2025 Chaparral 26 Surf
        • 2025 Chaparral 26 Surf
        • 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
        • 2026 Chaparral 21 SSi OB
        • 2026 Chaparral 21 SSi OB
        • 2001 Chaparral Sunesta 263

          $12,999

          Johnson City, US 37615 | Rockingham Marine - Johnson City

          • 2001 Chaparral Sunesta 263
          • 2001 Chaparral Sunesta 263
          • 2001 Chaparral Sunesta 263
          • 2001 Chaparral Sunesta 263

          2006 Chaparral 256 SSi

          $29,995

          $261/mo*

          Glendo, WY 82213 | Engel Volkers Yachting Americas

          • 2006 Chaparral 256 SSi
          • 2006 Chaparral 256 SSi
          • 2006 Chaparral 256 SSi
          • 2006 Chaparral 256 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 Ski & Fish
          • 2026 Chaparral 21 SSi Ski & Fish
          • 2026 Chaparral 21 SSi Ski & Fish

          2019 Chaparral 19 FISH AND SKI

          $42,318

          $368/mo*

          Grasonville, MD 21638 | MarineMax Kent Island

          • 2019 Chaparral 19 FISH AND SKI
          • 2019 Chaparral 19 FISH AND SKI
          • 2019 Chaparral 19 FISH AND SKI
          • 2019 Chaparral 19 FISH AND SKI
          • 2022 Chaparral 300 OSX

            $269,900

            $2,011/mo*

            US | Premier 54 Motorsports

            • 2022 Chaparral 300 OSX
            • 2022 Chaparral 300 OSX
            • 2022 Chaparral 300 OSX
            • 2022 Chaparral 300 OSX

            2021 Chaparral 237 SSX

            $59,990

            $447/mo*

            Orange Beach, AL 36561 | Orange Beach Boat & Yacht Sales @ Zeke's Landing & Marina

            • 2021 Chaparral 237 SSX
            • 2021 Chaparral 237 SSX
            • 2021 Chaparral 237 SSX
            • 2021 Chaparral 237 SSX

            2026 Chaparral 23 SSi

            $94,900

            $707/mo*

            Suamico, WI 54173 | Marine 365

            • 2026 Chaparral 23 SSi
            • 2026 Chaparral 23 SSi
            • 2026 Chaparral 23 SSi
            • 2026 Chaparral 23 SSi

            2000 Chaparral 205 SSe

            $6,000

            Marblehead, OH 43440 | Marine Tech Concepts

            • 2000 Chaparral 205 SSe
            • 2000 Chaparral 205 SSe
            • 2000 Chaparral 205 SSe
            • 2000 Chaparral 205 SSe

            2025 Chaparral 267 SSX

            $143,218

            ↓ Price Drop

            $1,067/mo*

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

            • 2025 Chaparral 267 SSX
            • 2025 Chaparral 267 SSX
            • 2025 Chaparral 267 SSX
            • 2025 Chaparral 267 SSX
            • 2025 Chaparral SSI 23

              $85,299

              $635/mo*

              Rogers, AR 72756 | Sunrise Marine and Motorsports - Rogers

              • 2025 Chaparral SSI 23
              • 2025 Chaparral SSI 23
              • 2025 Chaparral SSI 23
              • 2025 Chaparral SSI 23

              2026 Chaparral 23 SSi

              $104,785

              $781/mo*

              Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

              • 2026 Chaparral 23 SSi
              • 2026 Chaparral 23 SSi
              • 2026 Chaparral 23 SSi
              • 2026 Chaparral 23 SSi
              • 2025 Chaparral 23 Surf

                $107,995

                $805/mo*

                Buford, GA 30518 | Atlanta Marine Lake Lanier

                • 2025 Chaparral 23 Surf
                • 2025 Chaparral 23 Surf
                • 2025 Chaparral 23 Surf
                • 2025 Chaparral 23 Surf

                2026 Chaparral 21 SSi OB

                $68,425

                $510/mo*

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

                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB
                • 2004 Chaparral 220 SSi

                  $19,000

                  Elk Grove, CA 95758 | Private Seller

                  • 2004 Chaparral 220 SSi
                  • 2004 Chaparral 220 SSi
                  • 2004 Chaparral 220 SSi
                  • 2004 Chaparral 220 SSi

                  2004 Chaparral Sunesta 234

                  $19,500

                  ↓ Price Drop

                  North Shore, LA 70458 | Private Seller

                  • 2004 Chaparral Sunesta 234
                  • 2004 Chaparral Sunesta 234
                  • 2004 Chaparral Sunesta 234
                  • 2004 Chaparral Sunesta 234

                  2025 Chaparral 21 SSi OB

                  Request a Price

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

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

                  2026 Chaparral 270 OSX

                  $243,991

                  $1,818/mo*

                  Charleston, SC 29492 | Longshore Boats

                  • 2026 Chaparral 270 OSX
                  • 2026 Chaparral 270 OSX
                  • 2026 Chaparral 270 OSX
                  • 2026 Chaparral 270 OSX

                  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
                  • 2025 Chaparral 21 SSi Ski & Fish OB
                  • 2025 Chaparral 21 SSi Ski & Fish OB
                  • 2025 Chaparral 21 SSi Ski & Fish OB
                  • 2007 Chaparral Sunesta 252

                    $39,900

                    $347/mo*

                    Lake Havasu City, AZ 86403 | Sun Country Marine Group, Lake Havasu City, AZ

                    • 2007 Chaparral Sunesta 252
                    • 2007 Chaparral Sunesta 252
                    • 2007 Chaparral Sunesta 252
                    • 2007 Chaparral Sunesta 252
                    • 2011 Chaparral Sunesta 244 Xtreme

                      $34,999

                      $305/mo*

                      Kemah, TX 77565 | Gulf Coast Boating Center - TX

                      • 2011 Chaparral Sunesta 244 Xtreme
                      • 2011 Chaparral Sunesta 244 Xtreme
                      • 2011 Chaparral Sunesta 244 Xtreme
                      • 2011 Chaparral Sunesta 244 Xtreme
                      • 2025 Chaparral 30 Surf

                        $212,998

                        $1,587/mo*

                        Round Lake, IL 60073 | Munson Ski & Marine

                        • 2025 Chaparral 30 Surf
                        • 2025 Chaparral 30 Surf
                        • 2025 Chaparral 30 Surf
                        • 2025 Chaparral 30 Surf
                        Dealer Logo
                        • 2021 Chaparral 307 SSX

                          $159,900

                          $1,191/mo*

                          St Joseph, MI 49085 | Pier 33

                          • 2021 Chaparral 307 SSX
                          • 2021 Chaparral 307 SSX
                          • 2021 Chaparral 307 SSX
                          • 2021 Chaparral 307 SSX
                          Dealer Logo
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