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Chaparral Sloop boats for sale

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    528 boats
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      2025 Chaparral 307 SSX

      Request a Price

      Green Bay, WI 54173 | Marine 365

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

      2022 Chaparral 317 SSX

      $209,995

      $1,564/mo*

      Buford, GA 30518 | Atlanta Marine Lake Lanier

      • 2022 Chaparral 317 SSX
      • 2022 Chaparral 317 SSX
      • 2022 Chaparral 317 SSX
      • 2022 Chaparral 317 SSX
      Dealer Logo

      2020 Chaparral 317 SSX

      $199,990

      $1,490/mo*

      Strawn, TX 76475 | VIP Boats and Yachts - Strawn

      • 2020 Chaparral 317 SSX
      • 2020 Chaparral 317 SSX
      • 2020 Chaparral 317 SSX
      • 2020 Chaparral 317 SSX
      Dealer Logo

      2024 Chaparral 23 SSi OB

      $79,487

      $592/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 23 SSi

      $85,900

      ↓ Price Drop

      $640/mo*

      Delavan, WI 53115 | Reed's Marine

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

        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 267 SSX

        $143,218

        ↓ Price Drop

        $1,067/mo*

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

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

        2025 Chaparral 287 SSX

        $189,850

        $1,414/mo*

        Suamico, WI 54173 | Marine 365

        • 2025 Chaparral 287 SSX
        • 2025 Chaparral 287 SSX
        • 2025 Chaparral 287 SSX
        • 2025 Chaparral 287 SSX

        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

        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
          • 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

            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
            • 2018 Chaparral 224 Sunesta

              $49,995

              $435/mo*

              Laconia, NH 03246 | Irwin Marine

              • 2018 Chaparral 224 Sunesta
              • 2018 Chaparral 224 Sunesta
              • 2018 Chaparral 224 Sunesta
              • 2018 Chaparral 224 Sunesta

              2025 Chaparral 21 SSi OB

              $67,315

              $501/mo*

              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 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 23 SSi

                $79,665

                $593/mo*

                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi
                • 2023 Chaparral 28 Surf

                  $169,995

                  $1,266/mo*

                  Buford, GA 30518 | Atlanta Marine Lake Lanier

                  • 2023 Chaparral 28 Surf
                  • 2023 Chaparral 28 Surf
                  • 2023 Chaparral 28 Surf
                  • 2023 Chaparral 28 Surf
                  • 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

                    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

                    2025 Chaparral 23 SSi

                    $89,850

                    $669/mo*

                    Green Bay, WI 54173 | Marine 365

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

                    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 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

                      Request a Price

                      Buford, GA 30518 | Atlanta Marine Lake Lanier

                      • 2025 Chaparral 26 Surf
                      • 2025 Chaparral 26 Surf
                      • 2025 Chaparral 26 Surf
                      • 2025 Chaparral 26 Surf
                      • 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 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 SSX 6

                          $234,302

                          $1,746/mo*

                          Walworth, WI 53184 | Munson Ski & Marine - Fontana

                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6
                          • 2026 Chaparral SSX 6
                          • 2007 Chaparral 246 SSi

                            $35,000

                            $305/mo*

                            Syracuse, UT 84075 | Private Seller

                            • 2007 Chaparral 246 SSi
                            • 2007 Chaparral 246 SSi
                            • 2007 Chaparral 246 SSi
                            • 2007 Chaparral 246 SSi
                            • 2025 Chaparral 23 Surf

                              $114,825

                              $855/mo*

                              SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

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

                              2023 Chaparral 250 OSX

                              $149,997

                              $1,117/mo*

                              Kenmore, WA 98028 | Seattle Water Sports

                              • 2023 Chaparral 250 OSX
                              • 2023 Chaparral 250 OSX
                              • 2023 Chaparral 250 OSX
                              • 2023 Chaparral 250 OSX
                              • 2025 Chaparral 30 Surf

                                $212,998

                                $1,587/mo*

                                Walworth, WI 53184 | Munson Ski & Marine - Fontana

                                • 2025 Chaparral 30 Surf
                                • 2025 Chaparral 30 Surf
                                • 2025 Chaparral 30 Surf
                                • 2025 Chaparral 30 Surf
                                Dealer Logo
                                • 2020 Chaparral 297 SSX

                                  $120,000

                                  $894/mo*

                                  Nashville, TN 37203 | Modern Marine

                                  • 2020 Chaparral 297 SSX
                                  • 2020 Chaparral 297 SSX
                                  • 2020 Chaparral 297 SSX
                                  • 2020 Chaparral 297 SSX
                                  Dealer Logo
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