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  • Chaparral

Chaparral Sloop boats for sale

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140 more Makes...
Chaparral Ranges
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Chaparral Models
  • 21 SSi OB
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16 more Models...
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    68 boats
    Sort: Recommended
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      2024 Chaparral 23 SSi OB

      $79,487

      ↓ Price Drop

      $592/mo*

      Charleston, SC 29492 | Longshore Boats

      2024 Chaparral 23 SSi OB

      2026 Chaparral 21 SSi

      $75,965

      $566/mo*

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

      2026 Chaparral 21 SSi

      2024 Chaparral 23 SSi OB

      $79,929

      ↓ Price Drop

      $595/mo*

      Charleston, SC 29492 | Longshore Boats

      2024 Chaparral 23 SSi OB

      2026 Chaparral 250 OSX

      $135,565

      $1,010/mo*

      Waldorf, MD 20602 | Jim's Marine, Inc.

      2026 Chaparral 250 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

      $71,700

      $534/mo*

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

      2026 Chaparral 21 SSi
      • 2024 Chaparral 19 SSi OB

        $48,645

        $423/mo*

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

        2024 Chaparral 19 SSi OB
        • 2025 Chaparral 270 OSX

          $236,392

          $1,761/mo*

          Charleston, SC 29492 | Longshore Boats

          2025 Chaparral 270 OSX

          2025 Chaparral 21 SSi OB

          $67,315

          $501/mo*

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

          2025 Chaparral 21 SSi OB

          2025 Chaparral 267 SSX

          $149,218

          ↓ Price Drop

          $1,112/mo*

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

          2025 Chaparral 267 SSX

          2025 Chaparral 267 SSX

          $149,218

          ↓ Price Drop

          $1,112/mo*

          Waldorf, MD 20603 | Jim's Marine, Inc.

          2025 Chaparral 267 SSX

          2025 Chaparral 250 OSX

          Request a Price

          Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

          2025 Chaparral 250 OSX

          2025 Chaparral 250 OSX

          Request a Price

          Daphne, US 36526 | Sunrise Marine of Alabama

          2025 Chaparral 250 OSX

          2026 Yamaha Boats AR190

          $42,999

          $374/mo*

          Columbus, OH 43224 | Sizzle Marine

          2026 Yamaha Boats AR190

          2025 Yamaha Boats AR250

          $68,995

          ↓ Price Drop

          $514/mo*

          Columbus, OH 43224 | Sizzle Marine

          2025 Yamaha Boats AR250

          2026 Sun Tracker Party Barge 18 DLX

          $37,020

          $322/mo*

          Columbus, OH 43224 | Sizzle Marine

          2026 Sun Tracker Party Barge 18 DLX

          2026 Chaparral 23 SSi

          $88,765

          $661/mo*

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

          2026 Chaparral 23 SSi
          • 2025 Chaparral 19 SSi OB

            $60,214

            $449/mo*

            Bluffton, SC 29910 | Longshore Boats

            2025 Chaparral 19 SSi OB

            2026 Chaparral 250 OSX

            $135,565

            ↓ Price Drop

            $1,010/mo*

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

            2026 Chaparral 250 OSX

            2026 Chaparral 250 OSX

            $135,565

            $1,010/mo*

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

            2026 Chaparral 250 OSX
            • 2026 Chaparral 23 SSi OB

              $94,115

              $701/mo*

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

              2026 Chaparral 23 SSi OB
              • 2025 Chaparral 23 SSi OB

                Request a Price

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

                2025 Chaparral 23 SSi OB

                2025 Chaparral 267 SSX

                $149,218

                ↓ Price Drop

                $1,112/mo*

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

                2025 Chaparral 267 SSX
                • 2026 Chaparral OSX 250 Arriving late August 2025

                  Request a Price

                  Chesapeake, VA | Centerville Waterway Marina

                  2026 Chaparral OSX 250 Arriving late August 2025

                  2025 Chaparral 250 OSX

                  Request a Price

                  Mary Esther, US 32569 | Sunrise Marine - Destin

                  2025 Chaparral 250 OSX
                  • 2020 Chaparral 280 OSX

                    $159,900

                    $1,191/mo*

                    Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

                    2020 Chaparral 280 OSX
                    • 2025 Chaparral 23 SSi

                      Request a Price

                      Washington, NC 27954 | Manteo Marine

                      2025 Chaparral 23 SSi
                      • 2025 Chaparral 23 SSi

                        Request a Price

                        Washington, NC 27889 | Park Boat Company

                        2025 Chaparral 23 SSi

                        2025 Chaparral 267 SSX

                        $149,218

                        ↓ Price Drop

                        $1,112/mo*

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

                        2025 Chaparral 267 SSX

                        2019 Chaparral 237 SSX

                        $54,500

                        ↓ Price Drop

                        $406/mo*

                        Jacksonville, FL 32223 | Yachts360

                        2019 Chaparral 237 SSX
                        • 2021 Chaparral 23 Surf

                          $64,863

                          $483/mo*

                          Islamorada, FL 33036 | SD Marine Group

                          2021 Chaparral 23 Surf
                          • 2017 Chaparral 250 Suncoast

                            $59,000

                            $440/mo*

                            Deerfield Beach, FL 33441 | Rick Obey Yacht Sales

                            2017 Chaparral 250 Suncoast

                            2017 Chaparral 244 Sunesta

                            $49,000

                            ↓ Price Drop

                            $427/mo*

                            Charleston, SC 29401 | Off the Hook Yacht Sales

                            2017 Chaparral 244 Sunesta

                            2022 Chaparral 23 SSi

                            $62,500

                            $466/mo*

                            Holiday, FL 34691 | Nautical Ventures

                            2022 Chaparral 23 SSi
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