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  • Chaparral

Chaparral Sloop boats for sale

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142 more Makes...
Chaparral Ranges
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Chaparral Models
  • 250 OSX
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16 more Models...
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    71 boats
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      2026 Chaparral 21 SSi

      $71,700

      $534/mo*

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

      2026 Chaparral 21 SSi

      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

      $63,530

      $473/mo*

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

      2026 Chaparral 21 SSi OB
      • 2025 Chaparral 270 OSX

        $236,392

        $1,761/mo*

        Charleston, SC 29492 | Longshore Boats

        2025 Chaparral 270 OSX
        • 2026 Chaparral OSX 250 In Stock Call for best Deal

          $188,194

          $1,402/mo*

          Chesapeake, VA | Centerville Waterway Marina

          2026 Chaparral OSX 250 In Stock Call for best Deal
          • 2026 Chaparral 23 SSi OB

            $94,115

            $701/mo*

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

            2026 Chaparral 23 SSi OB

            2024 Chaparral 23 SSi OB

            $79,487

            ↓ Price Drop

            $592/mo*

            Charleston, SC 29492 | Longshore Boats

            2024 Chaparral 23 SSi OB

            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

            $183,085

            $1,364/mo*

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

            2026 Chaparral 250 OSX

            2026 Chaparral 250 OSX

            $183,085

            $1,364/mo*

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

            2026 Chaparral 250 OSX

            2026 Chaparral 250 OSX

            $183,085

            $1,364/mo*

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

            2026 Chaparral 250 OSX

            2025 Chaparral 250 OSX

            Request a Price

            Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

            2025 Chaparral 250 OSX
            • 2013 Chaparral 327 SSX

              $115,000

              $857/mo*

              Virginia Beach, VA | Bluewater Yacht Sales

              2013 Chaparral 327 SSX

              2025 Tahoe T18

              $33,985

              $296/mo*

              Columbus, OH 43224 | Sizzle Marine

              2025 Tahoe T18

              2006 Bayliner 185 Bowrider

              $11,995

              Columbus, OH 43224 | Sizzle Marine

              2006 Bayliner 185 Bowrider

              2026 Yamaha Boats 252SD

              $113,999

              $849/mo*

              Columbus, OH 43224 | Sizzle Marine

              2026 Yamaha Boats 252SD
              • 2026 Chaparral 23 SSi OB

                Request a Price

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

                2026 Chaparral 23 SSi OB

                2026 Chaparral 23 SSi

                $88,765

                $661/mo*

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

                2026 Chaparral 23 SSi

                2025 Chaparral 250 OSX

                Request a Price

                Daphne, US 36526 | Sunrise Marine of Alabama

                2025 Chaparral 250 OSX
                • 2024 Chaparral 19 SSi OB

                  $48,645

                  $423/mo*

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

                  2024 Chaparral 19 SSi OB

                  2025 Chaparral 250 OSX

                  Request a Price

                  Mary Esther, US 32569 | Sunrise Marine - Destin

                  2025 Chaparral 250 OSX

                  2025 Chaparral 267 SSX

                  $198,385

                  $1,478/mo*

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

                  2025 Chaparral 267 SSX

                  2025 Chaparral 267 SSX

                  $198,385

                  $1,478/mo*

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

                  2025 Chaparral 267 SSX

                  2025 Chaparral 267 SSX

                  $198,385

                  $1,478/mo*

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

                  2025 Chaparral 267 SSX

                  2026 Chaparral 250 OSX

                  $171,206

                  $1,275/mo*

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

                  2026 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

                    2026 Chaparral 250 OSX

                    $171,206

                    $1,275/mo*

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

                    2026 Chaparral 250 OSX

                    2025 Chaparral 21 SSi OB

                    Request a Price

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

                    2025 Chaparral 21 SSi OB
                    • 2025 Chaparral 23 SSi OB

                      Request a Price

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

                      2025 Chaparral 23 SSi OB
                      • 2025 Chaparral 23 SSi

                        Request a Price

                        Washington, NC 27954 | Manteo Marine

                        2025 Chaparral 23 SSi

                        2026 Chaparral 250 OSX

                        $171,206

                        $1,275/mo*

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

                        2026 Chaparral 250 OSX
                        • 2025 Chaparral 23 SSi

                          Request a Price

                          Washington, NC 27889 | Park Boat Company

                          2025 Chaparral 23 SSi

                          2026 Chaparral 250 OSX

                          $171,206

                          $1,275/mo*

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

                          2026 Chaparral 250 OSX

                          2025 Chaparral 267 SSX

                          $198,385

                          $1,478/mo*

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

                          2025 Chaparral 267 SSX
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