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  • Home//
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  • Chaparral

Chaparral Sloop boats for sale

Clear AllAll Chaparral power-sloop power-dualconsole power-unspec power-pwc
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227 more Makes...
Chaparral Ranges
  • Ski fish
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Chaparral Models
  • 250 OSX
  • 21 SSi
  • 21 SSi OB
  • 23 SSi
  • 23 SSi OB
  • 267 SSX
  • 280 OSX
  • 287 SSX
  • 196 SSi
  • 21 SSi Ski & Fish OB
20 more Models...
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    94 boats
    Sort: Recommended
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    • Price: High to Low
    • Price: Low to High
      • 2026 Chaparral 23 SSi OB

        $94,115

        $701/mo*

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

        2026 Chaparral 23 SSi OB
        • 2025 Chaparral 270 OSX

          $236,392

          $1,761/mo*

          Charleston, SC 29492 | Longshore Boats

          2025 Chaparral 270 OSX

          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

          2021 Chaparral 280 OSX

          $171,900

          ↓ Price Drop

          $1,281/mo*

          Wilmington, NC 28405 | Off the Hook Yacht Sales

          2021 Chaparral 280 OSX

          2026 Chaparral 250 OSX

          $183,085

          $1,364/mo*

          Easton, MD 21601 | 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*

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

          2026 Chaparral 250 OSX
          • 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
            • 2024 Chaparral 19 SSi OB

              $48,645

              $423/mo*

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

              2024 Chaparral 19 SSi OB

              2025 Chaparral 21 SSi OB

              $73,240

              $546/mo*

              Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

              2025 Chaparral 21 SSi OB

              2026 Chaparral 23 SSi

              $104,785

              $781/mo*

              Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

              2026 Chaparral 23 SSi

              2026 Yamaha Boats SX190

              $39,999

              $348/mo*

              Columbus, OH 43224 | Sizzle Marine

              2026 Yamaha Boats SX190

              2026 Yamaha Boats AR250

              $78,499

              $585/mo*

              Columbus, OH 43224 | Sizzle Marine

              2026 Yamaha Boats AR250

              2025 Yamaha Boats 195S

              $47,299

              $412/mo*

              Columbus, OH 43224 | Sizzle Marine

              2025 Yamaha Boats 195S

              2025 Chaparral 267 SSX

              $198,385

              $1,478/mo*

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

              2025 Chaparral 267 SSX

              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

              $74,410

              $554/mo*

              Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

              2025 Chaparral 21 SSi

              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

              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

                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

                2024 Chaparral 23 SSi OB

                $90,850

                $677/mo*

                Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                2024 Chaparral 23 SSi OB

                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

                Request a Price

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

                2025 Chaparral 21 SSi OB

                2026 Chaparral 21 SSi

                $75,965

                $566/mo*

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

                2026 Chaparral 21 SSi

                2026 Chaparral 21 SSi

                $72,485

                $540/mo*

                Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                2026 Chaparral 21 SSi

                2025 Chaparral 21 SSi OB

                $74,480

                $555/mo*

                Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                2025 Chaparral 21 SSi OB

                2026 Chaparral 21 SSi Ski & Fish

                $71,515

                $533/mo*

                Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                2026 Chaparral 21 SSi Ski & Fish

                2025 Chaparral 21 SSi

                $75,380

                $562/mo*

                Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                2025 Chaparral 21 SSi
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