• Sell Your Boat
  • Find
    droparrow iconFind
    • Boats For Sale
    • Boat Types
    • Boat Dealers
    • Outboard Motors & Engines
    • Boat Trailers
  • Sell Your Boat
  • Finance
    droparrow iconFinance
    • Boat Loans
    • Boat Loan Calculator
    • Boat Loan Rates
    • FAQ - How to Finance
  • Services
    droparrow iconServices
    • Extended Service Plan
    • Tire & Wheel Plan
    • GAP Protection
    • Roadside Assistance
    • Boat Insurance
    • Boat Transport
    • Boat Warranty
    • Boat Documentation
    • Boat Rental
    • Become a Member
  • Research
    droparrow iconResearch
    • Get Advice On:
    • Buying
    • Selling
    • Boating
    • Read
    • Reviews
  • Home//
  • Boats for Sale//
  • Power//
  • Sloop//
  • Chaparral

Chaparral Sloop boats for sale

Clear AllAll Chaparral power-sloop power-runabout power-unspec
Location
from
Use My Location
Condition
AllNewUsed
Length
to
ft.
Year
to
Price
to
Price Drop
info
Boat Type
  • All Power
  • All PWC
  • Bay
  • Bowrider
  • Center Console
  • Cruisers
  • Cuddy Cabin
  • Deck
  • Dual Console
  • Express Cruiser
  • High Performance
  • Jet
  • Motor Yachts
  • Other
  • Runabout
  • Saltwater Fishing
  • Ski and Fish
  • Ski and Wakeboard
  • Sports Cruiser
  • Unspecified
Make
  • Sea Ray
  • Chaparral
  • Cobalt
  • Bayliner
  • Boston Whaler
  • Yamaha Boats
  • Regal
  • Tahoe
  • Bennington
  • Crownline
313 more Makes...
Chaparral Ranges
  • Sunesta
  • Surf
  • Ssx
  • Sport
  • Ski fish
  • Suncoast
  • Gts
  • Sunesta xtreme
  • Vortex
Chaparral Models
  • 23 SSi
  • 21 SSi
  • 21 SSi OB
  • 247 SSX
  • 267 SSX
  • 23 SSi OB
  • 270 OSX
  • 250 OSX
  • 230 SSi
  • 23 Surf
95 more Models...
Fuel Type
  • Gas
  • Other
Hull Material
    Engine Type
    • All
    • Direct Drive
    • Jet Drive
    • None
    • Other
    • Single Inboard
    • Single I/O
    • Single Outboard
    • Twin Inboard
    • Twin I/O
    • Twin Outboard
    • Triple I/O
    • Triple Outboard
    • V-Drive
    For Sale By
    Ad Image
    viewable ad alt texteligible ad alt textaccupixel ad alt text
    543 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
    • Distance: Nearest first
    • Distance: Farthest first
    • Year: Newest first
    • Year: Oldest first
    • Length: Longest first
    • Length: Shortest first
    • Price: High to Low
    • Price: Low to High

      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

      2025 Chaparral 307 SSX

      Request a Price

      Lewisville, TX 75067 | Jerry Whittle Boats

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

      2025 Chaparral 307 SSX

      Request a Price

      Buford, GA 30518 | Atlanta Marine Lake Lanier

      • 2025 Chaparral 307 SSX
      • 2025 Chaparral 307 SSX
      • 2025 Chaparral 307 SSX
      • 2025 Chaparral 307 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 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

      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 23 SSi

      $90,390

      $673/mo*

      Walworth, WI 53184 | Munson Ski & Marine - Fontana

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

      2026 Chaparral 21 SSi

      $71,700

      $534/mo*

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

      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi
      • 2026 Chaparral 21 SSi

      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

      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
      • 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

        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
        • 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
          • 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

            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 21 SSi

            $74,495

            $555/mo*

            Delavan, WI 53115 | Reed's Marine

            • 2026 Chaparral 21 SSi
            • 2026 Chaparral 21 SSi
            • 2026 Chaparral 21 SSi
            • 2026 Chaparral 21 SSi

            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

            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 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
                • 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

                  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 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

                  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
                  • 2026 Chaparral GTS 3

                    $112,995

                    $842/mo*

                    Buford, GA 30518 | Atlanta Marine Lake Lanier

                    2026 Chaparral GTS 3
                    • 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
                      • 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
                      • <
                      • 1
                      • 2
                      • 3
                      • 4
                      • 5
                      • >
                      Connect with Us
                      YoutubeInstagramFacebookTwitterReddit
                      Download the BoatTrader app
                      App StoreGoogle Play
                      • Boats for Sale
                      • Outboard Motors & Engines
                      • Boat Trailers
                      • Boat Research
                      • Boating Lifestyle Calculator
                      • About Boat Trader
                      • Private Sellers
                      • Dealers
                      • My Boats
                      • Boat Loans
                      • Boat Loan Calculator
                      • Boat Loan Rates
                      • FAQ - How to Finance
                      • Extended Service Plan
                      • Tire & Wheel Plan
                      • GAP Protection
                      • Roadside Assistance
                      • Boat Insurance
                      • Boat Transport
                      • Boat Warranty
                      • Boat Documentation
                      • Boat Rental
                      • Become a Member
                      • Cookies
                      • Do Not Sell My Personal Information
                      • Community Guidelines
                      • Security Center
                      • Site Map
                      Copyright © 2025 Boats Group. All Rights ReservedAd and Sponsorship Policy|Advertiser Agreement|Copyright|Privacy Policy|Terms of Use|AdChoices