• 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

New Chaparral Sloop boats for sale

Clear AllAll Chaparralnew power-sloop power-jet power-unspec power-pwc
Location
from
Use My Location
Condition
AllNewUsed
Length
to
ft.
Year
to
Price
to
Price Drop
info
Boat Type
  • All Power
  • Bowrider
  • Cruisers
  • Dual Console
  • Jet
  • Other
  • Runabout
  • Ski and Fish
  • Ski and Wakeboard
Make
  • Chaparral
  • Yamaha Boats
  • Sea-Doo
  • Yamaha WaveRunner
  • other
  • Kawasaki
  • Scarab
  • Sportsman
  • Barletta
  • Bennington
  • Regal
99 more Makes...
Chaparral Ranges
  • Ski fish
Chaparral Models
  • 21 SSi
  • 21 SSi OB
  • 23 SSi
  • 19 SSi OB
  • 21 SSi Ski & Fish
  • 21 SSi Ski & Fish OB
  • 23 SSi OB
Fuel Type
  • Gas
Hull Type
    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
    26 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

      2024 Chaparral 23 SSi OB

      $77,850

      ↓ Price Drop

      $580/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      2024 Chaparral 23 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
      • 2026 Chaparral 21 SSI Sport

        Request a Price

        Belle Vernon, PA 15012 | Smitty's Marina

        2026 Chaparral 21 SSI Sport
        • 2026 Chaparral 21 SSI Sport

          Request a Price

          Belle Vernon, PA 15012 | Smitty's Marina

          2026 Chaparral 21 SSI Sport
          • 2026 Chaparral 19 SSi OB

            $56,520

            $421/mo*

            Indianapolis, IN 46219 | Just Add Water Boats

            2026 Chaparral 19 SSi OB

            2026 Chaparral 23 SSi

            $104,785

            $781/mo*

            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

            2026 Chaparral 23 SSi

            2025 Chaparral 21 SSi

            $75,380

            $562/mo*

            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

            2025 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

            2025 Chaparral 21 SSi

            $68,920

            $513/mo*

            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

            2025 Chaparral 21 SSi

            2026 Chaparral 23 SSi

            $88,920

            $662/mo*

            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

            2026 Chaparral 23 SSi

            2025 Chaparral 21 SSi OB

            $73,240

            $546/mo*

            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

            2025 Chaparral 21 SSi OB
            • 2025 Chaparral 21 SSi OB In stock trailer included

              $69,550

              $518/mo*

              Chesapeake, VA | Centerville Waterway Marina

              2025 Chaparral 21 SSi OB In stock trailer included

              2026 Chaparral 21 SSi

              $72,485

              $540/mo*

              Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

              2026 Chaparral 21 SSi
            • Sponsored Boats| Related to your search
              2025 Yamaha Boats 195S

              $47,299

              Sizzle Marine

              2025 Yamaha Boats 195S
              2026 Yamaha Boats AR220

              $60,999

              Sizzle Marine

              2026 Yamaha Boats AR220
              2026 Yamaha Boats 222SE

              $80,499

              Sizzle Marine

              2026 Yamaha Boats 222SE
              2025 Yamaha Boats AR220

              $52,995

              Sizzle Marine

              2025 Yamaha Boats AR220
              2025 Yamaha Boats AR195

              $44,795

              Sizzle Marine

              2025 Yamaha Boats AR195
              2026 Yamaha Boats SX190

              $39,999

              Sizzle Marine

              2026 Yamaha Boats SX190
              2026 Yamaha Boats 252SD

              $113,999

              Sizzle Marine

              2026 Yamaha Boats 252SD
              2025 Yamaha Boats AR250

              $68,995

              Sizzle Marine

              2025 Yamaha Boats AR250

              2025 Chaparral 21 SSi

              $74,410

              $554/mo*

              Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

              2025 Chaparral 21 SSi
              • 2026 Chaparral SSi 23 In Stock Trailer included

                $95,300

                $710/mo*

                Chesapeake, VA | Centerville Waterway Marina

                2026 Chaparral SSi 23 In Stock Trailer included

                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 23 SSi OB In Stock trailer included

                  $94,745

                  $706/mo*

                  Chesapeake, VA | Centerville Waterway Marina

                  2025 Chaparral 23 SSi OB In Stock trailer included
                  • 2025 Chaparral 23 SSi OB In stock Trailer included

                    $96,315

                    $718/mo*

                    Chesapeake, VA | Centerville Waterway Marina

                    2025 Chaparral 23 SSi OB In stock Trailer included
                    • 2026 Chaparral 21 SSi OB In Stock Trailer included

                      $72,595

                      $541/mo*

                      Chesapeake, VA | Centerville Waterway Marina

                      2026 Chaparral 21 SSi OB In Stock Trailer included
                      • 2026 Chaparral 21 SSi OB Arriving Soon

                        $72,175

                        $538/mo*

                        Chesapeake, VA | Centerville Waterway Marina

                        2026 Chaparral 21 SSi OB Arriving Soon
                        • 2026 Chaparral 270 OSX Arriving Mid September 2025

                          $226,717

                          $1,689/mo*

                          Chesapeake, VA | Centerville Waterway Marina

                          2026 Chaparral 270 OSX Arriving Mid September 2025
                          • 2026 Chaparral 23 Ssi OB Arriving Late September 2025 Trailer In

                            $94,745

                            $706/mo*

                            Chesapeake, VA | Centerville Waterway Marina

                            2026 Chaparral 23 Ssi OB Arriving Late September 2025 Trailer In
                            • 2026 Chaparral 21 Ssi OB Arriving Mid August Trailer Included

                              $71,550

                              $533/mo*

                              Chesapeake, VA | Centerville Waterway Marina

                              2026 Chaparral 21 Ssi OB Arriving Mid August Trailer Included
                              • 2026 Chaparral 23 SSi OB In stock Trailer included

                                $97,070

                                $723/mo*

                                Chesapeake, VA | Centerville Waterway Marina

                                2026 Chaparral 23 SSi OB In stock Trailer included
                                • 2026 Chaparral 21 SSi OB In Stock Trailer Included

                                  $72,315

                                  $539/mo*

                                  Chesapeake, VA | Centerville Waterway Marina

                                  2026 Chaparral 21 SSi OB In Stock Trailer Included
                                  • 2026 Chaparral 23 SSi OB In stock Trailer included

                                    $97,070

                                    $723/mo*

                                    Chesapeake, VA | Centerville Waterway Marina

                                    2026 Chaparral 23 SSi OB In stock Trailer included
                                  • <
                                  • 1
                                  • >
                                  Connect with Us
                                  YoutubeInstagramFacebookTwitter
                                  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