• 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-highperf 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
  • Pontoon
  • Runabout
  • Ski and Fish
  • Ski and Wakeboard
  • Sports Cruiser
  • Unspecified
Make
  • Chaparral
  • Fountain
  • Formula
  • Nor-Tech
  • Sea Ray
  • Sportsman
  • Cigarette
  • Cobalt
  • Baja
  • Bennington
  • Barletta
266 more Makes...
Chaparral Ranges
  • Ski fish
  • Sport
  • Sunesta
Chaparral Models
  • 21 SSi
  • 23 SSi
  • 21 SSi OB
  • 21 SSi Ski & Fish OB
  • 287 SSX
  • 21 H2O Sport
  • 21 SSi Ski & Fish
  • 224 Sunesta
  • 23 SSi OB
  • 264 Sunesta
4 more Models...
Fuel Type
  • Gas
  • Other
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
    28 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
      • 2018 Chaparral 287 SSX

        $129,900

        $968/mo*

        US | Premier 54 Motorsports

        2018 Chaparral 287 SSX
        • 2022 Chaparral 300 OSX

          $269,900

          $2,011/mo*

          US | Premier 54 Motorsports

          2022 Chaparral 300 OSX
          • 2026 Chaparral GTS3

            $128,879

            $960/mo*

            Hayden, ID 83835 | Tobler Marina

            2026 Chaparral GTS3
            • 2026 Chaparral 21 SSi

              $80,909

              $603/mo*

              Hayden, ID 83835 | Tobler Marina

              2026 Chaparral 21 SSi
              • 2026 Chaparral 21 SSi

                $79,454

                $592/mo*

                Hayden, ID 83835 | Tobler Marina

                2026 Chaparral 21 SSi
                • 2026 Chaparral 21 SSi Ski & Fish OB

                  $85,909

                  $640/mo*

                  Hayden, ID 83835 | Tobler Marina

                  2026 Chaparral 21 SSi Ski & Fish OB
                  • 2017 Chaparral 21 H2O Sport

                    $26,240

                    $228/mo*

                    Fontana, WI 53125 | Gordy's Lakefront Marine

                    2017 Chaparral 21 H2O Sport
                    • 2026 Chaparral 23 SSi

                      $100,639

                      $750/mo*

                      Hayden, ID 83835 | Tobler Marina

                      2026 Chaparral 23 SSi
                      • 2018 Chaparral 224 Sunesta

                        $54,995

                        $410/mo*

                        Laconia, NH 03246 | Irwin Marine

                        2018 Chaparral 224 Sunesta
                        • 2012 Chaparral 264 Sunesta

                          $36,995

                          $322/mo*

                          Laconia, NH 03246 | Irwin Marine

                          2012 Chaparral 264 Sunesta
                          • 2015 Chaparral Vortex 203 VR

                            $23,995

                            South Windsor, CT 06074 | A & S Boats

                            2015 Chaparral Vortex 203 VR

                            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

                            2026 Crestliner 1650 Kodiak

                            $26,391

                            $230/mo*

                            Fredericktown, OH 43019 | Knox Marine - Ltd

                            2026 Crestliner 1650 Kodiak

                            2024 Sun Tracker Bass Buggy 18 DLX

                            $29,995

                            $261/mo*

                            Columbus, OH 43224 | Sizzle Marine

                            2024 Sun Tracker Bass Buggy 18 DLX

                            2026 Yamaha Boats 222S

                            $77,999

                            $581/mo*

                            Columbus, OH 43224 | Sizzle Marine

                            2026 Yamaha Boats 222S

                            2026 Chaparral 23 SSi

                            $104,785

                            $781/mo*

                            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                            2026 Chaparral 23 SSi

                            2020 Chaparral 230 SURF

                            $70,706

                            $527/mo*

                            Nisswa, MN 56468 | MarineMax Nisswa

                            2020 Chaparral 230 SURF

                            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

                            2025 Chaparral 21 SSi OB

                            $73,240

                            $546/mo*

                            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                            2025 Chaparral 21 SSi OB

                            2024 Chaparral 23 SSi OB

                            $90,850

                            $677/mo*

                            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                            2024 Chaparral 23 SSi OB

                            2026 Chaparral 21 SSi

                            $72,485

                            $540/mo*

                            Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                            2026 Chaparral 21 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

                            2025 Chaparral 21 SSi

                            $75,380

                            $562/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

                            1987 Chaparral Villain II

                            $35,000

                            ↓ Price Drop

                            Punta Gorda, FL 33905 | Pier-1 Marine

                            1987 Chaparral Villain II
                            • 2014 Chaparral 287 SSX

                              $64,997

                              $484/mo*

                              Mooresville, NC 28117 | Lake Norman Marina

                              2014 Chaparral 287 SSX
                              • 2014 Chaparral 21 Sport H2O

                                $29,995

                                $261/mo*

                                Williams Bay, WI 53191 | Gage Marine

                                2014 Chaparral 21 Sport H2O
                                • 2017 Chaparral 21 Sport H20

                                  $34,995

                                  $305/mo*

                                  Williams Bay, WI 53191 | Gage Marine

                                  2017 Chaparral 21 Sport H20
                                  • 2005 Chaparral 280 SSi

                                    $37,990

                                    $331/mo*

                                    Woodbridge, VA 22191 | Dominion Yachts

                                    2005 Chaparral 280 SSi
                                  • <
                                  • 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