• 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

Used Chaparral Sloop boats for sale

Clear AllAll Chaparralused 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
  • 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
  • Sea Ray
  • Chaparral
  • Cobalt
  • Crownline
  • Bayliner
  • Regal
  • Yamaha Boats
  • Chris-Craft
  • Four Winns
  • Boston Whaler
261 more Makes...
Chaparral Ranges
  • Sunesta
  • Sport
  • Surf
  • Suncoast
  • Ski fish
  • Wide tech
  • Vortex
Chaparral Models
  • 230 SSi
  • 246 SSi
  • 23 SSi
  • 190 SSi
  • 256 SSi
  • 267 SSX
  • 287 SSX
  • 21 H2O Sport
  • 224 Sunesta
  • 210 SSi
80 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
    301 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
      • 2008 Chaparral 256 SSX

        $39,970

        $348/mo*

        Niceville, FL 32578 | Emerald Coast Marine

        2008 Chaparral 256 SSX
        • 1998 Chaparral 1830 SS

          $8,284

          Pewaukee, WI 53072 | CenterPointe Marine

          1998 Chaparral 1830 SS
          • 2022 Chaparral 23 SSi OB

            $64,900

            $483/mo*

            St Petersburg, FL 33712 | Viage Group

            2022 Chaparral 23 SSi OB
            • 2008 Chaparral Sunesta 224

              $24,990

              Kingston, OK 73439 | Blackbeard Marine

              2008 Chaparral Sunesta 224

              2022 Chaparral 21 Surf

              $59,999

              ↓ Price Drop

              $447/mo*

              Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

              2022 Chaparral 21 Surf

              2022 Chaparral 23 SSi OB

              $68,985

              $514/mo*

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

              2022 Chaparral 23 SSi OB
              • 2018 Chaparral 21 H2O Sport

                $31,480

                $274/mo*

                Lakemoor, IL 60073 | Munson Ski & Marine

                2018 Chaparral 21 H2O Sport
                • 2017 Chaparral 250 Suncoast

                  $59,000

                  $440/mo*

                  Deerfield Beach, FL 33441 | Rick Obey Yacht Sales

                  2017 Chaparral 250 Suncoast

                  2008 Chaparral Sunesta 224

                  $24,990

                  Branson West, MO 65737 | Blackbeard Marine

                  2008 Chaparral Sunesta 224
                  • 2004 Chaparral 230 SSi

                    $16,990

                    Kingston, OK 73439 | Blackbeard Marine

                    2004 Chaparral 230 SSi

                    2023 Chaparral 267 SSX

                    $139,999

                    $1,043/mo*

                    SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                    2023 Chaparral 267 SSX

                    2018 Chaparral 267 SSX

                    $94,500

                    $704/mo*

                    Kenmore, WA 98028 | Seattle Water Sports

                    2018 Chaparral 267 SSX

                    2023 Chaparral 23 SSi

                    $69,500

                    ↓ Price Drop

                    $518/mo*

                    Bolingbrook, IL 60440 | Basa's Marine

                    2023 Chaparral 23 SSi

                    2006 Bayliner 185 Bowrider

                    $11,995

                    Columbus, OH 43224 | Sizzle Marine

                    2006 Bayliner 185 Bowrider

                    2024 Godfrey SWEETWATER 2286 SFL

                    $57,995

                    $432/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2024 Godfrey SWEETWATER 2286 SFL

                    2025 Tahoe T16

                    $28,615

                    $249/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Tahoe T16

                    2004 Chaparral Sunesta 254

                    $14,999

                    ↓ Price Drop

                    Bradenton, FL 34205 | COMPASS Consignments and Yacht Sales

                    2004 Chaparral Sunesta 254
                    • 2020 Chaparral 257 SSX

                      $104,500

                      $779/mo*

                      Lakemoor, IL 60073 | Munson Ski & Marine

                      2020 Chaparral 257 SSX

                      2018 Chaparral 21 H2O Surf

                      $35,995

                      $313/mo*

                      Kenmore, WA 98028 | Seattle Water Sports

                      2018 Chaparral 21 H2O Surf
                      • 2008 Chaparral 190 SSi

                        $17,995

                        New Orleans, LA 70118 | The Boat Yard Inc

                        2008 Chaparral 190 SSi
                        • 2022 Chaparral 247 SSX

                          $114,995

                          $857/mo*

                          Pewaukee, WI 53072 | CenterPointe Marine

                          2022 Chaparral 247 SSX

                          2006 Chaparral 190 SSi

                          $17,495

                          ↓ Price Drop

                          Douglasville, GA 30134 | A Boat House Inc.

                          2006 Chaparral 190 SSi

                          2023 Chaparral 21 SSi

                          $57,900

                          ↓ Price Drop

                          $431/mo*

                          SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                          2023 Chaparral 21 SSi

                          2020 Chaparral 23 Surf

                          $69,995

                          $521/mo*

                          Kenmore, WA 98028 | Seattle Water Sports

                          2020 Chaparral 23 Surf
                          • 2018 Chaparral 224 Sunesta

                            $54,995

                            $410/mo*

                            Laconia, NH 03246 | Irwin Marine

                            2018 Chaparral 224 Sunesta

                            2004 Chaparral 230 SSi

                            $16,990

                            Branson West, MO 65737 | Blackbeard Marine

                            2004 Chaparral 230 SSi
                            • 2022 Chaparral 300 OSX

                              $269,900

                              $2,011/mo*

                              US | Premier 54 Motorsports

                              2022 Chaparral 300 OSX

                              1997 Chaparral 1830 SS

                              $9,500

                              Irvine, CA 92614 | Sun Country Marine Group

                              1997 Chaparral 1830 SS
                              • 2016 Chaparral 19 H2O Sport

                                $24,995

                                New Orleans, LA 70118 | The Boat Yard Inc

                                2016 Chaparral 19 H2O Sport

                                2006 Chaparral Sunesta 252

                                $21,995

                                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                                2006 Chaparral Sunesta 252
                                • 2008 Chaparral Sunesta 284

                                  $55,999

                                  $417/mo*

                                  Woodbridge, VA | Holly Acres Travel

                                  2008 Chaparral Sunesta 284
                                  • 2004 Chaparral Sunesta 264

                                    $14,999

                                    Palmetto, FL 34221 | COMPASS Consignments and Yacht Sales

                                    2004 Chaparral Sunesta 264

                                    2019 Chaparral 237 SSX

                                    $54,500

                                    ↓ Price Drop

                                    $406/mo*

                                    Jacksonville, FL 32223 | Yachts360

                                    2019 Chaparral 237 SSX

                                    2022 Chaparral 23 SSi

                                    $57,999

                                    ↓ Price Drop

                                    $432/mo*

                                    SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                                    2022 Chaparral 23 SSi
                                  • <
                                  • 1
                                  • 2
                                  • 3
                                  • 4
                                  • 5
                                  • >
                                  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