• 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-pcatamaran power-dualconsole 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
  • Aft Cabin
  • 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
  • Sport Fishing
  • Sports Cruiser
  • Unspecified
Make
  • Chaparral
  • Grady-White
  • Boston Whaler
  • Pursuit
  • Sea Ray
  • World Cat
  • Starcraft
  • Robalo
  • Key West
  • Scout
  • Chris-Craft
258 more Makes...
Chaparral Ranges
  • Signature
  • Sunesta
  • Surf
Chaparral Models
  • 287 SSX
  • 280 OSX
  • 196 SSi
  • 21 SSi
  • 21 SSi OB
  • 23 Surf
  • 250 OSX
  • 327 SSX
  • 210 Suncoast Ski & Fish
  • 226 SSi
20 more Models...
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
    44 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
      • 2022 Chaparral 300 OSX

        $269,900

        $2,011/mo*

        US | Premier 54 Motorsports

        2022 Chaparral 300 OSX
        • 2012 Chaparral 196 SSi

          $18,995

          Washington, NC 27954 | Manteo Marine

          2012 Chaparral 196 SSi
          • 2012 Chaparral 196 SSi

            $18,995

            Washington, NC 27889 | Park Boat Company

            2012 Chaparral 196 SSi
            • 2021 Chaparral 23 Surf

              $64,863

              $483/mo*

              Miami, FL 33180 | SD Marine Group

              2021 Chaparral 23 Surf

              2015 Chaparral 226 SSi

              $34,500

              ↓ Price Drop

              $300/mo*

              Tierra Verde, FL 33715 | Tierra Verde Yachts

              2015 Chaparral 226 SSi
              • 2021 Chaparral 23 Surf

                $64,863

                $483/mo*

                Islamorada, FL 33036 | SD Marine Group

                2021 Chaparral 23 Surf

                2004 Chaparral Signature 260

                $33,700

                Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                2004 Chaparral Signature 260

                2018 Chaparral 287 SSX

                $89,850

                ↓ Price Drop

                $669/mo*

                Copiague, NY 11758 | REV Yacht Sales

                2018 Chaparral 287 SSX

                2011 Chaparral 264 Sunesta

                $43,995

                ↓ Price Drop

                $383/mo*

                Brick, NJ 08724 | Brennan Boat Company, Inc.

                2011 Chaparral 264 Sunesta

                2014 Chaparral 287 SSX

                $72,500

                ↓ Price Drop

                $540/mo*

                Chesapeake City, MD | Parker Yacht Sales

                2014 Chaparral 287 SSX
                • 2023 Chaparral 280 OSX

                  $199,900

                  $1,489/mo*

                  Babylon, NY 11757 | Island Yacht Sales

                  2023 Chaparral 280 OSX
                  • 2020 Chaparral 21 SSi

                    $37,900

                    $330/mo*

                    Ashland, VA 23005 | Commonwealth Boat Brokers

                    2020 Chaparral 21 SSi
                    • 2019 Chaparral 210 Suncoast Ski & Fish

                      $44,900

                      $391/mo*

                      Little River, SC 29566 | Grand Strand Boat Sales - SC

                      2019 Chaparral 210 Suncoast Ski & Fish
                    • Sponsored Boats| Related to your search
                      2008 Chaparral 330 Signature

                      $109,000

                      Jim Carter's Marine

                      2008 Chaparral 330 Signature
                      2009 Chaparral Signature 280

                      $65,000

                      Jim Carter's Marine

                      2009 Chaparral Signature 280
                      2006 Formula 31 Performance Cruiser

                      $89,000

                      Jim Carter's Marine

                      2006 Formula 31 Performance Cruiser
                      2020 Key West 239 FS

                      $62,500

                      Jim Carter's Marine

                      2020 Key West 239 FS
                      2025 Tracker Bass Tracker Classic Limited

                      $17,295

                      Sizzle Marine

                      2025 Tracker Bass Tracker Classic Limited
                      2024 Ranger RP200F

                      $35,495

                      Knox Marine - Ltd

                      2024 Ranger RP200F
                      2020 Tracker Pro Team 175 TXW Tournament Edition

                      $19,995

                      Sizzle Marine

                      2020 Tracker Pro Team 175 TXW Tournament Edition
                      2025 Vexus ADX180LS

                      $52,386

                      Knox Marine - Ltd

                      2025 Vexus ADX180LS

                      2014 Chaparral 287 SSX

                      $64,997

                      ↓ Price Drop

                      $484/mo*

                      Mooresville, NC 28117 | Lake Norman Marina

                      2014 Chaparral 287 SSX

                      2024 Chaparral 270 OSX

                      $139,990

                      $1,043/mo*

                      Brick, NJ 08724 | Coastal Boat Sales LLC

                      2024 Chaparral 270 OSX
                      • 2023 Chaparral 21 SSi

                        $57,997

                        $432/mo*

                        Mooresville, NC 28117 | Lake Norman Marina

                        2023 Chaparral 21 SSi
                        • 2017 Chaparral 227 SSX

                          $55,900

                          $416/mo*

                          Dania Beach, FL 33004 | Rafnar Boats USA D/B/A

                          2017 Chaparral 227 SSX

                          2006 Chaparral 256 SSi

                          $19,900

                          Island Park, NY 11558 | Empire Point Boating Center

                          2006 Chaparral 256 SSi
                          • 2023 Chaparral 23 SSi OB

                            $71,000

                            $529/mo*

                            Sarasota, FL 34243 | Erickson Marine Corp.

                            2023 Chaparral 23 SSi OB
                            • 2006 Chaparral 276 SSi

                              $28,000

                              $244/mo*

                              Bayshore, NY 11706 | Seaborn Marine, Inc.

                              2006 Chaparral 276 SSi

                              2023 Chaparral 21 SSi OB

                              $52,500

                              $391/mo*

                              Danvers, MA 01923 | MarineMax Danvers

                              2023 Chaparral 21 SSi OB
                              • 2013 Chaparral 327 SSX

                                $115,000

                                $857/mo*

                                Virginia Beach, VA | Bluewater Yacht Sales

                                2013 Chaparral 327 SSX

                                2015 Chaparral 327 SSX

                                $134,307

                                $1,001/mo*

                                Grasonville, MD 21638 | MarineMax Kent Island

                                2015 Chaparral 327 SSX
                                • 2005 Chaparral 285 SSi

                                  $49,900

                                  $434/mo*

                                  Naples, ME 04055 | Moose Landing Marina

                                  2005 Chaparral 285 SSi

                                  2009 Chaparral Signature 280

                                  $65,000

                                  $484/mo*

                                  Thornville, OH 43076 | Jim Carter's Marine

                                  2009 Chaparral Signature 280
                                  • 2017 Chaparral 250 Suncoast

                                    $59,000

                                    $440/mo*

                                    Deerfield Beach, FL 33441 | Rick Obey Yacht Sales

                                    2017 Chaparral 250 Suncoast

                                    2022 Chaparral 267 SSX OB

                                    $120,000

                                    $894/mo*

                                    Miami, FL 33139 | Rick Obey Yacht Sales

                                    2022 Chaparral 267 SSX OB

                                    2019 Chaparral 237 SSX

                                    $54,500

                                    ↓ Price Drop

                                    $406/mo*

                                    Jacksonville, FL 32223 | Yachts360

                                    2019 Chaparral 237 SSX

                                    2008 Chaparral 330 Signature

                                    $109,000

                                    $812/mo*

                                    Thornville, OH 43076 | Jim Carter's Marine

                                    2008 Chaparral 330 Signature
                                    • 2020 Chaparral 280 OSX

                                      $159,900

                                      $1,191/mo*

                                      Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

                                      2020 Chaparral 280 OSX

                                      2021 Chaparral 280 OSX

                                      $182,900

                                      ↓ Price Drop

                                      $1,363/mo*

                                      Wilmington, NC 28405 | Off the Hook Yacht Sales

                                      2021 Chaparral 280 OSX
                                    • <
                                    • 1
                                    • 2
                                    • >
                                    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