• 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-dualconsole power-pwc
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
  • Sea-Doo
  • Yamaha WaveRunner
  • Yamaha Boats
  • Grady-White
  • Boston Whaler
  • Pursuit
  • Kawasaki
  • other
  • Robalo
  • Starcraft
168 more Makes...
Chaparral Ranges
  • Sunesta
  • Surf
Chaparral Models
  • 250 OSX
  • 21 SSi OB
  • 267 SSX
  • 23 SSi OB
  • 21 SSi
  • 23 SSi
  • 280 OSX
  • 287 SSX
  • 19 SSi OB
  • 196 SSi
18 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
    70 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
      • 2013 Chaparral 327 SSX

        $115,000

        $857/mo*

        Virginia Beach, VA | Bluewater Yacht Sales

        2013 Chaparral 327 SSX

        2014 Chaparral Ssx

        $75,000

        ↓ Price Drop

        $559/mo*

        Chicago, IL 60611 | Private Seller

        2014 Chaparral Ssx

        2025 Chaparral 250 OSX

        $163,622

        $1,219/mo*

        Mary Esther, US 32569 | Sunrise Marine - Destin

        2025 Chaparral 250 OSX

        2025 Chaparral 250 OSX

        $166,463

        $1,240/mo*

        Mary Esther, US 32569 | Sunrise Marine - Destin

        2025 Chaparral 250 OSX
        • 2012 Chaparral 196 SSi

          $18,995

          Washington, NC 27889 | Park Boat Company

          2012 Chaparral 196 SSi

          2025 Chaparral 250 OSX

          Request a Price

          Orange Beach, AL 36561 | Sunrise Marine - Orange Beach

          2025 Chaparral 250 OSX
          • 2012 Chaparral 196 SSi

            $18,995

            Washington, NC 27954 | Manteo Marine

            2012 Chaparral 196 SSi
            • 2019 Chaparral 237 SSX

              $59,500

              $443/mo*

              Jacksonville, FL 32223 | Yachts360

              2019 Chaparral 237 SSX
              • 2026 Chaparral OSX 250 Arriving late August 2025

                Request a Price

                Chesapeake, VA | Centerville Waterway Marina

                2026 Chaparral OSX 250 Arriving late August 2025
                • 2025 Chaparral 23 SSi

                  Request a Price

                  Washington, NC 27889 | Park Boat Company

                  2025 Chaparral 23 SSi
                  • 2020 Chaparral 280 OSX

                    $159,900

                    $1,191/mo*

                    Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

                    2020 Chaparral 280 OSX
                    • 2025 Chaparral 23 SSi

                      Request a Price

                      Washington, NC 27954 | Manteo Marine

                      2025 Chaparral 23 SSi

                      2022 Chaparral 267 SSX OB

                      $120,000

                      $894/mo*

                      Miami, FL 33139 | Rick Obey Yacht Sales

                      2022 Chaparral 267 SSX OB
                    • Sponsored Boats| Related to your search
                      2026 Crestliner 1650 Kodiak

                      $28,995

                      Knox Marine - Ltd

                      2026 Crestliner 1650 Kodiak
                      2025 Crestliner 2050 Fish Hawk

                      $75,995

                      Knox Marine - Ltd

                      2025 Crestliner 2050 Fish Hawk
                      2026 Crestliner 1650 Kodiak

                      $29,291

                      Knox Marine - Ltd

                      2026 Crestliner 1650 Kodiak
                      2017 Yamaha Boats 190 FSH Deluxe

                      $27,995

                      Sizzle Marine

                      2017 Yamaha Boats 190 FSH Deluxe
                      2022 Vexus DVX20S

                      $87,995

                      Knox Marine - Ltd

                      2022 Vexus DVX20S
                      2026 Yamaha Boats 222 FSH Sport E

                      $79,999

                      Sizzle Marine

                      2026 Yamaha Boats 222 FSH Sport E
                      2026 Vexus DVX22S

                      $147,874

                      Knox Marine - Ltd

                      2026 Vexus DVX22S
                      2025 Yamaha WaveRunner JetBlaster PRO 3-Up

                      $11,799

                      Sizzle Marine

                      2025 Yamaha WaveRunner JetBlaster PRO 3-Up

                      2018 Chaparral 267 SSX

                      $59,990

                      ↓ Price Drop

                      $447/mo*

                      Seaford, NY 11783 | Blue Marlin Boats

                      2018 Chaparral 267 SSX
                      • 2021 Chaparral 23 Surf

                        $64,863

                        $483/mo*

                        Islamorada, FL 33036 | SD Marine Group

                        2021 Chaparral 23 Surf
                        • 2024 Chaparral 19 SSi OB

                          $48,645

                          $423/mo*

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

                          2024 Chaparral 19 SSi OB
                          • 2021 Chaparral 23 Surf

                            $64,863

                            $483/mo*

                            Miami, FL 33180 | SD Marine Group

                            2021 Chaparral 23 Surf
                            • 2017 Chaparral 250 Suncoast

                              $59,000

                              $440/mo*

                              Deerfield Beach, FL 33441 | Rick Obey Yacht Sales

                              2017 Chaparral 250 Suncoast
                              • 2017 Chaparral 244 Sunesta

                                $55,000

                                $410/mo*

                                Charleston, SC 29401 | Off the Hook Yacht Sales

                                2017 Chaparral 244 Sunesta

                                2025 Chaparral 267 SSX

                                $153,218

                                $1,141/mo*

                                Wilmington, DE 19801 | Jim's Marine, Inc.

                                2025 Chaparral 267 SSX

                                2025 Chaparral 267 SSX

                                $153,218

                                $1,141/mo*

                                Stevensville, MD 21666 | Jim's Marine, Inc.

                                2025 Chaparral 267 SSX
                                • 2025 Chaparral 19 SSi OB

                                  $60,214

                                  $449/mo*

                                  Bluffton, SC 29910 | Longshore Boats

                                  2025 Chaparral 19 SSi OB
                                  • 2025 Chaparral 23 SSi

                                    $85,765

                                    $639/mo*

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

                                    2025 Chaparral 23 SSi
                                    • 2026 Chaparral 23 SSi OB

                                      $94,115

                                      $701/mo*

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

                                      2026 Chaparral 23 SSi OB
                                      • 2025 Chaparral 267 SSX

                                        $153,218

                                        $1,141/mo*

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

                                        2025 Chaparral 267 SSX
                                        • 2025 Chaparral 23 SSi OB

                                          Request a Price

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

                                          2025 Chaparral 23 SSi OB

                                          2025 Chaparral 21 SSi OB

                                          $67,315

                                          $501/mo*

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

                                          2025 Chaparral 21 SSi OB

                                          2021 Chaparral 280 OSX

                                          $184,900

                                          ↓ Price Drop

                                          $1,377/mo*

                                          Wilmington, NC 28405 | Off the Hook Yacht Sales

                                          2021 Chaparral 280 OSX

                                          2025 Chaparral 267 SSX

                                          $153,218

                                          $1,141/mo*

                                          Waldorf, MD 20603 | Jim's Marine, Inc.

                                          2025 Chaparral 267 SSX
                                          • 2026 Chaparral 23 SSi OB

                                            Request a Price

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

                                            2026 Chaparral 23 SSi OB

                                            2024 Chaparral 250 OSX

                                            Request a Price

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

                                            2024 Chaparral 250 OSX
                                          • <
                                          • 1
                                          • 2
                                          • 3
                                          • >
                                          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