• 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-cuddy 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
  • Regal
  • Chaparral
  • Grady-White
  • Jeanneau
  • Formula
  • Chris-Craft
  • Cobalt
  • Nimbus
  • Boston Whaler
337 more Makes...
Chaparral Ranges
  • Signature
  • Ski fish
  • Sport
Chaparral Models
  • 270 Signature
  • 21 SSi
  • 215 SSi
  • 225 SSi
  • 23 SSi
  • 235 SSi
  • 21 SSi OB
  • 21 SSi Ski & Fish OB
  • 287 SSX
  • Signature 240
19 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
    109 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

      2007 Chaparral Signature 250

      $39,995

      $348/mo*

      Folsom, CA 95630 | Mello Marine

      2007 Chaparral Signature 250

      2004 Chaparral Signature 290

      $52,900

      Knoxville, TN 37932 | HBG Yacht Sales

      2004 Chaparral Signature 290

      2003 Chaparral 225 SSi

      $23,000

      ↓ Price Drop

      Kissimmee, FL 34746 | Seaworthy Yacht Sales

      2003 Chaparral 225 SSi

      2005 Chaparral Signature 260

      $34,900

      $304/mo*

      Antioch, IL 60002 | SkipperBud's

      2005 Chaparral Signature 260

      1998 Chaparral Signature 240

      $20,000

      ↓ Price Drop

      Bellingham, WA 98226 | Private Seller

      1998 Chaparral Signature 240

      2018 Chaparral 270 Signature

      $69,000

      ↓ Price Drop

      $514/mo*

      New Orleans, LA 70112 | Boat-Simple New Orleans

      2018 Chaparral 270 Signature

      2018 Chaparral 270 Signature

      $68,500

      ↓ Price Drop

      $510/mo*

      Cape Coral, FL 33993 | Boat-Simple Ft. Myers

      2018 Chaparral 270 Signature
      • 2026 Chaparral 21 SSi

        $80,909

        $603/mo*

        Hayden, ID 83835 | Tobler Marina

        2026 Chaparral 21 SSi
        • 1996 Chaparral Signature 240

          $19,995

          Buford, GA 30518 | Atlanta Marine Lake Lanier

          1996 Chaparral Signature 240

          2018 Chaparral 270 Signature

          $68,500

          ↓ Price Drop

          $510/mo*

          Houston, TX 77010 | Boat-Simple Houston

          2018 Chaparral 270 Signature
          • 2018 Chaparral 287 SSX

            $129,900

            $968/mo*

            US | Premier 54 Motorsports

            2018 Chaparral 287 SSX
            • 2026 Chaparral GTS3

              $128,879

              $960/mo*

              Hayden, ID 83835 | Tobler Marina

              2026 Chaparral GTS3

              2018 Chaparral 270 Signature

              $69,000

              ↓ Price Drop

              $514/mo*

              Cape Coral, FL 33993 | Boat-Simple Ft. Myers

              2018 Chaparral 270 Signature

              2011 Sea Ray Sundancer 310

              $180,000

              $1,341/mo*

              LEWIS CENTER, OH 43035 | Legendary Marine

              2011 Sea Ray Sundancer 310

              2023 Ranger Reata 220C

              $46,995

              $409/mo*

              Fredericktown, OH 43019 | Knox Marine - Ltd

              2023 Ranger Reata 220C

              2025 Yamaha Boats AR220

              $52,995

              $395/mo*

              Columbus, OH 43224 | Sizzle Marine

              2025 Yamaha Boats AR220
              • 2022 Chaparral 300 OSX

                $269,900

                $2,011/mo*

                US | Premier 54 Motorsports

                2022 Chaparral 300 OSX
                • 2026 Chaparral 21 SSi

                  $79,454

                  $592/mo*

                  Hayden, ID 83835 | Tobler Marina

                  2026 Chaparral 21 SSi

                  2018 Chaparral 270 Signature

                  $68,500

                  ↓ Price Drop

                  $510/mo*

                  Alpharetta, GA 30009 | Boat-Simple Atlanta

                  2018 Chaparral 270 Signature
                  • 1995 Chaparral Signature

                    $18,000

                    Seabrook, TX 77586 | Private Seller

                    1995 Chaparral Signature

                    2018 Chaparral 270 Signature

                    $68,500

                    ↓ Price Drop

                    $510/mo*

                    New Orleans, LA 70112 | Boat-Simple New Orleans

                    2018 Chaparral 270 Signature
                    • 2026 Chaparral 23 SSi

                      $100,639

                      $750/mo*

                      Hayden, ID 83835 | Tobler Marina

                      2026 Chaparral 23 SSi
                      • 2017 Chaparral 21 H2O Sport

                        $26,240

                        $228/mo*

                        Fontana, WI 53125 | Gordy's Lakefront Marine

                        2017 Chaparral 21 H2O Sport
                        • 2012 Chaparral 225 SSI Runabout Boat

                          $23,500

                          Sanford, FL | Boat Tree Marina

                          2012 Chaparral 225 SSI Runabout Boat

                          2018 Chaparral 270 Signature

                          $69,000

                          ↓ Price Drop

                          $514/mo*

                          Savannah, GA 31408 | Boat-Simple Savannah

                          2018 Chaparral 270 Signature

                          2018 Chaparral 270 Signature

                          $69,000

                          ↓ Price Drop

                          $514/mo*

                          Houston, TX 77010 | Boat-Simple Houston

                          2018 Chaparral 270 Signature
                          • 2000 Chaparral 205 SSe

                            $18,000

                            Syracuse, UT 84075 | Private Seller

                            2000 Chaparral 205 SSe
                            • 2026 Chaparral 21 SSi Ski & Fish OB

                              $85,909

                              $640/mo*

                              Hayden, ID 83835 | Tobler Marina

                              2026 Chaparral 21 SSi Ski & Fish OB
                              • 2005 Chaparral 350 Signature

                                $109,900

                                $819/mo*

                                Harrison Township, MI 48045 | Jefferson Beach Yacht Sales

                                2005 Chaparral 350 Signature

                                2005 Chaparral 215 SSi

                                $15,500

                                ↓ Price Drop

                                Palm Coast, FL 32137 | Private Seller

                                2005 Chaparral 215 SSi

                                2018 Chaparral 270 Signature

                                $68,500

                                ↓ Price Drop

                                $510/mo*

                                Savannah, GA 31408 | Boat-Simple Savannah

                                2018 Chaparral 270 Signature

                                2018 Chaparral 270 Signature

                                $68,500

                                ↓ Price Drop

                                $510/mo*

                                Zephyrhills, FL 33542 | Boat-Simple Zephyrhills

                                2018 Chaparral 270 Signature

                                2018 Chaparral 270 Signature

                                $68,500

                                ↓ Price Drop

                                $510/mo*

                                Dallas, TX 75225 | Boat-Simple Dallas

                                2018 Chaparral 270 Signature

                                2018 Chaparral 270 Signature

                                $69,000

                                ↓ Price Drop

                                $514/mo*

                                Alpharetta, GA 30009 | Boat-Simple Atlanta

                                2018 Chaparral 270 Signature
                              • <
                              • 1
                              • 2
                              • 3
                              • 4
                              • >
                              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