• 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//
  • Cuddy Cabin//
  • Chaparral

Chaparral Cuddy Cabin boats for sale

Clear AllAll Chaparral power-cuddy power-unspec 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
  • Bay
  • Bowrider
  • Center Console
  • Cruisers
  • Cuddy Cabin
  • Deck
  • Dual Console
  • Express Cruiser
  • High Performance
  • Jet
  • Motor Yachts
  • Other
  • Runabout
  • Saltwater Fishing
  • Ski and Fish
  • Ski and Wakeboard
  • Sports Cruiser
  • Unspecified
Make
  • Sea-Doo
  • Yamaha WaveRunner
  • Yamaha Boats
  • Sea Ray
  • other
  • Kawasaki
  • Regal
  • Jeanneau
  • Formula
  • Chaparral
344 more Makes...
Chaparral Ranges
  • Signature
  • Ski fish
Chaparral Models
  • 270 Signature
  • 225 SSi
  • 21 SSi
  • 347 SSX
  • 235 SSi
  • 21 SSi OB
  • 215 SSi
  • 205 SSe
  • 21 SSi Ski & Fish
  • 21 SSi Ski & Fish OB
21 more Models...
Fuel Type
  • Gas
  • Other
Hull Material
    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
    104 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 270 Signature

      $68,500

      $510/mo*

      Mobile, AL 36611 | Boat-Simple Gulf Shores

      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      Dealer Logo

      2005 Chaparral 350 Signature

      $109,900

      $819/mo*

      Harrison Township, MI 48045 | Jefferson Beach Yacht Sales

      • 2005 Chaparral 350 Signature
      • 2005 Chaparral 350 Signature
      • 2005 Chaparral 350 Signature
      • 2005 Chaparral 350 Signature
      Dealer Logo

      2021 Chaparral 347 SSX

      $239,500

      $1,784/mo*

      Sunrise Beach, MO 65079 | Ozark Yachts & Motorsports

      • 2021 Chaparral 347 SSX
      • 2021 Chaparral 347 SSX
      • 2021 Chaparral 347 SSX
      • 2021 Chaparral 347 SSX
      Dealer Logo

      2025 Chaparral 21 SSi

      $77,380

      $576/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi

      2025 Chaparral 21 SSi

      $76,410

      $569/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi
      • 2025 Chaparral 21 SSi

      2018 Chaparral 270 Signature

      $64,000

      $477/mo*

      Houston, TX 77010 | Boat-Simple Houston

      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature

      2026 Chaparral 21 SSi Ski & Fish

      $71,515

      $533/mo*

      Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

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

      2019 Chaparral 19 FISH AND SKI

      $42,318

      $368/mo*

      Grasonville, MD 21638 | MarineMax Kent Island

      • 2019 Chaparral 19 FISH AND SKI
      • 2019 Chaparral 19 FISH AND SKI
      • 2019 Chaparral 19 FISH AND SKI
      • 2019 Chaparral 19 FISH AND SKI

      2018 Chaparral 270 Signature

      $68,500

      $510/mo*

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

      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature

      2018 Chaparral 270 Signature

      $64,000

      $477/mo*

      Alpharetta, GA 30009 | Boat-Simple Atlanta

      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature

      2018 Chaparral 270 Signature

      $64,000

      $477/mo*

      New Orleans, LA 70112 | Boat-Simple New Orleans

      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature

      2018 Chaparral 270 Signature

      $68,500

      $510/mo*

      New Orleans, LA 70112 | Boat-Simple New Orleans

      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2018 Chaparral 270 Signature
      • 2022 Chaparral 300 OSX

        $269,900

        $2,011/mo*

        US | Premier 54 Motorsports

        • 2022 Chaparral 300 OSX
        • 2022 Chaparral 300 OSX
        • 2022 Chaparral 300 OSX
        • 2022 Chaparral 300 OSX

        2000 Chaparral 205 SSe

        $6,000

        Marblehead, OH 43440 | Marine Tech Concepts

        • 2000 Chaparral 205 SSe
        • 2000 Chaparral 205 SSe
        • 2000 Chaparral 205 SSe
        • 2000 Chaparral 205 SSe

        2003 Chaparral 225 SSi

        $23,000

        Kissimmee, FL 34746 | Seaworthy Yacht Sales

        • 2003 Chaparral 225 SSi
        • 2003 Chaparral 225 SSi
        • 2003 Chaparral 225 SSi
        • 2003 Chaparral 225 SSi

        2005 Chaparral Signature 260

        $34,900

        $304/mo*

        Antioch, IL 60002 | SkipperBud's

        • 2005 Chaparral Signature 260
        • 2005 Chaparral Signature 260
        • 2005 Chaparral Signature 260
        • 2005 Chaparral Signature 260

        2018 Chaparral 270 Signature

        $68,500

        $510/mo*

        Orangeburg, SC 29115 | Boat-Simple Southern Carolina

        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature

        2018 Chaparral 270 Signature

        $64,000

        $477/mo*

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

        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature

        2018 Chaparral 270 Signature

        $68,500

        $510/mo*

        Alpharetta, GA 30009 | Boat-Simple Atlanta

        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature

        2018 Chaparral 270 Signature

        $68,500

        $510/mo*

        Houston, TX 77010 | Boat-Simple Houston

        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 2018 Chaparral 270 Signature
        • 1996 Chaparral 2335 SSi

          $10,500

          Coden, AL 36523 | Private Seller

          • 1996 Chaparral 2335 SSi
          • 1996 Chaparral 2335 SSi
          • 1996 Chaparral 2335 SSi
          • 1996 Chaparral 2335 SSi
          • 2012 Chaparral 225 SSI Runabout Boat

            $23,500

            Sanford, FL | Boat Tree Marina

            • 2012 Chaparral 225 SSI Runabout Boat
            • 2012 Chaparral 225 SSI Runabout Boat
            • 2012 Chaparral 225 SSI Runabout Boat
            • 2012 Chaparral 225 SSI Runabout Boat

            2018 Chaparral 270 Signature

            $64,000

            $477/mo*

            Dania Beach, FL 33004 | Boat-Simple Broward

            • 2018 Chaparral 270 Signature
            • 2018 Chaparral 270 Signature
            • 2018 Chaparral 270 Signature
            • 2018 Chaparral 270 Signature
            • 2005 Chaparral 350 Signature

              $109,900

              $819/mo*

              Harrison Township, MI 48045 | Jefferson Beach Yacht Sales

              • 2005 Chaparral 350 Signature
              • 2005 Chaparral 350 Signature
              • 2005 Chaparral 350 Signature
              • 2005 Chaparral 350 Signature

              2018 Chaparral 270 Signature

              $68,500

              $510/mo*

              Huntersville, NC 28078 | Boat-Simple Charlotte

              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature

              2018 Chaparral 270 Signature

              $64,000

              $477/mo*

              Savannah, GA 31408 | Boat-Simple Savannah

              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature

              2018 Chaparral 270 Signature

              $68,500

              $510/mo*

              Hickory Corners, MI 49060 | Boat-Simple Eastern Michigan

              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature

              2018 Chaparral 270 Signature

              $68,500

              $510/mo*

              Destin, FL 32541 | Boat-Simple Destin

              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature

              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 Ski & Fish OB
              • 2025 Chaparral 21 SSi Ski & Fish OB
              • 2025 Chaparral 21 SSi Ski & Fish OB

              2018 Chaparral 270 Signature

              $68,500

              $510/mo*

              Savannah, GA 31408 | Boat-Simple Savannah

              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature

              2018 Chaparral 270 Signature

              $64,000

              $477/mo*

              Huntersville, NC 28078 | Boat-Simple Charlotte

              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2018 Chaparral 270 Signature
              • 2008 Chaparral 215 SSi

                $18,995

                South Windsor, CT 06074 | A & S Boats

                • 2008 Chaparral 215 SSi
                • 2008 Chaparral 215 SSi
                • 2008 Chaparral 215 SSi
                • 2008 Chaparral 215 SSi

                2025 Chaparral 21 SSi OB

                $76,480

                $570/mo*

                Lake Hopatcong, NJ 07849 | Prospect Point Boat Yards

                • 2025 Chaparral 21 SSi OB
                • 2025 Chaparral 21 SSi OB
                • 2025 Chaparral 21 SSi OB
                • 2025 Chaparral 21 SSi OB

                2018 Chaparral 270 Signature

                $68,500

                $510/mo*

                Orlando, FL 32839 | Boat-Simple Orlando

                • 2018 Chaparral 270 Signature
                • 2018 Chaparral 270 Signature
                • 2018 Chaparral 270 Signature
                • 2018 Chaparral 270 Signature
                • 2024 Chaparral 310 OSX

                  Request a Price

                  Harrison Township, MI 48045 | Sun Sport Marine

                  • 2024 Chaparral 310 OSX
                  • 2024 Chaparral 310 OSX
                  • 2024 Chaparral 310 OSX
                  • 2024 Chaparral 310 OSX
                  Dealer Logo
                  • 2018 Chaparral 270 Signature

                    $68,500

                    $510/mo*

                    West Palm Beach, FL 33407 | Boat-Simple - Palm Beach

                    • 2018 Chaparral 270 Signature
                    • 2018 Chaparral 270 Signature
                    • 2018 Chaparral 270 Signature
                    • 2018 Chaparral 270 Signature
                    Dealer Logo
                  • <
                  • 1
                  • 2
                  • 3
                  • 4
                  • >
                  Connect with Us
                  YoutubeInstagramFacebookTwitterReddit
                  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