• 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//
  • Cobra//
  • Python

New Cobra Python, Chaparral 21 Ssi Ob Power boats for sale

Clear All pythonChaparral 21-ssi-obnewAll power sail-multihull power-pwc
Location
from
Use My Location
Condition
AllNewUsed
Length
to
ft.
Year
to
Price
to
Price Drop
info
Boat Type
  • All Power
  • Bowrider
  • Jet
  • Runabout
  • Ski and Fish
  • Ski and Wakeboard
Make
  • Chaparral
  • Tracker
  • Sun Tracker
  • Yamaha Boats
  • Sea-Doo
  • Ranger
  • Yamaha WaveRunner
  • Bennington
  • Barletta
  • Tahoe
  • Starcraft
640 more Makes...
Chaparral Models
  • 21 SSi
  • 23 SSi
  • 21 SSi OB
  • 23 SSi OB
  • 247 SSX
  • 250 OSX
  • 267 SSX
  • 270 OSX
  • 280 OSX
  • 23 Surf
24 more Models...
Fuel Type
  • Gas
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
    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

      2026 Chaparral 21 SSi OB

      Request a Price

      Washington, NC 27889 | Park Boat Company

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      Dealer Logo

      2025 Chaparral 21 SSi OB

      $70,620

      $526/mo*

      Metairie, LA 70003 | Bent Marine

      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      Dealer Logo

      2025 Chaparral 21 SSi OB

      Request a Price

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

      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB
      Dealer Logo

      2026 Chaparral 21 SSi OB

      $63,530

      $473/mo*

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

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB

      2026 Chaparral 21 SSi OB

      $75,369

      $561/mo*

      Bluffton, SC 29910 | Longshore Boats

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB

      2026 Chaparral 21 SSi OB

      $78,985

      $588/mo*

      Daphne, US 36526 | Sunrise Marine of Alabama

      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2026 Chaparral 21 SSi OB
      • 2025 Chaparral 21 SSi OB

        $70,620

        $526/mo*

        Metairie, LA 70003 | Bent Marine

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

        2025 Chaparral 21 SSi OB

        $67,315

        $501/mo*

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

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

        2026 Chaparral 21 SSi OB

        $79,540

        $593/mo*

        Mary Esther, US 32569 | Sunrise Marine - Destin

        • 2026 Chaparral 21 SSi OB
        • 2026 Chaparral 21 SSi OB
        • 2026 Chaparral 21 SSi OB
        • 2026 Chaparral 21 SSi OB

        2026 Chaparral 21 SSi OB

        $68,425

        $510/mo*

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

        • 2026 Chaparral 21 SSi OB
        • 2026 Chaparral 21 SSi OB
        • 2026 Chaparral 21 SSi OB
        • 2026 Chaparral 21 SSi OB

        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
        • 2026 Chaparral 21 SSi OB

          $69,335

          $517/mo*

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

          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB

          2026 Chaparral 21 SSi OB

          $77,185

          $575/mo*

          Mary Esther, US 32569 | Sunrise Marine - Destin

          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB

          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

          2026 Chaparral 21 SSi OB

          $69,335

          $517/mo*

          Easton, MD 21601 | Jim's Marine, Inc.

          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB

          2026 Chaparral 21 SSi OB

          $68,425

          $510/mo*

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

          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB

          2026 Chaparral 21 SSi OB

          Request a Price

          Fort Lauderdale, FL 33301 | InterMarine

          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB

          2025 Chaparral 21 SSi OB

          $75,240

          $561/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

          2026 Chaparral 21 SSi OB

          $68,425

          $510/mo*

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

          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB
          • 2026 Chaparral 21 SSi OB

          2026 Chaparral 21 SSi Ski & Fish OB

          $87,060

          $649/mo*

          Kenmore, WA 98028 | Seattle Water Sports

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

            $106,833

            $796/mo*

            Somerset, KY 42503 | Lake Cumberland Marine

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

              $76,405

              $569/mo*

              South Windsor, CT 06074 | A & S Boats

              • 2026 Chaparral 21 SSi OB
              • 2026 Chaparral 21 SSi OB
              • 2026 Chaparral 21 SSi OB
              • 2026 Chaparral 21 SSi OB

              2025 Chaparral 21 SSi OB

              $71,999

              $536/mo*

              Leesville, SC 29070 | Captains Choice Marine

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

              2025 Chaparral 21 SSi OB

              $76,855

              $573/mo*

              Kenmore, WA 98028 | Seattle Water Sports

              • 2025 Chaparral 21 SSi OB
              • 2025 Chaparral 21 SSi OB
              • 2025 Chaparral 21 SSi OB
              • 2025 Chaparral 21 SSi OB
              • 2024 Chaparral 21 SSi Ski & Fish OB

                Request a Price

                US | Premier 54 Motorsports

                • 2024 Chaparral 21 SSi Ski & Fish OB
                • 2024 Chaparral 21 SSi Ski & Fish OB
                • 2024 Chaparral 21 SSi Ski & Fish OB
                • 2024 Chaparral 21 SSi Ski & Fish OB

                2025 Chaparral 21 SSi OB

                Request a Price

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

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

                2025 Chaparral 21 SSi OB

                Request a Price

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

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

                2026 Chaparral 21 SSi OB

                $69,335

                $517/mo*

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

                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB
                • 2026 Chaparral 21 SSi OB
                • 2025 Chaparral 21 SSi OB

                  Request a Price

                  South Windsor, CT 06074 | A & S Boats

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

                  2026 Chaparral 21 SSi OB

                  $69,335

                  $517/mo*

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

                  • 2026 Chaparral 21 SSi OB
                  • 2026 Chaparral 21 SSi OB
                  • 2026 Chaparral 21 SSi OB
                  • 2026 Chaparral 21 SSi OB

                  2026 Chaparral 21 SSi OB

                  $76,610

                  $571/mo*

                  Leesville, SC 29070 | Captains Choice Marine

                  • 2026 Chaparral 21 SSi OB
                  • 2026 Chaparral 21 SSi OB
                  • 2026 Chaparral 21 SSi OB
                  • 2026 Chaparral 21 SSi OB

                  2026 Chaparral 21 SSi OB In Stock Trailer Included

                  $70,315

                  ↓ Price Drop

                  $524/mo*

                  Chesapeake, VA | Centerville Waterway Marina

                  • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                  • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                  • 2026 Chaparral 21 SSi OB In Stock Trailer Included
                  • 2026 Chaparral 21 SSi OB In Stock Trailer Included

                  2026 Chaparral 21 SSi Ski & Fish OB

                  $78,894

                  $588/mo*

                  Bluffton, SC 29910 | Longshore Boats

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

                  2025 Chaparral 21 SSi OB

                  $79,850

                  $595/mo*

                  Green Bay, WI 54173 | Marine 365

                  • 2025 Chaparral 21 SSi OB
                  • 2025 Chaparral 21 SSi OB
                  • 2025 Chaparral 21 SSi OB
                  • 2025 Chaparral 21 SSi OB
                  • 2026 Chaparral 21 SSi OB

                    $73,045

                    $544/mo*

                    Jacksonville Beach, FL 32250 | Jacksonville Boat Sales

                    • 2026 Chaparral 21 SSi OB
                    • 2026 Chaparral 21 SSi OB
                    • 2026 Chaparral 21 SSi OB
                    • 2026 Chaparral 21 SSi OB
                    Dealer Logo
                    • 2026 Chaparral 21 SSi OB

                      Request a Price

                      Washington, NC 27954 | Manteo Marine

                      • 2026 Chaparral 21 SSi OB
                      • 2026 Chaparral 21 SSi OB
                      • 2026 Chaparral 21 SSi OB
                      • 2026 Chaparral 21 SSi OB
                      Dealer Logo
                    • <
                    • 1
                    • 2
                    • 3
                    • >
                    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