• 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//
  • Cobra//
  • Python

Cobra Python, Chaparral 23 Ssi Sloop boats for sale

Clear All pythonChaparral 23-ssi power-sloop power-runabout power-highperf power-pwc
Location
from
Use My Location
Condition
AllNewUsed
Length
to
ft.
Year
to
Price
to
Price Drop
info
Boat Type
  • All Power
  • Bowrider
  • Cruisers
  • Deck
  • Dual Console
  • Jet
  • Other
  • Runabout
  • Ski and Wakeboard
Make
  • Sea-Doo
  • Yamaha WaveRunner
  • Yamaha Boats
  • Sea Ray
  • Chaparral
  • Cobalt
  • other
  • Bayliner
  • Boston Whaler
  • Tahoe
362 more Makes...
Chaparral Models
  • 23 SSi
  • 21 SSi
  • 21 SSi OB
  • 247 SSX
  • 267 SSX
  • 270 OSX
  • 23 SSi OB
  • 250 OSX
  • 230 SSi
  • 23 Surf
93 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
    68 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

      2024 Chaparral 23 SSi OB

      $79,929

      $595/mo*

      Charleston, SC 29492 | Longshore Boats

      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      Dealer Logo

      2025 Chaparral 23 SSi

      $85,900

      $640/mo*

      Delavan, WI 53115 | Reed's Marine

      • 2025 Chaparral 23 SSi
      • 2025 Chaparral 23 SSi
      • 2025 Chaparral 23 SSi
      • 2025 Chaparral 23 SSi
      Dealer Logo

      2024 Chaparral 23 SSi OB

      $84,295

      $628/mo*

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

      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      • 2024 Chaparral 23 SSi OB
      Dealer Logo
      • 2024 Chaparral 23 SSi

        $74,970

        $559/mo*

        Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2024 Chaparral 23 SSi
        • 2025 Chaparral 23 SSi

          $84,995

          $633/mo*

          Buford, GA 30518 | Atlanta Marine Lake Lanier

          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi

          2025 Chaparral 23 SSi

          $81,995

          $611/mo*

          Round Lake, IL 60073 | Munson Ski & Marine

          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi

          2026 Chaparral 23 SSi

          $84,435

          $629/mo*

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

          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi

          2026 Chaparral 23 SSi

          $90,390

          $673/mo*

          Round Lake, IL 60073 | Munson Ski & Marine

          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi

          2025 Chaparral 23 SSi

          $79,995

          $596/mo*

          Walworth, WI 53184 | Munson Ski & Marine - Fontana

          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi

          2026 Chaparral 23 SSi

          $84,435

          $629/mo*

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

          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi
          • 2026 Chaparral 23 SSi

          2024 Chaparral 23 SSi OB

          $79,929

          $595/mo*

          Charleston, SC 29492 | Longshore Boats

          • 2024 Chaparral 23 SSi OB
          • 2024 Chaparral 23 SSi OB
          • 2024 Chaparral 23 SSi OB
          • 2024 Chaparral 23 SSi OB

          2025 Chaparral 23 SSi

          $89,850

          $669/mo*

          Green Bay, WI 54173 | Marine 365

          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral 23 SSi
          • 2025 Chaparral SSI 23

            $85,299

            $635/mo*

            Rogers, AR 72756 | Sunrise Marine and Motorsports - Rogers

            • 2025 Chaparral SSI 23
            • 2025 Chaparral SSI 23
            • 2025 Chaparral SSI 23
            • 2025 Chaparral SSI 23

            2026 Chaparral 23 SSi

            $84,435

            $629/mo*

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

            • 2026 Chaparral 23 SSi
            • 2026 Chaparral 23 SSi
            • 2026 Chaparral 23 SSi
            • 2026 Chaparral 23 SSi
            • 2026 Chaparral 23 SSi

              $84,995

              $633/mo*

              Buford, GA 30518 | Atlanta Marine Lake Lanier

              2026 Chaparral 23 SSi
              • 2025 Chaparral 23 SSi

                $88,045

                $656/mo*

                Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi

                2026 Chaparral 23 SSi

                $84,435

                $629/mo*

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

                • 2026 Chaparral 23 SSi
                • 2026 Chaparral 23 SSi
                • 2026 Chaparral 23 SSi
                • 2026 Chaparral 23 SSi
                • 2025 Chaparral 23 SSi OB

                  $96,439

                  $718/mo*

                  Bluffton, SC 29910 | Longshore Boats

                  • 2025 Chaparral 23 SSi OB
                  • 2025 Chaparral 23 SSi OB
                  • 2025 Chaparral 23 SSi OB
                  • 2025 Chaparral 23 SSi OB

                  2026 Chaparral 23 SSi

                  $90,390

                  $673/mo*

                  Walworth, WI 53184 | Munson Ski & Marine - Fontana

                  • 2026 Chaparral 23 SSi
                  • 2026 Chaparral 23 SSi
                  • 2026 Chaparral 23 SSi
                  • 2026 Chaparral 23 SSi
                  • 2025 Chaparral 23 SSi

                    $84,105

                    $627/mo*

                    Sherrills Ford, NC 28673 | Boat Rack Chaparral Boat Showroom

                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi

                    2025 Chaparral 23 SSi

                    $85,900

                    ↓ Price Drop

                    $640/mo*

                    Delavan, WI 53115 | Reed's Marine

                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi

                    2025 Chaparral 23 SSi

                    $81,500

                    ↓ Price Drop

                    $607/mo*

                    Hayden, ID 83835 | Tobler Marina

                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2025 Chaparral 23 SSi
                    • 2026 Chaparral 23 SSi OB

                      Request a Price

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

                      • 2026 Chaparral 23 SSi OB
                      • 2026 Chaparral 23 SSi OB
                      • 2026 Chaparral 23 SSi OB
                      • 2026 Chaparral 23 SSi OB

                      2025 Chaparral 23 SSi

                      $79,995

                      $596/mo*

                      Round Lake, IL 60073 | Munson Ski & Marine

                      • 2025 Chaparral 23 SSi
                      • 2025 Chaparral 23 SSi
                      • 2025 Chaparral 23 SSi
                      • 2025 Chaparral 23 SSi

                      2026 Chaparral 23 SSi

                      $94,900

                      $707/mo*

                      Suamico, WI 54173 | Marine 365

                      • 2026 Chaparral 23 SSi
                      • 2026 Chaparral 23 SSi
                      • 2026 Chaparral 23 SSi
                      • 2026 Chaparral 23 SSi
                      • 2020 Chaparral 23 SSi

                        $65,900

                        $491/mo*

                        Kemah, TX 77565 | DC Powersports and Marine

                        • 2020 Chaparral 23 SSi
                        • 2020 Chaparral 23 SSi
                        • 2020 Chaparral 23 SSi
                        • 2020 Chaparral 23 SSi
                        • 2026 Chaparral 23 SSi

                          Request a Price

                          Hayden, ID 83835 | Tobler Marina

                          • 2026 Chaparral 23 SSi
                          • 2026 Chaparral 23 SSi
                          • 2026 Chaparral 23 SSi
                          • 2026 Chaparral 23 SSi

                          2026 Chaparral 23 SSi

                          Request a Price

                          SHERRILLS FORD, NC 28673 | Boat Rack Chaparral Boat Showroom

                          • 2026 Chaparral 23 SSi
                          • 2026 Chaparral 23 SSi
                          • 2026 Chaparral 23 SSi
                          • 2026 Chaparral 23 SSi

                          2025 Chaparral 23 SSi

                          $81,995

                          $611/mo*

                          Walworth, WI 53184 | Munson Ski & Marine - Fontana

                          • 2025 Chaparral 23 SSi
                          • 2025 Chaparral 23 SSi
                          • 2025 Chaparral 23 SSi
                          • 2025 Chaparral 23 SSi

                          2023 Chaparral 23 SSi

                          $65,500

                          $488/mo*

                          Bolingbrook, IL 60440 | Basa's Marine

                          • 2023 Chaparral 23 SSi
                          • 2023 Chaparral 23 SSi
                          • 2023 Chaparral 23 SSi
                          • 2023 Chaparral 23 SSi
                          • 2021 Chaparral 23 SSi OB

                            $54,000

                            $402/mo*

                            Bluffton, SC 29910 | Longshore Boats

                            • 2021 Chaparral 23 SSi OB
                            • 2021 Chaparral 23 SSi OB
                            • 2021 Chaparral 23 SSi OB
                            • 2021 Chaparral 23 SSi OB

                            2024 Chaparral 23 SSi OB

                            $84,295

                            $628/mo*

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

                            • 2024 Chaparral 23 SSi OB
                            • 2024 Chaparral 23 SSi OB
                            • 2024 Chaparral 23 SSi OB
                            • 2024 Chaparral 23 SSi OB
                            • 2020 Chaparral 23 SSi OB

                              $51,000

                              $380/mo*

                              Charleston, SC 29492 | Longshore Boats

                              • 2020 Chaparral 23 SSi OB
                              • 2020 Chaparral 23 SSi OB
                              • 2020 Chaparral 23 SSi OB
                              • 2020 Chaparral 23 SSi OB

                              2024 Chaparral 23 SSi OB

                              $79,487

                              $592/mo*

                              Charleston, SC 29492 | Longshore Boats

                              • 2024 Chaparral 23 SSi OB
                              • 2024 Chaparral 23 SSi OB
                              • 2024 Chaparral 23 SSi OB
                              • 2024 Chaparral 23 SSi OB
                            • <
                            • 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