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Cobra Python, Bennington Sloop boats for sale

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    2,107 boats
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      2026 Bennington R Bowrider Swingback 25 RTSB

      $197,087

      $1,468/mo*

      Bismarck, ND 58504 | Vallely Sport & Marine - Bismarck

      • 2026 Bennington R Bowrider Swingback 25 RTSB
      • 2026 Bennington R Bowrider Swingback 25 RTSB
      • 2026 Bennington R Bowrider Swingback 25 RTSB
      • 2026 Bennington R Bowrider Swingback 25 RTSB
      Dealer Logo

      2020 Bennington 25 QXSBX1IO ESP

      $89,995

      $670/mo*

      Conroe, US 77384 | SMG Boats

      • 2020 Bennington 25 QXSBX1IO ESP
      • 2020 Bennington 25 QXSBX1IO ESP
      • 2020 Bennington 25 QXSBX1IO ESP
      • 2020 Bennington 25 QXSBX1IO ESP
      Dealer Logo

      2025 Bennington 25 QXFB

      $208,997

      $1,557/mo*

      Lake LBJ, TX 78657 | NXT LVL Marine - Cottonwood Shores

      • 2025 Bennington 25 QXFB
      • 2025 Bennington 25 QXFB
      • 2025 Bennington 25 QXFB
      • 2025 Bennington 25 QXFB
      Dealer Logo

      2026 Bennington 21 SSR

      Request a Price

      Lake Havasu City, AZ 86403 | Sun Country Marine Group, Lake Havasu City, AZ

      • 2026 Bennington 21 SSR
      • 2026 Bennington 21 SSR
      • 2026 Bennington 21 SSR
      • 2026 Bennington 21 SSR

      2026 Bennington 21 SSR

      Request a Price

      Campbell, CA 95008 | Sun Country Marine Group

      • 2026 Bennington 21 SSR
      • 2026 Bennington 21 SSR
      • 2026 Bennington 21 SSR
      • 2026 Bennington 21 SSR
      • 2026 Bennington 24 MSL

        Request a Price

        Irvine, CA 92614 | Sun Country Marine Group, Irvine

        • 2026 Bennington 24 MSL
        • 2026 Bennington 24 MSL
        • 2025 Bennington M Quad Bench 22 MFB Tritoon

          $63,045

          $470/mo*

          Rochester, MN 55901 | River Valley Marine – Rochester

          • 2025 Bennington M Quad Bench 22 MFB Tritoon
          • 2025 Bennington M Quad Bench 22 MFB Tritoon
          • 2025 Bennington M Quad Bench 22 MFB Tritoon
          • 2025 Bennington M Quad Bench 22 MFB Tritoon

          2026 Bennington 22 SSRSE

          $74,847

          $558/mo*

          Round Lake, IL 60073 | Munson Ski & Marine

          • 2026 Bennington 22 SSRSE
          • 2026 Bennington 22 SSRSE
          • 2026 Bennington 22 SSRSE
          • 2026 Bennington 22 SSRSE

          2015 Bennington 2874 QCW

          $54,900

          $409/mo*

          Gilford, NH 03249 | Off the Hook Yacht Sales

          • 2015 Bennington 2874 QCW
          • 2015 Bennington 2874 QCW
          • 2015 Bennington 2874 QCW
          • 2015 Bennington 2874 QCW
          • 2026 Bennington 22 MFB Sport

            $93,592

            $697/mo*

            Grandview, MO | Midwest Marine Boat Co

            • 2026 Bennington 22 MFB Sport
            • 2026 Bennington 22 MFB Sport
            • 2026 Bennington 22 MFB Sport
            • 2026 Bennington 22 MFB Sport

            2025 Bennington 23RSR

            $90,084

            $671/mo*

            Greenville, SC 29605 | MarineMax Greenville

            • 2025 Bennington 23RSR
            • 2025 Bennington 23RSR
            • 2025 Bennington 23RSR
            • 2025 Bennington 23RSR
            • 2025 Bennington 25SSRSE

              $89,929

              $670/mo*

              Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

              • 2025 Bennington 25SSRSE
              • 2025 Bennington 25SSRSE
              • 2025 Bennington 25SSRSE
              • 2025 Bennington 25SSRSE
              • 2025 Bennington 188 SS Family Fish Pontoon (In Stock)

                $31,999

                $279/mo*

                Spring Grove, PA 17362 | F & S Yamaha & Marine

                • 2025 Bennington 188 SS Family Fish Pontoon (In Stock)
                • 2025 Bennington 188 SS Family Fish Pontoon (In Stock)
                • 2025 Bennington 188 SS Family Fish Pontoon (In Stock)
                • 2025 Bennington 188 SS Family Fish Pontoon (In Stock)
                • 2025 Bennington 22MFB Tri-Toon Pontoon

                  $77,999

                  $581/mo*

                  Bismarck, ND 58504 | Vallely Sport & Marine - Bismarck

                  • 2025 Bennington 22MFB Tri-Toon Pontoon
                  • 2025 Bennington 22MFB Tri-Toon Pontoon
                  • 2025 Bennington 22MFB Tri-Toon Pontoon
                  • 2025 Bennington 22MFB Tri-Toon Pontoon
                  • 2026 Bennington 24 MFB

                    Request a Price

                    Sarasota, FL 34238 | Ingman Marine- Sarasota

                    • 2026 Bennington 24 MFB
                    • 2026 Bennington 24 MFB
                    • 2026 Bennington 24 MFB
                    • 2026 Bennington 24 MFB
                    • 2025 Bennington 23LFBCSR

                      Request a Price

                      Orlando, FL 32805 | Regal & Nautique of Orlando

                      • 2025 Bennington 23LFBCSR
                      • 2025 Bennington 23LFBCSR
                      • 2025 Bennington 23LFBCSR
                      • 2025 Bennington 23LFBCSR
                      • 2024 Bennington 22 SVF-SPS

                        $63,250

                        $471/mo*

                        Hayden, ID 83835 | Tobler Marina

                        • 2024 Bennington 22 SVF-SPS
                        • 2024 Bennington 22 SVF-SPS
                        • 2024 Bennington 22 SVF-SPS
                        • 2024 Bennington 22 SVF-SPS

                        2026 Bennington 22 SS SPS

                        Request a Price

                        Lewisville, US 75067 | Phil Dill Boats

                        • 2026 Bennington 22 SS SPS
                        • 2026 Bennington 22 SS SPS
                        • 2026 Bennington 22 SS SPS
                        • 2026 Bennington 22 SS SPS

                        2026 Bennington 22 SSB SPS

                        Request a Price

                        Conroe, US 77384 | SMG Boats

                        • 2026 Bennington 22 SSB SPS
                        • 2026 Bennington 22 SSB SPS
                        • 2026 Bennington 22 SSB SPS
                        • 2026 Bennington 22 SSB SPS
                        • 2026 Bennington 22SSR

                          $59,998

                          $447/mo*

                          Buford, GA 30518 | Atlanta Marine Lake Lanier

                          • 2026 Bennington 22SSR
                          • 2026 Bennington 22SSR
                          • 2026 Bennington 22SSR
                          • 2026 Bennington 22SSR

                          2026 Bennington 30 QXSBWAX2 ESP

                          Request a Price

                          Ft. Myers, FL 33908 | Marina Mikes

                          • 2026 Bennington 30 QXSBWAX2 ESP
                          • 2026 Bennington 30 QXSBWAX2 ESP
                          • 2026 Bennington 30 QXSBWAX2 ESP
                          • 2026 Bennington 30 QXSBWAX2 ESP

                          2026 Bennington 22 SSR SPS

                          Request a Price

                          US | Spend-A-Day Marina

                          • 2026 Bennington 22 SSR SPS
                          • 2026 Bennington 22 SSR SPS
                          • 2026 Bennington 22 SSR SPS
                          • 2026 Bennington 22 SSR SPS

                          2026 Bennington 22 MSB

                          Request a Price

                          Lake Havasu City, AZ 86403 | Sun Country Marine Group, Lake Havasu City, AZ

                          • 2026 Bennington 22 MSB
                          • 2026 Bennington 22 MSB
                          • 2026 Bennington 22 MSB
                          • 2026 Bennington 22 MSB
                          • 2025 Bennington 23S SR

                            $65,995

                            $492/mo*

                            Madera, CA 93636 | Semper Speed and Marine

                            • 2025 Bennington 23S SR
                            • 2025 Bennington 23S SR
                            • 2025 Bennington 23S SR
                            • 2025 Bennington 23S SR
                            • 2026 Bennington 22 MSB

                              Request a Price

                              Newport Beach, CA 92663 | Sun Country Marine Group, Newport Beach

                              • 2026 Bennington 22 MSB
                              • 2026 Bennington 22 MSB
                              • 2025 Bennington M Quad Bench 24 MFB Tritoon

                                $86,677

                                $646/mo*

                                Rochester, MN 55901 | River Valley Marine – Rochester

                                • 2025 Bennington M Quad Bench 24 MFB Tritoon
                                • 2025 Bennington M Quad Bench 24 MFB Tritoon
                                • 2025 Bennington M Quad Bench 24 MFB Tritoon
                                • 2025 Bennington M Quad Bench 24 MFB Tritoon

                                2026 Bennington 24 MOFBSF

                                $100,689

                                $750/mo*

                                Round Lake, IL 60073 | Munson Ski & Marine

                                • 2026 Bennington 24 MOFBSF
                                • 2026 Bennington 24 MOFBSF
                                • 2026 Bennington 24 MOFBSF
                                • 2026 Bennington 24 MOFBSF
                                • 2017 Bennington 25 QSBW

                                  $75,000

                                  $559/mo*

                                  Hackettstown, NJ 07840 | Private Seller

                                  • 2017 Bennington 25 QSBW
                                  • 2017 Bennington 25 QSBW
                                  • 2017 Bennington 25 QSBW
                                  • 2017 Bennington 25 QSBW

                                  2026 Bennington 23 LTSB V

                                  Request a Price

                                  Russells Point, OH 43348 | Spend-A-Day Marina

                                  • 2026 Bennington 23 LTSB V
                                  • 2026 Bennington 23 LTSB V
                                  • 2026 Bennington 23 LTSB V
                                  • 2026 Bennington 23 LTSB V

                                  2025 Bennington 24 MFB

                                  $109,074

                                  ↓ Price Drop

                                  $813/mo*

                                  Greenville, SC 29605 | MarineMax Greenville

                                  • 2025 Bennington 24 MFB
                                  • 2025 Bennington 24 MFB
                                  • 2025 Bennington 24 MFB
                                  • 2025 Bennington 24 MFB

                                  2025 Bennington 24 LXSSB ESP

                                  $131,051

                                  $976/mo*

                                  Dadeville, AL 36853 | Harbor Pointe Sales & Service

                                  • 2025 Bennington 24 LXSSB ESP
                                  • 2025 Bennington 24 LXSSB ESP
                                  • 2025 Bennington 24 LXSSB ESP
                                  • 2025 Bennington 24 LXSSB ESP
                                  • 2026 Bennington 22 MSB Base

                                    $79,837

                                    $595/mo*

                                    Grandview, MO | Midwest Marine Boat Co

                                    • 2026 Bennington 22 MSB Base
                                    • 2026 Bennington 22 MSB Base
                                    • 2026 Bennington 22 MSB Base
                                    • 2026 Bennington 22 MSB Base

                                    2025 Bennington 23 LXSSB SPS

                                    $109,995

                                    $819/mo*

                                    Norfolk, VA 23502 | Norfolk Marine

                                    • 2025 Bennington 23 LXSSB SPS
                                    • 2025 Bennington 23 LXSSB SPS
                                    • 2025 Bennington 23 LXSSB SPS
                                    • 2025 Bennington 23 LXSSB SPS

                                    2025 Bennington 23 RSB

                                    $108,999

                                    $812/mo*

                                    Greentown, PA 18426 | Lighthouse Harbor Marina

                                    • 2025 Bennington 23 RSB
                                    • 2025 Bennington 23 RSB
                                    • 2025 Bennington 23 RSB
                                    • 2025 Bennington 23 RSB
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