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Cobra Python, Bennington Sloop boats for sale

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    299 boats
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      2026 Bennington 24 MSB

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      Port St Joe, FL 32456 | Grander Marine

      • 2026 Bennington 24 MSB
      • 2026 Bennington 24 MSB
      • 2026 Bennington 24 MSB
      • 2026 Bennington 24 MSB
      Dealer Logo

      2026 Bennington 24 MSB

      Request a Price

      Orange Beach, AL 36561 | Grander Marine

      • 2026 Bennington 24 MSB
      • 2026 Bennington 24 MSB
      • 2026 Bennington 24 MSB
      • 2026 Bennington 24 MSB
      Dealer Logo

      2022 Bennington 25 RSBWA

      $89,900

      $670/mo*

      Lake Ozark, MO 65049 | MarineMax Lake Ozark

      • 2022 Bennington 25 RSBWA
      • 2022 Bennington 25 RSBWA
      • 2022 Bennington 25 RSBWA
      • 2022 Bennington 25 RSBWA
      Dealer Logo

      2023 Bennington 23 LTFB

      $81,674

      $608/mo*

      Gulf Shores, AL 36542 | Gulf Shores Power Sports and Marine

      • 2023 Bennington 23 LTFB
      • 2023 Bennington 23 LTFB
      • 2023 Bennington 23 LTFB
      • 2023 Bennington 23 LTFB
      • 2015 Cobra Python

        $155,000

        $1,155/mo*

        Lake Havasu City, AZ 86406 | Private Seller

        • 2015 Cobra Python
        • 2015 Cobra Python
        • 2015 Cobra Python
        • 2015 Cobra Python

        2025 Bennington 23 LSB

        $75,275

        $561/mo*

        Greenville, SC 29605 | MarineMax Greenville

        • 2025 Bennington 23 LSB
        • 2025 Bennington 23 LSB
        • 2025 Bennington 23 LSB
        • 2025 Bennington 23 LSB

        2026 Bennington 20 SL

        $38,997

        $339/mo*

        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

        • 2026 Bennington 20 SL
        • 2026 Bennington 20 SL
        • 2026 Bennington 20 SL
        • 2026 Bennington 20 SL
        • 2024 Bennington 25LTFB

          $89,995

          $670/mo*

          Austin, TX 78735 | South Austin Marine Corp

          • 2024 Bennington 25LTFB
          • 2024 Bennington 25LTFB
          • 2024 Bennington 25LTFB
          • 2024 Bennington 25LTFB
          • 2026 Bennington 21 S FISH AND CRUISE

            $56,802

            $423/mo*

            Fleming Island, FL 32003 | Bluewater Marine Fleming Island

            • 2026 Bennington 21 S FISH AND CRUISE
            • 2026 Bennington 21 S FISH AND CRUISE
            • 2026 Bennington 21 S FISH AND CRUISE
            • 2026 Bennington 21 S FISH AND CRUISE
            • 2026 Bennington 22 M Swingback

              $89,871

              $670/mo*

              Fleming Island, FL 32003 | Bluewater Marine Fleming Island

              • 2026 Bennington 22 M Swingback
              • 2026 Bennington 22 M Swingback
              • 2026 Bennington 22 M Swingback
              • 2026 Bennington 22 M Swingback

              2025 Bennington 20 SSRCX STERN RADIOS

              $43,995

              $383/mo*

              Waco, TX 76710 | Yowells Boat Yard Inc.

              • 2025 Bennington 20 SSRCX STERN RADIOS
              • 2025 Bennington 20 SSRCX STERN RADIOS
              • 2025 Bennington 20 SSRCX STERN RADIOS
              • 2025 Bennington 20 SSRCX STERN RADIOS

              2026 Bennington 24 MSB

              Request a Price

              Irvine, CA 92614 | Sun Country Marine Group, Irvine

              • 2026 Bennington 24 MSB
              • 2026 Bennington 24 MSB
              • 2026 Bennington 24 MSB
              • 2026 Bennington 24 MSB

              2026 Bennington 27 RXSBAT2

              Request a Price

              Lake Havasu City, AZ 86404 | Sun Country Marine Group, Lake Havasu City, AZ

              • 2026 Bennington 27 RXSBAT2
              • 2026 Bennington 27 RXSBAT2
              • 2026 Bennington 27 RXSBAT2
              • 2026 Bennington 27 RXSBAT2
              • 2015 Bennington R23

                $39,995

                $348/mo*

                Pompano Beach, FL 33064 | The Boat Kings

                • 2015 Bennington R23
                • 2015 Bennington R23
                • 2015 Bennington R23
                • 2015 Bennington R23

                2026 Bennington 24 MFB

                Request a Price

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

                • 2026 Bennington 24 MFB
                • 2026 Bennington 24 MFB
                • 2026 Bennington 24 MFB
                • 2026 Bennington 24 MFB

                2026 Bennington 26 MFB

                Request a Price

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

                • 2026 Bennington 26 MFB
                • 2026 Bennington 26 MFB
                • 2026 Bennington 26 MFB
                • 2026 Bennington 26 MFB
                • 2026 Bennington 26 MFB

                  Request a Price

                  Irvine, CA 92614 | Sun Country Marine Group, Irvine

                  • 2026 Bennington 26 MFB
                  • 2026 Bennington 26 MFB

                  2026 Bennington 21 SSB

                  Request a Price

                  Irvine, CA 92614 | Sun Country Marine Group, Irvine

                  • 2026 Bennington 21 SSB
                  • 2026 Bennington 21 SSB
                  • 2026 Bennington 21 SSB
                  • 2026 Bennington 21 SSB

                  2021 Bennington 25 RTSB

                  $79,900

                  $595/mo*

                  Orange Beach, AL 36561 | Grander Marine

                  • 2021 Bennington 25 RTSB
                  • 2021 Bennington 25 RTSB
                  • 2021 Bennington 25 RTSB
                  • 2021 Bennington 25 RTSB
                  • 2026 Bennington 22 SS

                    $64,972

                    $484/mo*

                    Fleming Island, FL 32003 | Bluewater Marine Fleming Island

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

                    2023 Bennington 28 QXSBW

                    Request a Price

                    Monkey Island, OK 74331 | Nichols Marine - Monkey Island

                    • 2023 Bennington 28 QXSBW
                    • 2023 Bennington 28 QXSBW
                    • 2023 Bennington 28 QXSBW
                    • 2023 Bennington 28 QXSBW
                    • 2024 Bennington QSBAX2 Swingback

                      $294,500

                      $2,194/mo*

                      Palm Beach Gardens, FL 33410 | HMY Yacht Sales, Inc.

                      • 2024 Bennington QSBAX2 Swingback
                      • 2024 Bennington QSBAX2 Swingback
                      • 2024 Bennington QSBAX2 Swingback
                      • 2024 Bennington QSBAX2 Swingback

                      2026 Bennington 24 MFB

                      Request a Price

                      Campbell, CA 95008 | Sun Country Marine Group

                      • 2026 Bennington 24 MFB
                      • 2026 Bennington 24 MFB
                      • 2026 Bennington 24 MFB
                      • 2026 Bennington 24 MFB

                      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 21 SSR

                      Request a Price

                      Irvine, CA 92614 | Sun Country Marine Group, Irvine

                      • 2025 Bennington 21 SSR
                      • 2025 Bennington 21 SSR
                      • 2025 Bennington 21 SSR
                      • 2025 Bennington 21 SSR

                      2025 Bennington 22 SSRSR

                      $70,650

                      $526/mo*

                      Orleans, MA 02653 | Goose Hummock Yacht Sales

                      • 2025 Bennington 22 SSRSR
                      • 2025 Bennington 22 SSRSR
                      • 2025 Bennington 22 SSRSR
                      • 2025 Bennington 22 SSRSR
                      • 2026 Bennington 21 S CRUISE

                        $62,155

                        $463/mo*

                        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                        • 2026 Bennington 21 S CRUISE
                        • 2026 Bennington 21 S CRUISE
                        • 2026 Bennington 21 S CRUISE
                        • 2026 Bennington 21 S CRUISE

                        2026 Bennington SX SWING BACK

                        $69,995

                        $521/mo*

                        Waco, TX 76710 | Yowells Boat Yard Inc.

                        • 2026 Bennington SX SWING BACK
                        • 2026 Bennington SX SWING BACK
                        • 2026 Bennington SX SWING BACK
                        • 2026 Bennington SX SWING BACK

                        2026 Bennington 26 MSB

                        Request a Price

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

                        • 2026 Bennington 26 MSB
                        • 2026 Bennington 26 MSB
                        • 2026 Bennington 26 MSB
                        • 2026 Bennington 26 MSB

                        2026 Bennington 27 RXSBAT2

                        Request a Price

                        Irvine, CA 92614 | Sun Country Marine Group, Irvine

                        • 2026 Bennington 27 RXSBAT2
                        • 2026 Bennington 27 RXSBAT2
                        • 2026 Bennington 27 RXSBAT2
                        • 2026 Bennington 27 RXSBAT2
                        • 2026 Bennington 22 SSB

                          $62,937

                          $469/mo*

                          Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                          • 2026 Bennington 22 SSB
                          • 2026 Bennington 22 SSB
                          • 2026 Bennington 22 SSB
                          • 2026 Bennington 22 SSB

                          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 26 MCSB

                          Request a Price

                          Irvine, CA 92614 | Sun Country Marine Group, Irvine

                          • 2026 Bennington 26 MCSB
                          • 2026 Bennington 26 MCSB
                          • 2026 Bennington 26 MCSB
                          • 2026 Bennington 26 MCSB
                          • 2025 Bennington 24 MFB

                            $134,038

                            $999/mo*

                            Port Orange, FL 32127 | Blue Water Marine Port Orange

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