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Cobra Python, Bennington High Performance boats for sale

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    188 boats
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      2026 Bennington 22 MFB

      Request a Price

      Orange Beach, AL 36561 | Grander Marine

      • 2026 Bennington 22 MFB
      • 2026 Bennington 22 MFB
      • 2026 Bennington 22 MFB
      • 2026 Bennington 22 MFB
      Dealer Logo

      2019 Bennington Q 25 QCW

      $79,995

      $596/mo*

      Austin, TX 78735 | South Austin Marine Corp

      • 2019 Bennington Q 25 QCW
      • 2019 Bennington Q 25 QCW
      • 2019 Bennington Q 25 QCW
      • 2019 Bennington Q 25 QCW
      Dealer Logo

      2025 Bennington 25QX

      $197,484

      $1,471/mo*

      Greenville, SC 29605 | MarineMax Greenville

      • 2025 Bennington 25QX
      • 2025 Bennington 25QX
      • 2025 Bennington 25QX
      • 2025 Bennington 25QX
      Dealer Logo
      • 2026 Bennington 22 SSB

        $63,939

        $476/mo*

        Port Orange, FL 32127 | Blue Water Marine Port Orange

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

        2026 Bennington 21 S SWINGBACK

        $68,479

        $510/mo*

        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

        • 2026 Bennington 21 S SWINGBACK
        • 2026 Bennington 21 S SWINGBACK
        • 2026 Bennington 21 S SWINGBACK
        • 2026 Bennington 21 S SWINGBACK
        • 2026 Bennington 16 S CRUISE JUMP SEAT

          $34,980

          $305/mo*

          Fleming Island, FL 32003 | Bluewater Marine Fleming Island

          • 2026 Bennington 16 S CRUISE JUMP SEAT
          • 2026 Bennington 16 S CRUISE JUMP SEAT
          • 2026 Bennington 16 S CRUISE JUMP SEAT
          • 2026 Bennington 16 S CRUISE JUMP SEAT
          • 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 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
            • 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 24 MSL

              Request a Price

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

              • 2026 Bennington 24 MSL
              • 2026 Bennington 24 MSL
              • 2026 Bennington 24 MSL
              • 2026 Bennington 24 MSL
              • 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

                2026 Bennington 26 MCSB

                Request a Price

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

                • 2026 Bennington 26 MCSB
                • 2026 Bennington 26 MCSB
                • 2026 Bennington 22 S FISH AND CRUISE

                  $64,915

                  $484/mo*

                  Port Orange, FL 32127 | Blue Water Marine Port Orange

                  • 2026 Bennington 22 S FISH AND CRUISE
                  • 2026 Bennington 22 S FISH AND CRUISE
                  • 2026 Bennington 22 S FISH AND CRUISE
                  • 2026 Bennington 22 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
                    • 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
                      • 2025 Bennington 22 MFB

                        $79,893

                        $595/mo*

                        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                        • 2025 Bennington 22 MFB
                        • 2025 Bennington 22 MFB
                        • 2025 Bennington 22 MFB
                        • 2025 Bennington 22 MFB

                        2026 Bennington 22SSR

                        $55,113

                        ↓ Price Drop

                        $411/mo*

                        Greenville, SC 29605 | MarineMax Greenville

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

                        2026 Bennington 22 S CRUISE JUMP SEAT

                        $63,808

                        $475/mo*

                        Port Orange, FL 32129 | Blue Water Marine Port Orange

                        • 2026 Bennington 22 S CRUISE JUMP SEAT
                        • 2026 Bennington 22 S CRUISE JUMP SEAT
                        • 2026 Bennington 22 S CRUISE JUMP SEAT
                        • 2026 Bennington 22 S CRUISE JUMP SEAT
                        • 2008 Bennington 2575RCW I/O

                          $44,900

                          $391/mo*

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

                          • 2008 Bennington 2575RCW I/O
                          • 2008 Bennington 2575RCW I/O
                          • 2008 Bennington 2575RCW I/O
                          • 2008 Bennington 2575RCW I/O

                          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 S STERN RADIUS

                            $54,731

                            $408/mo*

                            Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                            • 2026 Bennington 20 S STERN RADIUS
                            • 2026 Bennington 20 S STERN RADIUS
                            • 2026 Bennington 20 S STERN RADIUS
                            • 2026 Bennington 20 S STERN RADIUS

                            2025 Bennington 22 MFB

                            $68,573

                            ↓ Price Drop

                            $511/mo*

                            Greenville, SC 29605 | MarineMax Greenville

                            • 2025 Bennington 22 MFB
                            • 2025 Bennington 22 MFB
                            • 2025 Bennington 22 MFB
                            • 2025 Bennington 22 MFB

                            2026 Bennington 22 S FISH AND CRUISE

                            $64,915

                            $484/mo*

                            Port Orange, FL 32129 | Blue Water Marine Port Orange

                            • 2026 Bennington 22 S FISH AND CRUISE
                            • 2026 Bennington 22 S FISH AND CRUISE
                            • 2026 Bennington 22 S FISH AND CRUISE
                            • 2026 Bennington 22 S FISH AND CRUISE

                            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 22 MFB

                            $79,893

                            $595/mo*

                            Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                            • 2025 Bennington 22 MFB
                            • 2025 Bennington 22 MFB
                            • 2025 Bennington 22 MFB
                            • 2025 Bennington 22 MFB

                            2026 Bennington 20SSR

                            Request a Price

                            Greenville, SC 29605 | MarineMax Greenville

                            • 2026 Bennington 20SSR
                            • 2026 Bennington 20SSR
                            • 2026 Bennington 20SSR
                            • 2026 Bennington 20SSR
                            • 2025 Bennington 22 ML

                              $79,957

                              $596/mo*

                              Port Orange, FL 32127 | Blue Water Marine Port Orange

                              • 2025 Bennington 22 ML
                              • 2025 Bennington 22 ML
                              • 2025 Bennington 22 ML
                              • 2025 Bennington 22 ML

                              2026 Bennington 23ssb

                              Request a Price

                              Greenville, SC 29605 | MarineMax Greenville

                              • 2026 Bennington 23ssb
                              • 2026 Bennington 23ssb
                              • 2026 Bennington 23ssb
                              • 2026 Bennington 23ssb
                              • 2026 Bennington 22 S FISH AND CRUISE

                                $64,309

                                $479/mo*

                                Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                                2026 Bennington 22 S FISH AND CRUISE

                                2026 Bennington 22MSB

                                Request a Price

                                Greenville, SC 29605 | MarineMax Greenville

                                • 2026 Bennington 22MSB
                                • 2026 Bennington 22MSB
                                • 2026 Bennington 22MSB
                                • 2026 Bennington 22MSB
                                • 2026 Bennington 21 S CRUISE

                                  $62,155

                                  $463/mo*

                                  Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                                  2026 Bennington 21 S CRUISE

                                  2026 Bennington 24MSB

                                  Request a Price

                                  Greenville, SC 29605 | MarineMax Greenville

                                  • 2026 Bennington 24MSB
                                  • 2026 Bennington 24MSB
                                  • 2026 Bennington 24MSB
                                  • 2026 Bennington 24MSB
                                  • 2026 Bennington 20 S 4 PT Fishing

                                    $47,510

                                    $414/mo*

                                    Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                                    2026 Bennington 20 S 4 PT Fishing
                                    • 2026 Bennington 22 SSR

                                      $59,930

                                      $446/mo*

                                      Port Orange, FL 32127 | Blue Water Marine Port Orange

                                      • 2026 Bennington 22 SSR
                                      • 2026 Bennington 22 SSR
                                      • 2026 Bennington 22 SSR
                                      • 2026 Bennington 22 SSR
                                      • 2020 Bennington QX 25 Sport

                                        $179,995

                                        $1,341/mo*

                                        Austin, TX 78735 | South Austin Marine Corp

                                        • 2020 Bennington QX 25 Sport
                                        • 2020 Bennington QX 25 Sport
                                        • 2020 Bennington QX 25 Sport
                                        • 2020 Bennington QX 25 Sport
                                        Dealer Logo
                                        • 2022 Bennington 23LSB

                                          $69,995

                                          $521/mo*

                                          Austin, TX 78735 | South Austin Marine Corp

                                          • 2022 Bennington 23LSB
                                          • 2022 Bennington 23LSB
                                          • 2022 Bennington 23LSB
                                          • 2022 Bennington 23LSB
                                          Dealer Logo
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