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Cobra Python, Bennington Sloop boats for sale

Clear All pythonAll Bennington power-sloop power-runabout
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258 more Makes...
Bennington Models
  • 22 SSR
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    137 boats
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      2022 Bennington 23LSB

      $69,995

      $521/mo*

      Austin, TX 78735 | South Austin Marine Corp

      2022 Bennington 23LSB
      Dealer Logo

      2026 Bennington 24 MSL

      Request a Price

      Irvine, CA 92614 | Sun Country Marine Group, Irvine

      2026 Bennington 24 MSL
      Dealer Logo

      2026 Bennington 24MSL

      Request a Price

      Greenville, SC 29605 | MarineMax Greenville

      2026 Bennington 24MSL
      Dealer Logo

      2026 Bennington 21 S SWINGBACK

      $68,479

      $510/mo*

      Fleming Island, FL 32003 | Bluewater Marine Fleming Island

      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 24 MSL

        Request a Price

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

        2026 Bennington 24 MSL
        • 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 SSB

            $63,939

            $476/mo*

            Port Orange, FL 32127 | Blue Water Marine Port Orange

            2026 Bennington 22 SSB

            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 SSR

              $59,930

              $446/mo*

              Fleming Island, FL 32003 | Bluewater Marine Fleming Island

              2026 Bennington 22 SSR

              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 22 M Swingback

              $100,099

              $746/mo*

              Fleming Island, FL 32003 | Bluewater Marine Fleming Island

              2026 Bennington 22 M Swingback
              • 2026 Bennington 22 S CRUISE JUMP SEAT

                $63,808

                $475/mo*

                Port Orange, FL 32127 | Blue Water Marine Port Orange

                2026 Bennington 22 S CRUISE JUMP SEAT
                • 2026 Bennington 20 S STERN RADIUS

                  $45,729

                  $398/mo*

                  Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                  2026 Bennington 20 S STERN RADIUS

                  2026 Bennington 22 SSB

                  $63,939

                  $476/mo*

                  Port Orange, FL 32129 | Blue Water Marine Port Orange

                  2026 Bennington 22 SSB

                  2026 Bennington 22 SSR

                  $59,930

                  $446/mo*

                  Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                  2026 Bennington 22 SSR
                  • 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

                    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 SSR

                      $59,930

                      $446/mo*

                      Port Orange, FL 32127 | Blue Water Marine Port Orange

                      2026 Bennington 22 SSR
                      • 2025 Bennington 22 ML

                        $79,957

                        $596/mo*

                        Port Orange, FL 32127 | Blue Water Marine Port Orange

                        2025 Bennington 22 ML

                        2026 Bennington 22 SSB

                        $62,937

                        $469/mo*

                        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                        2026 Bennington 22 SSB
                        • 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 21 S CRUISE

                            $62,155

                            $463/mo*

                            Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                            2026 Bennington 21 S CRUISE
                            • 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 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 20 SL

                                  $38,997

                                  $339/mo*

                                  Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                                  2026 Bennington 20 SL

                                  2026 Bennington 22SSR

                                  Request a Price

                                  Greenville, SC 29605 | MarineMax Greenville

                                  2026 Bennington 22SSR

                                  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 23SSR

                                  Request a Price

                                  Greenville, SC 29605 | MarineMax Greenville

                                  2026 Bennington 23SSR
                                  • 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 23ssb

                                    Request a Price

                                    Greenville, SC 29605 | MarineMax Greenville

                                    2026 Bennington 23ssb
                                    • 2026 Bennington 20 SSR

                                      $39,972

                                      $348/mo*

                                      Port Orange, FL 32127 | Blue Water Marine Port Orange

                                      2026 Bennington 20 SSR

                                      2025 Bennington 22MSB

                                      $69,307

                                      ↓ Price Drop

                                      $516/mo*

                                      Greenville, SC 29605 | MarineMax Greenville

                                      2025 Bennington 22MSB

                                      2026 Bennington 22 SS

                                      $64,972

                                      $484/mo*

                                      Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                                      2026 Bennington 22 SS
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