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New Cobra Python, Bennington High Performance boats for sale

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176 more Makes...
Bennington Models
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  • 20 S STERN RADIUS
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    137 boats
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      2025 Bennington 23RSBA

      $156,516

      $1,166/mo*

      Greenville, SC 29605 | MarineMax Greenville

      • 2025 Bennington 23RSBA
      • 2025 Bennington 23RSBA
      • 2025 Bennington 23RSBA
      • 2025 Bennington 23RSBA
      Dealer Logo

      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
      Dealer Logo

      2026 Bennington 24M

      Request a Price

      Greenville, SC 29605 | MarineMax Greenville

      • 2026 Bennington 24M
      • 2026 Bennington 24M
      • 2026 Bennington 24M
      • 2026 Bennington 24M
      Dealer Logo

      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
      • 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
        • 2024 Bennington 20 SFNP

          $45,000

          $392/mo*

          US | TAILWALKER MARINE

          • 2024 Bennington 20 SFNP
          • 2024 Bennington 20 SFNP
          • 2024 Bennington 20 SFNP
          • 2024 Bennington 20 SFNP
          • 2025 Bennington 24LSR

            $74,500

            $555/mo*

            US | TAILWALKER MARINE

            • 2025 Bennington 24LSR
            • 2025 Bennington 24LSR
            • 2025 Bennington 24LSR
            • 2025 Bennington 24LSR

            2024 Bennington 30 QSBWAX2 ESP

            Request a Price

            Lewisville, TX 75067 | Phil Dill Boats

            2024 Bennington 30 QSBWAX2 ESP

            2024 Bennington 24 LXSFB SPS

            Request a Price

            Ft. Myers, FL 33908 | Marina Mikes

            2024 Bennington 24 LXSFB SPS

            2024 Bennington 30 QSBWAX2 ESP

            Request a Price

            Ft. Myers, FL 33908 | Marina Mikes

            2024 Bennington 30 QSBWAX2 ESP

            2024 Bennington 23 QXFBA ESP

            Request a Price

            Ft. Myers, FL 33908 | Marina Mikes

            2024 Bennington 23 QXFBA ESP
            • 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

              2024 Bennington 28 QXFBAX1 ESP

              Request a Price

              Ft. Myers, FL 33908 | Marina Mikes

              2024 Bennington 28 QXFBAX1 ESP
              • 2026 Bennington 18 S FISH AND CRUISE

                $42,793

                $373/mo*

                Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                • 2026 Bennington 18 S FISH AND CRUISE
                • 2026 Bennington 18 S FISH AND CRUISE
                • 2026 Bennington 18 S FISH AND CRUISE
                • 2026 Bennington 18 S FISH AND CRUISE

                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

                2024 Bennington 27 QXSBWAX2 ESP

                Request a Price

                Ft. Myers, FL 33908 | Marina Mikes

                2024 Bennington 27 QXSBWAX2 ESP

                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

                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 22 SSR

                  $59,930

                  $446/mo*

                  Fleming Island, FL 32003 | Bluewater Marine Fleming Island

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

                  2026 Bennington 20SXSNP REAR FISH

                  $47,995

                  $418/mo*

                  Waco, TX 76710 | Yowells Boat Yard Inc.

                  • 2026 Bennington 20SXSNP REAR FISH
                  • 2026 Bennington 20SXSNP REAR FISH
                  • 2026 Bennington 20SXSNP REAR FISH
                  • 2026 Bennington 20SXSNP REAR FISH
                  • 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 SX SWING BACK

                    $69,995

                    ↓ Price Drop

                    $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 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 22 ML

                    $84,658

                    $631/mo*

                    Port Orange, FL 32129 | Blue Water Marine Port Orange

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

                    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 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 SSB

                      Request a Price

                      Campbell, CA 95008 | Sun Country Marine Group

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

                      2026 Bennington 22 SSB

                      $63,939

                      $476/mo*

                      Port Orange, FL 32129 | Blue Water Marine Port Orange

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

                      2026 Bennington 21 SSB

                      Request a Price

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

                      • 2026 Bennington 21 SSB
                      • 2026 Bennington 21 SSB
                      • 2026 Bennington 21 SSB
                      • 2026 Bennington 21 SSB
                      • 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
                        • 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 22 S CRUISE JUMP SEAT
                          • 2026 Bennington 22 S CRUISE JUMP SEAT
                          • 2026 Bennington 22 S CRUISE JUMP SEAT

                          2026 Bennington 22SX Stern Radius

                          $62,995

                          ↓ Price Drop

                          $469/mo*

                          Waco, TX 76710 | Yowells Boat Yard Inc.

                          • 2026 Bennington 22SX Stern Radius
                          • 2026 Bennington 22SX Stern Radius
                          • 2026 Bennington 22SX Stern Radius
                          • 2026 Bennington 22SX Stern Radius
                          • 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
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