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Cobra Python, Bennington 20 Power boats for sale

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Bennington Models
  • 22 SSR SPS
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    69 boats
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      2025 Bennington 20 S STERN RADIUS

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      Orlando, FL 32805 | Regal & Nautique of Orlando

      • 2025 Bennington 20 S STERN RADIUS
      • 2025 Bennington 20 S STERN RADIUS
      • 2025 Bennington 20 S STERN RADIUS
      • 2025 Bennington 20 S STERN RADIUS
      Dealer Logo

      2024 Bennington 20 SVL SPS

      $39,995

      $348/mo*

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

      • 2024 Bennington 20 SVL SPS
      • 2024 Bennington 20 SVL SPS
      • 2024 Bennington 20 SVL SPS
      • 2024 Bennington 20 SVL SPS
      Dealer Logo

      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
      Dealer Logo

      2020 Bennington 20 SFV

      $22,500

      Mary Esther, US 32569 | Sunrise Marine - Destin

      • 2020 Bennington 20 SFV
      • 2020 Bennington 20 SFV
      • 2020 Bennington 20 SFV
      • 2020 Bennington 20 SFV

      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 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

        2022 Bennington SX 20 Swingback

        $36,900

        $321/mo*

        Norfolk, VA 23518 | HM Boats

        • 2022 Bennington SX 20 Swingback
        • 2022 Bennington SX 20 Swingback
        • 2022 Bennington SX 20 Swingback
        • 2022 Bennington SX 20 Swingback

        2022 Bennington 20 SL

        $18,995

        Panama City, FL 32408 | Legendary Marine

        • 2022 Bennington 20 SL
        • 2022 Bennington 20 SL
        • 2022 Bennington 20 SL
        • 2022 Bennington 20 SL

        2019 Bennington SX 20 SFX

        $19,999

        Hoffman Estates, IL 60192 | Cabela's Boating Center | Hoffman Estates, IL

        • 2019 Bennington SX 20 SFX
        • 2019 Bennington SX 20 SFX
        • 2019 Bennington SX 20 SFX

        2026 Bennington 20 SS Family / Fishing

        $44,713

        $389/mo*

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

        • 2026 Bennington 20 SS Family / Fishing
        • 2026 Bennington 20 SS Family / Fishing
        • 2026 Bennington 20 SS Family / Fishing
        • 2026 Bennington 20 SS Family / Fishing

        2025 Bennington 20 SVL 2T

        $40,995

        $357/mo*

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

        • 2025 Bennington 20 SVL 2T
        • 2025 Bennington 20 SVL 2T
        • 2025 Bennington 20 SVL 2T
        • 2025 Bennington 20 SVL 2T

        2025 Bennington 20 SF Family / 4 Fishing seat

        $29,999

        $261/mo*

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

        • 2025 Bennington 20 SF Family / 4 Fishing seat
        • 2025 Bennington 20 SF Family / 4 Fishing seat
        • 2025 Bennington 20 SF Family / 4 Fishing seat
        • 2025 Bennington 20 SF Family / 4 Fishing seat

        2025 Bennington 20 SVSR SPS

        Request a Price

        Lewisville, US 75067 | Phil Dill Boats

        • 2025 Bennington 20 SVSR SPS
        • 2025 Bennington 20 SVSR SPS
        • 2025 Bennington 20 SVSR SPS
        • 2025 Bennington 20 SVSR SPS

        2026 Bennington 20 SSB Swing Back

        $41,749

        $363/mo*

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

        • 2026 Bennington 20 SSB Swing Back
        • 2026 Bennington 20 SSB Swing Back
        • 2026 Bennington 20 SSB Swing Back
        • 2026 Bennington 20 SSB Swing Back
        • 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 20 S STERN RADIUS
          • 2026 Bennington 20 S STERN RADIUS
          • 2026 Bennington 20 S STERN RADIUS
          • 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

            2026 Bennington 20 SL 2T

            Request a Price

            Ft. Myers, FL 33908 | Marina Mikes

            • 2026 Bennington 20 SL 2T
            • 2026 Bennington 20 SL 2T
            • 2026 Bennington 20 SL 2T
            • 2026 Bennington 20 SL 2T
            • 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 20 SSR SPS

              Request a Price

              Ft. Myers, FL 33908 | Marina Mikes

              • 2026 Bennington 20 SSR SPS
              • 2026 Bennington 20 SSR SPS
              • 2026 Bennington 20 SSR SPS
              • 2026 Bennington 20 SSR SPS
              • 2026 Bennington 20 SSR

                $39,972

                $348/mo*

                Port Orange, FL 32127 | Blue Water Marine Port Orange

                • 2026 Bennington 20 SSR
                • 2026 Bennington 20 SSR
                • 2026 Bennington 20 SSR
                • 2026 Bennington 20 SSR

                2025 Bennington 20 S STERN RADIUS

                Request a Price

                Orlando, FL 32805 | Regal & Nautique of Orlando

                • 2025 Bennington 20 S STERN RADIUS
                • 2025 Bennington 20 S STERN RADIUS
                • 2025 Bennington 20 S STERN RADIUS
                • 2025 Bennington 20 S STERN RADIUS

                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

                2024 Bennington 20 SVL SPS

                $39,995

                $348/mo*

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

                • 2024 Bennington 20 SVL SPS
                • 2024 Bennington 20 SVL SPS
                • 2024 Bennington 20 SVL SPS
                • 2024 Bennington 20 SVL SPS

                2026 Bennington 20 SSR

                $39,972

                $348/mo*

                Port Orange, FL 32129 | Blue Water Marine Port Orange

                2026 Bennington 20 SSR

                2019 Bennington 20 ssxp

                $30,599

                $266/mo*

                Mary Esther, US 32569 | Sunrise Marine - Destin

                • 2019 Bennington 20 ssxp
                • 2019 Bennington 20 ssxp
                • 2019 Bennington 20 ssxp
                • 2019 Bennington 20 ssxp

                2009 Bennington Cruise 20

                $13,999

                Sevierville, TN 37862 | Bass Pro Boating Center | Sevierville, TN

                • 2009 Bennington Cruise 20
                • 2009 Bennington Cruise 20
                • 2009 Bennington Cruise 20
                • 2009 Bennington Cruise 20

                2024 Bennington 20 SL

                $69,999

                $521/mo*

                Winchester, TN 37398 | Tims Ford Powersports

                • 2024 Bennington 20 SL
                • 2024 Bennington 20 SL
                • 2024 Bennington 20 SL
                • 2024 Bennington 20 SL

                2024 Bennington 20 SVL

                $39,000

                $340/mo*

                Bolingbrook, IL 60440 | Basa's Marine

                • 2024 Bennington 20 SVL
                • 2024 Bennington 20 SVL
                • 2024 Bennington 20 SVL
                • 2024 Bennington 20 SVL

                2020 Bennington 20 SSX

                $24,970

                ↓ Price Drop

                Lake Wales, FL 33859 | Ridgeline Boating Center

                • 2020 Bennington 20 SSX
                • 2020 Bennington 20 SSX
                • 2020 Bennington 20 SSX
                • 2020 Bennington 20 SSX

                2025 Bennington 20 SSRCX STERN RADIOS

                $43,995

                ↓ Price Drop

                $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

                2024 Bennington 20 SVL SPS

                $39,995

                $348/mo*

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

                • 2024 Bennington 20 SVL SPS
                • 2024 Bennington 20 SVL SPS
                • 2024 Bennington 20 SVL SPS
                • 2024 Bennington 20 SVL SPS

                2025 Bennington 20 SVSR SPS

                Request a Price

                Lewisville, US 75067 | Phil Dill Boats

                • 2025 Bennington 20 SVSR SPS
                • 2025 Bennington 20 SVSR SPS
                • 2025 Bennington 20 SVSR SPS
                • 2025 Bennington 20 SVSR SPS
                • 2022 Bennington 20 SVF

                  $32,995

                  $287/mo*

                  Pittsburg, MO 65724 | White's Marine Center

                  • 2022 Bennington 20 SVF
                  • 2022 Bennington 20 SVF
                  • 2022 Bennington 20 SVF
                  • 2022 Bennington 20 SVF

                  2018 Bennington 20 SSRX

                  $21,998

                  Indianapolis, IN 46217 | Reeder Trausch Marine

                  • 2018 Bennington 20 SSRX
                  • 2018 Bennington 20 SSRX
                  • 2018 Bennington 20 SSRX
                  • 2018 Bennington 20 SSRX
                  • 2026 Bennington 20 SSB Swing Back

                    $41,749

                    $363/mo*

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

                    • 2026 Bennington 20 SSB Swing Back
                    • 2026 Bennington 20 SSB Swing Back
                    • 2026 Bennington 20 SSB Swing Back
                    • 2026 Bennington 20 SSB Swing Back
                    Dealer Logo
                    • 2025 Bennington 20 SVSR SPS

                      Request a Price

                      Lewisville, US 75067 | Phil Dill Boats

                      • 2025 Bennington 20 SVSR SPS
                      • 2025 Bennington 20 SVSR SPS
                      • 2025 Bennington 20 SVSR SPS
                      • 2025 Bennington 20 SVSR SPS
                      Dealer Logo
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