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Cobra Python, Bennington 20 Runabout boats for sale

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523 more Makes...
Bennington Models
  • 22 SSR
  • 22MSB
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  • 20 S STERN RADIUS
  • 21 SSB
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170 more Models...
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    17 boats
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    • Recommended
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    • Price: High to Low
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      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 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 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

          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
          • 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

            $39,972

            $348/mo*

            Port Orange, FL 32129 | Blue Water Marine Port Orange

            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

              $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 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 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

              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

              2013 Bennington 20 L L- Bench

              $14,995

              Riverview, FL 33578 | Antonietti Marine

              • 2013 Bennington 20 L L- Bench
              • 2013 Bennington 20 L L- Bench
              • 2013 Bennington 20 L L- Bench
              • 2013 Bennington 20 L L- Bench
              • 2026 Bennington S 20 SSR

                Request a Price

                Fairfield, OH 45014 | Hern Marine

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

                2024 Godfrey Sweetwater 2286 SFL

                $57,995

                $432/mo*

                Columbus, OH 43224 | Sizzle Marine

                • 2024 Godfrey Sweetwater 2286 SFL
                • 2024 Godfrey Sweetwater 2286 SFL
                • 2024 Godfrey Sweetwater 2286 SFL
                • 2024 Godfrey Sweetwater 2286 SFL

                2024 Regency 250 LE3

                $76,995

                $574/mo*

                Columbus, OH 43224 | Sizzle Marine

                • 2024 Regency 250 LE3
                • 2024 Regency 250 LE3
                • 2024 Regency 250 LE3
                • 2024 Regency 250 LE3

                2006 Bayliner 185 Bowrider

                $11,995

                Columbus, OH 43224 | Sizzle Marine

                • 2006 Bayliner 185 Bowrider
                • 2006 Bayliner 185 Bowrider
                • 2006 Bayliner 185 Bowrider
                • 2006 Bayliner 185 Bowrider

                2025 Bennington 20 SSR

                Request a Price

                Indianapolis, IN 46217 | Reeder Trausch Marine

                • 2025 Bennington 20 SSR
                • 2025 Bennington 20 SSR
                • 2025 Bennington 20 SSR
                • 2025 Bennington 20 SSR
                • 2026 Bennington S 20 SSR

                  Request a Price

                  Fairfield, OH 45014 | Hern Marine

                  • 2026 Bennington S 20 SSR
                  • 2026 Bennington S 20 SSR
                  • 2026 Bennington S 20 SSR
                  • 2026 Bennington S 20 SSR
                  • 2026 Bennington S Quad Bench 20 SSR

                    $38,995

                    $339/mo*

                    Akron, OH 44319 | Boat Masters State Park

                    • 2026 Bennington S Quad Bench 20 SSR
                    • 2026 Bennington S Quad Bench 20 SSR
                    • 2026 Bennington S Quad Bench 20 SSR
                    • 2026 Bennington S Quad Bench 20 SSR
                    • 2021 Bennington S 20 L-Bench

                      $22,999

                      Princeton, WI 54968 | Norton's Dry Dock

                      • 2021 Bennington S 20 L-Bench
                      • 2021 Bennington S 20 L-Bench
                      • 2021 Bennington S 20 L-Bench
                      • 2021 Bennington S 20 L-Bench
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