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Cobra Python, Bennington 20 Runabout boats for sale

Clear All pythonBennington 20 power-runabout sail-unspec
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256 more Makes...
Bennington Models
  • 22 SSR
  • 22MSB
  • 22 MFB
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  • 22SSR
  • 20 S STERN RADIUS
  • 21 SSB
  • 22 S FISH AND CRUISE
  • 24 MFB
  • 20 SL
83 more Models...
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    12 boats
    Sort: Recommended
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    • Price: High to Low
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      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
      Dealer Logo

      2026 Bennington 20 SSR

      $39,972

      $348/mo*

      Port Orange, FL 32129 | Blue Water Marine Port Orange

      2026 Bennington 20 SSR
      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
      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

      2025 Bennington 20 SSRCX STERN RADIOS

      $43,995

      $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
      • 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
          • 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 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

                2026 Bennington 20 SSR

                $39,972

                $348/mo*

                Port Orange, FL 32129 | Blue Water Marine Port Orange

                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

                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
                • 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
                  • 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
                    • 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
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