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Cobra Python, Bennington 20 Power boats for sale

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Bennington Models
  • 20
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    171 boats
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      2026 Bennington S-One Quad Bench 20 SSR Pontoon

      $33,945

      $296/mo*

      Red Wing, MN 55066 | River Valley Marine – Red Wing

      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
      Dealer Logo

      2024 Bennington 20 SVSR

      Request a Price

      Norman, OK 73071 | Nichols Marine - Norman, OK

      • 2024 Bennington 20 SVSR
      • 2024 Bennington 20 SVSR
      • 2024 Bennington 20 SVSR
      • 2024 Bennington 20 SVSR
      Dealer Logo

      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
      Dealer Logo
      • 2023 Bennington 20 SXL

        $44,999

        $392/mo*

        Lexington, NC | Rock Outdoors - High Rock Lake

        • 2023 Bennington 20 SXL
        • 2023 Bennington 20 SXL
        • 2023 Bennington 20 SXL
        • 2023 Bennington 20 SXL
        • 2026 Bennington 20 SVL

          Request a Price

          Sarasota, FL 34238 | Ingman Marine- Sarasota

          • 2026 Bennington 20 SVL
          • 2026 Bennington 20 SVL
          • 2026 Bennington 20 SVL
          • 2026 Bennington 20 SVL
          • 2023 Bennington 20 SXL

            $44,999

            $392/mo*

            Littleton, NC 27850 | Rock Outdoors - High Rock Lake

            • 2023 Bennington 20 SXL
            • 2023 Bennington 20 SXL
            • 2023 Bennington 20 SXL
            • 2023 Bennington 20 SXL
            • 2023 Bennington 20 SXL

              $44,999

              $392/mo*

              Lexington, NC | Rock Outdoors - High Rock Lake

              • 2023 Bennington 20 SXL
              • 2023 Bennington 20 SXL
              • 2023 Bennington 20 SXL
              • 2023 Bennington 20 SXL

              2026 Bennington 20 SSR 2T

              Request a Price

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

              • 2026 Bennington 20 SSR 2T
              • 2026 Bennington 20 SSR 2T
              • 2026 Bennington 20 SSR 2T
              • 2026 Bennington 20 SSR 2T

              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

              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 S L-Bench 20 SL

                Request a Price

                New Lisbon, WI 53950 | V2 Boat Center Inc.

                • 2026 Bennington S L-Bench 20 SL
                • 2026 Bennington S L-Bench 20 SL
                • 2026 Bennington S L-Bench 20 SL
                • 2026 Bennington S L-Bench 20 SL
                • 2026 Bennington S-One L Bench 20 SL Pontoon

                  $31,795

                  $277/mo*

                  Rochester, MN 55901 | River Valley Marine – Rochester

                  • 2026 Bennington S-One L Bench 20 SL Pontoon
                  • 2026 Bennington S-One L Bench 20 SL Pontoon
                  • 2026 Bennington S Quad Bench 20 SSR

                    Request a Price

                    New Lisbon, WI 53950 | V2 Boat Center Inc.

                    • 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
                    • 2026 Bennington S-One Quad Bench 20 SSR Pontoon

                      $33,945

                      $296/mo*

                      Wayzata, MN 55391 | River Valley Marine – Lake Minnetonka

                      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                      • 2026 Bennington S Quad Bench 20 SSR

                        Request a Price

                        Richland Center, WI 53581 | Vetesnik Power Sports

                        • 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
                        • 2026 Bennington S-One Quad Bench 20 SSR Pontoon

                          $33,945

                          $296/mo*

                          Wayzata, MN 55391 | River Valley Marine – Lake Minnetonka

                          • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                          • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                          • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                          • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                          • 2026 Bennington S L-Bench 20 SL

                            Request a Price

                            Washington, NC 27889 | Park Boat Company

                            • 2026 Bennington S L-Bench 20 SL
                            • 2026 Bennington S L-Bench 20 SL
                            • 2026 Bennington S L-Bench 20 SL
                            • 2026 Bennington S L-Bench 20 SL
                            • 2026 Bennington S Quad Bench 20 SSR Pontoon

                              $33,295

                              $290/mo*

                              Wayzata, MN 55391 | River Valley Marine – Lake Minnetonka

                              • 2026 Bennington S Quad Bench 20 SSR Pontoon
                              • 2026 Bennington S Quad Bench 20 SSR Pontoon
                              • 2026 Bennington S-One L Bench 20 SL Pontoon

                                $31,795

                                $277/mo*

                                Red Wing, MN 55066 | River Valley Marine – Red Wing

                                • 2026 Bennington S-One L Bench 20 SL Pontoon
                                • 2026 Bennington S-One L Bench 20 SL Pontoon
                                • 2026 Bennington S-One L Bench 20 SL Pontoon

                                  $31,795

                                  $277/mo*

                                  Wayzata, MN 55391 | River Valley Marine – Lake Minnetonka

                                  • 2026 Bennington S-One L Bench 20 SL Pontoon
                                  • 2026 Bennington S-One L Bench 20 SL Pontoon
                                  • 2026 Bennington S-One Quad Bench 20 SSR Pontoon

                                    $33,945

                                    $296/mo*

                                    Red Wing, MN 55066 | River Valley Marine – Red Wing

                                    • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                    • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                    • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                    • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                    • 2026 Bennington S-One Quad Bench 20 SSR Pontoon

                                      $33,945

                                      $296/mo*

                                      Red Wing, MN 55066 | River Valley Marine – Red Wing

                                      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                      • 2026 Bennington S-One Quad Bench 20 SSR Pontoon

                                      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
                                      • 2026 Bennington S L-Bench 20 SL

                                        Request a Price

                                        Washington, NC 27954 | Manteo Marine

                                        • 2026 Bennington S L-Bench 20 SL
                                        • 2026 Bennington S L-Bench 20 SL
                                        • 2026 Bennington S L-Bench 20 SL
                                        • 2026 Bennington S L-Bench 20 SL
                                        • 2026 Bennington S Quad Bench 20 SSR Pontoon

                                          $33,295

                                          $290/mo*

                                          Rochester, MN 55901 | River Valley Marine – Rochester

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

                                            $44,095

                                            $384/mo*

                                            Red Wing, MN 55066 | River Valley Marine – Red Wing

                                            • 2026 Bennington S Quad Bench 20 SSR Tritoon
                                            • 2026 Bennington S Quad Bench 20 SSR Tritoon
                                            • 2026 Bennington S L-Bench 20 SL

                                              Request a Price

                                              Richland Center, WI 53581 | Vetesnik Power Sports

                                              • 2026 Bennington S L-Bench 20 SL
                                              • 2026 Bennington S L-Bench 20 SL
                                              • 2026 Bennington S L-Bench 20 SL
                                              • 2026 Bennington S L-Bench 20 SL
                                              • 2026 Bennington S Quad Bench 20 SSR Tritoon

                                                $44,095

                                                $384/mo*

                                                Wayzata, MN 55391 | River Valley Marine – Lake Minnetonka

                                                • 2026 Bennington S Quad Bench 20 SSR Tritoon
                                                • 2026 Bennington S Quad Bench 20 SSR Tritoon
                                                • 2026 Bennington S-One Quad Bench 20 SSR Pontoon

                                                  $33,945

                                                  $296/mo*

                                                  Rochester, MN 55901 | River Valley Marine – Rochester

                                                  • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                                  • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                                  • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                                  • 2026 Bennington S-One Quad Bench 20 SSR Pontoon
                                                  • 2026 Bennington S Quad Bench 20 SSR Tritoon

                                                    $44,095

                                                    $384/mo*

                                                    Rochester, MN 55901 | River Valley Marine – Rochester

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

                                                      $33,295

                                                      $290/mo*

                                                      Red Wing, MN 55066 | River Valley Marine – Red Wing

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

                                                      2019 Bennington SX 20

                                                      $26,880

                                                      ↓ Price Drop

                                                      $234/mo*

                                                      Lake Wales, FL 33859 | Ridgeline Boating Center

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

                                                      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

                                                      2024 Bennington 20 SVL SPS

                                                      $39,995

                                                      $348/mo*

                                                      Russells Point, US 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
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