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New Cobra Python, Bennington Sloop boats for sale

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Boat Type
  • All Power
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  • Other
  • Pontoon
  • Runabout
  • Unspecified
Make
  • Bennington
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201 more Makes...
Bennington Models
  • 22SSRSE
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  • 22SSBSE
  • 168 SF Electric
  • 168SF
  • 188SS
  • 20 S-One Fish
  • 20 SS Family / Fishing
  • 20SS
  • 20SVF
16 more Models...
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    32 boats
    Sort: Recommended
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      2026 Bennington 20 SS Family / Fishing

      $44,713

      $389/mo*

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

      2026 Bennington 20 SS Family / Fishing
      Dealer Logo

      2024 Bennington RX 23 RXSBA

      $139,995

      $1,043/mo*

      Webster, MA 01570 | Lakeview Marine

      2024 Bennington RX 23 RXSBA
      Dealer Logo

      2025 Bennington 22SSBSE

      $76,072

      $567/mo*

      Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

      2025 Bennington 22SSBSE
      Dealer Logo
      • 2025 Bennington 21 SF Family / 4 Fishing seat (In Stock)

        $36,999

        $322/mo*

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

        2025 Bennington 21 SF Family / 4 Fishing seat (In Stock)
        • 2025 Bennington 22SSBSE

          $76,072

          $567/mo*

          Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

          2025 Bennington 22SSBSE
          • 2025 Bennington 25SSRSE

            $89,929

            $670/mo*

            Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

            2025 Bennington 25SSRSE
            • 2025 Bennington 22MSBSE

              $92,056

              $686/mo*

              Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

              2025 Bennington 22MSBSE
              • 2025 Bennington 25SSBSE

                $91,866

                $684/mo*

                Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                2025 Bennington 25SSBSE
                • 2025 Bennington 22SSBSE

                  $74,381

                  $554/mo*

                  Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                  2025 Bennington 22SSBSE

                  2026 Bennington 20 SS Family / Fishing

                  $44,713

                  $389/mo*

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

                  2026 Bennington 20 SS Family / Fishing
                  • 2025 Bennington 22MFBSE

                    $92,782

                    $691/mo*

                    Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                    2025 Bennington 22MFBSE

                    2023 Bennington 23LFBCSP

                    $55,000

                    ↓ Price Drop

                    $410/mo*

                    Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                    2023 Bennington 23LFBCSP
                    • 2025 Bennington 22SSRSE

                      $73,419

                      $547/mo*

                      Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                      2025 Bennington 22SSRSE
                      • 2025 Bennington 22SSRSE

                        $63,911

                        $476/mo*

                        Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                        2025 Bennington 22SSRSE
                        • 2025 Bennington 22SSRSE

                          $64,146

                          $478/mo*

                          Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                          2025 Bennington 22SSRSE
                          • 2025 Bennington 22SSRSE

                            $64,146

                            $478/mo*

                            Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                            2025 Bennington 22SSRSE
                            • 2023 Bennington 22SXSBSP

                              $63,952

                              $476/mo*

                              Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                              2023 Bennington 22SXSBSP
                              • 2025 Bennington 25RSXBWASE

                                $189,838

                                $1,414/mo*

                                Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                                2025 Bennington 25RSXBWASE
                                • 2025 Bennington 22SSRSE

                                  $54,218

                                  $404/mo*

                                  Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                                  2025 Bennington 22SSRSE

                                  2024 Bennington 27QFBWAT2SR

                                  $178,000

                                  ↓ Price Drop

                                  $1,326/mo*

                                  Gulfport, MS 39501 | Ocean Marine Group - Gulfport, MS

                                  2024 Bennington 27QFBWAT2SR

                                  2026 Bennington 168 SF Electric

                                  $27,999

                                  $244/mo*

                                  Hennepin, IL 61327 | Hennepin Marine Inc.

                                  2026 Bennington 168 SF Electric

                                  2024 Bennington RX 23 RXSBA

                                  $139,995

                                  $1,043/mo*

                                  Webster, MA 01570 | Lakeview Marine

                                  2024 Bennington RX 23 RXSBA

                                  2026 Bennington 22 SF

                                  Request a Price

                                  Indianapolis, IN 46204 | Reeder Trausch Marine

                                  2026 Bennington 22 SF
                                  • 2026 Bennington 20 S-One Fish

                                    Request a Price

                                    Fairfield, OH 45014 | Hern Marine

                                    2026 Bennington 20 S-One Fish
                                    • 2025 Bennington 21SXSAPG

                                      $58,000

                                      $432/mo*

                                      INVERNESS, FL 34453 | Apopka Marine

                                      2025 Bennington 21SXSAPG
                                      • 2026 Bennington 20SXS

                                        $49,995

                                        $435/mo*

                                        INVERNESS, FL 34453 | Apopka Marine

                                        2026 Bennington 20SXS
                                        • 2026 Bennington 21SFC

                                          $61,500

                                          $458/mo*

                                          INVERNESS, FL 34453 | Apopka Marine

                                          2026 Bennington 21SFC
                                          • 2024 Bennington 20SVF

                                            $39,995

                                            $348/mo*

                                            INVERNESS, FL 34453 | Apopka Marine

                                            2024 Bennington 20SVF
                                            • 2025 Bennington 21SF

                                              $54,700

                                              $408/mo*

                                              INVERNESS, FL 34453 | Apopka Marine

                                              2025 Bennington 21SF
                                              • 2025 Bennington 22SSB

                                                $52,995

                                                $395/mo*

                                                INVERNESS, FL 34453 | Apopka Marine

                                                2025 Bennington 22SSB
                                                • 2026 Bennington 20SS

                                                  $41,900

                                                  $365/mo*

                                                  INVERNESS, FL 34453 | Apopka Marine

                                                  2026 Bennington 20SS
                                                  • 2025 Bennington 168SF

                                                    $28,395

                                                    $247/mo*

                                                    INVERNESS, FL 34453 | Apopka Marine

                                                    2025 Bennington 168SF
                                                    • 2026 Bennington 188SS

                                                      $34,800

                                                      $303/mo*

                                                      INVERNESS, FL 34453 | Apopka Marine

                                                      2026 Bennington 188SS
                                                      • 2025 Bennington 21SF

                                                        $54,700

                                                        $408/mo*

                                                        INVERNESS, FL 34453 | Apopka Marine

                                                        2025 Bennington 21SF
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