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Cobra Python, Judge Judge 18, Excel Eclipse, 183 Command, Switch Blade, Intrepid 32, 370, Open, Bennington boats for sale

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1,772 more Makes...
Bennington Models
  • 22 SSR SPS
  • S Quad Bench 22 SSR
  • 22 SSB SPS
  • S-One Quad Bench 22 SSR Tritoon
  • 22 SSR
  • M Quad Bench 24 MFB Tritoon
  • 24 MSB
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  • M Quad Bench 22 MFB Tritoon
1,067 more Models...
Excel Models
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  • 230 Bay Pro
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27 more Models...
Intrepid Models
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  • 323 Cuddy
  • 475 Sport Yacht
  • 375 Nomad SE
  • 400 Center Console
  • 370 Cuddy
  • 377 Walkaround
  • 400 Cuddy
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  • 477 Evolution
42 more Models...
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Judge Models
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  • 36 Chesapeake
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    2,528 boats
    Sort: Recommended
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      2003 Intrepid 370 Cuddy

      $104,900

      $766/mo*

      Palm Beach Gardens, FL 33410 | Munive Yachting

      • 2003 Intrepid 370 Cuddy
      • 2003 Intrepid 370 Cuddy
      • 2003 Intrepid 370 Cuddy
      • 2003 Intrepid 370 Cuddy
      Dealer Logo

      2022 Bennington 30 QXSBAX2

      $220,599

      $1,611/mo*

      Mary Esther, US 32569 | Sunrise Marine - Destin

      • 2022 Bennington 30 QXSBAX2
      • 2022 Bennington 30 QXSBAX2
      • 2022 Bennington 30 QXSBAX2
      • 2022 Bennington 30 QXSBAX2
      Dealer Logo

      2008 Intrepid 323 Open

      $124,500

      $909/mo*

      Coral Gables, FL 33134 | Intrepid Southeast

      • 2008 Intrepid 323 Open
      • 2008 Intrepid 323 Open
      • 2008 Intrepid 323 Open
      • 2008 Intrepid 323 Open
      Dealer Logo

      2023 Bennington 24 LXSBA SPS Plus

      $89,998

      $657/mo*

      Dadeville, AL 36853 | Harbor Pointe Sales & Service

      • 2023 Bennington 24 LXSBA SPS Plus
      • 2023 Bennington 24 LXSBA SPS Plus
      • 2023 Bennington 24 LXSBA SPS Plus
      • 2023 Bennington 24 LXSBA SPS Plus

      2025 Bennington 24 MSB ESP

      $105,988

      $774/mo*

      Dadeville, AL 36853 | Harbor Pointe Sales & Service

      • 2025 Bennington 24 MSB ESP
      • 2025 Bennington 24 MSB ESP
      • 2025 Bennington 24 MSB ESP
      • 2025 Bennington 24 MSB ESP
      • 2026 Bennington 20SSR Pontoon

        $39,999

        $343/mo*

        Minot, ND 58701 | Vallely Sport & Marine - Minot

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

        2025 Bennington 23 LSB

        $75,275

        $550/mo*

        Greenville, SC 29605 | MarineMax Greenville

        • 2025 Bennington 23 LSB
        • 2025 Bennington 23 LSB
        • 2025 Bennington 23 LSB
        • 2025 Bennington 23 LSB
        • 2025 Bennington M Quad Bench 22 MFB Pontoon

          $49,818

          $427/mo*

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

          • 2025 Bennington M Quad Bench 22 MFB Pontoon
          • 2025 Bennington M Quad Bench 22 MFB Pontoon
          • 2025 Bennington M Quad Bench 22 MFB Pontoon
          • 2025 Bennington M Quad Bench 22 MFB Pontoon
          • 2025 Bennington M Swingback 22 MSB Tritoon

            $65,704

            $480/mo*

            Rochester, MN 55901 | River Valley Marine – Rochester

            • 2025 Bennington M Swingback 22 MSB Tritoon
            • 2025 Bennington M Swingback 22 MSB Tritoon
            • 2025 Bennington M Swingback 22 MSB Tritoon
            • 2025 Bennington M Swingback 22 MSB Tritoon

            2026 Bennington 21 SSB SPS

            Request a Price

            Lewisville, US 75067 | Phil Dill Boats

            • 2026 Bennington 21 SSB SPS
            • 2026 Bennington 21 SSB SPS
            • 2026 Bennington 21 SSB SPS
            • 2026 Bennington 21 SSB SPS

            2023 Bennington 20 SXL

            $37,220

            ↓ Price Drop

            $319/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
            • 2025 Excel Eclipse

              $19,945

              Palm Harbor, FL 34684 | Boat and Motor Superstores

              • 2025 Excel Eclipse
              • 2025 Excel Eclipse
              • 2025 Excel Eclipse
              • 2025 Excel Eclipse
              • 2025 Bennington 21 SSR Quad Bench (In Stock)

                $42,499

                $364/mo*

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

                • 2025 Bennington 21 SSR Quad Bench (In Stock)
                • 2025 Bennington 21 SSR Quad Bench (In Stock)
                • 2025 Bennington 21 SSR Quad Bench (In Stock)
                • 2025 Bennington 21 SSR Quad Bench (In Stock)

                2025 Bennington 24 MSB SPS

                $112,995

                $825/mo*

                Norfolk, VA 23502 | Norfolk Marine

                • 2025 Bennington 24 MSB SPS
                • 2025 Bennington 24 MSB SPS
                • 2025 Bennington 24 MSB SPS
                • 2025 Bennington 24 MSB SPS

                2023 Bennington 20 SXL

                $37,220

                ↓ Price Drop

                $319/mo*

                Hardy, VA 24101 | Rock Outdoors - High Rock Lake

                • 2023 Bennington 20 SXL
                • 2023 Bennington 20 SXL
                • 2023 Bennington 20 SXL
                • 2023 Bennington 20 SXL
                • 2025 Bennington 22 MSB Tritoon Pontoon

                  $89,999

                  $657/mo*

                  Minot, ND 58701 | Vallely Sport & Marine - Minot

                  • 2025 Bennington 22 MSB Tritoon Pontoon
                  • 2025 Bennington 22 MSB Tritoon Pontoon
                  • 2025 Bennington 22 MSB Tritoon Pontoon
                  • 2025 Bennington 22 MSB Tritoon Pontoon

                  2026 Bennington 23 SSB Swing Back Pontoon

                  $53,249

                  $389/mo*

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

                  • 2026 Bennington 23 SSB Swing Back Pontoon
                  • 2026 Bennington 23 SSB Swing Back Pontoon
                  • 2026 Bennington 23 SSB Swing Back Pontoon
                  • 2026 Bennington 23 SSB Swing Back Pontoon
                  • 2025 Bennington M Swingback 24 MSB

                    $69,900

                    $511/mo*

                    Dubuque, IA 52001 | Hawkeye Boat Sales

                    • 2025 Bennington M Swingback 24 MSB
                    • 2025 Bennington M Swingback 24 MSB
                    • 2025 Bennington M Swingback 24 MSB
                    • 2025 Bennington M Swingback 24 MSB
                    • 2025 Bennington 188 SF Family / 4 Fish seat (In Stock)

                      $30,799

                      $264/mo*

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

                      • 2025 Bennington 188 SF Family / 4 Fish seat (In Stock)
                      • 2025 Bennington 188 SF Family / 4 Fish seat (In Stock)
                      • 2025 Bennington 188 SF Family / 4 Fish seat (In Stock)
                      • 2025 Bennington 188 SF Family / 4 Fish seat (In Stock)

                      2026 Bennington 24 MS

                      Request a Price

                      Sarasota, FL 34238 | Ingman Marine- Sarasota

                      • 2026 Bennington 24 MS
                      • 2026 Bennington 24 MS
                      • 2026 Bennington 24 MS
                      • 2026 Bennington 24 MS

                      2026 Bennington 24 MSB

                      Request a Price

                      Sarasota, FL 34238 | Ingman Marine- Sarasota

                      • 2026 Bennington 24 MSB
                      • 2026 Bennington 24 MSB
                      • 2026 Bennington 24 MSB
                      • 2026 Bennington 24 MSB

                      2026 Bennington 22 SS

                      $64,972

                      $475/mo*

                      Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                      • 2026 Bennington 22 SS
                      • 2026 Bennington 22 SS
                      • 2026 Bennington 22 SS
                      • 2026 Bennington 22 SS
                      • 2015 Cobra Python

                        $155,000

                        $1,132/mo*

                        Lake Havasu City, AZ 86406 | Private Seller

                        • 2015 Cobra Python
                        • 2015 Cobra Python
                        • 2015 Cobra Python
                        • 2015 Cobra Python

                        2025 Bennington 22 SS

                        $59,806

                        $437/mo*

                        Sarasota, FL 34238 | Ingman Marine- Sarasota

                        • 2025 Bennington 22 SS
                        • 2025 Bennington 22 SS
                        • 2025 Bennington 22 SS
                        • 2025 Bennington 22 SS

                        2021 Bennington 22 SS Fish & Ski

                        $36,500

                        ↓ Price Drop

                        $313/mo*

                        Destin, FL 32541 | Private Seller

                        • 2021 Bennington 22 SS Fish & Ski
                        • 2021 Bennington 22 SS Fish & Ski
                        • 2021 Bennington 22 SS Fish & Ski
                        • 2021 Bennington 22 SS Fish & Ski
                        • 2026 Bennington 24MCSB Tritoon Pontoon

                          $139,999

                          $1,022/mo*

                          Minot, ND 58701 | Vallely Sport & Marine - Minot

                          • 2026 Bennington 24MCSB Tritoon Pontoon
                          • 2026 Bennington 24MCSB Tritoon Pontoon
                          • 2026 Bennington 24MCSB Tritoon Pontoon
                          • 2026 Bennington 24MCSB Tritoon Pontoon

                          2025 Bennington 27 QSBAX2 ESP

                          Request a Price

                          Lewisville, US 75067 | Phil Dill Boats

                          • 2025 Bennington 27 QSBAX2 ESP
                          • 2025 Bennington 27 QSBAX2 ESP
                          • 2025 Bennington 27 QSBAX2 ESP
                          • 2025 Bennington 27 QSBAX2 ESP
                          • 2023 Bennington 22 SXS-APG

                            $55,900

                            $408/mo*

                            Hayden, ID 83835 | Tobler Marina

                            • 2023 Bennington 22 SXS-APG
                            • 2023 Bennington 22 SXS-APG
                            • 2023 Bennington 22 SXS-APG
                            • 2023 Bennington 22 SXS-APG

                            2015 Bennington R23

                            $34,995

                            ↓ Price Drop

                            $300/mo*

                            Pompano Beach, FL 33064 | The Boat Kings

                            • 2015 Bennington R23
                            • 2015 Bennington R23
                            • 2015 Bennington R23
                            • 2015 Bennington R23

                            2024 Bennington 22 SS SPS

                            $59,999

                            $438/mo*

                            Ft. Myers, FL 33908 | Marina Mikes

                            • 2024 Bennington 22 SS SPS
                            • 2024 Bennington 22 SS SPS
                            • 2024 Bennington 22 SS SPS
                            • 2024 Bennington 22 SS SPS
                            • 2026 Bennington 22SSB

                              $60,995

                              $445/mo*

                              Buford, GA 30518 | Atlanta Marine Lake Lanier

                              • 2026 Bennington 22SSB
                              • 2026 Bennington 22SSB
                              • 2026 Bennington 22SSB
                              • 2026 Bennington 22SSB

                              2023 Bennington LX Sport Line

                              $99,000

                              ↓ Price Drop

                              $723/mo*

                              MILTON, WA 98354 | Union Marine (Fife Store)

                              • 2023 Bennington LX Sport Line
                              • 2023 Bennington LX Sport Line
                              • 2023 Bennington LX Sport Line
                              • 2023 Bennington LX Sport Line
                              • 2025 Bennington 24MSB

                                $104,995

                                $767/mo*

                                Buford, GA 30518 | Atlanta Marine Lake Lanier

                                • 2025 Bennington 24MSB
                                • 2025 Bennington 24MSB
                                • 2025 Bennington 24MSB
                                • 2025 Bennington 24MSB

                                2026 Bennington 27 RXSBAT2

                                Request a Price

                                Lake Havasu City, AZ 86404 | Sun Country Marine Group, Lake Havasu City, AZ

                                • 2026 Bennington 27 RXSBAT2
                                • 2026 Bennington 27 RXSBAT2
                                • 2026 Bennington 27 RXSBAT2
                                • 2026 Bennington 27 RXSBAT2
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