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Eclipse, Cobra Python, Trumpy, Bennington, Holby boats for sale

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Bennington Models
  • 22 SSR SPS
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    2,353 boats
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      2025 Bennington 20 SVL 2T

      $40,995

      $357/mo*

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

      • 2025 Bennington 20 SVL 2T
      • 2025 Bennington 20 SVL 2T
      • 2025 Bennington 20 SVL 2T
      • 2025 Bennington 20 SVL 2T

      2025 Bennington 24 MFBSE

      $93,576

      $697/mo*

      Round Lake, IL 60073 | Munson Ski & Marine

      • 2025 Bennington 24 MFBSE
      • 2025 Bennington 24 MFBSE
      • 2025 Bennington 24 MFBSE
      • 2025 Bennington 24 MFBSE

      2026 Bennington 22 SSRSE

      $65,702

      $489/mo*

      Round Lake, IL 60073 | Munson Ski & Marine

      • 2026 Bennington 22 SSRSE
      • 2026 Bennington 22 SSRSE
      • 2026 Bennington 22 SSRSE
      • 2026 Bennington 22 SSRSE
      • 2025 Bennington S L Bench 22 SL Pontoon

        $38,937

        $339/mo*

        Wayzata, MN 55391 | River Valley Marine – Lake Minnetonka

        • 2025 Bennington S L Bench 22 SL Pontoon
        • 2025 Bennington S L Bench 22 SL Pontoon
        • 2025 Bennington S L Bench 22 SL Pontoon
        • 2025 Bennington S L Bench 22 SL Pontoon
        • 2026 Bennington 22 SF

          $61,999

          $462/mo*

          Bismarck, ND 58504 | Vallely Sport & Marine - Bismarck

          • 2026 Bennington 22 SF
          • 2026 Bennington 22 SF
          • 2026 Bennington 22 SF
          • 2026 Bennington 22 SF

          2026 Bennington 23 RFB ESP

          Request a Price

          Dadeville, AL 36853 | Harbor Pointe Sales & Service

          • 2026 Bennington 23 RFB ESP
          • 2026 Bennington 23 RFB ESP
          • 2026 Bennington 23 RFB ESP
          • 2026 Bennington 23 RFB ESP
          • 2025 Bennington 25QFB ESP Tri-Toon Pontoon

            $219,999

            $1,639/mo*

            Bismarck, ND 58504 | Vallely Sport & Marine - Bismarck

            • 2025 Bennington 25QFB ESP Tri-Toon Pontoon
            • 2025 Bennington 25QFB ESP Tri-Toon Pontoon
            • 2025 Bennington 25QFB ESP Tri-Toon Pontoon
            • 2025 Bennington 25QFB ESP Tri-Toon Pontoon

            2023 Bennington 20 SXL

            $37,220

            ↓ Price Drop

            $324/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 Bennington QX Swingback 25 QXSBA Tritoon

              $208,337

              $1,552/mo*

              Rochester, MN 55901 | River Valley Marine – Rochester

              • 2025 Bennington QX Swingback 25 QXSBA Tritoon
              • 2025 Bennington QX Swingback 25 QXSBA Tritoon
              • 2025 Bennington QX Swingback 25 QXSBA Tritoon
              • 2025 Bennington QX Swingback 25 QXSBA Tritoon
              • 2015 Cobra Python

                $155,000

                $1,155/mo*

                Lake Havasu City, AZ 86406 | Private Seller

                • 2015 Cobra Python
                • 2015 Cobra Python
                • 2015 Cobra Python
                • 2015 Cobra Python
                • 2025 Bennington 22 SSB Swing Back (In Stock)

                  $45,499

                  $396/mo*

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

                  • 2025 Bennington 22 SSB Swing Back (In Stock)
                  • 2025 Bennington 22 SSB Swing Back (In Stock)
                  • 2025 Bennington 22 SSB Swing Back (In Stock)
                  • 2025 Bennington 22 SSB Swing Back (In Stock)

                  2025 Bennington 23 SF

                  Request a Price

                  McAlester, OK 74501 | Nichols Marine - McAlester

                  • 2025 Bennington 23 SF
                  • 2025 Bennington 23 SF
                  • 2025 Bennington 23 SF
                  • 2025 Bennington 23 SF

                  2025 Regency 230 LE3

                  $84,999

                  $633/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  • 2025 Regency 230 LE3
                  • 2025 Regency 230 LE3
                  • 2025 Regency 230 LE3
                  • 2025 Regency 230 LE3

                  2026 Sun Tracker Fishin' Barge 20 DLX

                  $44,475

                  $387/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  • 2026 Sun Tracker Fishin' Barge 20 DLX
                  • 2026 Sun Tracker Fishin' Barge 20 DLX
                  • 2026 Sun Tracker Fishin' Barge 20 DLX
                  • 2026 Sun Tracker Fishin' Barge 20 DLX

                  2026 Sun Tracker Bass Buggy 16 XL Select

                  $24,865

                  Columbus, OH 43224 | Sizzle Marine

                  • 2026 Sun Tracker Bass Buggy 16 XL Select
                  • 2026 Sun Tracker Bass Buggy 16 XL Select
                  • 2026 Sun Tracker Bass Buggy 16 XL Select
                  • 2026 Sun Tracker Bass Buggy 16 XL Select

                  2025 Bennington 23 RSB

                  $108,999

                  $812/mo*

                  Greentown, PA 18426 | Lighthouse Harbor Marina

                  • 2025 Bennington 23 RSB
                  • 2025 Bennington 23 RSB
                  • 2025 Bennington 23 RSB
                  • 2025 Bennington 23 RSB

                  2005 Holby 24 Pilot

                  $39,900

                  Osterville, MA 02655 | Oyster Harbors Marine

                  • 2005 Holby 24 Pilot
                  • 2005 Holby 24 Pilot
                  • 2005 Holby 24 Pilot
                  • 2005 Holby 24 Pilot

                  2025 Bennington 25 RXSB

                  $168,703

                  $1,257/mo*

                  Sarasota, FL 34238 | Ingman Marine- Sarasota

                  • 2025 Bennington 25 RXSB
                  • 2025 Bennington 25 RXSB
                  • 2025 Bennington 25 RXSB
                  • 2025 Bennington 25 RXSB
                  • 2026 Bennington 21 S CRUISE

                    $62,155

                    $463/mo*

                    Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                    • 2026 Bennington 21 S CRUISE
                    • 2026 Bennington 21 S CRUISE
                    • 2026 Bennington 21 S CRUISE
                    • 2026 Bennington 21 S CRUISE

                    2023 Bennington 23 LTFB

                    $81,674

                    $608/mo*

                    Gulf Shores, AL 36542 | Gulf Shores Power Sports and Marine

                    • 2023 Bennington 23 LTFB
                    • 2023 Bennington 23 LTFB
                    • 2023 Bennington 23 LTFB
                    • 2023 Bennington 23 LTFB
                    • 2025 Bennington M Swingback 22 MSB Pontoon

                      $51,324

                      $382/mo*

                      Rochester, MN 55901 | River Valley Marine – Rochester

                      • 2025 Bennington M Swingback 22 MSB Pontoon
                      • 2025 Bennington M Swingback 22 MSB Pontoon
                      • 2025 Bennington M Swingback 22 MSB Pontoon
                      • 2025 Bennington M Swingback 22 MSB Pontoon
                      • 2025 Bennington 21 SSR Quad Bench (In Stock)

                        $42,499

                        $370/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)

                        2026 Bennington 24 MFB SPS

                        Request a Price

                        Leesville, SC 29070 | Captains Choice Marine

                        • 2026 Bennington 24 MFB SPS
                        • 2026 Bennington 24 MFB SPS
                        • 2026 Bennington 24 MFB SPS
                        • 2026 Bennington 24 MFB SPS

                        2023 Bennington 24 LXSBA SPS Plus

                        $89,998

                        $670/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
                        • 2026 Bennington 20SLSE

                          $40,100

                          $349/mo*

                          Millsboro, DE 19966 | Price Marine DBA Short's Marine

                          • 2026 Bennington 20SLSE
                          • 2026 Bennington 20SLSE
                          • 2026 Bennington 20SLSE
                          • 2026 Bennington 20SLSE
                          • 1966 Trumpy 55

                            $350,000

                            Beaufort, NC 28516 | United Yacht Sales

                            • 1966 Trumpy 55
                            • 1966 Trumpy 55
                            • 1966 Trumpy 55
                            • 1966 Trumpy 55

                            2024 Bennington 22 SVSR SPS

                            $49,995

                            $435/mo*

                            Conroe, US 77384 | SMG Boats

                            • 2024 Bennington 22 SVSR SPS
                            • 2024 Bennington 22 SVSR SPS
                            • 2024 Bennington 22 SVSR SPS
                            • 2024 Bennington 22 SVSR SPS

                            2025 Bennington 22 SS

                            $59,806

                            $446/mo*

                            Sarasota, FL 34238 | Ingman Marine- Sarasota

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

                            2026 Bennington 24 MFB

                            Request a Price

                            Placida, FL 33946 | Ingman Marine - Placida

                            • 2026 Bennington 24 MFB
                            • 2026 Bennington 24 MFB
                            • 2026 Bennington 24 MFB
                            • 2026 Bennington 24 MFB

                            2026 Bennington 21 S SWINGBACK

                            $68,479

                            $510/mo*

                            Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                            • 2026 Bennington 21 S SWINGBACK
                            • 2026 Bennington 21 S SWINGBACK
                            • 2026 Bennington 21 S SWINGBACK
                            • 2026 Bennington 21 S SWINGBACK
                            • 2025 Bennington 22 MFB

                              $79,893

                              $595/mo*

                              Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                              • 2025 Bennington 22 MFB
                              • 2025 Bennington 22 MFB
                              • 2025 Bennington 22 MFB
                              • 2025 Bennington 22 MFB
                              • 2026 Bennington 25 RTSBA

                                $245,873

                                $1,832/mo*

                                Hayden, ID 83835 | Tobler Marina

                                • 2026 Bennington 25 RTSBA
                                • 2026 Bennington 25 RTSBA
                                • 2026 Bennington 25 RTSBA
                                • 2026 Bennington 25 RTSBA
                                • 2025 Bennington 22 MSB Tritoon Pontoon

                                  $89,999

                                  $670/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 20SXSNP REAR FISH

                                  $47,995

                                  $418/mo*

                                  Waco, TX 76710 | Yowells Boat Yard Inc.

                                  • 2026 Bennington 20SXSNP REAR FISH
                                  • 2026 Bennington 20SXSNP REAR FISH
                                  • 2026 Bennington 20SXSNP REAR FISH
                                  • 2026 Bennington 20SXSNP REAR FISH
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