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New Cobra Python, Bennington Runabout boats for sale

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Boat Type
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  • Pontoon
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Make
  • Sea Ray
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107 more Makes...
Bennington Models
  • 22 SSR
  • 22 MFB
  • 22 SSB
  • 22MSB
  • 20 S STERN RADIUS
  • 21 SSB
  • 22SSR
  • 24 MFB
  • 20 SL
  • 20 SSR
  • 18 S FISH AND CRUISE
  • 20 SSRCX STERN RADIOS
  • 20SSR
  • 20SSRCX STERN RADIUS
  • 20SXSNP REAR FISH
  • 21 S CRUISE
  • 21 S FISH AND CRUISE
  • 21 S SWINGBACK
  • 21 SXSB
  • 21LSB
  • 22 M Swingback
  • 22 ML
  • 22 MSB
  • 22 S CRUISE JUMP SEAT
  • 22 S FISH AND CRUISE
  • 22 SS
  • 22MFB
  • 22SX Stern Radius
  • 23 LSB
  • 23 LX
  • 23 RFB
  • 23LXS
  • 23R
  • 23RSBA
  • 23RSR
  • 23SSR
  • 23ssb
  • 24 MSB
  • 24 MSL
  • 24M
  • 24MSB
  • 24MSL
  • 25 QSB
  • 25LTFB
  • 25Q
  • 25QX
  • 26 LSRTD
  • 26 MCSB
  • 26 MFB
  • 26 MSB
  • SX SWING BACK
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    • Single Inboard
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    • V-Drive
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    88 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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    • Price: High to Low
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      • 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

        2026 Bennington 26 MCSB

        $139,312

        $1,038/mo*

        Lake Havasu City, AZ 86403 | Sun Country Marine Group

        • 2026 Bennington 26 MCSB
        • 2026 Bennington 26 MCSB

        2026 Bennington 24 MSL

        $119,491

        $890/mo*

        Costa Mesa, CA 92614 | Sun Country Marine Group, Irvine

        • 2026 Bennington 24 MSL
        • 2026 Bennington 24 MSL
        • 2026 Bennington 21 S FISH AND CRUISE

          $56,802

          $423/mo*

          Fleming Island, FL 32003 | Bluewater Marine Fleming Island

          • 2026 Bennington 21 S FISH AND CRUISE
          • 2026 Bennington 21 S FISH AND CRUISE
          • 2026 Bennington 21 S FISH AND CRUISE
          • 2026 Bennington 21 S FISH AND CRUISE
          • 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 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

            2026 Bennington 20 SSR

            $39,972

            $348/mo*

            Port Orange, FL 32129 | Blue Water Marine Port Orange

            2026 Bennington 20 SSR

            2026 Bennington 22 S FISH AND CRUISE

            $64,915

            $484/mo*

            Port Orange, FL 32129 | Blue Water Marine Port Orange

            • 2026 Bennington 22 S FISH AND CRUISE
            • 2026 Bennington 22 S FISH AND CRUISE
            • 2026 Bennington 22 S FISH AND CRUISE
            • 2026 Bennington 22 S FISH AND CRUISE

            2025 Bennington 22 ML

            $84,658

            $631/mo*

            Port Orange, FL 32129 | Blue Water Marine Port Orange

            • 2025 Bennington 22 ML
            • 2025 Bennington 22 ML
            • 2025 Bennington 22 ML
            • 2025 Bennington 22 ML
            • 2025 Bennington 24 MFB

              $134,038

              $999/mo*

              Port Orange, FL 32127 | Blue Water Marine Port Orange

              • 2025 Bennington 24 MFB
              • 2025 Bennington 24 MFB
              • 2025 Bennington 24 MFB
              • 2025 Bennington 24 MFB
              • 2026 Bennington 22 SSB

                $63,939

                $476/mo*

                Port Orange, FL 32127 | Blue Water Marine Port Orange

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

                2026 Bennington 22 SSR

                $59,930

                $446/mo*

                Port Orange, FL 32129 | Blue Water Marine Port Orange

                • 2026 Bennington 22 SSR
                • 2026 Bennington 22 SSR
                • 2026 Bennington 22 SSR
                • 2026 Bennington 22 SSR

                2026 Bennington 22 SSB

                $63,939

                $476/mo*

                Port Orange, FL 32129 | Blue Water Marine Port Orange

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

                2025 Tahoe T16

                $28,615

                $249/mo*

                Columbus, OH 43224 | Sizzle Marine

                • 2025 Tahoe T16
                • 2025 Tahoe T16
                • 2025 Tahoe T16
                • 2025 Tahoe T16

                2006 Bayliner 185 Bowrider

                $11,995

                Columbus, OH 43224 | Sizzle Marine

                • 2006 Bayliner 185 Bowrider
                • 2006 Bayliner 185 Bowrider
                • 2006 Bayliner 185 Bowrider
                • 2006 Bayliner 185 Bowrider

                2016 South Bay 523CR Super Sport Tri-Toon

                $28,995

                $252/mo*

                Columbus, OH 43224 | Sizzle Marine

                • 2016 South Bay 523CR Super Sport Tri-Toon
                • 2016 South Bay 523CR Super Sport Tri-Toon
                • 2016 South Bay 523CR Super Sport Tri-Toon
                • 2016 South Bay 523CR Super Sport Tri-Toon
                • 2026 Bennington 22 SS

                  $64,972

                  $484/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

                  2026 Bennington 22 SS

                  $64,972

                  $484/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
                  • 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 18 S FISH AND CRUISE

                      $42,793

                      $373/mo*

                      Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                      • 2026 Bennington 18 S FISH AND CRUISE
                      • 2026 Bennington 18 S FISH AND CRUISE
                      • 2026 Bennington 18 S FISH AND CRUISE
                      • 2026 Bennington 18 S FISH AND CRUISE
                      • 2026 Bennington 22 SSB

                        $62,937

                        $469/mo*

                        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

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

                        2026 Bennington 24 MSB

                        Request a Price

                        Orange Beach, AL 36561 | Grander Marine

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

                        2026 Bennington 22 MFB

                        Request a Price

                        Orange Beach, AL 36561 | Grander Marine

                        • 2026 Bennington 22 MFB
                        • 2026 Bennington 22 MFB
                        • 2026 Bennington 22 MFB
                        • 2026 Bennington 22 MFB

                        2025 Bennington 23RSR

                        $90,084

                        $671/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 23RSR
                        • 2025 Bennington 23RSR
                        • 2025 Bennington 23RSR
                        • 2025 Bennington 23RSR

                        2025 Bennington 24MSB

                        $96,035

                        $715/mo*

                        Greenville, SC 29605 | MarineMax Greenville

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

                        2025 Bennington 22MSB

                        $78,305

                        $583/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 22MSB
                        • 2025 Bennington 22MSB
                        • 2025 Bennington 22MSB
                        • 2025 Bennington 22MSB

                        2025 Bennington 25QX

                        $208,029

                        ↓ Price Drop

                        $1,550/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 25QX
                        • 2025 Bennington 25QX
                        • 2025 Bennington 25QX
                        • 2025 Bennington 25QX

                        2025 Bennington 23 LX

                        $76,395

                        $569/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 23 LX
                        • 2025 Bennington 23 LX
                        • 2025 Bennington 23 LX
                        • 2025 Bennington 23 LX

                        2025 Bennington 23RSBA

                        $164,874

                        $1,228/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 23RSBA
                        • 2025 Bennington 23RSBA
                        • 2025 Bennington 23RSBA
                        • 2025 Bennington 23RSBA

                        2025 Bennington 23LXS

                        $100,783

                        $751/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 23LXS
                        • 2025 Bennington 23LXS
                        • 2025 Bennington 23LXS
                        • 2025 Bennington 23LXS

                        2025 Bennington 23 LSB

                        $75,275

                        $561/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 23 LSB
                        • 2025 Bennington 23 LSB
                        • 2025 Bennington 23 LSB
                        • 2025 Bennington 23 LSB

                        2025 Bennington 23 RFB

                        $128,506

                        $957/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 23 RFB
                        • 2025 Bennington 23 RFB
                        • 2025 Bennington 23 RFB
                        • 2025 Bennington 23 RFB

                        2025 Bennington 22MSB

                        $73,008

                        $544/mo*

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2025 Bennington 22MSB
                        • 2025 Bennington 22MSB
                        • 2025 Bennington 22MSB
                        • 2025 Bennington 22MSB

                        2026 Bennington 24MSL

                        Request a Price

                        Greenville, SC 29605 | MarineMax Greenville

                        • 2026 Bennington 24MSL
                        • 2026 Bennington 24MSL
                        • 2026 Bennington 24MSL
                        • 2026 Bennington 24MSL
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