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Cobra Python, Bennington High Performance boats for sale

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338 more Makes...
Bennington Models
  • 22 SSR
  • 22MSB
  • 22 MFB
  • 22 SSB
  • 20 S STERN RADIUS
  • 21 SSB
  • 22 S FISH AND CRUISE
  • 22SSR
  • 24 MFB
  • 20 SL
  • 16 S CRUISE JUMP SEAT
  • 18 S FISH AND CRUISE
  • 20 L L- Bench
  • 20 S 4 PT Fishing
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  • 20 SSRCX STERN RADIOS
  • 201FS SOUTHWIND
  • 20SFi
  • 20SSR
  • 20SSRCX STERN RADIUS
  • 20SXSNP REAR FISH
  • 21 S CRUISE
  • 21 S FISH AND CRUISE
  • 21 S SWINGBACK
  • 21 SXSB
  • 218SLDN
  • 21LSB
  • 22 LSB
  • 22 LSR
  • 22 M Swingback
  • 22 ML
  • 22 MSB
  • 22 S CRUISE JUMP SEAT
  • 22 SS
  • 22 SSRX
  • 22 XSR
  • 2275FSi
  • 22LSR
  • 22MFB
  • 22SX Stern Radius
  • 23 GCW
  • 23 L
  • 23 LPD
  • 23 LS RSD
  • 23 LSB
  • 23 LSR
  • 23 LX
  • 23 RFB
  • 23 SXSRC
  • 23LSB
  • 23LTFB
  • 23LXS
  • 23R
  • 23RSBA
  • 23RSR
  • 23SSR
  • 23ssb
  • 24 MSB
  • 24 MSL
  • 24M
  • 24MSB
  • 24MSL
  • 25 QSB
  • 25 R
  • 25 RSBDN
  • 25 RSBWA
  • 25 RTSB
  • 2550 QBR
  • 2554GCW
  • 2575 QCW I/O Sport Arch
  • 2575QCWTIO
  • 2575RCW I/O
  • 25LTFB
  • 25Q
  • 25QX
  • 25RX
  • 26 LSRTD
  • 26 MCSB
  • 26 MFB
  • 26 MSB
  • 30 QXSBAX2
  • LX 24 L-Bench
  • Q 25 QCW
  • Q 25 QSBIO
  • QX 25 Sport
  • QX 27 QXSBAX2
  • RX 23 RXSBA
  • S 20 L-Bench
  • S 24
  • SX 20 Swingback
  • SX 21 Fishing
  • SX 22 Quad Bench
  • SX SWING BACK
  • SXP 24 SSBXP
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    136 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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    • Price: High to Low
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      2026 Bennington 26 MCSB

      Request a Price

      Irvine, CA 92614 | Sun Country Marine Group, Irvine

      • 2026 Bennington 26 MCSB
      • 2026 Bennington 26 MCSB
      • 2026 Bennington 26 MCSB
      • 2026 Bennington 26 MCSB
      Dealer Logo

      2016 Bennington 2575QCWTIO

      $79,995

      $596/mo*

      Buford, GA 30518 | Atlanta Marine Lake Lanier

      • 2016 Bennington 2575QCWTIO
      • 2016 Bennington 2575QCWTIO
      • 2016 Bennington 2575QCWTIO
      • 2016 Bennington 2575QCWTIO
      Dealer Logo

      2026 Bennington 26 MFB

      Request a Price

      Lake Havasu City, AZ 86403 | Sun Country Marine Group, Lake Havasu City, AZ

      • 2026 Bennington 26 MFB
      • 2026 Bennington 26 MFB
      • 2026 Bennington 26 MFB
      • 2026 Bennington 26 MFB
      Dealer Logo

      2022 Bennington SX 21 Fishing

      $39,995

      $348/mo*

      Lake in the Hills, IL 60156 | Grand Sport Center Inc.

      • 2022 Bennington SX 21 Fishing
      • 2022 Bennington SX 21 Fishing
      • 2022 Bennington SX 21 Fishing
      • 2022 Bennington SX 21 Fishing
      • 2011 Bennington 2554GCW

        $26,995

        $235/mo*

        Austin, TX 78735 | South Austin Marine Corp

        • 2011 Bennington 2554GCW
        • 2011 Bennington 2554GCW
        • 2011 Bennington 2554GCW
        • 2011 Bennington 2554GCW

        2026 Bennington 20SXSNP REAR FISH

        $47,995

        ↓ Price Drop

        $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

        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 22 S CRUISE JUMP SEAT

          $63,808

          $475/mo*

          Port Orange, FL 32127 | Blue Water Marine Port Orange

          • 2026 Bennington 22 S CRUISE JUMP SEAT
          • 2026 Bennington 22 S CRUISE JUMP SEAT
          • 2026 Bennington 22 S CRUISE JUMP SEAT
          • 2026 Bennington 22 S CRUISE JUMP SEAT
          • 2008 Bennington 2575RCW I/O

            $44,900

            $391/mo*

            Lake Havasu City, AZ 86403 | Sun Country Marine Group

            • 2008 Bennington 2575RCW I/O
            • 2008 Bennington 2575RCW I/O
            • 2008 Bennington 2575RCW I/O
            • 2008 Bennington 2575RCW I/O

            2021 Bennington 25 RTSB

            $79,900

            $595/mo*

            Orange Beach, AL 36561 | Grander Marine

            • 2021 Bennington 25 RTSB
            • 2021 Bennington 25 RTSB
            • 2021 Bennington 25 RTSB
            • 2021 Bennington 25 RTSB

            2008 Bennington 201FS SOUTHWIND

            $14,990

            ↓ Price Drop

            Orange Beach, AL 36561 | Orange Beach Boat & Yacht Sales @ Zeke's Landing & Marina

            • 2008 Bennington 201FS SOUTHWIND
            • 2008 Bennington 201FS SOUTHWIND
            • 2008 Bennington 201FS SOUTHWIND
            • 2008 Bennington 201FS SOUTHWIND

            2021 Bennington 23 LPD

            $37,500

            $326/mo*

            Lake Elsinore, CA 92532 | Inland Boat Center

            • 2021 Bennington 23 LPD
            • 2021 Bennington 23 LPD
            • 2021 Bennington 23 LPD
            • 2021 Bennington 23 LPD

            2021 Bennington 25RX

            $119,226

            ↓ Price Drop

            $888/mo*

            Greenville, SC 29605 | MarineMax Greenville

            • 2021 Bennington 25RX
            • 2021 Bennington 25RX
            • 2021 Bennington 25RX
            • 2021 Bennington 25RX

            2022 Bennington SX 20 Swingback

            $36,900

            $321/mo*

            Norfolk, VA 23518 | HM Boats

            • 2022 Bennington SX 20 Swingback
            • 2022 Bennington SX 20 Swingback
            • 2022 Bennington SX 20 Swingback
            • 2022 Bennington SX 20 Swingback

            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

            2015 Bennington 2575 QCW I/O Sport Arch

            $69,995

            $521/mo*

            Austin, TX 78734 | South Austin Marine - Lakeside

            • 2015 Bennington 2575 QCW I/O Sport Arch
            • 2015 Bennington 2575 QCW I/O Sport Arch
            • 2015 Bennington 2575 QCW I/O Sport Arch
            • 2015 Bennington 2575 QCW I/O Sport Arch

            2022 Bennington 23 L

            $47,500

            ↓ Price Drop

            $414/mo*

            Lake Elsinore, CA 92532 | Inland Boat Center

            • 2022 Bennington 23 L
            • 2022 Bennington 23 L
            • 2022 Bennington 23 L
            • 2022 Bennington 23 L
            • 2026 Bennington 22 SSR

              $59,930

              $446/mo*

              Fleming Island, FL 32003 | Bluewater Marine Fleming Island

              • 2026 Bennington 22 SSR
              • 2026 Bennington 22 SSR
              • 2026 Bennington 22 SSR
              • 2026 Bennington 22 SSR
              • 2019 Bennington Q 25 QCW

                $79,995

                $596/mo*

                Austin, TX 78735 | South Austin Marine Corp

                • 2019 Bennington Q 25 QCW
                • 2019 Bennington Q 25 QCW
                • 2019 Bennington Q 25 QCW
                • 2019 Bennington Q 25 QCW

                2026 Bennington 26 MFB

                Request a Price

                Lake Havasu City, AZ 86403 | Sun Country Marine Group

                • 2026 Bennington 26 MFB
                • 2026 Bennington 26 MFB
                • 2026 Bennington 26 MFB
                • 2026 Bennington 26 MFB

                2019 Bennington 22 SSRX

                $35,000

                $305/mo*

                Lake Elsinore, CA 92532 | Inland Boat Center

                • 2019 Bennington 22 SSRX
                • 2019 Bennington 22 SSRX
                • 2019 Bennington 22 SSRX
                • 2019 Bennington 22 SSRX

                2015 Bennington 2550 QBR

                $44,995

                $392/mo*

                Lake in the Hills, IL 60156 | Grand Sport Center Inc.

                • 2015 Bennington 2550 QBR
                • 2015 Bennington 2550 QBR
                • 2015 Bennington 2550 QBR
                • 2015 Bennington 2550 QBR

                2026 Bennington 22 SSR

                $59,930

                $446/mo*

                Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                • 2026 Bennington 22 SSR
                • 2026 Bennington 22 SSR
                • 2026 Bennington 22 SSR
                • 2026 Bennington 22 SSR
                • 2019 Bennington 218SLDN

                  $25,000

                  $218/mo*

                  Austin, TX 78735 | South Austin Marine Corp

                  • 2019 Bennington 218SLDN
                  • 2019 Bennington 218SLDN
                  • 2019 Bennington 218SLDN
                  • 2019 Bennington 218SLDN

                  2021 Bennington 22LSR

                  $37,500

                  $326/mo*

                  Lake Elsinore, CA 92532 | Inland Boat Center

                  • 2021 Bennington 22LSR
                  • 2021 Bennington 22LSR
                  • 2021 Bennington 22LSR
                  • 2021 Bennington 22LSR
                  • 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 SX SWING BACK

                    $69,995

                    ↓ Price Drop

                    $521/mo*

                    Waco, TX 76710 | Yowells Boat Yard Inc.

                    • 2026 Bennington SX SWING BACK
                    • 2026 Bennington SX SWING BACK
                    • 2026 Bennington SX SWING BACK
                    • 2026 Bennington SX SWING BACK

                    2023 Bennington 22 XSR

                    $45,000

                    $392/mo*

                    Lake Elsinore, CA 92532 | Inland Boat Center

                    • 2023 Bennington 22 XSR
                    • 2023 Bennington 22 XSR
                    • 2023 Bennington 22 XSR
                    • 2023 Bennington 22 XSR
                    • 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 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

                        2021 Bennington 22 LSR

                        $37,500

                        $326/mo*

                        Lake Elsinore, CA 92532 | Inland Boat Center

                        • 2021 Bennington 22 LSR
                        • 2021 Bennington 22 LSR
                        • 2021 Bennington 22 LSR
                        • 2021 Bennington 22 LSR
                        • 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 MSB

                          Request a Price

                          Lake Havasu City, AZ 86403 | Sun Country Marine Group

                          • 2026 Bennington 22 MSB
                          • 2026 Bennington 22 MSB
                          • 2026 Bennington 22 MSB
                          • 2026 Bennington 22 MSB

                          2026 Bennington 21 SSB

                          Request a Price

                          Campbell, CA 95008 | Sun Country Marine Group

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