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  • Bennington

Bennington Sloop boats for sale

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392 more Makes...
Bennington Models
  • 21 SSB
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52 more Models...
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    81 boats
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    • Price: High to Low
    • Price: Low to High

      2026 Bennington SX SWING BACK

      $74,495

      $555/mo*

      Waco, TX 76710 | Yowells Boat Yard Inc.

      2026 Bennington SX SWING BACK
      • 2026 Bennington 22 S CRUISE JUMP SEAT

        $63,976

        $477/mo*

        Port Orange, FL 32127 | Blue Water Marine Port Orange

        2026 Bennington 22 S CRUISE JUMP SEAT

        2026 Bennington 20SXSNP REAR FISH

        $49,995

        $435/mo*

        Waco, TX 76710 | Yowells Boat Yard Inc.

        2026 Bennington 20SXSNP REAR FISH
        • 2026 Bennington 22 SSR

          $59,930

          $446/mo*

          Port Orange, FL 32127 | Blue Water Marine Port Orange

          2026 Bennington 22 SSR

          2025 Bennington 20 SSRCX STERN RADIOS

          $45,995

          $400/mo*

          Waco, TX 76710 | Yowells Boat Yard Inc.

          2025 Bennington 20 SSRCX STERN RADIOS
          • 2025 Bennington 22 ML

            $84,658

            $631/mo*

            Port Orange, FL 32127 | Blue Water Marine Port Orange

            2025 Bennington 22 ML
            • 2026 Bennington 22 SSB

              $63,939

              $476/mo*

              Port Orange, FL 32127 | Blue Water Marine Port Orange

              2026 Bennington 22 SSB

              2026 Bennington 22 MSB

              $92,970

              $693/mo*

              Lake Havasu City, AZ 86403 | Sun Country Marine Group

              2026 Bennington 22 MSB

              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
              • 2026 Bennington 20 SL

                $38,957

                $339/mo*

                Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                2026 Bennington 20 SL

                2026 Bennington 20SXSNP REAR FISH

                $49,995

                $435/mo*

                Waco, TX 76710 | Yowells Boat Yard Inc.

                2026 Bennington 20SXSNP REAR FISH

                2026 Bennington 21 SSB

                $65,995

                $492/mo*

                Campbell, CA 95008 | Sun Country Marine Group

                2026 Bennington 21 SSB

                2026 Bennington 22 MSB

                $90,516

                $674/mo*

                Lake Havasu City, AZ 86403 | Sun Country Marine Group

                2026 Bennington 22 MSB

                2025 Sun Tracker Party Barge 16 DLX

                $24,065

                Columbus, OH 43224 | Sizzle Marine

                2025 Sun Tracker Party Barge 16 DLX

                2026 Sun Tracker Fishin' Barge 20 DLX

                $43,690

                $380/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Sun Tracker Fishin' Barge 20 DLX

                2026 Sun Tracker SportFish 20 DLX

                $45,410

                $395/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Sun Tracker SportFish 20 DLX

                2026 Bennington 22SX Stern Radius

                $65,495

                $488/mo*

                Waco, TX 76710 | Yowells Boat Yard Inc.

                2026 Bennington 22SX Stern Radius

                2026 Bennington 22 SSB

                $52,999

                $395/mo*

                Orange Beach, AL 36561 | Grander Marine

                2026 Bennington 22 SSB
                • 2026 Bennington 20 SSR

                  $39,791

                  $346/mo*

                  Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                  2026 Bennington 20 SSR

                  2026 Bennington 26 MCSB

                  $134,885

                  $1,005/mo*

                  Lake Havasu City, AZ 86403 | Sun Country Marine Group

                  2026 Bennington 26 MCSB

                  2026 Bennington 20SSRCX STERN RADIUS

                  $49,995

                  $435/mo*

                  Waco, TX 76710 | Yowells Boat Yard Inc.

                  2026 Bennington 20SSRCX STERN RADIUS

                  2026 Bennington 26 MFB

                  $126,748

                  $944/mo*

                  Lake Havasu City, AZ 86403 | Sun Country Marine Group

                  2026 Bennington 26 MFB
                  • 2026 Bennington 22 SS

                    $64,972

                    $484/mo*

                    Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                    2026 Bennington 22 SS

                    2026 Bennington 21 SSB

                    $64,816

                    $483/mo*

                    Lake Havasu City, AZ 86403 | Sun Country Marine Group

                    2026 Bennington 21 SSB

                    2026 Bennington 26 MSB

                    $128,083

                    $954/mo*

                    Lake Havasu City, AZ 86403 | Sun Country Marine Group

                    2026 Bennington 26 MSB
                    • 2022 Bennington SX 20 Swingback

                      $37,900

                      $330/mo*

                      Norfolk, VA 23518 | HM Boats

                      2022 Bennington SX 20 Swingback
                      • 2025 Bennington 22 MFB

                        $79,893

                        $595/mo*

                        Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                        2025 Bennington 22 MFB
                        • 2018 Bennington 25 R

                          $89,995

                          $670/mo*

                          Austin, TX 78735 | South Austin Marine - Lakeside

                          2018 Bennington 25 R
                          • 2026 Bennington 20 SL

                            $38,997

                            $339/mo*

                            Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                            2026 Bennington 20 SL

                            2026 Bennington 24 MSL

                            $115,994

                            $864/mo*

                            Lake Havasu City, AZ 86403 | Sun Country Marine Group

                            2026 Bennington 24 MSL

                            2026 Bennington 21 SSB

                            $64,816

                            $483/mo*

                            Lake Havasu City, AZ 86403 | Sun Country Marine Group

                            2026 Bennington 21 SSB

                            2025 Bennington 20 SSR

                            $37,786

                            ↓ Price Drop

                            $329/mo*

                            Fleming Island, FL 32003 | Bluewater Marine Fleming Island

                            2025 Bennington 20 SSR

                            2026 Bennington 188 SLE

                            Request a Price

                            Lake Havasu City, AZ 86403 | Sun Country Marine Group

                            2026 Bennington 188 SLE

                            2026 Bennington 24 MSL

                            $115,994

                            $864/mo*

                            Costa Mesa, CA 92614 | Sun Country Marine Group

                            2026 Bennington 24 MSL
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