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  • Python

Cobra Python, Trumpy 58, Custom, Bennington boats for sale

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1,902 more Makes...
Bennington Models
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334 more Models...
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    2,776 boats
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      2025 Bennington 24MSB

      $89,995

      ↓ Price Drop

      $670/mo*

      Buford, GA 30518 | Atlanta Marine Lake Lanier

      2025 Bennington 24MSB
      • 1972 Custom 53 Catamaran

        $139,900

        Salinas, PR 00751 | Sunshine Cruising Yachts

        1972 Custom 53 Catamaran

        1989 Custom Schooner Liveaboard

        $95,000

        ↓ Price Drop

        Shady Side, MD 20778 | YachtSalesInternational.Com

        1989 Custom Schooner Liveaboard
        • 1997 Custom Sabre Sabreline 47

          $290,000

          Emeryville, CA 94608 | Rubicon Yachts

          1997 Custom Sabre Sabreline 47
          • 2025 Bennington M Swingback 22 MSB Tritoon

            $57,431

            $428/mo*

            Wayzata, MN 55391 | River Valley Marine – Lake Minnetonka

            2025 Bennington M Swingback 22 MSB Tritoon
            • 2025 Bennington 25RXFBA ESP TRI

              $174,700

              $1,301/mo*

              Nashotah, WI 53058 | The Boat House Lake Country

              2025 Bennington 25RXFBA ESP TRI
              • 2026 Bennington S Quad Bench 22 SSR Tritoon

                $83,372

                $621/mo*

                Rochester, MN 55901 | River Valley Marine – Rochester

                2026 Bennington S Quad Bench 22 SSR Tritoon

                1999 Custom Open fisherman/Cuddy cabin

                $44,900

                ↓ Price Drop

                Palmetto Bay, FL 33157 | Private Seller

                1999 Custom Open fisherman/Cuddy cabin

                2023 Bennington 22SXL

                $44,500

                $387/mo*

                Placida, FL 33946 | Ingman Marine - Placida

                2023 Bennington 22SXL

                2021 Bennington 22 SXF

                $30,995

                $270/mo*

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

                2021 Bennington 22 SXF

                2026 Sun Tracker Bass Buggy 16 XL Select

                $28,190

                $245/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Sun Tracker Bass Buggy 16 XL Select

                2026 Sun Tracker Fishin' Barge 20 DLX

                $43,810

                $381/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Sun Tracker Fishin' Barge 20 DLX

                2026 Sun Tracker Party Barge 20 DLX

                $42,875

                $373/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Sun Tracker Party Barge 20 DLX
                • 1992 Custom Express

                  $50,000

                  Centre Island, NY 11771 | Private Seller

                  1992 Custom Express
                  • 2025 Bennington M Swingback 24 MSB Tritoon

                    $82,212

                    $612/mo*

                    Wayzata, MN 55391 | River Valley Marine – Lake Minnetonka

                    2025 Bennington M Swingback 24 MSB Tritoon

                    2023 Bennington 22SSR

                    $26,900

                    ↓ Price Drop

                    $234/mo*

                    St Augustine, FL 32092 | Affordable Boating of North Florida, LLC

                    2023 Bennington 22SSR
                    • 2016 Custom Chesapeake Bay Cruiser

                      $35,000

                      $305/mo*

                      Beaufort, SC | Private Seller

                      2016 Custom Chesapeake Bay Cruiser

                      2012 Bennington 2575 QCW I/O

                      $47,900

                      $417/mo*

                      Lake Ozark, MO 65049 | Big Thunder Marine

                      2012 Bennington 2575 QCW I/O
                      • 1991 Custom Robinson Modified Monk

                        $390,000

                        Poulsbo, WA 98370 | United Yacht Sales

                        1991 Custom Robinson Modified Monk

                        1988 Custom Custom Steel Motor Yacht

                        $189,000

                        Palm Beach Gardens, FL 33410 | YachtSalesInternational.Com

                        1988 Custom Custom Steel Motor Yacht

                        1985 Custom 60

                        $190,000

                        ↓ Price Drop

                        West Palm Beach, FL 33407 | McNally Yacht Sales

                        1985 Custom 60
                        • 2020 Bennington SX 23 Premium Swingback

                          $49,900

                          $434/mo*

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

                          2020 Bennington SX 23 Premium Swingback
                          • 1996 Custom John Alden Malabar II

                            $150,000

                            Camden, ME 04843 | Lyman-Morse Yacht Brokerage

                            1996 Custom John Alden Malabar II

                            2022 Bennington 23 LTFB

                            $69,995

                            $521/mo*

                            Ft. Myers, FL 33908 | Marina Mikes

                            2022 Bennington 23 LTFB
                            • 2014 Bennington 2274 GL

                              $28,999

                              $252/mo*

                              Nashotah, WI 53058 | The Boat House Lake Country

                              2014 Bennington 2274 GL

                              1937 Trumpy 58

                              $1,385,000

                              North Palm Beach, FL 33408 | United Yacht Sales - Florida SE Coast

                              1937 Trumpy 58

                              1979 Custom Sun Harbor Sundeck Trawler

                              $19,000

                              ↓ Price Drop

                              Dania Beach, FL 33004 | Edwards Yacht Sales

                              1979 Custom Sun Harbor Sundeck Trawler

                              2025 Bennington 24 MSB ESP

                              Request a Price

                              Leesville, SC 29070 | Captains Choice Marine

                              2025 Bennington 24 MSB ESP
                              • 1991 Custom New York Yachts 88

                                $495,000

                                Wilmington, NC 28401 | Sunshine Cruising Yachts

                                1991 Custom New York Yachts 88
                                • 2006 Custom Gemini 105 mc

                                  $79,900

                                  $595/mo*

                                  Moore Haven, FL 33471 | Private Seller

                                  2006 Custom Gemini 105 mc

                                  2019 Bennington 22 SSRX

                                  $35,000

                                  $305/mo*

                                  Lake Elsinore, CA 92532 | Inland Boat Center

                                  2019 Bennington 22 SSRX

                                  2004 Custom Jefferson Fiberglass - 32 Laffite Skiff

                                  $40,000

                                  Galveston, TX 77550 | Gulf States Yacht Sales LLC

                                  2004 Custom Jefferson Fiberglass - 32 Laffite Skiff

                                  1983 Custom Present 38 Double Cabin Trawler

                                  $29,500

                                  Vero Beach, FL 32963 | Vero Beach Yacht Sales

                                  1983 Custom Present 38 Double Cabin Trawler

                                  2017 Bennington 2375 RSB

                                  $39,995

                                  $348/mo*

                                  Destin, US 32541 | Legendary Marine

                                  2017 Bennington 2375 RSB
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