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  • Freedom 255

Grady-White Freedom 255 boats for sale

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    28 boats
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      2020 Grady-White Freedom 255

      $94,995

      ↓ Price Drop

      $722/mo*

      Naples, US 34104 | Naples Boat Mart

      2020 Grady-White Freedom 255
      • 2018 Grady-White Freedom 255

        $79,975

        $608/mo*

        Sarasota, FL 34243 | Sara Bay Yacht Sales

        2018 Grady-White Freedom 255
        • 2022 Grady-White Freedom 255

          $169,999

          $1,292/mo*

          Sister Bay, WI 54234 | The Boat House Door Country

          2022 Grady-White Freedom 255

          2025 Grady-White Freedom 255

          Request a Price

          Naples, US 34104 | Naples Boat Mart

          2025 Grady-White Freedom 255

          2024 Grady-White Freedom 255

          Request a Price

          Naples, US 34104 | Naples Boat Mart

          2024 Grady-White Freedom 255
          • 2014 Grady-White Freedom 255

            $89,500

            $680/mo*

            Deltaville, VA 23043 | Private Seller

            2014 Grady-White Freedom 255

            2025 Grady-White Freedom 255

            Request a Price

            Milford, US 19963 | Taylor Marine Center

            2025 Grady-White Freedom 255
            • 2016 Grady-White Freedom 255

              $72,499

              $551/mo*

              Miami, FL 33134 | Private Seller

              2016 Grady-White Freedom 255
              • 2019 Grady-White Freedom 255

                $110,000

                $836/mo*

                Saint Michaels, MD 21663 | North Point Yacht Sales

                2019 Grady-White Freedom 255

                2025 Grady-White Freedom 255

                Request a Price

                Milford, US 19963 | Taylor Marine Center

                2025 Grady-White Freedom 255

                2026 Grady-White Freedom 255

                Request a Price

                Clearwater, FL 33764 | Quality Boats

                2026 Grady-White Freedom 255

                2025 Grady-White Freedom 255

                Request a Price

                Deale, MD 20751 | Tri-State Marine

                2025 Grady-White Freedom 255

                2025 Grady-White Freedom 255

                Request a Price

                Pompano Beach, FL 33062 | Pompano Beach Marine Center

                2025 Grady-White Freedom 255
                • 2025 Grady-White Freedom 255

                  Request a Price

                  Niantic, CT 06357 | Boats Inc

                  2025 Grady-White Freedom 255
                  • 2026 Grady-White Freedom 255

                    $225,175

                    $1,711/mo*

                    Richmond, VA 23231 | Southeastern Marine

                    2026 Grady-White Freedom 255
                    • 2022 Grady-White Freedom 255

                      $174,995

                      $1,330/mo*

                      West River, MD 20778 | DiMillo's Yacht Sales

                      2022 Grady-White Freedom 255

                      2016 Grady-White Freedom 255

                      $89,000

                      $676/mo*

                      Southold, NY 11971 | Port of Egypt Marine

                      2016 Grady-White Freedom 255
                      • 2025 Grady-White Freedom 255

                        $242,995

                        $1,846/mo*

                        Middleton, MA 01949 | Port Harbor Marine - Middleton, MA

                        2025 Grady-White Freedom 255
                        • 2018 Grady-White Freedom 255

                          $124,900

                          $949/mo*

                          Southport, NC 28461 | Mike Stidham Yachts & Brokerage

                          2018 Grady-White Freedom 255
                          • 2011 Grady-White Freedom 255

                            $76,500

                            $581/mo*

                            Ridgeland, SC 29936 | The Boathouse

                            2011 Grady-White Freedom 255

                            2025 Grady-White Freedom 255

                            Request a Price

                            Cataumet, MA 02534 | Cataumet Boats, Inc.

                            2025 Grady-White Freedom 255
                            • 2025 Grady-White Freedom 255

                              Request a Price

                              Ridgeland, SC 29936 | The Boathouse

                              2025 Grady-White Freedom 255
                              • 2019 Grady-White Freedom 255

                                $109,900

                                $835/mo*

                                Northport, NY 11768 | Long Island Marine Group

                                2019 Grady-White Freedom 255
                                • 2023 Grady-White Freedom 255

                                  Request a Price

                                  US | MarineMax

                                  2023 Grady-White Freedom 255
                                    • 2015 Grady-White Freedom 255

                                      $85,500

                                      $650/mo*

                                      Atlantic Beach, NC 28512 | Fort Macon Marina, Inc.

                                      2015 Grady-White Freedom 255
                                      • 2015 Grady-White Freedom 255

                                        $85,500

                                        $650/mo*

                                        Atlantic Beach, NC 28512 | Fort Macon Marina, Inc.

                                        2015 Grady-White Freedom 255
                                        • 2026 Grady-White Freedom 255

                                          Request a Price

                                          Placida, FL 33946 | Ingman Marine - Placida

                                          2026 Grady-White Freedom 255
                                            • 2026 Grady-White Freedom 255

                                              Request a Price

                                              Port Charlotte, FL 33953 | Ingman Marine

                                              2026 Grady-White Freedom 255
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                                              Grady-White Freedom 255

                                              A powerboat built by Grady-White, the Freedom 255 is a dual console vessel. Grady-White Freedom 255 boats are typically used for day-cruising, saltwater-fishing and watersports. These boats were built with a fiberglass sea-v2; usually with an outboard and available in Gas.

                                              Got a specific Grady-White Freedom 255 in mind?

                                              There are currently 28 listings available on Boat Trader by both private sellers and professional boat dealers. Of those available, we have 15 new and 13 used. The oldest boat was built in 2011 and the newest model is 2026. The starting price is $72,499, the most expensive is $242,995, and the average price of $94,995. Related boats include the following models: Freedom 235, Freedom 275 and Canyon 336.

                                              Boat Trader works with thousands of boat dealers and brokers to bring you one of the largest collections of Grady-White Freedom 255 boats on the market. You can also browse boat dealers to find a boat near you today.

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