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New Highfield Classic Unspecified Sailboats for sale

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118 more Makes...
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6 more Models...
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    139 boats
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      • 2025 Highfield Classic 400

        $25,798

        $225/mo*

        Lake Bluff, IL 60044 | Offshore Marine

        2025 Highfield Classic 400

        2025 Highfield Classic 340 FCT

        $16,758

        Lake Bluff, IL 60044 | Offshore Marine

        2025 Highfield Classic 340 FCT

        2025 Highfield Classic 340

        $12,800

        Kemah, TX 77565 | DC Powersports and Marine

        2025 Highfield Classic 340

        2025 Highfield Classic 310 FCT

        $16,300

        Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

        2025 Highfield Classic 310 FCT
        • 2024 Highfield Classic 340 GT

          Request a Price

          Stuart, FL 34994 | Nautical Ventures

          2024 Highfield Classic 340 GT

          2025 Highfield Classic 380

          $9,055

          Kemah, TX 77565 | DC Powersports and Marine

          2025 Highfield Classic 380

          2025 Highfield Classic 310

          $6,600

          Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

          2025 Highfield Classic 310
          • 2025 Highfield Classic 290

            $6,100

            Weymouth, MA 02188 | Monahan's Marine

            2025 Highfield Classic 290
            • 2024 Highfield Classic 260

              Request a Price

              Stuart, FL 34994 | Nautical Ventures

              2024 Highfield Classic 260
              • 2025 Highfield Classic 310

                Request a Price

                West Palm Beach, FL 33412 | Nautical Ventures

                2025 Highfield Classic 310
                • 2025 Highfield Classic 290

                  Request a Price

                  Apalachicola, FL 32328 | Nautical Ventures

                  2025 Highfield Classic 290
                  • 2025 Highfield Classic 310

                    Request a Price

                    Stuart, FL 34997 | Nautical Ventures

                    2025 Highfield Classic 310
                    • 2025 Highfield Classic 310

                      Request a Price

                      Fort Lauderdale, FL 33316 | Nautical Ventures

                      2025 Highfield Classic 310
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                      • 2024 Highfield Classic 260

                        Request a Price

                        Fort Lauderdale, FL 33316 | Nautical Ventures

                        2024 Highfield Classic 260
                        • 2025 Highfield Classic 290

                          Request a Price

                          Stuart, FL 34997 | Nautical Ventures

                          2025 Highfield Classic 290
                          • 2025 Highfield Classic 310

                            Request a Price

                            Apalachicola, FL 32328 | Nautical Ventures

                            2025 Highfield Classic 310
                            • 2025 Highfield Classic 260

                              Request a Price

                              Apalachicola, FL 32328 | Nautical Ventures

                              2025 Highfield Classic 260
                              • 2025 Highfield Classic 290

                                Request a Price

                                Fort Lauderdale, FL 33316 | Nautical Ventures

                                2025 Highfield Classic 290
                                • 2024 Highfield Classic 360 FCT

                                  Request a Price

                                  West Palm Beach, FL 33412 | Nautical Ventures

                                  2024 Highfield Classic 360 FCT
                                  • 2024 Highfield Classic 340 FCT

                                    Request a Price

                                    Stuart, FL 34994 | Nautical Ventures

                                    2024 Highfield Classic 340 FCT
                                    • 2024 Highfield Classic 310 FCT

                                      $15,100

                                      Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

                                      2024 Highfield Classic 310 FCT

                                      2025 Highfield Classic 360

                                      $18,500

                                      Kemah, TX 77565 | DC Powersports and Marine

                                      2025 Highfield Classic 360
                                      • 2024 Highfield Classic 260

                                        Request a Price

                                        West Palm Beach, FL 33412 | Nautical Ventures

                                        2024 Highfield Classic 260
                                        • 2025 Highfield Classic 310 FCT

                                          $15,198

                                          Lake Bluff, IL 60044 | Offshore Marine

                                          2025 Highfield Classic 310 FCT

                                          2025 Highfield Classic 340

                                          $7,600

                                          Kemah, TX 77565 | DC Powersports and Marine

                                          2025 Highfield Classic 340

                                          2024 Highfield Classic 420

                                          $25,900

                                          ↓ Price Drop

                                          $225/mo*

                                          Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

                                          2024 Highfield Classic 420
                                          • 2025 Highfield Classic 290

                                            Request a Price

                                            West Palm Beach, FL 33412 | Nautical Ventures

                                            2025 Highfield Classic 290

                                            2025 Highfield Classic 310 FCT

                                            $15,198

                                            Lake Bluff, IL 60044 | Offshore Marine

                                            2025 Highfield Classic 310 FCT

                                            2025 Highfield Classic 290

                                            $5,450

                                            Kemah, TX 77565 | DC Powersports and Marine

                                            2025 Highfield Classic 290
                                            • 2023 Highfield Classic 260

                                              $3,495

                                              South Windsor, CT 06074 | A & S Boats

                                              2023 Highfield Classic 260
                                              • 2024 Highfield Classic 340 GT

                                                Request a Price

                                                West Palm Beach, FL 33412 | Nautical Ventures

                                                2024 Highfield Classic 340 GT
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