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  • Highfield

New Highfield Classic Sloop Sailboats for sale

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119 more Makes...
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6 more Models...
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    137 boats
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      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 340

      $7,600

      Kemah, TX 77565 | DC Powersports and Marine

      2025 Highfield Classic 340

      2025 Highfield Classic 310

      $6,600

      Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

      2025 Highfield Classic 310
      • 2025 Highfield Classic 310

        Request a Price

        Apalachicola, FL 32328 | Nautical Ventures

        2025 Highfield Classic 310
        • 2025 Highfield Classic 290

          $6,100

          Weymouth, MA 02188 | Monahan's Marine

          2025 Highfield Classic 290

          2024 Highfield Classic 310

          $6,240

          Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

          2024 Highfield Classic 310
          • 2025 Highfield Classic 310

            Request a Price

            West Palm Beach, FL 33412 | Nautical Ventures

            2025 Highfield Classic 310
            • 2025 Highfield Classic 260

              Request a Price

              Apalachicola, FL 32328 | Nautical Ventures

              2025 Highfield Classic 260
              • 2024 Highfield Classic 260

                Request a Price

                Fort Lauderdale, FL 33316 | Nautical Ventures

                2024 Highfield Classic 260
                • 2025 Highfield Classic 310

                  Request a Price

                  Fort Lauderdale, FL 33316 | Nautical Ventures

                  2025 Highfield Classic 310
                  • 2025 Highfield Classic 290

                    Request a Price

                    Stuart, FL 34997 | Nautical Ventures

                    2025 Highfield Classic 290
                    • 2024 Highfield Classic 260

                      Request a Price

                      Stuart, FL 34994 | Nautical Ventures

                      2024 Highfield Classic 260
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                      • 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 FCT

                            $15,198

                            Lake Bluff, IL 60044 | Offshore Marine

                            2025 Highfield Classic 310 FCT

                            2025 Highfield Classic 360

                            $8,270

                            Kemah, TX 77565 | DC Powersports and Marine

                            2025 Highfield Classic 360

                            2025 Highfield Classic 310 FCT

                            $16,300

                            Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

                            2025 Highfield Classic 310 FCT
                            • 2025 Highfield Classic 290

                              Request a Price

                              Fort Lauderdale, FL 33316 | Nautical Ventures

                              2025 Highfield Classic 290

                              2025 Highfield Classic 360 FCT

                              $18,198

                              Lake Bluff, IL 60044 | Offshore Marine

                              2025 Highfield Classic 360 FCT

                              2025 Highfield Classic 380

                              $9,055

                              Kemah, TX 77565 | DC Powersports and Marine

                              2025 Highfield Classic 380

                              2024 Highfield Classic 420

                              $28,900

                              $252/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 360

                                  Request a Price

                                  Stuart, FL 34997 | Nautical Ventures

                                  2025 Highfield Classic 360

                                  2025 Highfield Classic 340

                                  Request a Price

                                  Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

                                  2025 Highfield Classic 340
                                  • 2024 Highfield Classic 260

                                    Request a Price

                                    West Palm Beach, FL 33412 | Nautical Ventures

                                    2024 Highfield Classic 260
                                    • 2024 Highfield Classic 340 GT

                                      Request a Price

                                      West Palm Beach, FL 33412 | Nautical Ventures

                                      2024 Highfield Classic 340 GT

                                      2025 Highfield Classic 360

                                      $18,500

                                      Kemah, TX 77565 | DC Powersports and Marine

                                      2025 Highfield Classic 360
                                      • 2024 Highfield Classic 340 FCT

                                        Request a Price

                                        Stuart, FL 34994 | Nautical Ventures

                                        2024 Highfield Classic 340 FCT
                                        • 2024 Highfield Classic 310 FCT

                                          Request a Price

                                          West Palm Beach, FL 33412 | Nautical Ventures

                                          2024 Highfield Classic 310 FCT
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