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  • Highfield

Highfield Classic Sloop Sailboats for sale

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    143 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 380

      $9,055

      Kemah, TX 77565 | DC Powersports and Marine

      2025 Highfield Classic 380

      2025 Highfield Classic 310 FCT

      $16,300

      Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

      2025 Highfield Classic 310 FCT

      2025 Highfield Classic 310

      $6,600

      Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

      2025 Highfield Classic 310
      • 2025 Highfield Classic 290

        Request a Price

        Stuart, FL 34997 | Nautical Ventures

        2025 Highfield Classic 290
        • 2025 Highfield Classic 290

          Request a Price

          Fort Lauderdale, FL 33316 | Nautical Ventures

          2025 Highfield Classic 290
          • 2025 Highfield Classic 290

            Request a Price

            Apalachicola, FL 32328 | Nautical Ventures

            2025 Highfield Classic 290
            • 2025 Highfield Classic 310

              Request a Price

              Fort Lauderdale, FL 33316 | Nautical Ventures

              2025 Highfield Classic 310
              • 2024 Highfield Classic 260

                Request a Price

                Fort Lauderdale, FL 33316 | Nautical Ventures

                2024 Highfield Classic 260
                • 2025 Highfield Classic 310

                  Request a Price

                  Apalachicola, FL 32328 | Nautical Ventures

                  2025 Highfield Classic 310
                  • 2024 Highfield Classic 260

                    Request a Price

                    Stuart, FL 34994 | Nautical Ventures

                    2024 Highfield Classic 260
                    • 2025 Highfield Classic 260

                      Request a Price

                      Apalachicola, FL 32328 | Nautical Ventures

                      2025 Highfield Classic 260
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                      • 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 310

                            Request a Price

                            West Palm Beach, FL 33412 | Nautical Ventures

                            2025 Highfield Classic 310

                            2025 Highfield Classic 360

                            $8,270

                            Kemah, TX 77565 | DC Powersports and Marine

                            2025 Highfield Classic 360
                            • 2024 Highfield Classic 420

                              Request a Price

                              Stuart, FL 34994 | Nautical Ventures

                              2024 Highfield Classic 420

                              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 360

                                $18,500

                                Kemah, TX 77565 | DC Powersports and Marine

                                2025 Highfield Classic 360
                                • 2023 Highfield Classic 290

                                  $2,995

                                  South Windsor, CT 06074 | A & S Boats

                                  2023 Highfield Classic 290
                                  • 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

                                    2025 Highfield Classic 340

                                    Request a Price

                                    Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

                                    2025 Highfield Classic 340
                                    • 2025 Highfield Classic 400

                                      $25,798

                                      $225/mo*

                                      Lake Bluff, IL 60044 | Offshore Marine

                                      2025 Highfield Classic 400
                                      • 2024 Highfield Classic 340 GT

                                        Request a Price

                                        Fort Lauderdale, FL 33316 | Nautical Ventures

                                        2024 Highfield Classic 340 GT
                                        • 2024 Highfield Classic 460

                                          Request a Price

                                          Stuart, FL 34994 | Nautical Ventures

                                          2024 Highfield Classic 460
                                          • 2023 Highfield Classic 260

                                            $3,495

                                            South Windsor, CT 06074 | A & S Boats

                                            2023 Highfield Classic 260
                                            • 2024 Highfield Classic 360 FCT

                                              Request a Price

                                              Apalachicola, FL 32328 | Nautical Ventures

                                              2024 Highfield Classic 360 FCT
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