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  • Highfield

New Highfield Classic Performance Sailboats for sale

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120 more Makes...
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6 more Models...
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    144 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
      • 2024 Highfield Classic 340 GT

        Request a Price

        Fort Lauderdale, FL 33316 | Nautical Ventures

        2024 Highfield Classic 340 GT

        2024 Highfield Classic 310 FCT

        $15,100

        Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

        2024 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

        $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
          • 2025 Highfield Classic 310

            Request a Price

            Fort Lauderdale, FL 33316 | 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
                • 2025 Highfield Classic 310

                  Request a Price

                  Apalachicola, FL 32328 | 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 290

                      Request a Price

                      Stuart, FL 34997 | Nautical Ventures

                      2025 Highfield Classic 290

                      2026 Yamaha Boats 252SD

                      $113,999

                      $849/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2026 Yamaha Boats 252SD

                      2026 Yamaha Boats AR190

                      $42,999

                      $374/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2026 Yamaha Boats AR190

                      2025 Vexus AVX2080

                      $66,692

                      $497/mo*

                      Fredericktown, OH 43019 | Knox Marine - Ltd

                      2025 Vexus AVX2080
                      • 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
                          • 2024 Highfield Classic 260

                            Request a Price

                            West Palm Beach, FL 33412 | Nautical Ventures

                            2024 Highfield Classic 260
                            • 2025 Highfield Classic 400

                              $25,798

                              $225/mo*

                              Lake Bluff, IL 60044 | Offshore Marine

                              2025 Highfield Classic 400
                              • 2024 Highfield Classic 310 FCT

                                Request a Price

                                Stuart, FL 34994 | Nautical Ventures

                                2024 Highfield Classic 310 FCT

                                2025 Highfield Classic 360

                                $18,500

                                Kemah, TX 77565 | DC Powersports and Marine

                                2025 Highfield Classic 360
                                • 2025 Highfield Classic 290

                                  Request a Price

                                  West Palm Beach, FL 33412 | Nautical Ventures

                                  2025 Highfield Classic 290
                                  • 2024 Highfield Classic 380 FCT

                                    Request a Price

                                    Stuart, FL 34994 | Nautical Ventures

                                    2024 Highfield Classic 380 FCT

                                    2024 Highfield Classic 420

                                    $24,900

                                    ↓ Price Drop

                                    Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

                                    2024 Highfield Classic 420

                                    2025 Highfield Classic 290

                                    $5,450

                                    Kemah, TX 77565 | DC Powersports and Marine

                                    2025 Highfield Classic 290
                                    • 2025 Highfield Classic 310

                                      Request a Price

                                      West Palm Beach, FL 33412 | 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 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 310 FCT

                                          $15,198

                                          Lake Bluff, IL 60044 | Offshore Marine

                                          2025 Highfield Classic 310 FCT
                                          • 2024 Highfield Classic 310 FCT

                                            Request a Price

                                            Apalachicola, FL 32328 | Nautical Ventures

                                            2024 Highfield Classic 310 FCT

                                            2025 Highfield Classic 380

                                            $9,055

                                            Kemah, TX 77565 | DC Powersports and Marine

                                            2025 Highfield Classic 380
                                            • 2023 Highfield Classic 260

                                              $3,495

                                              South Windsor, CT 06074 | A & S Boats

                                              2023 Highfield Classic 260
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