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  • Highfield

New Highfield Classic Center Cockpit 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 310 FCT

      $15,198

      Lake Bluff, IL 60044 | Offshore Marine

      2025 Highfield Classic 310 FCT

      2025 Highfield Classic 340

      $12,800

      Kemah, TX 77565 | DC Powersports and Marine

      2025 Highfield Classic 340

      2025 Highfield Classic 360

      $8,270

      Kemah, TX 77565 | DC Powersports and Marine

      2025 Highfield Classic 360

      2024 Highfield Classic 420

      $24,900

      ↓ Price Drop

      Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

      2024 Highfield Classic 420

      2025 Highfield Classic 310

      $6,600

      Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

      2025 Highfield Classic 310
      • 2025 Highfield Classic 310

        Request a Price

        Fort Lauderdale, FL 33316 | Nautical Ventures

        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

            West Palm Beach, FL 33412 | Nautical Ventures

            2025 Highfield Classic 310
            • 2025 Highfield Classic 290

              Request a Price

              Fort Lauderdale, FL 33316 | 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

                  Stuart, FL 34994 | Nautical Ventures

                  2024 Highfield Classic 260
                  • 2025 Highfield Classic 290

                    Request a Price

                    Stuart, FL 34997 | Nautical Ventures

                    2025 Highfield Classic 290

                    2023 Nitro Z21 XL

                    $59,999

                    $447/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2023 Nitro Z21 XL

                    2025 Yamaha Boats AR190

                    $37,999

                    $331/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Yamaha Boats AR190

                    2026 Vexus AVX189

                    $39,367

                    $343/mo*

                    Fredericktown, OH 43019 | Knox Marine - Ltd

                    2026 Vexus AVX189
                    • 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

                          Apalachicola, FL 32328 | 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 380

                            $9,055

                            Kemah, TX 77565 | DC Powersports and Marine

                            2025 Highfield Classic 380
                            • 2024 Highfield Classic 260

                              Request a Price

                              Fort Lauderdale, FL 33316 | Nautical Ventures

                              2024 Highfield Classic 260

                              2025 Highfield Classic 310 FCT

                              $16,300

                              Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

                              2025 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

                                2025 Highfield Classic 290

                                $5,450

                                Kemah, TX 77565 | DC Powersports and Marine

                                2025 Highfield Classic 290
                                • 2024 Highfield Classic 260

                                  Request a Price

                                  West Palm Beach, FL 33412 | Nautical Ventures

                                  2024 Highfield Classic 260

                                  2024 Highfield Classic 310 FCT

                                  $15,100

                                  Yorktown, VA 23692 | Hampton Roads Inflatables, LLC

                                  2024 Highfield Classic 310 FCT
                                  • 2024 Highfield Classic 310 FCT

                                    Request a Price

                                    West Palm Beach, FL 33412 | Nautical Ventures

                                    2024 Highfield Classic 310 FCT
                                    • 2025 Highfield Classic 400

                                      $25,798

                                      $225/mo*

                                      Lake Bluff, IL 60044 | Offshore Marine

                                      2025 Highfield Classic 400
                                      • 2024 Highfield Classic 380 FCT

                                        Request a Price

                                        West Palm Beach, FL 33412 | Nautical Ventures

                                        2024 Highfield Classic 380 FCT

                                        2025 Highfield Classic 340

                                        $7,600

                                        Kemah, TX 77565 | DC Powersports and Marine

                                        2025 Highfield Classic 340

                                        2025 Highfield Classic 310

                                        $6,178

                                        Kemah, TX 77565 | DC Powersports and Marine

                                        2025 Highfield Classic 310
                                        • 2025 Highfield Classic 400

                                          $25,798

                                          $225/mo*

                                          Lake Bluff, IL 60044 | Offshore Marine

                                          2025 Highfield Classic 400
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