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  • Highfield

Highfield Classic Center Cockpit Sailboats for sale

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234 more Makes...
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6 more Models...
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    148 boats
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      • 2023 Highfield Classic 290

        $3,495

        South Windsor, CT 06074 | A & S Boats

        2023 Highfield Classic 290

        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 360 FCT

            Request a Price

            Fort Lauderdale, FL 33316 | Nautical Ventures

            2024 Highfield Classic 360 FCT
            • 2025 Highfield Classic 360

              Request a Price

              Stuart, FL 34997 | Nautical Ventures

              2025 Highfield Classic 360
              • 2023 Highfield Classic 260

                $3,495

                South Windsor, CT 06074 | A & S Boats

                2023 Highfield Classic 260
                • 2025 Highfield Classic 400

                  $25,798

                  $225/mo*

                  Lake Bluff, IL 60044 | Offshore Marine

                  2025 Highfield Classic 400
                  • 2024 Highfield Classic 360 FCT

                    Request a Price

                    Apalachicola, FL 32328 | Nautical Ventures

                    2024 Highfield Classic 360 FCT
                    • 2024 Highfield Classic 380 FCT

                      Request a Price

                      Apalachicola, FL 32328 | Nautical Ventures

                      2024 Highfield Classic 380 FCT
                      • 2023 Highfield Classic 290

                        $6,764

                        South Windsor, CT 06074 | A & S Boats

                        2023 Highfield Classic 290

                        2025 Highfield Classic 310 FCT

                        $16,998

                        Lake Bluff, IL 60044 | Offshore Marine

                        2025 Highfield Classic 310 FCT
                        • 2025 Highfield Classic 380

                          Request a Price

                          Stuart, FL 34997 | Nautical Ventures

                          2025 Highfield Classic 380
                          • 2024 Highfield Classic 380 FCT

                            Request a Price

                            Fort Lauderdale, FL 33316 | Nautical Ventures

                            2024 Highfield Classic 380 FCT

                            2025 Tracker Grizzly 1236 Utility

                            $1,670

                            Columbus, OH 43224 | Sizzle Marine

                            2025 Tracker Grizzly 1236 Utility

                            2025 Tracker Grizzly 1236 Utility

                            $1,670

                            Columbus, OH 43224 | Sizzle Marine

                            2025 Tracker Grizzly 1236 Utility

                            2026 Tracker Grizzly 14 Jon

                            $2,170

                            Columbus, OH 43224 | Sizzle Marine

                            2026 Tracker Grizzly 14 Jon
                            • 2023 Highfield Classic 290

                              $2,995

                              South Windsor, CT 06074 | A & S Boats

                              2023 Highfield Classic 290

                              2025 Highfield Classic 340 FCT

                              $22,500

                              Weymouth, MA 02188 | Monahan's Marine

                              2025 Highfield Classic 340 FCT
                              • 2024 Highfield Classic 460

                                Request a Price

                                Stuart, FL 34994 | Nautical Ventures

                                2024 Highfield Classic 460
                                • 2024 Highfield Classic 460

                                  Request a Price

                                  Apalachicola, FL 32328 | Nautical Ventures

                                  2024 Highfield Classic 460

                                  2024 Highfield Classic 290

                                  $5,565

                                  Weymouth, MA 02188 | Monahan's Marine

                                  2024 Highfield Classic 290
                                  • 2025 Highfield Classic 310

                                    Request a Price

                                    South Windsor, CT 06074 | A & S Boats

                                    2025 Highfield Classic 310
                                    • 2024 Highfield Classic 310 FCT

                                      Request a Price

                                      West Palm Beach, FL 33412 | Nautical Ventures

                                      2024 Highfield Classic 310 FCT
                                      • 2024 Highfield Classic 420

                                        Request a Price

                                        Apalachicola, FL 32328 | Nautical Ventures

                                        2024 Highfield Classic 420
                                        • 2025 Highfield Classic 340

                                          Request a Price

                                          Stuart, FL 34997 | Nautical Ventures

                                          2025 Highfield Classic 340

                                          2025 Highfield Classic 380 GT

                                          $25,006

                                          $218/mo*

                                          Weymouth, MA 02188 | Monahan's Marine

                                          2025 Highfield Classic 380 GT
                                          • 2024 Highfield Classic 380 FCT

                                            Request a Price

                                            West Palm Beach, FL 33412 | Nautical Ventures

                                            2024 Highfield Classic 380 FCT
                                            • 2025 Highfield Classic 380

                                              Request a Price

                                              Apalachicola, FL 32328 | Nautical Ventures

                                              2025 Highfield Classic 380
                                              • 2024 Highfield Classic 380 GT

                                                Request a Price

                                                Stuart, FL 34994 | Nautical Ventures

                                                2024 Highfield Classic 380 GT
                                                • 2024 Highfield Classic 360 FCT

                                                  Request a Price

                                                  West Palm Beach, FL 33412 | Nautical Ventures

                                                  2024 Highfield Classic 360 FCT

                                                  2024 Highfield Classic 340

                                                  $7,600

                                                  Weymouth, MA 02188 | Monahan's Marine

                                                  2024 Highfield Classic 340
                                                  • 2024 Highfield Classic 360 GT

                                                    Request a Price

                                                    Stuart, FL 34994 | Nautical Ventures

                                                    2024 Highfield Classic 360 GT
                                                    • 2024 Highfield Classic 340 GT

                                                      Request a Price

                                                      West Palm Beach, FL 33412 | Nautical Ventures

                                                      2024 Highfield Classic 340 GT
                                                      • 2025 Highfield Classic 460

                                                        $39,326

                                                        $342/mo*

                                                        Weymouth, MA 02188 | Monahan's Marine

                                                        2025 Highfield Classic 460
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