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  • Highfield

Highfield Sloop Sailboats for sale

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234 more Makes...
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83 more Models...
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    503 boats
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      • 2025 Highfield Sport 390

        $35,989

        $313/mo*

        Weymouth, MA 02188 | Monahan's Marine

        2025 Highfield Sport 390
        • 2025 Highfield Ultralite 240LT

          Request a Price

          Apalachicola, FL 32328 | Nautical Ventures

          2025 Highfield Ultralite 240LT
          • 2024 Highfield Patrol 500

            Request a Price

            Stuart, FL 34994 | Nautical Ventures

            2024 Highfield Patrol 500
            • 2025 Highfield UltraLite 260SS

              Request a Price

              West Palm Beach, FL 33412 | Nautical Ventures

              2025 Highfield UltraLite 260SS

              2025 Highfield Classic 380 GT

              $25,006

              $218/mo*

              Weymouth, MA 02188 | Monahan's Marine

              2025 Highfield Classic 380 GT
              • 2024 Highfield Classic 420

                Request a Price

                Apalachicola, FL 32328 | Nautical Ventures

                2024 Highfield Classic 420
                • 2024 Highfield Patrol 860

                  Request a Price

                  Stuart, FL 34994 | Nautical Ventures

                  2024 Highfield Patrol 860
                  • 2025 Highfield Sport 520

                    Request a Price

                    West Palm Beach, FL 33412 | Nautical Ventures

                    2025 Highfield Sport 520
                    • 2025 Highfield Sport 300

                      Request a Price

                      Apalachicola, FL 32328 | Nautical Ventures

                      2025 Highfield Sport 300
                      • 2025 Highfield Classic 340

                        Request a Price

                        Stuart, FL 34997 | Nautical Ventures

                        2025 Highfield Classic 340
                        • 2025 Highfield Ultralite 310

                          Request a Price

                          West Palm Beach, FL 33412 | Nautical Ventures

                          2025 Highfield Ultralite 310
                          • 2025 Highfield Sport 560

                            $71,804

                            $535/mo*

                            Weymouth, MA 02188 | Monahan's Marine

                            2025 Highfield Sport 560
                            • 2025 Highfield Sport 650

                              Request a Price

                              Apalachicola, FL 32328 | Nautical Ventures

                              2025 Highfield Sport 650

                              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

                              2025 Tracker Grizzly 1236 Utility

                              $1,670

                              Columbus, OH 43224 | Sizzle Marine

                              2025 Tracker Grizzly 1236 Utility
                              • 2025 Highfield Ultralite 310

                                Request a Price

                                Stuart, FL 34994 | Nautical Ventures

                                2025 Highfield Ultralite 310
                                • 2024 Highfield Classic 380 FCT

                                  Request a Price

                                  West Palm Beach, FL 33412 | Nautical Ventures

                                  2024 Highfield Classic 380 FCT
                                  • 2025 Highfield Classic 340

                                    $7,910

                                    Weymouth, MA 02188 | Monahan's Marine

                                    2025 Highfield Classic 340
                                    • 2024 Highfield Patrol 420

                                      Request a Price

                                      Apalachicola, FL 32328 | Nautical Ventures

                                      2024 Highfield Patrol 420
                                      • 2024 Highfield Classic 360 FCT

                                        Request a Price

                                        Stuart, FL 34994 | Nautical Ventures

                                        2024 Highfield Classic 360 FCT
                                        • 2025 Highfield Sport 560

                                          Request a Price

                                          West Palm Beach, FL 33412 | Nautical Ventures

                                          2025 Highfield Sport 560
                                          • 2025 Highfield Classic 460

                                            $39,326

                                            $342/mo*

                                            Weymouth, MA 02188 | Monahan's Marine

                                            2025 Highfield Classic 460
                                            • 2025 Highfield Classic 360

                                              Request a Price

                                              Apalachicola, FL 32328 | Nautical Ventures

                                              2025 Highfield Classic 360
                                              • 2025 Highfield Sport 660

                                                Request a Price

                                                Stuart, FL 34994 | Nautical Ventures

                                                2025 Highfield Sport 660

                                                2023 Highfield SP390

                                                $32,995

                                                $287/mo*

                                                Fort Lauderdale, FL 33312 | InterMarine

                                                2023 Highfield SP390
                                                • 2024 Highfield Classic 340 FCT

                                                  Request a Price

                                                  Apalachicola, FL 32328 | Nautical Ventures

                                                  2024 Highfield Classic 340 FCT
                                                  • 2025 Highfield Classic 310

                                                    $7,010

                                                    Weymouth, MA 02188 | Monahan's Marine

                                                    2025 Highfield Classic 310
                                                    • 2024 Highfield Classic 380 FCT

                                                      Request a Price

                                                      Stuart, FL 34994 | Nautical Ventures

                                                      2024 Highfield Classic 380 FCT
                                                      • 2025 Highfield Sport 360

                                                        Request a Price

                                                        Fort Lauderdale, FL 33316 | Nautical Ventures

                                                        2025 Highfield Sport 360
                                                        • 2025 Highfield Sport 800

                                                          Request a Price

                                                          Apalachicola, FL 32328 | Nautical Ventures

                                                          2025 Highfield Sport 800
                                                          • 2025 Highfield Sport 460

                                                            Request a Price

                                                            Stuart, FL 34994 | Nautical Ventures

                                                            2025 Highfield Sport 460
                                                            • 2022 Highfield Sport 420

                                                              $27,000

                                                              $235/mo*

                                                              Fort Lauderdale, FL 33316 | Nautical Ventures

                                                              2022 Highfield Sport 420
                                                              • 2024 Highfield Patrol 460

                                                                Request a Price

                                                                Apalachicola, FL 32328 | Nautical Ventures

                                                                2024 Highfield Patrol 460
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