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Cutter Sailboats for sale

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42 more Makes...
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    For Sale By
    138 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      • 1994 Island Packet 44

        $79,000

        Beaufort, NC 28516 | Beaufort Yacht Sales

        • 1994 Island Packet 44
        • 1994 Island Packet 44
        • 1994 Island Packet 44
        • 1994 Island Packet 44

        1987 Island Packet 38

        $58,500

        Norfolk, VA 23518 | Beaufort Yacht Sales

        • 1987 Island Packet 38
        • 1987 Island Packet 38
        • 1987 Island Packet 38
        • 1987 Island Packet 38

        2002 Jeanneau Sun Odyssey 45.2

        $109,000

        San Diego, CA 92101 | Marine Servicenter

        • 2002 Jeanneau Sun Odyssey 45.2
        • 2002 Jeanneau Sun Odyssey 45.2
        • 2002 Jeanneau Sun Odyssey 45.2
        • 2002 Jeanneau Sun Odyssey 45.2
        • 1989 Island Packet 35

          $84,900

          Boyne City, MI 49712 | Private Seller

          • 1989 Island Packet 35
          • 1989 Island Packet 35
          • 1989 Island Packet 35
          • 1989 Island Packet 35
          • 1999 Island Packet 320

            $95,000

            Pensacola, FL 32501 | Edwards Yacht Sales

            • 1999 Island Packet 320
            • 1999 Island Packet 320
            • 1999 Island Packet 320
            • 1999 Island Packet 320
            • 1991 Custom Horacio Carabelli Schooner

              $290,000

              Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

              • 1991 Custom Horacio Carabelli Schooner
              • 1991 Custom Horacio Carabelli Schooner
              • 1991 Custom Horacio Carabelli Schooner
              • 1991 Custom Horacio Carabelli Schooner
              • 1992 Hans Christian 33 Traditional

                $125,900

                Northport, ME 04849 | Private Seller

                • 1992 Hans Christian 33 Traditional
                • 1992 Hans Christian 33 Traditional
                • 1992 Hans Christian 33 Traditional
                • 1992 Hans Christian 33 Traditional
                • 1986 Krogen 38

                  $60,000

                  Racine, WI 53402 | Racine Riverside Marine, Inc.

                  • 1986 Krogen 38
                  • 1986 Krogen 38
                  • 1986 Krogen 38
                  • 1986 Krogen 38

                  1984 Tayana 37

                  $54,900

                  Palm Coast, FL 32164 | United Yacht Sales

                  • 1984 Tayana 37
                  • 1984 Tayana 37
                  • 1984 Tayana 37
                  • 1984 Tayana 37

                  1990 Slocum 43

                  $149,500

                  ↓ Price Drop

                  Fort Pierce, FL 34949 | United Yacht Sales

                  • 1990 Slocum 43
                  • 1990 Slocum 43
                  • 1990 Slocum 43
                  • 1990 Slocum 43

                  1988 Tayana Vancouver 42

                  $139,000

                  Brunswick, GA 31520 | Edwards Yacht Sales

                  • 1988 Tayana Vancouver 42
                  • 1988 Tayana Vancouver 42
                  • 1988 Tayana Vancouver 42
                  • 1988 Tayana Vancouver 42
                  • 1994 Island Packet IP 44

                    $179,900

                    Daytona Beach, FL 32114 | Private Seller

                    • 1994 Island Packet IP 44
                    • 1994 Island Packet IP 44
                    • 1994 Island Packet IP 44
                    • 1994 Island Packet IP 44

                    1988 Cascade 42

                    $136,500

                    Anacortes, WA 98221 | Seattle Yachts - Anacortes

                    • 1988 Cascade 42
                    • 1988 Cascade 42
                    • 1988 Cascade 42
                    • 1988 Cascade 42

                    2025 Yamaha WaveRunner VX Cruiser HO

                    $13,399

                    Columbus, OH 43224 | Sizzle Marine

                    • 2025 Yamaha WaveRunner VX Cruiser HO
                    • 2025 Yamaha WaveRunner VX Cruiser HO
                    • 2025 Yamaha WaveRunner VX Cruiser HO
                    • 2025 Yamaha WaveRunner VX Cruiser HO

                    2026 Tracker Pro Team 175 Crappie Edition

                    $26,970

                    $235/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    • 2026 Tracker Pro Team 175 Crappie Edition
                    • 2026 Tracker Pro Team 175 Crappie Edition
                    • 2026 Tracker Pro Team 175 Crappie Edition
                    • 2026 Tracker Pro Team 175 Crappie Edition

                    2025 Yamaha Boats 195S

                    $47,299

                    $412/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    • 2025 Yamaha Boats 195S
                    • 2025 Yamaha Boats 195S
                    • 2025 Yamaha Boats 195S
                    • 2025 Yamaha Boats 195S

                    1987 Cascade Center Cockpit

                    $44,900

                    Bellingham, WA 98225 | Marine Servicenter

                    • 1987 Cascade Center Cockpit
                    • 1987 Cascade Center Cockpit
                    • 1987 Cascade Center Cockpit
                    • 1987 Cascade Center Cockpit
                    • 1989 Valiant 40 Cutter

                      $119,900

                      Green Cove Springs, FL 32043 | Edwards Yacht Sales

                      • 1989 Valiant 40 Cutter
                      • 1989 Valiant 40 Cutter
                      • 1989 Valiant 40 Cutter
                      • 1989 Valiant 40 Cutter
                      • 2015 Outbound 46

                        $520,000

                        $3,874/mo*

                        Brunswick, GA 31520 | Edwards Yacht Sales

                        • 2015 Outbound 46
                        • 2015 Outbound 46
                        • 2015 Outbound 46
                        • 2015 Outbound 46

                        2016 Gozzard 41 RC

                        $350,000

                        ↓ Price Drop

                        $2,607/mo*

                        Charleston, SC 29401 | St. Barts Yacht Sales

                        • 2016 Gozzard 41 RC
                        • 2016 Gozzard 41 RC
                        • 2016 Gozzard 41 RC
                        • 2016 Gozzard 41 RC

                        1980 CSY 44 WALKTHROUGH

                        $79,000

                        ↓ Price Drop

                        Fort Pierce, FL 34949 | Private Seller

                        • 1980 CSY 44 WALKTHROUGH
                        • 1980 CSY 44 WALKTHROUGH
                        • 1980 CSY 44 WALKTHROUGH
                        • 1980 CSY 44 WALKTHROUGH

                        1989 Caliber 38

                        $82,000

                        ↓ Price Drop

                        Anacortes, WA 98221 | Seattle Yachts - Anacortes

                        • 1989 Caliber 38
                        • 1989 Caliber 38
                        • 1989 Caliber 38
                        • 1989 Caliber 38

                        2019 Pacific Seacraft 31

                        $225,000

                        ↓ Price Drop

                        $1,676/mo*

                        Saint Petersburg, FL 33701 | Seattle Yachts - Annapolis

                        • 2019 Pacific Seacraft 31
                        • 2019 Pacific Seacraft 31
                        • 2019 Pacific Seacraft 31
                        • 2019 Pacific Seacraft 31
                        • 1994 Pacific Seacraft 34

                          $85,000

                          Southport, NC 28461 | Seattle Yachts - Annapolis

                          • 1994 Pacific Seacraft 34
                          • 1994 Pacific Seacraft 34
                          • 1994 Pacific Seacraft 34
                          • 1994 Pacific Seacraft 34

                          1986 Baba 35

                          $64,500

                          ↓ Price Drop

                          Beaufort, NC 28516 | Beaufort Yacht Sales

                          • 1986 Baba 35
                          • 1986 Baba 35
                          • 1986 Baba 35
                          • 1986 Baba 35
                          • 1999 Oyster 53

                            $455,000

                            Seward, AK 99664 | Private Seller

                            • 1999 Oyster 53
                            • 1999 Oyster 53
                            • 1999 Oyster 53
                            • 1999 Oyster 53

                            1990 Island Packet 32

                            $60,000

                            Fort Pierce, FL 34946 | United Yacht Sales

                            • 1990 Island Packet 32
                            • 1990 Island Packet 32
                            • 1990 Island Packet 32
                            • 1990 Island Packet 32
                            • 1994 Island Packet 35

                              $89,000

                              Blaine, WA 98230 | Marine Servicenter

                              • 1994 Island Packet 35
                              • 1994 Island Packet 35
                              • 1994 Island Packet 35
                              • 1994 Island Packet 35

                              1984 Passport 42

                              $169,000

                              Marina del Rey, CA 90292 | ACY Yachts - Marina Del Rey

                              • 1984 Passport 42
                              • 1984 Passport 42
                              • 1984 Passport 42
                              • 1984 Passport 42
                              • 2004 Cabo Rico 42

                                $322,000

                                Bellingham, WA 98225 | Marine Servicenter

                                • 2004 Cabo Rico 42
                                • 2004 Cabo Rico 42
                                • 2004 Cabo Rico 42
                                • 2004 Cabo Rico 42
                                • 1988 Cabo Rico 38

                                  $75,000

                                  Saint Augustine, FL 32084 | The Multihull Company

                                  • 1988 Cabo Rico 38
                                  • 1988 Cabo Rico 38
                                  • 1988 Cabo Rico 38
                                  • 1988 Cabo Rico 38
                                  • 2000 Bavaria 42 Cruiser

                                    $125,000

                                    Newport Beach, CA 92660 | Seattle Yachts - San Diego

                                    • 2000 Bavaria 42 Cruiser
                                    • 2000 Bavaria 42 Cruiser
                                    • 2000 Bavaria 42 Cruiser
                                    • 2000 Bavaria 42 Cruiser
                                    • 1984 Tayana Tayana 37

                                      $58,000

                                      Traverse City, MI 49684 | Private Seller

                                      • 1984 Tayana Tayana 37
                                      • 1984 Tayana Tayana 37
                                      • 1984 Tayana Tayana 37
                                      • 1984 Tayana Tayana 37

                                      1994 Pacific Seacraft 34

                                      $110,000

                                      Racine, WI 53402 | Racine Riverside Marine, Inc.

                                      • 1994 Pacific Seacraft 34
                                      • 1994 Pacific Seacraft 34
                                      • 1994 Pacific Seacraft 34
                                      • 1994 Pacific Seacraft 34
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                                    What are cutter sailing vessels?

                                    Cutter sailboats are larger size, single-masted, three-sail (two foresails and a mainsail) sailing vessels frequently used for time-honored endeavors such as a variety of commercial and recreational boating activities. They can span in size, with the shortest vessel currently listed measuring 23 feet in length, up to the longest vessel listed at 72 feet long. Cutter sailing vessels are built by a wide variety of boat brands with hull types including monohull, displacement and other designs. These sailboats have a minimum total sail area of 432 square feet, a maximum total sail area of 2,505 square feet and an average of 803 square feet. Boat Trader currently has 138 cutter sailboats for sale, including 6 new vessels and 132 used and custom yachts listed by both private sellers and professional yacht brokers and boat dealerships mainly in United States.

                                    What are the best cutter sailing vessels?

                                    Some of the best-known, masterful builders of cutter sailing vessels as of today include: Island Packet, Pacific Seacraft, Tayana, Jeanneau and Cabo Rico. These builders may produce cutter sailing vessels with secondary inboard, inboard/outboard and electric propulsion systems, available in diesel, electric and other fuel systems.

                                    How much do cutter sailing vessels cost?

                                    Cutter sailing vessels for sale on Boat Trader are listed for a variety of prices, from $14,848 on the relatively moderate end all the way up to $1,998,900 for the most unique, bespoke yachts.

                                    Why are cutter sailing vessels popular?

                                    Cutter sailing vessels have a rich legacy as vessels that are sought-after due to their bigger draft and exceptionally wide beam - attributes that make these vessels exceptionally favorable for a variety of commercial and recreational boating activities. The maximum number of passengers for cutter sailing vessels currently listed on Boat Trader is 30 people, with an average capacity of 12 people.

                                    The most viewed brands for cutter sailing vessels this month were Cape Dory, Hunter, Island Packet, Pacific Seacraft and Tayana. With 138 cutter sailboats currently listed for sale, as well as 11 added in the past 30 days, Boat Trader is confident that you’ll find the boat you are looking for.

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