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Cutter Sailboats for sale

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    139 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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    • Price: High to Low
    • Price: Low to High

      1983 Camper & Nicholsons Cutter Rig

      $379,000

      $2,823/mo*

      Falmouth, MA 02540 | Northrop & Johnson Yachts-Ships LLC

      • 1983 Camper & Nicholsons Cutter Rig
      • 1983 Camper & Nicholsons Cutter Rig
      • 1983 Camper & Nicholsons Cutter Rig
      • 1983 Camper & Nicholsons Cutter Rig
      Dealer Logo

      2000 Hunter 460

      $129,000

      $961/mo*

      Port Charlotte, FL 33981 | Stamp Yacht Sales

      • 2000 Hunter 460
      • 2000 Hunter 460
      • 2000 Hunter 460
      • 2000 Hunter 460
      Dealer Logo

      2026 Jeanneau 55

      $1,324,695

      $9,869/mo*

      Marina Del Rey, CA 90292 | Marine Servicenter - Marina Del Rey

      • 2026 Jeanneau 55
      • 2026 Jeanneau 55
      • 2026 Jeanneau 55
      • 2026 Jeanneau 55
      Dealer Logo
      • 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

        1984 Tayana 37

        $54,900

        Palm Coast, FL 32164 | United Yacht Sales

        • 1984 Tayana 37
        • 1984 Tayana 37
        • 1984 Tayana 37
        • 1984 Tayana 37
        • 1995 Pacific Seacraft 37

          $125,000

          Annapolis, MD 21403 | Seattle Yachts - Annapolis

          • 1995 Pacific Seacraft 37
          • 1995 Pacific Seacraft 37
          • 1995 Pacific Seacraft 37
          • 1995 Pacific Seacraft 37

          1988 Cascade 42

          $136,500

          Anacortes, WA 98221 | Seattle Yachts - Anacortes

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

          1988 Island Packet 38

          $99,000

          St Marys, GA 31558 | Engel Volkers Yachting Americas

          • 1988 Island Packet 38
          • 1988 Island Packet 38
          • 1988 Island Packet 38
          • 1988 Island Packet 38
          • 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

            1990 Island Packet 32

            $60,000

            Fort Pierce, FL 34946 | United Yacht Sales - Florida SE Coast

            • 1990 Island Packet 32
            • 1990 Island Packet 32
            • 1990 Island Packet 32
            • 1990 Island Packet 32
            • 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
              • 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

                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
                • 1985 Pearson 530

                  $199,000

                  Urbanna, VA 23149 | North Point Yacht Sales

                  • 1985 Pearson 530
                  • 1985 Pearson 530
                  • 1985 Pearson 530
                  • 1985 Pearson 530
                  • 1984 Gulfstar Mark Ii

                    $99,900

                    Annapolis, MD 21403 | Private Seller

                    • 1984 Gulfstar Mark Ii
                    • 1984 Gulfstar Mark Ii
                    • 1984 Gulfstar Mark Ii
                    • 1984 Gulfstar Mark Ii
                    • 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

                      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
                      • 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

                        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

                        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
                        • 1983 Camper & Nicholsons Cutter Rig

                          $379,000

                          Falmouth, MA 02540 | Northrop & Johnson Yachts-Ships LLC

                          • 1983 Camper & Nicholsons Cutter Rig
                          • 1983 Camper & Nicholsons Cutter Rig
                          • 1983 Camper & Nicholsons Cutter Rig
                          • 1983 Camper & Nicholsons Cutter Rig
                          • 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
                            • 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 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

                                1986 Ta Shing Tashiba 31

                                $34,000

                                ↓ Price Drop

                                Townsend, GA 31331 | Engel Volkers Yachting Americas

                                • 1986 Ta Shing Tashiba 31
                                • 1986 Ta Shing Tashiba 31
                                • 1986 Ta Shing Tashiba 31
                                • 1986 Ta Shing Tashiba 31

                                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

                                1991 Cabo Rico 38

                                $99,000

                                Alameda, CA 94501 | Seattle Yachts - Alameda

                                • 1991 Cabo Rico 38
                                • 1991 Cabo Rico 38
                                • 1991 Cabo Rico 38
                                • 1991 Cabo Rico 38
                                • 1999 Oyster 53

                                  $455,000

                                  Seward, AK 99664 | Private Seller

                                  • 1999 Oyster 53
                                  • 1999 Oyster 53
                                  • 1999 Oyster 53
                                  • 1999 Oyster 53
                                  • 2000 Pacific Seacraft 37

                                    $165,000

                                    Racine, WI 53403 | Seattle Yachts - Annapolis

                                    • 2000 Pacific Seacraft 37
                                    • 2000 Pacific Seacraft 37
                                    • 2000 Pacific Seacraft 37
                                    • 2000 Pacific Seacraft 37
                                    • 2011 Jeanneau Sun Odyssey 45 DS

                                      $225,000

                                      $1,676/mo*

                                      Jacksonville, FL 32210 | St. Barts Yacht Sales

                                      • 2011 Jeanneau Sun Odyssey 45 DS
                                      • 2011 Jeanneau Sun Odyssey 45 DS
                                      • 2011 Jeanneau Sun Odyssey 45 DS
                                      • 2011 Jeanneau Sun Odyssey 45 DS
                                      • 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
                                        • 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

                                          2006 Passport 470

                                          $425,000

                                          $3,166/mo*

                                          Tracys Landing, MD 20779 | North Point Yacht Sales

                                          • 2006 Passport 470
                                          • 2006 Passport 470
                                          • 2006 Passport 470
                                          • 2006 Passport 470

                                          2000 Taswell 44 All Season

                                          $295,000

                                          Brunswick, GA 31520 | Engel Volkers Yachting Americas

                                          • 2000 Taswell 44 All Season
                                          • 2000 Taswell 44 All Season
                                          • 2000 Taswell 44 All Season
                                          • 2000 Taswell 44 All Season
                                          • 1993 Hinckley Sou'wester 51

                                            $440,000

                                            $3,278/mo*

                                            Stonington, CT 06355 | Hinckley Yacht Brokerage

                                            • 1993 Hinckley Sou'wester 51
                                            • 1993 Hinckley Sou'wester 51
                                            • 1993 Hinckley Sou'wester 51
                                            • 1993 Hinckley Sou'wester 51
                                            Dealer Logo
                                            • 2025 Jeanneau Yacht 65

                                              $1,998,900

                                              $14,891/mo*

                                              Seattle, WA 98109 | Marine Servicenter - Seattle

                                              • 2025 Jeanneau Yacht 65
                                              • 2025 Jeanneau Yacht 65
                                              • 2025 Jeanneau Yacht 65
                                              • 2025 Jeanneau Yacht 65
                                              Dealer Logo
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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 806 square feet. Boat Trader currently has 139 cutter sailboats for sale, including 6 new vessels and 133 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 Custom. These builders may produce cutter sailing vessels with secondary inboard 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 $14,852 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 139 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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