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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
    • Distance: Nearest first
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    • Price: High to Low
    • Price: Low to High
      • 1999 Oyster 53

        $455,000

        Seward, AK 99664 | Private Seller

        1999 Oyster 53

        1989 Island Packet 35

        $84,900

        ↓ Price Drop

        Boyne City, MI 49712 | Private Seller

        1989 Island Packet 35
        • 2025 Jeanneau Yacht 65

          $1,998,900

          $14,891/mo*

          San Diego, CA 92106 | Marine Servicenter - San Diego

          2025 Jeanneau Yacht 65
          • 1976 Downeast 38 Cutter

            $42,900

            Oriental, NC 28571 | Private Seller

            1976 Downeast 38 Cutter
            • 1977 Downeaster 45 Cutter

              $75,000

              Marina Del Rey, CA 90292 | Private Seller

              1977 Downeaster 45 Cutter
              • 1971 Aquafibre Sparkman & Stephens 30

                $15,000

                Mackinac City, MI 49701 | Private Seller

                1971 Aquafibre Sparkman & Stephens 30
                • 2025 Jeanneau Yacht 65

                  $1,998,900

                  $14,891/mo*

                  Marina Del Rey, CA 90292 | Marine Servicenter

                  2025 Jeanneau Yacht 65
                  • 2026 Jeanneau 55

                    $1,324,695

                    $9,869/mo*

                    Marina Del Rey, CA 90292 | Marine Servicenter

                    2026 Jeanneau 55
                    • 2015 Beneteau Sense 55

                      $399,000

                      $2,972/mo*

                      Tracys Landing, MD 20779 | Denison Yachting

                      2015 Beneteau Sense 55

                      2011 Jeanneau Sun Odyssey 45 DS

                      $225,000

                      ↓ Price Drop

                      $1,676/mo*

                      Jacksonville, FL 32210 | St. Barts Yacht Sales

                      2011 Jeanneau Sun Odyssey 45 DS
                      • 1994 Island Packet 35

                        $98,000

                        Blaine, WA 98230 | Marine Servicenter

                        1994 Island Packet 35
                        • 1985 Tayana 37

                          $45,000

                          Sequim, WA 98382 | United Yacht Sales - Pacific Northwest, Western Canada and BC

                          1985 Tayana 37

                          1987 Cascade Center Cockpit

                          $54,900

                          Bellingham, WA 98225 | Marine Servicenter

                          1987 Cascade Center Cockpit

                          2006 Hake / Seaward 26RK

                          $40,000

                          ↓ Price Drop

                          $348/mo*

                          Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                          2006 Hake / Seaward 26RK

                          2025 Vexus VXS21

                          $108,986

                          $812/mo*

                          Fredericktown, OH 43019 | Knox Marine - Ltd

                          2025 Vexus VXS21

                          2026 Sun Tracker SportFish 20 DLX

                          $44,475

                          $387/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2026 Sun Tracker SportFish 20 DLX
                          • 2002 Island Packet 380

                            $169,000

                            Charleston, SC 29401 | Denison Yachting

                            2002 Island Packet 380
                            • 2000 Cabo Rico Pearl Edition Anniversary Special

                              $269,000

                              San Diego, CA 92106 | Luke Brown Yachts

                              2000 Cabo Rico Pearl Edition Anniversary Special
                              • 2003 Caliber 40

                                $189,000

                                Beaufort, NC 28516 | Beaufort Yacht Sales

                                2003 Caliber 40

                                2025 Jeanneau Yacht 65

                                $1,998,900

                                $14,891/mo*

                                Seattle, WA 98109 | Marine Servicenter

                                2025 Jeanneau Yacht 65
                                • 1986 Baba 35

                                  $74,995

                                  Beaufort, NC 28516 | Beaufort Yacht Sales

                                  1986 Baba 35
                                  • 2026 Jeanneau 55

                                    $1,324,695

                                    $9,869/mo*

                                    San Diego, CA 92101 | Marine Servicenter - San Diego

                                    2026 Jeanneau 55
                                    • 1985 Whiting 40

                                      $99,000

                                      Sequim, WA 98382 | United Yacht Sales

                                      1985 Whiting 40
                                      • 1985 Pearson 530

                                        $199,000

                                        Urbanna, VA 23149 | North Point Yacht Sales

                                        1985 Pearson 530
                                        • 1997 Island Packet 350

                                          $119,000

                                          Charleston, SC 29401 | Denison Yachting

                                          1997 Island Packet 350

                                          1990 Slocum 43

                                          $162,000

                                          Fort Pierce, FL 34949 | United Yacht Sales

                                          1990 Slocum 43
                                          • 2026 Jeanneau 55

                                            $1,324,695

                                            $9,869/mo*

                                            Seattle, WA 98109 | Marine Servicenter

                                            2026 Jeanneau 55
                                            • 2004 Ta Chiao Custom Pilothouse Cutter

                                              Request a Price

                                              Newport, RI 02840 | Northrop and Johnson

                                              2004 Ta Chiao Custom Pilothouse Cutter
                                              • 1991 Mason 44

                                                $175,000

                                                Hampton, VA 23669 | Seattle Yachts - Annapolis

                                                1991 Mason 44
                                                • 1991 Custom Horacio Carabelli Schooner

                                                  $199,000

                                                  Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                                  1991 Custom Horacio Carabelli Schooner

                                                  1990 Hunter Passage 42

                                                  $44,900

                                                  ↓ Price Drop

                                                  St Augustine, FL 32084 | Edwards Yacht Sales

                                                  1990 Hunter Passage 42
                                                  • 1995 Pacific Seacraft 37

                                                    $125,000

                                                    Annapolis, MD 21403 | Seattle Yachts - Annapolis

                                                    1995 Pacific Seacraft 37

                                                    1984 Passport 42

                                                    $169,000

                                                    Marina del Rey, CA 90292 | ACY Yachts

                                                    1984 Passport 42
                                                    • 1998 Pacific Seacraft 34

                                                      $128,000

                                                      Annapolis, MD 21403 | Seattle Yachts - Annapolis

                                                      1998 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 usually used for time-honored boating pursuits such as a variety of commercial and recreational boating activities. These vessels can differ in size, with the shortest vessel presently listed measuring 28 feet in length, up to the longest vessel listed at 72 feet long. Cutter sailing vessels are constructed by a wide variety of boat makers with hull types including monohull, displacement and semi-displacement designs. These sailboats have a minimum total sail area of 365 square feet, a maximum total sail area of 2,249 square feet and an average of 772 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 boat dealerships mainly in United States.

                                                    What are the best cutter sailing vessels?

                                                    Some of the most popular, masterful builders of cutter sailing vessels right now include: Pacific Seacraft, Island Packet, Tayana, Jeanneau and Custom. These builders may produce cutter sailing vessels with secondary inboard, inboard/outboard, electric and outboard propulsion systems, available in diesel, gas, electric and other fuel systems.

                                                    How much do cutter sailing vessels cost?

                                                    Cutter sailing vessels for sale on Boat Trader are available for an assortment of prices, from $13,280 on the more modest side all the way up to $1,998,900 for the most luxury model vessels.

                                                    Why are cutter sailing vessels popular?

                                                    Cutter sailing vessels have a rich legacy as vessels that are sought-after due to their deeper-depth draft and exceedingly wide beam - qualities that make these vessels exceptionally appropriate 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 25 added in the past 30 days, Boat Trader is confident that you’ll find the boat you are looking for.

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