1985 Bayfield 40
$65,000
Boat in Mamaroneck, NY 10543 US
40
1 Engine (Westerbeke)
40 feet
Diesel
Fiberglass/Reinforced
1985 Bayfield 40 Ketch - "Entropy"
The Bayfield line of cruising sailboats was developed in the early 1970s at the Bayfield Boat Yard in Clinton, Ontario, and designed by the renowned H. Ted Gozzard. The Bayfield 40 is the pinnacle of this design heritage-a timeless blend of classic styling and modern functionality. With her graceful clipper bow, traditional trailboards, and finely crafted teak combings, she captures the romance of a bygone era while offering the space, comfort, and performance expected of a capable offshore cruiser.
"Entropy" is a true turn-key vessel, maintained and ready to set sail on her next adventure. She was lightly used each summer and carefully winterized every year. More recently, she has proven her seaworthiness with many enjoyable seasons cruising the Long Island Sound, always stored safely on the hard in NY. The owner has spared no expense in keeping her updated, safe, and ready to cruise anywhere.
This fine yacht is worthy of your inspection-she will not disappoint. Don't let this vessel slip away!
What Makes the Bayfield 40 Special
The Bayfield 40, designed by Ted Gozzard and built by Bayfield Boat Yard Ltd. of Ontario, Canada, is a proven short-handed cruiser that excels in both comfort and capability. This cutter-rigged ketch offers multiple sail configurations-more than most boats her size-allowing excellent balance and control in a variety of wind conditions. Her full keel and moderate displacement provide a safe, stable ride, while her shallow draft (approximately five feet) makes her ideal for exploring the rivers, bays, and creeks of the U.S. East Coast as well as the shallow waters of the Florida Keys and the Bahamas.
Accommodations
The interior layout of the Bayfield 40 is both distinctive and practical, featuring two private staterooms aft and a spacious head with separate shower forward. This configuration creates an expansive main saloon amidships, illuminated by a large butterfly hatch that fills the space with natural light. The result is an inviting and comfortable interior-perfect for extended cruising or living aboard.
Interior Features:
Teak and holly sole throughout
Two private aft cabins with cabinetry and privacy panels
Spacious saloon with settee and large dining table to starboard
Navigation station to port
Large "butterfly" hatch for natural light and ventilation
Multiple opening ports for cross-ventilation
Abundant storage throughout
"Entropy" represents the best of Bayfield craftsmanship-classic design, solid construction, and thoughtful upgrades throughout. She's ready for her next chapter with an owner who appreciates her beauty, comfort, and bluewater capabilities.
Contact us today to schedule a showing.
The Company offers the details of this vessel in good faith but cannot guarantee or warrant the accuracy of this information nor warrant the condition of the vessel. A buyer should instruct his agents, or his surveyors, to investigate such details as the buyer desires validated. This vessel is offered subject to prior sale, price change, or withdrawal without notice.
Price History
| Date | Event | Price |
|---|---|---|
| 11/7/25 | Initial price | $65,000 |
1985 Bayfield 40 Video Tours
Overview from around the web 1985 Bayfield 40
Customers consistently praise the 1985 Bayfield 40 for its solid construction and classic design, highlighting its spacious and comfortable interior that makes extended cruising enjoyable
Many appreciate the boat's exceptional seaworthiness and stability, making it a reliable choice for offshore sailing. Owners often mention the quality craftsmanship and timeless aesthetic, which combine functionality with traditional charm. Overall, the Bayfield 40 from 1985 is celebrated for its durability, comfort, and ability to handle a variety of sailing conditions with confidence.
The Biggest Pros and Cons
The 1985 Bayfield 40 is a classic cruising sailboat known for its sturdy construction and comfortable accommodations. Here are some of the key pros and cons of this model:
Pros
Solid Build Quality: The Bayfield 40 features a robust, heavy-displacement hull with a full keel, providing excellent stability and durability for offshore cruising.
Comfortable Interior: With spacious cabins, a well-designed galley, and ample storage, the interior layout is ideal for extended voyages and liveaboard comfort.
Traditional Aesthetics: The classic lines, cutter rig, and teak trim give the Bayfield 40 a timeless, elegant appearance that appeals to traditional sailing enthusiasts.
Good Seaworthiness: The boat's design emphasizes safety and seaworthiness, making it suitable for passagemaking and rough sea conditions.
Easy Handling: Despite its size, the cutter rig offers versatile sail plans, allowing for manageable sail handling by a small crew or even single-handed sailors.
Cons
Heavy Displacement: The boat’s weight and full keel design contribute to slower speeds compared to lighter, fin-keeled sailboats, which may not satisfy those seeking performance sailing.
Older Systems: Being a 1985 model, many onboard systems such as electrical, plumbing, and mechanical components may require updating or maintenance.
Limited Maneuverability: The full keel and traditional hull shape can result in less responsive handling in tight marinas or confined spaces.
Interior Style: While comfortable, the traditional interior design may feel dated to some modern sailors accustomed to contemporary layouts and finishes.
Draft Considerations: The relatively deep draft may limit access to shallow anchorages or certain coastal cruising areas.
Made For
The 1985 Bayfield 40 is ideal for sailors seeking a classic, sturdy cruising sailboat with ample space and traditional design. It suits those who appreciate a comfortable liveaboard experience or extended offshore voyages, offering a blend of reliable performance and timeless craftsmanship. Whether you're an experienced cruiser or a couple looking for a spacious and seaworthy vessel, the Bayfield 40 provides a solid platform for memorable sailing adventures.
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Meet the Broker

Address
Boat Location
Contact McMichael Yacht Brokers LTD.
447 E. Boston Post Rd., Mamaroneck, NY, 10543




























