1965 Pearson Countess 44 Boat in Falmouth, MA 02540 US
Countess 44
1 Engine (Yanmar)
44.5 feet
Diesel
Fiberglass/Reinforced
1965 Pearson Countess 44 Ketch - Extensive Upgrades
Beautiful and graceful classic 1965 Pearson Countess 44. This timeless cruising yacht features a rock solid fiberglass hull and deck with no soft spots and has undergone significant updates over the years by a longtime knowledgeable owner and former yacht captain.
Repowered with a 2006 Yanmar 110HP diesel engine with very low hours, the boat cruises comfortably at 6.5+ knots while offering a clean, uncluttered engine room with excellent access. The decks were stripped to fiberglass and professionally painted with Awlgrip, while the deckhouse was epoxy painted and redesigned with sleeker replacement windows for a more modern profile.
Wide side decks and thoughtfully removed unnecessary fittings create a clean and functional layout that is easy to move around while underway. The easy-to-sail ketch rig, oversized cockpit, and spacious accommodations make this an ideal cruising vessel for extended stays aboard or coastal passages.
Owned for the past 22 years by an experienced ex-yacht captain, this is a rare opportunity to own a truly classic vessel that has been continuously cared for and thoughtfully improved.
And fair warning - don't buy this boat if you don't like saying "thank you" to everyone who sails by and comments, "beautiful boat."
Key Specifications
Make/Model: Pearson Countess 44
Year: 1965
Engine: Yanmar 110HP Diesel
Engine Year: 2006
Engine Hours: ~200
Cruising Speed: 6.5+ Knots
Fuel Capacity: 110 Gallons
Water Capacity: 185 Gallons
Holding Capacity: 35 Gallons
Hull Material: Solid Fiberglass
Beam: 12'
Draft: 5'3"
Sleeps: 6
Location: Falmouth, Massachusetts
Highlights & Features
Classic ketch rig with mainsail, jib, and mizzen
Easy furling Dutchman mainsail system
Huge cockpit with spacious layout
Wide uncluttered decks
Clean engine room with excellent access
GPS, VHF, radar, and depthsounder
Electric and manual bilge pumps
Hot water system
Shore power inlet
Solar panel installed
Radar reflector
Cockpit cushions and cockpit table
Swimming ladder
Bimini top and sail covers
Three cabin layout with one head
Recent Upgrades & Improvements
Repowered with 110HP Yanmar diesel
Newer batteries
Decks stripped to fiberglass and painted with Awlgrip
Deckhouse epoxy painted
Deckhouse windows redesigned and replaced
Hull professionally vinyl wrapped
Ten portholes stripped to bare aluminum, epoxy primed, and painted
Holding tank, hoses, and head replaced with self-draining holding tank system
Forward deckhouse windows replaced
The Pearson Countess 44 is well regarded for its seaworthiness, classic lines, and comfortable cruising accommodations. This vessel offers an exceptional combination of timeless character, substantial upgrades, and true cruising capability.
Contact Sophie
929-610-1972
Sophie@boatmax.com
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 |
|---|---|---|
| 6/8/26 | Price decreased | $63,000(-13.7%) |
| 5/27/26 | Initial price | $73,000 |
1965 Pearson Countess 44 Video Tours
Overview from around the web 1965 Pearson Countess 44
The 1965 Pearson Countess 44 has garnered positive feedback from boaters and sailing enthusiasts alike
Customers often praise its solid construction and classic design, noting the craftsmanship that has stood the test of time. Many appreciate the spacious interior layout, which provides ample room for comfortable living and entertaining while at sea. Sailors frequently highlight its excellent sailing performance, particularly its stability and ease of handling, making it a great choice for both experienced sailors and those new to the sailing world. The boat’s robust keel and well-designed rigging contribute to its reliability in various weather conditions. In addition to performance, customers often remark on the Countess 44's aesthetic appeal, both inside and out, with a timeless charm that draws admiration. The generous storage space and well-equipped galley are also frequently mentioned as significant advantages. Overall, the 1965 Pearson Countess 44 is celebrated for its blend of classic style, robust performance, and comfortable living space, making it a beloved choice among cruising enthusiasts.
The Biggest Pros and Cons
The 1965 Pearson Countess 44 is a classic cruising sailboat known for its robust design and performance. Here's a rundown of the pros and cons of this vessel:
Pros
Sturdy Construction: The Pearson Countess 44 is built with high-quality materials and craftsmanship, ensuring durability and a long lifespan.
Spacious Interior: With ample living space, the interior layout typically features a well-designed galley, comfortable saloon, and multiple berths, making it ideal for long voyages or family cruising.
Good Performance: Designed for both comfort and speed, this sailboat handles well under various wind conditions, making it suitable for both experienced sailors and those newer to sailing.
Classic Aesthetics: The timeless design and classic lines appeal to enthusiasts of vintage yachts, representing a piece of nautical history.
Safe and Stable: The robust keel and hull design contribute to its stability and safety in open waters, reassuring for long-distance cruising.
Strong Community: Being a popular model, there’s a solid support network of owners and enthusiasts, making it easier to find parts and information.
Cons
Maintenance Requirements: Like many older models, the Pearson Countess 44 requires regular maintenance to keep it in optimal sailing condition, which can be time-consuming and costly.
Older Technology: The vessel may lack some modern amenities and technological advancements found in contemporary boats, which could affect comfort and performance.
Limited Speed Compared to Modern Boats: Although it performs well for its class, it may not compete with newer, more lightweight designs in terms of speed.
Draft Considerations: With a deeper draft, this sailboat may not be suitable for shallow waters or certain mooring locations, limiting sailing options.
Weight: The sturdy construction adds weight, which might affect speed and maneuverability in certain conditions.
Made For
The 1965 Pearson Countess 44 is an ideal vessel for seasoned sailors and cruising enthusiasts alike. Designed for those who appreciate timeless craftsmanship and robust performance, this boat caters to individuals and families seeking adventure on the open water. With its generous space and comfortable accommodations, the Countess 44 is perfect for extended cruising or weekend getaways, accommodating both social gatherings and quiet moments at sea. Its classic lines and solid construction appeal to traditionalists, while its seaworthiness makes it suitable for both coastal exploration and offshore voyages. Whether you're an experienced sailor looking to embark on long-distance journeys or a novice eager to learn the ropes, the Pearson Countess 44 offers the versatility and reliability necessary to enhance your sailing experience. Embrace the allure of the sea with this timeless vessel that combines style, comfort, and performance.
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Contact BoatMax about 1965 Pearson Countess 44
150 City Island Ave, City Island, NY, 10464
















