1982 Island Gypsy 44 Flush Aft Deck Sold Boat in Osprey, FL US
44 Flush Aft Deck
2 Engines (2x Lehman)
44.3 feet
Diesel
Fiberglass/Reinforced
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No image available 1982 Island Gypsy 44 Flush Aft Deck | ||||||
|---|---|---|---|---|---|---|
| Price | $139,000 | $139,000 | $139,900 | $139,987 | $134,900 | $129,900 |
| Location | Osprey | Pensacola | Punta Gorda | Fort Lauderdale | Port Charlotte | Key Largo |
| Nominal Length | 44' | 23' | 48' | 28' | 36' | 31' |
| Draft | 5' | - | - | - | - | - |
| Engine Make | Lehman | Yamaha | Detroit Diesel | Yamaha | Cummins | CUMMINS |
| Total Engine Power | 120 hp | 200 hp | 485 hp | 250 hp | 220 hp | 200 hp |
| Days on Market | 2833 | 161 | 242 | 296 | 150 | 203 |
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What may be the most practical and ergonomically functional layouts ever designed for a cruising boat this size, the Island Gypsy 44 has a well-deserved following. With three staterooms, two heads, galley up, upper and lower helm stations, engine room access from a door in the middle stateroom and separate showers fore and aft I don't know what else you could ask for in a 44' yacht. Incredible amounts of storage in the full beam master stateroom with a centerline queen bed this is a real cruising boat for long term travel and living aboard. Sea Lark is in excellent mechanical condition with low hours on the Lehman 120 HP main engines and a (relatively) new 9 KW Kohler generator, inverter and upgrades to many, many systems. Great boat for those who wish to travel "off the beaten paths"!
What may be the most practical and ergonomically functional layouts ever designed for a cruising boat this size, the Island Gypsy 44 has a well-deserved following. With three staterooms, two heads, galley up, upper and lower helm stations, engine room access from a door in the middle stateroom and separate showers fore and aft I don’t know what else you could ask for in a 44’ yacht. Incredible amounts of storage in the full beam master stateroom with a centerline queen bed this is a real cruising boat for long term travel and living aboard. Sea Lark is in excellent mechanical condition with low hours on the Lehman 120 HP main engines and a (relatively) new 9 KW Kohler generator, inverter and upgrades to many, many systems. Great boat for those who wish to travel "off the beaten paths"!
Overview from around the web 1982 Island Gypsy 44 Flush Aft Deck
Customers praise the 1982 Island Gypsy 44 Flush Aft Deck for its classic craftsmanship and sturdy construction
Many highlight its spacious and comfortable interior, ideal for extended cruising and liveaboard lifestyles. The flush aft deck design is appreciated for providing excellent outdoor space and easy access to the water. Owners often mention the vessel’s solid sailing performance and reliable systems, making it a trusted choice for both coastal and offshore adventures. Overall, the Island Gypsy 44 is recognized for blending traditional aesthetics with practical functionality.
The Biggest Pros and Cons
The 1982 Island Gypsy 44 Flush Aft Deck is a classic cruiser known for its robust construction and timeless design. Here are some of the pros and cons to consider:
Pros
Solid Build Quality: Island Gypsy boats are renowned for their sturdy, hand-laid fiberglass construction, providing durability and longevity.
Spacious Aft Deck: The flush aft deck design offers ample outdoor space for relaxing, entertaining, or fishing.
Classic Aesthetic: The traditional lines and teak trim give the boat a timeless, elegant appearance.
Comfortable Interior: Well-appointed cabins and salon provide comfortable living quarters for extended cruising.
Good Seakeeping: Designed for coastal cruising, the hull shape offers a stable and smooth ride in various sea conditions.
Reliable Systems: Often equipped with reliable diesel engines and straightforward mechanical systems for ease of maintenance.
Cons
Outdated Electronics: Being a boat from 1982, onboard electronics and navigation gear may be outdated and require upgrades.
Maintenance Intensive: The teak and wood finishes require regular upkeep to maintain their appearance and integrity.
Limited Speed: The design prioritizes comfort and stability over speed, so it may not be suitable for those seeking fast passages.
Fuel Efficiency: Older diesel engines may not be as fuel-efficient compared to modern alternatives.
Interior Layout: While comfortable, the interior may feel dated and less spacious compared to contemporary designs.
Made For
The 1982 Island Gypsy 44 Flush Aft Deck is ideal for sailors and boaters who appreciate classic craftsmanship combined with spacious and comfortable living areas. This vessel is perfect for those seeking a sturdy, well-built cruiser designed for extended voyages or leisurely coastal cruising. Its flush aft deck layout offers ample outdoor space, making it suitable for families, couples, or small groups who enjoy entertaining, relaxing, and experiencing life on the water with a blend of tradition and functionality.
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Osprey, FL





















