1987 Hunter 37 Legend Boat in Annapolis, MD 21403 US
37 Legend
1 Engine (Yanmar)
37 feet
Diesel
Fiberglass/Reinforced
"Too Chuffed" is a fine example of a well taken care of, 1987 Hunter Legend 37, ready for the next owner to enjoy and live the dream. She is a fine midsize cruise/racer that offers the best of both worlds. The Hunter Legend 37 is known for its good sailing performance, especially in light to moderate winds. Its hull design, large cockpit and rigging allow for efficient sailing, making it a popular choice for both cruising and racing. Her open transom offers easy access to board a dinghy. All control lines are lead aft which allows for easy single-handed sailing.
Below deck is a cabin that rivals most 40-footers. She includes a large main salon with ample seating. An entertainment center with an area for a built in TV also makes for great entertaining. Dining is enhanced by settee berths port and starboard and a hansom teak drop leaf table between. Shelves, drawers, and lockers make the most of abundant stowage space. A permanent navigator's station is located to starboard that provides a wide and secure working area even in a seaway. To port is an efficient u-shaped galley that is spacious and fully equipped for comfortable cruising with a 2-burner propane stove and top loading refrigeration.
The aft cabin features a centerline Queen size berth, two full hanging lockers and custom fitted storage areas. To starboard aft of the main cabin is the head with a separate shower stall. The forward V-berth sleeps two and has its own hanging locker and mirrored sink with vanity.
The Legend 37 offers plenty of storage space both above and below deck, which is essential for long-term cruising. This includes ample lockers, cabinets, and compartments to store gear and provisions.
Recent Updates/Notes
- New fuel gauge installed
- Bottom painted
- Second Genoa
- Two spinnakers; one is asymmetric with a sleeve and the other is symmetrical
- Spare canvas, canvas for over the hatch and carpets stored in the master cabin, starboard side closet
- Covers in the aft cabin never used
- Inflatable dingy in the forward cabin closet
- Spare parts (all stored):
- - Various engine parts, impellers, etc.
- - 2 spare power cables
- - Rigging spare parts
- - Spare lines - a few in the cockpit, the rest in the cabin
- - Flares and first aid
- Air conditioning/Heat
- All the sheets, blankets, etc. convey.
- Cockpit cushions custom-made
Disclaimer
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 |
|---|---|---|
| 6/2/26 | Price decreased | $35,000(-6.7%) |
| 2/3/26 | Price decreased | $37,500(-3.8%) |
| 11/25/25 | Price decreased | $39,000(-13.3%) |
| 9/5/25 | Initial price | $45,000 |
1987 Hunter 37 Legend Video Tours
Overview from around the web 1987 Hunter 37 Legend
Customers appreciate the 1987 Hunter 37 Legend for its solid construction and spacious interior, making it ideal for comfortable cruising and extended stays aboard
Many highlight its balanced sailing performance and ease of handling, which suits both novice and experienced sailors. Owners often praise the boat’s ample storage, functional layout, and reliable systems, contributing to an enjoyable and practical sailing experience. Some also note the classic design combined with thoughtful updates that maintain the vessel’s timeless appeal. Overall, the 1987 Hunter 37 Legend is regarded as a dependable and versatile cruiser.
The Biggest Pros and Cons
The 1987 Hunter 37 Legend is a classic cruising sailboat known for its comfortable interior and solid sailing performance. Here are some of the pros and cons of this model:
Pros
Spacious Interior: The Hunter 37 Legend offers a roomy and well-designed cabin layout, providing comfortable accommodations for extended cruising.
Good Sail Performance: With a moderate sail plan and balanced hull design, it handles well in a variety of wind conditions, making it suitable for both coastal and offshore sailing.
Sturdy Construction: Built with fiberglass hull and deck, the boat has a reputation for durability and longevity.
Ample Storage: Thoughtful storage solutions make it practical for longer voyages.
Easy Handling: The rigging and deck layout are designed to be manageable by a small crew or even single-handed sailors.
Cons
Older Design Features: Being a 1987 model, some design elements may feel dated compared to modern sailboats, including less efficient sail plans and older hardware.
Maintenance Needs: As with many boats of this age, regular maintenance and possible upgrades to systems and electronics may be required.
Engine Performance: The original engine may be underpowered by today’s standards and could need replacement or servicing.
Limited Headroom: While spacious, the cabin headroom may be lower than newer models, which could impact comfort for taller individuals.
Weight: The boat’s displacement is on the heavier side, which might affect light wind performance.
Made For
The 1987 Hunter 37 Legend is ideal for sailors seeking a classic cruising sailboat that combines comfortable accommodations with solid performance. Its spacious interior and sturdy design make it perfect for families, cruising enthusiasts, and weekend adventurers looking for a reliable and enjoyable vessel for coastal or offshore sailing.
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1987 Hunter 37 Legend | |||||
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| $35,000 | $34,900 | $29,900 | $24,900 | $54,000 | $59,000 |
| Annapolis | North Beach | Middle River | Pasadena | Annapolis | Chester |
| 37' | 40' | 35' | 34' | 37' | 37' |
| 13' | - | - | - | - | - |
| 5' | - | - | - | - | - |
| Yanmar | Yanmar | Yanmar | Yanmar | Yanmar | Yanmar |
| 34 hp | 40 hp | 27 hp | 30 hp | 36 hp | 36 hp |
| 290 | 586 | 207 | 351 | 278 | 266 |
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YSI's Chesapeake Bay office in Annapolis, America's Sailing Capital. Six brokers covering sail and power across Maryland and the mid-Atlantic, with particular depth in the cruising and Great Loop community.
Boat Location
Contact YachtSalesInternational.com about 1987 Hunter 37 Legend
326 First Street, Suite 35, Annapolis, MD, 21403










































































