Little Harbor Sailboat Listings For Sale

Renowned for their timeless design, superior craftsmanship, and exceptional performance, Little Harbor sailboats represent the pinnacle of classic luxury and seaworthiness.

These iconic yachts, designed by the legendary Ted Hood, are celebrated for their elegance, ease of handling, and remarkable build quality. Each Little Harbor sailboat combines exquisite styling with innovative features to deliver an unmatched sailing experience.

Explore our curated selection of pre-owned Little Harbor sailboats and find the perfect yacht to fulfill your dreams of adventure on the open water.

1
Little Harbor Sail Boats for Sale
44' - Little Harbor - 1987 - 44 - Seanchai - St. Petersburg, Florida, United States44
1987 44
  • Model 71B
  • Engine Qty 1
  • Cruiser-Racer
  • 169,000
  • 1 Westerbeke 71B
  • Seanchai
169,000
2
Little Harbor Sail Boats for Sale
63' - Little Harbor - 1987 - 63 Ketch - KARUNA - Bahamas63 Ketch
1987 63 Ketch
  • Model 4 LHA-DTP
  • Engine Qty 1
  • Cabin Count 3
  • Head Count 3
  • Cruisers
  • 499,000
  • Cabins 3 Heads 3
  • 1 Yanmar 4 LHA-DTP
  • KARUNA
499,000
3
Little Harbor Sail Boats for Sale
60' - Little Harbor - 1996 - Custom - SHOWTIME - Florida, United StatesCustom
1996 Custom
  • Model 6.154
  • Engine Qty 1
  • Cabin Count 3
  • Sleep Count 6
  • Schooner
  • 899,000
  • Cabins 3 Sleeps 6
  • 1 Perkins 6.154
  • SHOWTIME
899,000
4
Little Harbor Sail Boats for Sale
54' - Little Harbor - 1990 - 54 - TRUE NORTH - Marblehead, Massachusetts, United States54
1990 54
  • Engine Qty 1
  • Cabin Count 2
  • Head Count 2
  • Cruisers
  • 299,000
  • Cabins 2 Heads 2
  • 1 Westerbeke
  • TRUE NORTH
299,000
5
Little Harbor Sail Boats for Sale
51' - Little Harbor - 1995 - 51 Pilothouse - TUMBLEHOME - VINEYARD hAVEN, Massachusetts, United States51 Pilothouse
1995 51 Pilothouse
  • Engine Qty 1
  • Pilothouse
  • 420,000
  • 1 Betta
  • TUMBLEHOME
420,000
6
Little Harbor Sail Boats for Sale
46' - Little Harbor - 1986 - 46 Center Cockpit - *NAME RESERVED* - Stonington, Connecticut, United States46 Center Cockpit
1986 / 2013 46 Center Cockpit
  • Model 4JH4-TE
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 6
  • Head Count 2
  • Center Cockpit/Cruisers
  • 350,000
  • Cabins 2 Sleeps 6 Heads 2
  • 1 Yanmar 4JH4-TE
  • *NAME RESERVED*
350,000
7
Little Harbor Sail Boats for Sale
44' - Little Harbor - 1983 - 44 - REDSTART - Harpswell, Maine, United States44
1983 44
  • Model 64A
  • Engine Qty 1
  • Cabin Count 2
  • Head Count 2
  • Cruisers
  • 219,000
  • Cabins 2 Heads 2
  • Priced to sell!
  • 1 Westerbeke 64A
  • REDSTART
219,000
8
Little Harbor Sail Boats for Sale
44' - Little Harbor - 1983 - 44 - ALICE - Annapolis, Maryland, United States44
1983 44
  • Cruisers
  • 149,000
  • ALICE
149,000
9
Little Harbor Sail Boats for Sale
44' - Little Harbor - 1984 - LH44 - Anne - Jacksonville Beach, Florida, United StatesLH44
1984 LH44
  • Model 4JH5E
  • Engine Qty 1
  • Cabin Count 2
  • Head Count 2
  • Cutter
  • 159,000
  • Cabins 2 Heads 2
  • 1 Yanmar 4JH5E
  • Anne
159,000
10
Little Harbor Sail Boats for Sale
44' - Little Harbor - 1984 - 44 - SURPRISE - Stonington, Connecticut, United States44
1984 44
  • Model 4JH4-TE
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 5
  • Head Count 1
  • Cruisers
  • 260,000
  • Cabins 2 Sleeps 5 Heads 1
  • 1 Yanmar 4JH4-TE
  • SURPRISE
260,000
11
Little Harbor Sail Boats for Sale
42' - Little Harbor - 1986 - Aft Cockpit LH42 - SEPTEMBER MORN - Portsmouth, New Hampshire, United StatesAft Cockpit LH42
1986 Aft Cockpit LH42
  • Engine Qty 1
  • Cabin Count 2
  • Sleep Count 6
  • Head Count 1
  • Sloop/Cruisers
  • 220,000
  • Cabins 2 Sleeps 6 Heads 1
  • 1 Nanni
  • SEPTEMBER MORN
220,000
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