Antique and Classic Sailboats for sale in Connecticut

7 New and Used Antique and Classic Sailboats

Gannon & Benjamin 75' Schooner

Gannon & Benjamin 75' Schooner

Mystic, Connecticut (United States of America)

75.49 ft.

2001

Used

Boat Overview A lovely modern classic, built by the superb yard of Gannon and Benjamin located in Martha’s Vineyard, the home of many classic yachts, both commercia...

Berthon International logo

$500,000

Ketch Sam Crocker

Ketch Sam Crocker

Mystic, Connecticut (United States of America)

35.99 ft.

1935

Used

PANTOUF is currently docked in Mystic, Connecticut. The price has been reduced for a late summer sale. This classic American ketch was designed by Samuel Sturgis Croc...

$27,000

Bristol Channel Cutter

Bristol Channel Cutter

Westbrook, Connec... (United States of America)

37.76 ft.

2001

Used

Bristol Channel Cutter Sails Mainsail: 253 sq ft, 7.9 oz, 3 reefs, slab reefing Jib top: 297 sq ft, 7.9 oz, roller furling Staysail: 23 sq ft, 7.9 oz, hanked...

$139,500

Morris 28 Linda

Morris 28 Linda

Branford, Connect... (United States of America)

27.99 ft.

1991

Used

Boat Overview Brilliant is a classic Morris Linda 28 that has undergone a complete refit in 2022 and 2023. As a practical matter, she is as close to new without bui...

Latitude Yacht Brokerage logo

$129,999

Herreshoff S Class

Herreshoff S Class

Branford, Connect... (United States of America)

27.99 ft.

1925

Used

Boat Description The S class was designed by Nathanael G. Herreshoff and is one of his most enduring designs. Most were built by Herreshoff Manufacturing; however, ...

$49,000

Alden Challenger

Alden Challenger

Guilford, Connect... (United States of America)

38.48 ft.

1958

Used

Boat Overview The Challenger 38 is designed by John G. Alden. The hull is molded by Halmatic and completed in Denmark. This blue water yacht is a masthead yawl know...

$40,000

Sabre 402

Sabre 402

WESTBROOK, Connec... (United States of America)

40.42 ft.

1996

Used

Boat Overview Introducing this Sabre 425—a performance-oriented yet comfortable cruiser with solid craftsmanship and a reputation for quality. Designed by Jim Taylo...

$115,000

* Price displayed is based on today's currency conversion rate of the listed sales price.