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Antique and Classic Sailboats for sale in United States of America

116 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

Bristol Channel Cutter

Bristol Channel Cutter

Annapolis, Maryland (United States of America)

27.99 ft.

1985

Used

Boat Overview -- NOW IN ANNAPOLIS!! -- In 1986 Ferenc Mate' published the second volume of "The Worlds Best Sailboats". One of the selected boats is the Sam L. Mo...

Seattle Yachts logo

$129,500

Union Polaris 36

Union Polaris 36

Redwood City, Cal... (United States of America)

35.99 ft.

1980

Used

MORE INFO The well-built teak interior is of classic design and proportions, featuring a skylight that breathes light and life into the living quarters which featur...

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$45,000

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

Chris Craft 68 Roamer

Chris Craft 68 Roamer

Jacksonville, Flo... (United States of America)

68.01 ft.

1973

Used

Vessel Overview The Vessel Yolo is a classic 1973 Chris-Craft motor yacht from the Roamer 68 series. She is built on a sturdy aluminum hull and features four stater...

Sunshine Cruising Yachts logo

$125,000

Hinckley Southwest 34

Hinckley Southwest 34

Marblehead, MA (United States of America)

34.19 ft.

1948

Used

Boat Description Immaculately restored 2009-2017, including all floor timbers, most of keelson, and frame ends, plus 18 planks fully refastened below the waterline....

$65,000

Bristol Channel Cutter

Bristol Channel Cutter

Sausalito, Califo... (United States of America)

27.99 ft.

2003

Used

MORE INFO Few boats can take the wear and tear of extended voyaging as well as the Bristol Channel Cutter, and with her head-turning grace and style she is somethin...

Seattle Yachts logo

$139,000

Chris Craft 40
Chris Craft 40 Chris Craft 40 Chris Craft 40

Chris Craft 40

Port Orchard, Was... (United States of America)

39.99 ft.

1947

Used

Boat Overview Absolutely gorgeous, classic Chris-Craft, must see this one! Step aboard a piece of maritime history--this 1947 Chris-Craft 40. A symphony of vintage craftsmanship and timeless elegance, this classic cruiser is more than a boat, it's an invitation to relive the golden...

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$65,600

Trumpy Custom
Trumpy Custom Trumpy Custom Trumpy Custom

Trumpy Custom

Jacksonville, Flo... (United States of America)

54.99 ft.

1956

Used

Video Tour

Boat Description One of a kind Custom Trumpy and Sons Motor Yacht. Get ready to see turns head when you glide by on this one. General Information If you are in the market for an antique and classic boat, look no further than this 1956 Trumpy Custom, priced right at $59,999 (offe...

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$59,999

Clock Sale pending
Chris Craft Special Sportsman
Chris Craft Special Sportsman Chris Craft Special Sportsman Chris Craft Special Sportsman

Chris Craft Special Sportsman

Ellijay, Georgia (United States of America)

21.0 ft.

1963

Used

Boat Overview 1963 Chris Craft Sea Skiff powered by a Chevy motor and trailer available! Condition and Features This 1963 Chris-Craft Sea skiff Sportsman has been restored over the years to stay on the water and still present the original lines of such a historical craft. A cl...

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$29,900

Custom Boats 28 Junk Rig
Custom Boats 28 Junk Rig Custom Boats 28 Junk Rig Custom Boats 28 Junk Rig

Custom Boats 28 Junk Rig

Stehekin, Washington (United States of America)

27.99 ft.

1977

Used

Boat Description Classic American Small Sailing Craft. She's a Swampscott dory with a fully battered balanced lug schooner rig, otherwise recognized as "junk rigged". Specifications Year: 1977 Type: Custom Built Dory Schooner Length: 21 feet on the water, almos...

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$15,000

Calkins 50 Pilot House
Calkins 50 Pilot House Calkins 50 Pilot House Calkins 50 Pilot House

Calkins 50 Pilot House

San Diego, CA (United States of America)

50.0 ft.

1969

Used

Boat Overview Mike Dorgan w/ Marine Servicenter Yacht Sales San Diego offers this beautiful classic 50' Pilot House Calkins 50 sailboat. She is sure to impress with her timeless beauty and her partial refit in 2020/2022, looking as if she were just delivered to her new owners only ye...

Marine Servicenter logo

$119,000

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...

$145,000

Armstrong 52
Armstrong 52 Armstrong 52 Armstrong 52

Armstrong 52

Port Townsend, Wa... (United States of America)

52.0 ft.

1968

Used

Boat Description Hull: Made of Honduras mahogany, strip-planked and edge-nailed. Sails: One fly, three main sails, and a topsail. Specifications Length: 43 feet on deck Waterline Length: 32' 4" Beam: 12' 6" Engine Details Engine: Saab 20 HP hand-crank ...

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$199,000

Custom Boats Frank Edmond Schooner

Custom Boats Frank Edmond Schooner

San Diego, CA, (United States of America)

66.5 ft.

1984

Used

Overview Discover timeless elegance and adventure with this stunning 66-foot schooner, now available in beautiful Ensenada, Mexico. With a graceful green hull and ...

$295,000

Crocker Yawl

Crocker Yawl

Mattapoisett, MA (United States of America)

60.01 ft.

1930

Used

Boat Overview Unique opportunity to own some history. 1930 Crocker maintained with an open checkbook. She is a true Willis Reed built wooden boat designed by Crocke...

$95,900

Axis Water
Axis Water Axis Water Axis Water

Axis Water

Tampa, Florida (United States of America)

33.99 ft.

1967

Used

Video Tour

MONEY MAKER Water Taxi - MOTIVATED SELLER Boat Details 1967 Taxi Water Taxi Length: 33 feet Engine: 88-hp Yanmar Diesel Fuel Consumption: 1.5 gallons/hour Certified for use as a water taxi COI has "diminished manning" allowing operation with 25 pass...

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$14,999

Haven 12.5

Haven 12.5

Moorestown, New J... (United States of America)

16.01 ft.

1999

Used

Boat Description The Haven 12-1/2’ is a modification of the timeless Herreshoff 12-1/2’ done by the incomparable Joel White. The Haven features all the characterist...

Latitude Yacht Brokerage logo

$25,000

Merrywing 39

Merrywing 39

Long Beach, CA (United States of America)

39.01 ft.

1962

Used

Merrywing Boat | 39' Custom 1962 Merrywing is a beautifully constructed classic sailboat ready for a new Caretaker. Built in Dove, New Hampshire she is in great phy...

$29,000

Paul Luke Friendship 32
Paul Luke Friendship 32 Paul Luke Friendship 32 Paul Luke Friendship 32

Paul Luke Friendship 32

Ventura, California (United States of America)

31.99 ft.

1947

Used

Video Tour

Boat Description 32 Foot Sloop, built by Acclaimed Builder Paul Luke in Booth Bay Maine. Builder Information Born in 1912, and Retiring in 1994, Paul Luke built a lot of High-Quality boats over the years. The Friendship 32 design was one of his most popular sloops. Specificat...

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$27,500

Australian Square Metre
Australian Square Metre Australian Square Metre Australian Square Metre
Sponsored

Australian Square Metre

San Diego, Califo... (United States of America)

39.99 ft.

1940

Used

Boat Description She has had her hull re-planked with mahogany and the new ribs are laminated with purple heart. Her engine and interior were removed. General Information Originally built in the 1940s, the exact provenance of this Australian Square Metre is unknown. She has had ...

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$27,000

Cape Cod Rhodes 18
Cape Cod Rhodes 18 Cape Cod Rhodes 18 Cape Cod Rhodes 18

Cape Cod Rhodes 18

Chestertown, Mary... (United States of America)

18.01 ft.

2005

Used

Boat Overview The Rhodes 18 was originally designed as a centerboard boat but is also offered in a keel version today. The centerboard model is a wonderful option if you sail in shallow waters. The keel model provides more stability and added cockpit space without the centerboard tru...

S&J Yachts logo

$7,000

Luders 24

Luders 24

Bristol, Rhode Is... (United States of America)

37.99 ft.

1944

Used

Luders 24 Overview The Luders 24 is one of the many successful class boats built and designed by Bill Luders in Stamford CT. Originally designed for the Fishers Isl...

Latitude Yacht Brokerage logo

$57,000

Luders 24

Luders 24

Portsmouth, Rhode... (United States of America)

38.25 ft.

1942

Used

Overview Belle is Hull #2 of the Luders 24 class and has been restored and owned for the last 35 years by one of the leading shipwrights in New England. The current...

Latitude Yacht Brokerage logo

$74,000

Chris Craft 57 Constellation
Chris Craft 57 Constellation Chris Craft 57 Constellation Chris Craft 57 Constellation
Sponsored

Chris Craft 57 Constellation

Port Orchard, Was... (United States of America)

56.99 ft.

1970

Used

1970 Chris-Craft Constellation Beautiful, Show ready! Modern upgrades with class! Overview The 1970 Chris-Craft Constellation 57 offers a blend of craftsmanship and performance, built with the timeless quality that defines this iconic brand. Recent Upgrades 2023 and 2024 wa...

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$123,000

Custom Sparkman & Stephens

Custom Sparkman & Stephens

Saint Augustine, ... (United States of America)

60.01 ft.

1969

Used

The Vagrant Gipsy Builder: Denys Bradley Location: British Honduras (now Belize) Year Completed: 1969 Construction Details The original owner, Jay Teasdel, a...

Sunshine Cruising Yachts logo

$149,000

Hinckley Sou'wester 50

Hinckley Sou'wester 50

Portsmouth, Rhode... (United States of America)

50.56 ft.

1979

Used

Boat Overview SPIRIT has been constantly upgraded and maintained. The paint sparkles, the sails are fresh, and electronics are state of the art. If you want a safe,...

Berthon International logo

$199,000

Hinckley Bermuda 40 Mk Iii
Hinckley Bermuda 40 Mk Iii Hinckley Bermuda 40 Mk Iii Hinckley Bermuda 40 Mk Iii

Hinckley Bermuda 40 Mk Iii

Brick Township, N... (United States of America)

39.99 ft.

1974

Used

***SALE PENDING*** GEORGEOUS, CLASSIC HINCKLEY BLUEWATER B 40, PRICED TO SELL, COME QUICKLY!! Located in Toms River, New Jersey, this 40-foot used Hinckley Bermuda 40 Mark III Yawl is a classic cruising sailboat with serious bluewater capability! With her 6500 lb ballast and 20,000...

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$80,000

Clock Sale pending

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