New and Used Sloop Sailboats for Sale

A sloop, derived from the Dutch word 'sloep', in turn from French 'chaloupe' is a sailing boat with sails on a single mast and a fore and aft rig. You'll find only one head-sail on a sloop. Not to be confused with a cutter - which has two or more head-sails, and often a mast set further atop. ... learn more about Sloop Boats

638 New and Used Sloop Boats

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Used

33.99 ft.

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1988

Port Charlotte, Florida (United States of America)

United Yacht Sales

If you are looking for a great dual usage vessel for intercoastal or proven capable offshore cruiser the Pacific SeaCraft is your vessel. "Starlight Express-O" is easily handled by a couple to ...

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Used

31.0 ft.

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1967

North Kingstown, Rhode Island (United States of America)

Brewer Yacht Sales

Overview Galley and Head; Stainless sink with pressure water Ice box Storage drawers and lockers Jabsco manual pump head Vanity sink with pressure water Electrical; 12vdc an...

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Used

110.01 ft.

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1983

Fort Lauderdale, Florida (United States of America)

Luke Brown Yachts

TOTO is a bluewater cruising sailboat which was built out of aluminum by the world renown shipyard of Palmer Johnson, and designed by the pedigree firm of John Alden. She affor...

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Used

35.5 ft.

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1984

Daytona Beach, Florida (United States of America)

United Yacht Sales

1984 Endeavour 35.5 Sloop "Runaway" has benefited from numerous upgrades and is well equipped for cruising on the East Coast or Bahamas. Solid 1980’s construction, roomy interior and good sail...

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Used

35.01 ft.

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1970

Mount Pleasant, South Carolina (United States of America)

United Yacht Sales

Bring All Offers - Owner Wants Her Sold!! Amazing Dockage Opportunity! Chime is a 1970 Raider 35, one of just a few left worldwide. This sailboat is certainly an easy day sailing sloop, but sh...

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Used

41.77 ft.

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1987

Shelter Island, New York (United States of America)

Brewer Yacht Sales

"The Sabre 42 is the ultimate sailing yacht, blending stunning elegance, contemporary styling and sailing ease.Function is brilliantly united with form in her design.Her list of cre...

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Used

38.32 ft.

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1996

Chester, Connecticut (United States of America)

Brewer Yacht Sales

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 shoul...

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Used

41.99 ft.

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1962

New Orleans, Louisiana (United States of America)

POP Sells

Hinckley Design with Complete Restoration in 2015! This is a classic collectible Racer and antique vessel which has been completely restored and updated to 2015 Sailing standar...

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Used

34.51 ft.

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1990

North Kingstown, Rhode Island (United States of America)

Brewer Yacht Sales

Full Specifications Accommodations; Starting forward is the V-berth with drawer storage and hanging locker, next aft is a settee to port and dinette to starboard, next aft is the navigation...

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Used

35.99 ft.

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1979

Vallejo, California (United States of America)

POP Sells

This S2 comes with a spare engine and Triton2 Wireless Wind Station. It's priced to sell! The S2 36' 11.0A aft cockpit is a sloop-rigged, fin keel, spade rudder sailboat with a...

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New

29.99 ft.

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Titusville, FL (United States of America)

Allegiance Yachts

This wonderful Sloop finished a long journey around the gulf a mexico to the Bahamas and back to Florida. This S2 is a complete live aboard as demonstrated by the most recent trip with a large ...

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Cascade 36

$32,000

Used

35.99 ft.

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1975

Bayfield, Wisconsin (United States of America)

POP Sells

Amazing hull, restoration in 2016, documented records her entire life! Since 1954 Cascade Yachts has been a long-standing reputation for building Fast, agile sailboats in Portl...

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Tartan 3500

$125,000

Used

35.17 ft.

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2002

Arnold, Maryland (United States of America)

Yacht Sales International

Designed to be a well-mannered, firm and able sailing vessel, the Tartan 3500 delivers performance. Her moderate beam and powerful ends, linked with the optional lead shoal draft Beavertail kee...

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Sabre 425

$154,000

Used

41.99 ft.

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1995

Gloucester Point, Virginia (United States of America)

Frank Gordon Yacht Sales

1995 Sabre 425 S/V Enso is a Roger Hewson-designed Aft-Cockpit Masthead Sloop - a proven offshore performer designed for extended cruising. The deck plan is thoughtfully designed for safety and ...

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Used

37.01 ft.

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1973

Honolulu, Hawaii (United States of America)

POP Sells

Transpac international offshore race winner. A strong boat with lots of upgrades. Set up for inter-island cruising. Sails like a dream! Step aboard the 1973 Ranger Boats 37 and...

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Used

29.99 ft.

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1978

Westbrook, Connecticut (United States of America)

Brewer Yacht Sales

1978 Seafarer Swiftsure 30 "DISTANT RUNNER" "DISTANT RUNNER" has been well taken care of by its owners . Marina maintained powered by a 2005 Yanmar 2YM15 and 270hrs. In 2012, all the sails re...

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Used

30.35 ft.

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1987

Greenport, New York (United States of America)

Brewer Yacht Sales

Nonsuch 30 Ultra is a substantial and well-built thirty footer with a surprisingly roomy interior. The wishbone cat rig is simple and effective, giving good performance with supreme ease of han...

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Used

29.92 ft.

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1984

Westbrook, Connecticut (United States of America)

Brewer Yacht Sales

Moondance, an affordable sailboat with strong Catalina reputation. Lots of space for bringing the family along to enjoy time on the water. Moondance has a cozy feel with plenty of room to move ...

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Used

37.01 ft.

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1990

Marco Island, Florida (United States of America)

POP Sells

Custom built Herreshoff Diddikai! One owner! Meticulously maintained! Ready to cruise! This 37-foot Herreshoff features a custom-made interior by the owner. The boat has a full...

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Used

29.99 ft.

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1983

Gloucester Point, Virginia (United States of America)

POP Sells

CATALINA 30! READY TO SAIL! AUTOPILOT! 1983 Catalina 30/SL in nice condition. The boat comes with a jump box and extra items. The boat is equipped with an emergency position in...

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Used

31.99 ft.

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1991

Queens, New York (United States of America)

POP Sells

Great coastal cruiser with many upgrades, ready to go this spring Introducing the 1991 Hunter Vision 32, a vessel designed with simplicity and comfort in mind, perfect for thos...

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Used

39.99 ft.

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1969

Corona Del Mar, California (United States of America)

POP Sells

Beautiful Cheoy Lee Sloop. Newly Rebuilt Engine. Are you ready for a nice getaway in this classic? In 1969 Cheoy Lee shipyard built this Offshore 40, yard number 2248. She is a...

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Pearson 40

$55,000

Used

39.99 ft.

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1979

North Bay Village, Florida (United States of America)

POP Sells

Big Cruiser, Maintained, fully loaded, a classic sailboat! Classic World sailer, This Pearson 40 is all the boat you need for any voyage. This particular boat comes with a cent...

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Used

32.51 ft.

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1995

Punta Gorda, Florida (United States of America)

Pier One Yacht Sales

Price Reduced!!!! Very clean Catalina 320 with TRANSFERRABLE SLIP AT FISHERMAN'S VILLAGE IN PUNTA GORDA! The 320 is designed specifically for the cruising market. The boat fe...

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Used

27.0 ft.

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1989

Key Largo, Florida (United States of America)

POP Sells

Catalina Sloop,14 HP Universal M-18 Diesel Engine, Runs Well One of the last Catalina 27 Sloops built, A perfect option for sailers looking to navigate the beautiful shallow de...

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Used

33.01 ft.

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1979

Key West, Florida (United States of America)

POP Sells

Excellent Condition Out Island! Meticulously Maintained and Loaded with New Upgrades! The Phoenix is Ready for Your Next Adventure! This 1979 Morgan 33 Out Island is ready for ...

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Hunter 320

$39,500

Used

31.99 ft.

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2001

Apollo Beach, Florida (United States of America)

POP Sells

Climb aboard this 2001 Hunter 320 sailboat. Ready to go sailing! This 2001 Hunter 320 is a great sailboat that is easily handled and has strong sailing performance. Also powere...

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Used

22.01 ft.

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2002

Marina Del Rey, California (United States of America)

POP Sells

Great condition family fun sailboat! Includes auto-pilot. Perfect excuse to get out of the office for a quick day-sail or joining local race regattas! The 2002 Catalina Capri 2...

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

ABOUT SLOOP BOATS

A sloop, derived from the Dutch word 'sloep', in turn from French 'chaloupe' is a sailing boat with sails on a single mast and a fore and aft rig. You'll find only one head-sail on a sloop.

Not to be confused with a cutter - which has two or more head-sails, and often a mast set further atop.

Dating right back to the early 17th century, sloops did not really become the 'in thing' until the 20th century. This timeline does, however, offer a buyer a wonderful array of classic sloops for sale on the market, both in tip-top condition, ready to sail, and those that are destined to become a project boat for an enthusiast and perhaps one who has deep pockets! But worth every penny at the end undoubtedly.

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