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

653 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

37.01 ft.

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1981

San Diego, California (United States of America)

Seattle Yachts

SPECIFICATIONS Price: $55,000 Boat Name: Just Passing Through Make: Endeavour Model: 37 Sloop Year: 1981 Condition: Used Category: Sloop Construction: Fiberglass Length: 37 ft ...

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Used

37.01 ft.

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1973

Honolulu, Hawaii (United States of America)

POP Sells

***SALE PENDING*** 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 ...

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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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Fitzroy Sloop

$7,000,000

Used

123.0 ft.

|

2005

Savannah GA (United States of America)

Denison Yacht Sales

When the current American Owners took possession of ANEMOI (previously LUDYNOSA G and built as HELIOS), they embarked upon a nine month $3M comprehensive refit including mechanical systems, ope...

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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

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

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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New

37.01 ft.

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1986

Naples, Florida (United States of America)

Frank Gordon Yacht Sales

Featuring two staterooms and one very large head. This boat has been cruised extensively and is ready for its next owner. The V-berth cabin has storage under the berth and 2 hanging closets. The...

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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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Used

22.51 ft.

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2003

North Kingstown, Rhode Island (United States of America)

Brewer Yacht Sales

This owner bought the J22 for the look and performance however he wanted to take his wife and grandchildren out sailing easily and safely. He added roller furling, Tides sail track, new sails, ...

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Used

33.99 ft.

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1985

North Kingstown, Rhode Island (United States of America)

Brewer Yacht Sales

Full Specifications Accommodations; Starting forward is the V-berth with drawer and cabinet storage to port, next aft is the hanging locker to port and the enclosed head to starboard. Next a...

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Used

32.51 ft.

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1998

Punta Gorda, Florida (United States of America)

Pier One Yacht Sales

New Batteries installed Jan 2024 Original Main and Genoa sails in good shape. Spinnaker and light air jib like-new. She has AC, and autopilot. We also have a recent sharable...

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Used

33.99 ft.

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1985

North Kingstown, Rhode Island (United States of America)

Brewer Yacht Sales

Full Specifications Accommodations; Starting forward is the V-berth with drawer and cabinet storage to port, next aft is the hanging locker to port and the enclosed head to starboard. Next 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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Cal 33

$17,500

Used

33.01 ft.

|

1972

Marshfield, Massachusetts (United States of America)

POP Sells

Cal 33 in Fair Shape w/Many Extras For a Crew of 2 This Call 33 is currently in storage and under a tarp. The boat appears structurally sound however below deck will require si...

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Used

27.99 ft.

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1984

Douglas, Michigan (United States of America)

POP Sells

***SALE PENDING*** Sail Tomorrow! Made for comfort and Style, this 1984 28' O'day sailboat is Ready Today to set sail O'Day sailboats are well made, great for sailing and light...

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Used

39.99 ft.

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1988

Portland, Oregon (United States of America)

POP Sells

Boat with great sails ready to sail away with its new owners! It's time to sail the Pacific Ocean in this well-appointed Hunter Legend 40 with a hard dodger. As you step inside...

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Used

35.01 ft.

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1985

Warwick, Rhode Island (United States of America)

POP Sells

Well equipped classic Cal 35 MKII in very nice condition. Nice 1985 CAL 35 Mk II Sloop Cruiser in good condition with recent upgrades. This CAL 35 Mk II layout includes sleepin...

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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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Used

35.99 ft.

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1974

Vallejo, California (United States of America)

POP Sells

Islander 36, a good boat with a Westerbeke 44a 4-cylinder diesel inboard. Whether you're looking for a weekender on the water or planning on doing more serious sailing, the Isl...

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Used

21.0 ft.

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1973

Chandler, Texas (United States of America)

POP Sells

Classic rig, great starter sailboat, kicker motor has low hours This 1973 Gulf Coast 211 is a 21' daysailer located in Chandler. Texas. Looking to get into sailing on a budget?...

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Used

39.99 ft.

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1984

Glen Cove, New York (United States of America)

POP Sells

Rare Lager 40, the #3 Hull of only 7 ever made, ready for her new owner! Looking for a 40-foot racer that is fast and fun to sail? This Lager 40 for sale on the North Shore of ...

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Hunter 34

$16,000

Used

33.99 ft.

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1986

Merrimack, New Hampshire (United States of America)

POP Sells

***SALE PENDING*** 1986 Hunter 34 with numerous recent upgrades including new furling mainsail. Seller health forces sale. This classic Hunter 34 is a great sailing yacht for c...

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Used

31.99 ft.

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1985

Cobb Island, Maryland (United States of America)

POP Sells

Classic sailing yacht! Updated electronics! Dinghy included! Make an offer! Sellers are forced to move out of state, boat priced to selll! ALL REASONABLE OFFERS CONSIDERED!! Th...

* 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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