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  • - Stock #232651 - Very well maintained 1988 Cal 39, ready to hit the water for some sunset sailing!!! If you are in the market for a sloop, look no further than this 1988 CAL 3... View Details

    $67,000
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  • - Stock #145098 - Fun To Sail! Well Maintained! Sleeps 7! 2 Heads. Center Line Double Bed in Aft Cabin! If you are in the market for a cruiser, look no further than this 1989 H... View Details

    $66,700
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  • - Stock #224432 - WOW! Beautiful Big Blue Water Liveaboard Sloop Rigged vessel ready for ANYTHING! Decked out and Looking Great! If you are in the market for a sloop, look no f... View Details

    $66,000
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  • - Stock #129315 - ***SALE PENDING*** This is a must see boat! This boat is turn key and in excellent condition If you are in the market for a sloop, look no further than this 2... View Details

    $64,900
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  • - Stock #222905 - 38 Foot Sloop. Full Survey Complete. Ready To Sail! If you are in the market for a sloop, look no further than this 1991 Beneteau 38 M, priced right at $63,40... View Details

    $63,400
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  • - Stock #221626 - Great condition, New main, jib, spinnaker, Quantum Full electronics, Self steering and more! If you are in the market for a sloop, look no further than this 2... View Details

    $63,300
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  • - Stock #224778 - Beautiful boat and well maintained - ready to sail! If you are in the market for a sloop, look no further than this 1996 Catalina 36 MK II, just reduced to $6... View Details

    $62,500
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  • 1986 Endeavour B’Ellie Laugh’NEmbark on your next adventure with the meticulously crafted 1986 Endeavour B’Ellie Laugh’N, designed by renowned America's Cup designer Johan Valentij... View Details

    $61,200
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  • Rare – B Plan with Pullman berth – Hull #44. This Islander 36 is a well-rounded liveaboard sailboat with impressive cruising capabilities. Very comfortable for sailing, dock life &... View Details

    $60,000
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  • Boat is located in Hilton Head Island, South Carolina. 1996 Catalina 36 MK II Boat of the Year in 1996, this beauty is in perfect shape and used to teach sailing in the area a... View Details

    $60,000
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  • - Stock #195308 - Jib and staysail on Shaefer roller furling! Identical jib and staysail spare sails! H&H asymmetrical spinnaker! Twin sets ST Harken cockpit winches!!! If you... View Details

    $60,000
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  • Ironclad is an unusually robustly-built 50' 43’ 4” (lod) Canoe-Stern Full-Keel Cutter designed by George Buehler (renowned for his rugged, seaworthy designs) and built in STEEL by... View Details

    $59,950
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  • - Stock #158494 - Fun and beautiful almost brand new trailerable custom folding trimaran using Scarab 650 build kit If you are in the market for a trimaran, look no further tha... View Details

    $59,900
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  • - Stock #200145 - 1996 Catalina 42 WKII Very good condition with recent updates. If you are in the market for a sloop, look no further than this 1996 Catalina 36WK MKII, just r... View Details

    $59,450
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  • Bought when we were too old to enjoy! Like new Trimaran,fewer than 20 sails, but 2 trips to Bahamas. Bought new and stored inside large building. All sails like new: main, jib, sc... View Details

    $59,000
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  • Neutral, Informative Tone Explore the timeless elegance of the Hinckley Bermuda 40, a classic sailboat renowned for its superior craftsmanship and sailing performance. This 1961 m... View Details

    $59,000
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  • - Stock #171216 - Very Seaworthy and spacious Westsail 42 Ketch with many updates! If you are in the market for a ketch, look no further than this 1974 Westsail 42, just reduce... View Details

    $59,000
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  • - Stock #226510 - Very nice and well maintained 1975 Ta Chiao CT41! Ready to sail! If you are in the market for a ketch, look no further than this 1975 Ta Chiao CT 41, priced r... View Details

    $58,900
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  • - Stock #221292 - Class Westsail 43! Bluewater cruiser! Motivated seller! If you are in the market for a cruiser, look no further than this 1977 Westsail 43, just reduced to $5... View Details

    $57,995
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  • - Stock #219312 - Beautiful sail boat! Recently updated and ready to sail! If you are in the market for a sloop, look no further than this 2005 Beneteau 343 Oceanis, just reduc... View Details

    $57,500
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  • Nicely equipped & well-maintained performance cruiser designed by highly regarded Bruce King. This vessel is in great condition & shows like a much newer boat. This particular desi... View Details

    $56,900
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Showing 85 to 105 of 449 boats found.

Sailboat Boats On Boatcrazy

Sailboats harness wind power for propulsion, offering an eco-friendly and serene boating experience. They come in various types, including sloops, ketches, and catamarans, each with distinct sail configurations. Sizes range from small dinghies to large yachts equipped for ocean crossings. Sailboats are popular for recreational cruising, racing, and liveaboard lifestyles. They require knowledge of wind patterns, navigation, and sail handling, providing an engaging experience for enthusiasts.

Sailboat boats for sale by State