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  • - Stock #229087 - 30.4' Southern Cross, a Thomas Gillmer design. Deck is fiberglass, the hull is fiberglass with an Airtex foam core! If you are in the market for a cutter, loo... View Details

    $27,800
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  • - Stock #229989 - This Ketch is set up the right way, ready to sail! Big and Roomy! If you are in the market for a ketch, look no further than this 1971 Formosa 41, priced righ... View Details

    $27,800
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  • - Stock #230131 - Sail Into History On This 1939 Lawley Sloop - Very Well Maintained And Waiting To Set Sail On Your Next Adventure! If you are in the market for a sloop, look... View Details

    $27,800
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  • - Stock #232980 - C36 Mark I Tall Rig powered by a Universal M25-XPB! If you are in the market for a sloop, look no further than this 1984 Catalina C36 Mark I, priced right at... View Details

    $27,800
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  • - Stock #231420 - Very nice and well maintained 1982 O'Day Electric Sailboat! Ready to sail! If you are in the market for a cruiser, look no further than this 1982 O'day 34, pr... View Details

    $27,700
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  • - Stock #230991 - 1978 MORGAN 382 SLOOP YANMAR DIESEL CLASSIC READY TO SET SAIL If you are in the market for a sloop, look no further than this 1978 Morgan 382, priced right at... View Details

    $27,500
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  • - Stock #225225 - Very well equipped 1971 Ranger 29 sailboat! Ready to hit the water! If you are in the market for a sloop, look no further than this 1971 Ranger 29, just reduc... View Details

    $27,500
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  • A teardrop-shaped hull, wide beam, discreet reverse transom, and long overhangs might be the hallmarks of a vintage racing boat, but Ted Brewer designed the Morgan 382 as a cruiser... View Details

    $27,500
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  • - Stock #209493 - Comfortable cruiser. Many new features and improvements. Ready for the next adventure. If you are in the market for a sloop, look no further than this 1991 Hu... View Details

    $27,500
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  • Price includes cockpit cushion package, sail cover, Anchor, SS Bimini, Built-in insulated Ice Box, Custom Hull Navy Blue color.Sailed only 4 times. View Details

    $27,500
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  • Boat is located in Austin, Texas. Email Address: bob.shipman@me.com . A SPECIAL BOAT: Nathanael Herreshoff designed the H 12 1/2 in 1914. It has been in continuous p... View Details

    $26,995
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  • - Stock #226771 - Beautiful Pearson for sale, currently sittingin West-Chazy, NY. Well kept and sailed every year. maintained regularly. very If you are in the market for a slo... View Details

    $26,750
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  • - Stock #133855 - Great Condition. Restored inside and out. If you are in the market for a sloop, look no further than this 1967 Morgan 34, just reduced to $26,500 (offers enco... View Details

    $26,500
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  • - Stock #233336 - 33' Tall Rig, Shallow draft design powered by a 23HP Yanmar Diesel! If you are in the market for a sloop, look no further than this 1984 Endeavour 33, priced... View Details

    $26,250
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  • The Pearson 34 is well known for its roomy interior and fine sailing qualities. Very ahead of its time with a modern, performance hull shape, comfortable cockpit and 20 hp Yanma... View Details

    $26,000
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  • An extremely well-maintained example of the very popular Hunter 336 Sailboat…Stara.We’ve owned her for 3 years with intentions of sailing away, but unfortunately my family plans an... View Details

    $26,000
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  • - Stock #215333 - A fun and fast, Freshwater 30-foot racer/cruiser. MORC, PHRF and ORR competitive medium displacement sailboat with a comfortable cruising design. If you are i... View Details

    $26,000
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  • - Stock #227867 - Fast, Easy To Handle Cat-Rigged Cruiser In Excellent Condition. If you are in the market for a cruiser, look no further than this 1983 Nonsuch 26 Classic, pri... View Details

    $25,900
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  • - Stock #224985 - DUAL HELM "MAIN HELM" & "INSIDE PILOT HOUSE HELM"..! UPDATED RIGGING..! AUTO PILOT..! RIGGED FOR SINGLE HANDED..! If you are in the market for a motorsailer,... View Details

    $25,800
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  • - Stock #217090 - Nicely Maintained Pearson 27! Shallow 3 ft 4 in draft is ideal for FL and Bahamas!! If you are in the market for a sloop, look no further than this 1989 Pears... View Details

    $25,750
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  • - Stock #195981 - Recently Repainted, and ready to sail the waters of your dreams. Come check it out and get ready to let the winds blow you! If you are in the market for a slo... View Details

    $25,550
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Showing 232 to 252 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