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  • - Stock #229888 - 2001 HUNTER 320 coastal cruiser, very comfortable and easy to sail! If you are in the market for a sloop, look no further than this 2001 Hunter 320, priced ri... View Details

    $43,900
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  • - Stock #165276 - Awesome cruiser with swing keel! New electronics, head, AC & heat system! Self furling Genoa! Main with lazy jacks! If you are in the market for a sloop, look... View Details

    $43,900
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  • - Stock #222590 - Classic CSY with many upgrades, turn key and ready to sail! If you are in the market for a cutter, look no further than this 1979 CSY 37, just reduced to $43,... View Details

    $43,500
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  • - Stock #193949 - Classic flush deck centerboard sloop ready for cruising! If you are in the market for a sloop, look no further than this 1980 Pearson 40, just reduced to $43,... View Details

    $43,000
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  • Ready to go offshore in style? We just got a beautiful traditional Cheoy Lee Offshore 40. Current Owner has had her for many years & has taken good care of her & it shows. She is a... View Details

    $42,000
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  • - Stock #231006 - ***SALE PENDING*** 2020 Major refit ~ Remanufactured Engine New Head Sail - Refurbished Main Sail - Recovered interior cushions - New Head, Macerator & Bimini... View Details

    $41,000
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  • - Stock #232033 - READY TO SAIL! Rare Gulf Pilot 29, with inside Pilot house. OUTSTANDING CONDITION If you are in the market for a cruiser, look no further than this 1989 Capit... View Details

    $40,000
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  • Additional PICS sailboat-zinzi.com Zinzi is a 1985 Sabre 36 - lead fin keel - masthead sloop with a spade rudder. Sabre sailing yachts are not wet race boats, nor are they heavy di... View Details

    $40,000
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  • Immaculate Catalina 320 Sailboat - A Timeless Beauty Awaits!Key Features:- Lovingly maintained with only two owners.- Fully functional mainsail and pristine 135 genoa.- Lewmar self... View Details

    $40,000
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  • - Stock #198216 - Very nice 1985 Pacific seacraft sailboat with a 16hp Bader diesel engine! Ready to sail! If you are in the market for a cruiser, look no further than this 198... View Details

    $40,000
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  • - Stock #170240 - Excellent Condition, perfect for racing or cruising. Ready for the next adventure. If you are in the market for a cruiser, look no further than this 1987 J Bo... View Details

    $40,000
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  • - Stock #165200 - 1981 Choate 44 SPECIAL RARE SOLIDLY CONSTRUCTED RACER/CRUISER! If you are in the market for a cutter, look no further than this 1981 Choate 44, just reduced t... View Details

    $40,000
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  • - Stock #163927 - New Yanmar, recently restored classic Kettenburg!! If you are in the market for a sloop, look no further than this 1961 Kettenburg K-40, just reduced to $40,0... View Details

    $40,000
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  • - Stock #227700 - 311 Sloop Brand new lines on the traveler, roller furling, and boom vang, 18HP Yanmar Diesel engine! If you are in the market for a sloop, look no further tha... View Details

    $39,999
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  • - Stock #162567 - Very Nice Ketch completely rebuilt in 2012. Built to cruise Alaska and the Pacific Northwest If you are in the market for a ketch, look no further than this 1... View Details

    $39,995
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  • Designed by William Garden, Ta Chiao's are highly sought after, well designed boats. This beautiful & proven blue water cruising vessel was built in Taiwan in 1974. As soon as y... View Details

    $39,995
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  • - Stock #211802 - Absolutely stunning Catalina ready for it's next adventure! If you are in the market for a sloop, look no further than this 1989 Catalina 34, just reduced to... View Details

    $39,900
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  • - Stock #217264 - Custom Teak Dolphin Seats! New Standing Rigging! Shallow Draft! If you are in the market for a catamaran, look no further than this 1992 Endeavour Cat 30, jus... View Details

    $39,900
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  • - Stock #216833 - Needs Some Love But Has All The Bones to Be a Great Boat Again!! Motivated seller is looking for offers on an "as is" sale. If you are in the market for a slo... View Details

    $39,900
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  • - Stock #230074 - Beautiful classic sailing vessel that has been much loved and well maintained! If you are in the market for a motorsailer, look no further than this 1976 Well... View Details

    $39,900
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  • - Stock #137450 - Excellent Condition, Comfortable interior. Great live aboard. If you are in the market for a sloop, look no further than this 1987 Caliber 33, just reduced to... View Details

    $39,900
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Showing 148 to 168 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.

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