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Sailboat Sales Co - 3434 E. 95th St - Chicago Illinois 60617 - Phone 773.221.8880 |
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Brokerage SailboatsListings Updated 02/17/21 |
Sailboat Sales Co. at Crowley's Yacht Yard in Chicago
has the largest selection of used sailboats for sale in Chicago.
Find out how we can help you buy a boat or sell a boat.
For information on any of these boats for sale, or possibly others not listed,
call us or use our
Web Contact Form.
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Click on any column header to sort the table, ascending or descending. |
Click on boat name to view complete specs with equipment list and photos. |
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UA = Under Agreement |
Your time is valuable. Please call ahead for an appointment, to help ensure your ability to board and see these boats. |
LOA | Type | Year | Name | Remarks | Price |
---|---|---|---|---|---|
20 | Fairing Design | 1987 | Passasje | Gorgeous and unique hand-made wooden boat, custom built by Chip Stuben. Pleasure sailed exclusively on Lake Michigan, and consistently well maintained by single owner since new. Major refit from 2012 by Wayne Shibley including: new Yanmar diesel, keel, taller mast, new cockpit seating, new rigging for single-handling. Includes trailer. Always stored indoor-heated over winters. | 75,000 |
23 | Irwin | 1973 | Sundog | One owner since new. Sleeps 4. 5' 2" main cabin headroom. Retractable centerboard has been fixed in the up position for 25 years, sails well. Movement of centerboard can be restored if desired. New rudder in 2015. New teak in 2011. New sails in 2011. New outboard motor in 2009. | 4,000 |
28 | Beneteau Oceanis 281 | 1997 | Bailed Out | Lake Michigan sailed. Large private aft cabin. Wheel steering, diesel engine. New Raymarine autopilot in 2018. Good light and ventilation. Center dropleaf dining table. Stored shrink-wrapped over winters. | 25,000 UA |
28 | Cal 28 | 1988 | Seventh Heaven | Well maintained, always Lake Michigan sailed boat. Yanmar 18hp diesel. Wheel steering. | 18,000 |
30 | Catalina 30 MKII Tall Rig | 1991 | Limerick | Comfortable cruiser. Sleeps 7. 6' headroom. Well maintained, fresh water, wing keel, tall rig, wheel steering, diesel engine. | 25,000 |
30 | Sabre 30 | 1981 | Hale Kai | Very well maintained boat. Four berths. 6' headroom. Teak cabin sole. 2 burner stove. Hot and cold pressure water, enclosed head, wind instruments, Harken roller furling, wheel steering.
![]() | 25,000 UA |
32 | Westsail 32 | 1973 | Gallant | Exclusively fresh water sailed since 2004. Stored indoors heated over winters since 2004. New in June 2016: Beta 38hp diesel engine, wiring, hoses, 3-blade bronze prop, TMC 60 transmission, and (2) 40 gallon custom fuel tanks. New 2014: Force 10 propane 2-burner stove w/ oven. (2) bilge pumps, (2) VHF radios, Garmin GPS, B&G Multi. | 44,000 |
33 | Bristol | 1969 | Sea Horse | Sloop rig. Newer sails. Simrad autohelm (new - not installed). Tiller steering. Storage cradle. Universal Atomic 4 engine. | 15,000 |
33 | Hunter 33.5 | 1992 | Kiley Ann | Two owner, Lake Michigan lightly sailed, well maintained boat. Autopilot, radar, roller furling, full-batten mainsail with Jiffy reefing and lazy jacks, central air conditioning, folding wheel. | 36,500 |
34 | Tartan 3400 | 2008 | Flash | One-owner, always fresh water, always indoor heated storage, beautiful boat. Set up for easy handling cruising with self-tacking furling jib; full-batten mainsail; B&G wind instruments and autopilot. Keel stepped mast. Cockpit dodger. Two Harken self-tailing winches, (one electric). Stored winters in heated building at Crowley's Yacht Yard. | 131,000 |
36 | Beneteau First 36.7 | 2006 | Lazy Lightning | Low hours. Excellent condition. | 99,000 |
36 | Morris M36 | 2006 | Helene | Helene is a wonderful Morris M-36 with popular options such as teak decks, and a Leisurefurl mainsail. She has an air conditioner for keeping her cool and dehumidified at the dock in warmer climates and has been professionally maintained since built and has been sailed in fresh water since 2014. Beautifully cared for, she is only available as the owners are moving up to an M42. | 335,000 |
37 | Baltic 37 | 1979 | Grand Vitesse | This is a true racer/cruiser The tri-cabin arraignment with solid doors affords unusual privacy for a 37 foot boat. She is well outfitted and ready to sail anywhere. New Volvo saildrive in 2019. Newer 18,000 btu heat and air conditioning. Newer ultrasuede microfiber cushions. Newer electronics.
![]() | 46,000 |
37 | Beneteau 373 | 2005 | The Last One | Well maintained, lightly cruised Lake Michigan sailboat, shrink-wrapped over winters. | 98,000 |
37 | Chris-Craft Apache 37 | 2005 | Tomahawk | Blends together good livability and a sea kindly motion, with a well performing hull and rig combination that can be single or shorthanded. Extremely safe even in inclement weather. “Tomahawk” has had three owners and resides on the cold, clean, freshwaters of Lake Michigan | 19,000 |
39 | Bristol 39 | 1967 | 4 Winds | Three owner boat. Current owner owned boat for ~30 years in Chicago. Original Graymarine 31hp engine was rebuilt in 1995. Covered with a tarp over winters. | 16,000 |
40 | Jeanneau Sun Odyssey 40.3 | 2006 | Perfect World | Very well maintained, always fresh water sailed, stored indoor heated over winters. Stiff, responsive and balanced under sail, the Sun Odyssey 40.3 can easily be handled short-handed. | 129,500 |
42 | Palmer Johnson Peterson 2-ton | 1977 | Sleeping Bear | Always fresh water sailed, custom Peterson design that has been modified to provide comfortable cruising accommodations along with short handed sailing capability. Safety, convenience and performance in a well maintained, economical and pleasing vessel. New engine in 2007. | 42,000 |
45 | Jeanneau Sun Odyssey 45 DS | 2008 | Magellan | Beautiful, well-maintained boat. Dual steering wheels. Furling main and genoa. 3 electric winches. Electric windlass. 2 electric flush heads. New North Sails main and genoa in June 2020. Heat and A/C (2 units). Bow thruster. | 210,000 UA |
74 | Custom Staysail Schooner Nils Lucander Design | 2013 | Lucander | World Class Cruising Sailboat Project (Unfinished). Build the Sailboat of Your Dreams. This 74 Staysail Schooner, named Albacore, is more than one-half complete, constructed out of premium steel and stainless steel. Price includes professional blueprints originally designed by Nils Lucander, Marine & Yacht Design,TacomaWA 98407, Design #303. | 125,000 |
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