Sailboat Sales Co - 3434 E. 95th St - Chicago Illinois 60617 - Phone 773.221.8880
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Listings Updated 09/15/17
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.
|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.|
|= Marine Survey and/or Mechanical Systems Evaluation Report available.|
|UA = Under Agreement|
Your time is valuable. Please call ahead for an appointment, to help ensure your ability to board and see these boats.
|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|
|21||Open Sailing - Pogo 2||2011||812||21' Mini 6.50m class racer. Has been used for daysailing only; never raced. Well equipped standing and running rigging. Fin keel with bulb & twin rudders. NKE autopilot. Six sails. Honda 5hp outboard motor. Custom dual-axle trailer. Well maintained, no damage ever, and upgraded electronics. Currently stored indoor heated at Crowley's Yacht Yard in Chicago.||47,000|
|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.||5,000|
|27||Catalina||1986||Out & About||Diesel, wheel, roller furling are a few of the features of this well-kept Catalina 27. Standing headroom, ready to go! Nice interior and cockpit cushions.||12,500|
|27||Hunter 27||2005||Trade Winds|| Nicely equipped 2-owner boat has sailed only in fresh water; Lake Carlyle and Lake Michigan. Boat has been well-maintained and is in very good condition. The 16 hp Yanmar diesel has only 186 original hours. The sails are currently being cleaned at UK Sail Makers in Chicago and will be available to see. UK has stored and maintained the sails over winters.
July 2013 marine survey
|28||Sabre||1978||Island Sunset||Lake Michigan cruised, well maintained classic Sabre 28. Sturdy boat, diesel engine, roller furling, wheel steering with autopilot. VC-17 bottom, painted teak trim. Annual maintenance by Crowley's Yacht Yard. Good sail inventory. Easy to sail single-handed.||16,000|
|30||Irwin||1976||Grandyear||Excellent choice for the casual day-sailor on a budget, this is a good old boat that has been faithfully maintained. Roomy cockpit, wide walkways, and ample interior volume. New sails in 2013.||4,900|
|31||Bruce Roberts 310||1989||Innovation|| Built by hand, entirely from scratch, by a man and his son in Mogadore Ohio. All steel construction -- hull, deck, reinforced transom. Hull-to-deck joint is welded.
Interior cabinetry is well crafted and finely fit. Large V-berth area and extra long quarter berth.
The boat is in remarkable condition. Fin keel, spade rudder with reinforced skeg. Two anchors on the bow, third anchor on the stern. Self-tailing winches. Diesel engine.
Marine survey from 2004 is available to qualified buyers.
Read about Innovation in Great Lakes Sailor
|31||Capital Yachts Newport 31||1988||Sollevare||Nice cruiser, sleeps 7. Autopilot. Wheel steering. Furling genoa. Lewmar winches: 3 regular & 2 self-tailing.||SOLD|
|32||Pearson 323||1982||Breath Taking||The Pearson 323, by renowned naval architect Bill Shaw, has over the years become an American classic. Only two owners since new. Always day sailed and cruised on Lake Michigan, no racing. Five sails including full spinnaker and gear, plus a 2007 furling genoa. Autohelm 3000. Harken roller furling. Wheel steering.||15,000 UA|
|32||Hunter 320||2001||Irish Ayes||Very lighly used. Professionally serviced and maintained by Crowley's Yacht Yard. Furling main and genoa; and autopilot make single-handed sailing a breeze. Always sailed in Lake Michigan in the Chicago area. Very clean and in fine condition. Newer Raymarine instruments. Smooth bottom painted spring 2016 with Pettit Hydrocoat.||SOLD|
|32||O'Day 32cc||1977||Kettle Ann|| Center cockpit. Two separate cabins. Regularly maintained. In-mast Roller Furling Mainsail. Dinghy davits. Canvas cockpit enclosure. Sails recently repaired, New halyards in 2013. New fuel tank in 2012. New winter cover in 2013. LED lighting throughout (new in 2016). New 2016 Garmin GPS Chartplotter with North America chip. Boat is loop ready! Completed the loop in August 2017. Very economical and comfortable way to do the loop.
Read a August 2017 article about Kettle Ann.
|33||Endeavour 33||1985||Mrs. Darling|| Beautiful teak interior. Autopilot and GPS. Yanmar diesel. A well maintained, well built sailing yacht maintained by a professional. Nice boat!
|33||Hunter||2011||Inner Peace||One-owner, always fresh water sailed on Lake Michigan. Very well maintained; oil changed at the beginning, middle, and end of every season. New UK mainsail in 2016. Central air conditioning and heat. Electric flush head. Lewmar folding wheel. Yanmar 29hp diesel engine. Raymarine ST-60 depth and speed. Refrigerator and freezer.||105,000|
|33||Tartan T-10||1984||Druid||At Crowley's yacht Yard. Available mid-September.||19,000|
|34||Beneteau 343||2005||At Last|| In-mast furling mainsail. Always fresh water. Very conscientious and maintenance-focused owners used her for daysailing, long and short range cruising on Lake Michigan. All systems in working condition. Regularly stored shrink-wrapped in off season. Built in South Carolina, USA. July 2017: Deck and topsides washed, buffed and waxed. Interior cleaned and detailed. Cockpit/anchor lockers washed. Exterior teak surfaces cleaned and new Sikkens/Cetol applied.
Oct. 2014 Marine Survey
|34||C&C 34||1982||Marinochka||Major restoration on this well-equipped, racer/cruiser. Complete new Awlgrip job in 2014; hull, deck and non-skid prepped, primed and painted, deck hardware re-bedded. Smooth VC17 bottom painted annually. Yanmar diesel engine. New transmission in 2014. Wheel steering, autopilot, Harken roller furling. All new electronics in 2015. New rudder in 2016. Always in fresh water, Lake Michigan. Reupholstered cushions, new windows, new folding prop. Beautiful teak-and-holly sole.||SOLD|
|34||Peterson 34||1980||Odyssey||always sailed off the Chicago lakefront. In 2007 her decks were stripped, prepped and painted, both non-skid and smooth, and topsides/transom as well - all in sprayed Awlgrip.||19,000|
|34||Sabre 34||1981||Maine Girl||Beautiful woodwork on deck and interior. Sails beautifully. She is a fresh water boat and looks like it. New varnish 2015 fall deck and interior.||SOLD|
|35||C&C 35 MK III||1985||Mr. JJ|| Updated electronics, sails, winches, etc. New VC-17 sprayed bottom June 2016. The C&C 35 MK III offers exceptional cruising and racing performance. She has the speed to win on the race course and the comfort for extended cruising. The mechanical systems, running rigging and bottom/keel/rudder are up to date and have always been very well maintained.
|35||Hallberg-Rassy Rasmus 35||1976||Annabelle||The Rasmus 35 was designed by the leading Swedish yacht designer of the 1960s, Olle Enderlein. 760 boats were made between 1967 and 1978. The design of the Rasmus 35 was in many ways ahead of its time. It was the first sailing yacht in the world with a windscreen. Annabelle features a new Simrad autopilot. The engine is a Volvo Penta MD-21 which needs work. The engine is currently non-operational.||10,000 UA|
|35||Hunter Legend 35.5||1990||Summer Key||Always fresh water sailed on Lake Michigan. Very well maintained boat. Stored shrink-wrapped over winters. Excellent condition. Major update ($21,000+) of electronics in 2016.||42,500|
|35||J Boats J/35||1984||Bretwalda||Always fresh water raced/cruised on the Great Lakes. New sails in 2016.||18,000|
|36||Dufour||2007||Lily||Features stylish modern lines and beautiful teak decks. Laid out for efficient sail handling or single-handed sailing. Shoal keel with 5' 7" draft. Removable bimini and dodger.||109,000|
|36||C&C 36||1979||Weatherly||Clean and properly maintained racer/cruiser. Fully equipped for short handed sailing, or a full crew. Sails are all in good condition. Easy to sail and ready to go.||21,000|
|36||Sabre||1985||Wave Dancer|| Well maintained; and in excellent condition. New UK Mainsail in 2011. New Raymarine autopilot in 2013. GPS and chartplotter; Harken roller furling; Westerbeke diesel; 40" Destroyer wheel.|
|36||Sabre Custom||1987||Probe|| Well maintained custom one-off racer cruiser. Comfortable cruising interior. 6' 2" headroom. Wheel steering. |
|37||Irwin||1972||Jung Frau|| Always fresh water sailed on Lake Michigan. Winterized annually, new bottom paint annually. New mainsail and jib in 2016.
Rig Inspection Report
|37||Tartan 37 centerboard||1977||Zephyr|| Beautiful Tartan 37 with centerboard keel. Custom teak interior with genuine teak and holly sole. Five oversize self-tailing winches, Lofran anchor windlass, radar, B&G Pilot. Fresh water only. Professional annual maintenance. Stored winters indoors/heated at Crowley's Yacht Yard in Chicago. Summers at Belmont harbor in Chicago. Sparkman & Stephens design.
June 2017 Marine Survey
|40||Dufour 40 Performance||2005||Albatross|| Very well cared for Dufour 40 (40th Anniversary Edition), only one owner. Always sailed on Lake Michigan. Well maintained by a fastidious owner. All original manuals and equipment documentation available. Boat is used only 7-10 times a year, including several local races in the cruising division. The Dufour 40 is not only a good looking cruising boat, it’s also a fast boat that has won a few flags in Lake Michigan (cruising division). Winter custom made cover and cradle included.
Dufour 40 - Original brochure
Dufour 40 - Sail plan
Dufour 40 - Polar diagram
|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.||75,000|
|43||Beneteau 423||2007||Gyp-Sea||Very clean, very beautiful, very well kept. Only one owner since new, always sailed in Lake Michigan. Two-cabin layout. Factory equipment includes VC17 bottom, ST60002+ Linear Type 2 Autopilot, Raymarine E80 Multifunction Nav D, Raystar 125 LP WAAS, satellite receiver, hatch screens, upgraded cushion fabric, gennaker gear, upgraded winches, electric flush toilet, electrical inverter.||162,000|
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