Sailboat Sales Co - 3434 E. 95th St - Chicago Illinois 60617 - Phone 773.221.8880
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Listings Updated 10/26/16
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.
|24||J Boats J/24||1985||Cats Paws||Dry boat, clean, no soft spots. Sails in good condition. Outboard motor, dinghy, highway trailer. Must sell now!||4,999|
|29||Hunter 290||2000||M&Ms||Very well cared for Hunter 290. Always daysailed on Lake Michigan. Standard 5' 4" fin keel offers excellent sailing performance. Completely new custom VC-17 sprayed bottom summer 2016; Yanmar diesel, wheel steering, autopilot, roller furling, 6' 2" interior headroom, cockpit dodger. Interior teak and bottom are in excellent condition.||SOLD|
|30||Beneteau First 305||1986||Missally||One owner boat, always fresh water sailed in Lake Michigan. Newer sails. Furling genoa. Two spinnakers. Sleeps six. Custom winter cover.||21,000|
|30||Catalina 30 Tall Rig||1985||Tummler||A lovely Catalina 30 TR with clean decks (no soft spots), smooth topsides and waterline and excellent bottom; no significant aging shortcomings; mainsail like new, excellent upgraded electronics, mainsheet traveler upgraded from standard and … rarely seen on boats in this price range: inboard adjustable genoa car/track system – allows you to optimise the sheet lead angle as you furl the roller furling headsail. Custom after-market velour cushions.||16,000|
|30||Ericson 30 Plus||1985||All In All||Popular Bruce King design. Fresh water boat in sail-away condition. Nice electronics including autopilot. 4-ft shoal draft. Smooth VC-17 bottom, Deck and topsides look excellent. Very clean boat.||SOLD|
|30||Irwin 30||1977||Freebird||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. Always in Lake Michigan, never in salt water.||7,000|
|30||S2 9.2 A||1981||Harmony|| The S2 9.2 is a high quality boat that sails well. Accommodations for five, with a round teak dining table. Full teak interior, updated interior fabrics, up-dated electronics, Pro-Furl roller furling jib, cruising spinnaker, diesel engine, inflatable dinghy with oars, and much more. History of freshwater cruising only. It is set up for single hand or shorthanded sailing with all lines led aft.
|31||Beneteau Oceanis 31||2015||Dawn Explosion||This is a 1-year-old boat, Platinum Edition, fully equipped with factory upgrades. Only one owner, which should go without saying, and used exclusively for day sailing in Lake Michigan. Only 45 hours on the engine. All routine and required maintenance has been completed, winterization and engine service by Crowley's Yacht Yard. Its one winter was shrink wrapped.||133,900|
|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.||23,250|
|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.||26,000|
|33||Endeavour 33||1985||Skidmarks|| Beautiful teak interior. Autopilot and GPS. Yanmar diesel. A well maintained, well built sailing yacht maintained by a professional. Nice boat!
|33||SOCA Sailboats LS 10||2002||Sail La Vie|| Created by Sparkman and Stephens, the original concept of the T-Ten was to create a fun offshore boat with great sailing characteristics and weekend capabilities. What emerged was the first true offshore one design boat. The boat was an immediate success. More than 380 of these boats were delivered and most are still actively sailed and raced across the country.
The New LS10 is the modern fruition of this highly successful design with an updated deck that incorporates a full cabinhouse designed to provide more headroom. A fully enclosed head, convenient galley and optional fold-away table enhance the comfortable space below for entertaining or cruising.
Marine Survey - 2016
|34||Catalina 34 MKII||1999||Bamii|| One owner boat. Lightly daysailed on the Chicago lakefront since new. Excellent condition. Regularly maintained by Crowley's Yacht Yard every spring and fall since new. In-mast furling main. Furling genoa.
Mast and Rigging Inspection Report
Catalina 34 MKII Original Brochure
|34||Hunter 34||1984||Ten Year Itch||Fast and fun to sail, with plenty of room in cabin. Always fresh water sailed. Numerous recent updates (see ad for details). Interior main cabin cushions are excellent. Working electronics, engine maintained by nationally renowned yard at end of each season, plus annual winterising of engine and sanitation system. Good opportunity for person wanting to maximise interior volume for the dollar!||16,000|
|35||C&C 35 MK III||1984||Slapshot|| New instruments and sails. Exclusively sailed in fresh water by her two owners since new. Always at Monroe Harbor in downtown Chicago; always wintered at Crowley's Yacht Yard in Chicago.
|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||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.||52,000|
|36||K. Aage Nielsen Gumdrop Yawl Centerboard||1961||Magic|| Double-planked hull, mahogany over white cedar on white oak frames. Built by Paul E. Luke in East Boothbay, Maine. MAGIC is one of six sisters built to the Gumdrop design. She has been upgraded over the years as required and well cared for by very knowledgeable owners. Marine survey from 2010 is available.
View a short video of this boat sailing.
|36||Cape Dory||1982||Windslove||One owner boat. Always Lake Michigan sailed, never in salt water. Perkins diesel engine, low hours. The sails, the cushions, and the dodger are stored off-site in a climate-controlled situation.||29,000|
|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||Sabre||1985||Wave Dancer|| Always Lake Michigan sailed; 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.|
|37||Beneteau||2008||Chaika||One owner boat, always fresh water sailed in Lake Michigan. Stored all winters under custom canvas cover. Central air conditioning; furling main and genoa; gps chartplotter, radar and autopilot. Excellent condition throughout.||125,000|
|39||Dufour 39 CC||1999||Sara||Very well maintained center cockpit yacht used exclusively in Lake Michigan, except for the last 2 years on Florida's Gulf Coast. Only 3 owners and always lightly used for daysailing only. Air conditioning, heating, in-mast furling mainsail, large aft stateroom. Clean Boat a 9.5 out of 10.||SOLD|
|40||C&C 40||1980||Incentive|| Sought-after racer/cruiser, very spacious teak interior, long berths, Yanmar diesel. Stretch-out room in every direction, all berths are at least 6' 6" long. Large galley. Light and airy with 3 opening deck hatches.
C&C 40 - Still Turning Heads
|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||Beneteau 42 CC Clipper||2003||Tiger Lily||Air conditioning. In-mast furling mainsail. Bow thruster. Beautiful center cockpit boat with large aft cabin with private head and shower compartment (additional head compartment forward). Large galley area. Large aft deck with drop-down swim platform.||185,000|
|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.||173,000|
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