Sailboat Sales Co - 3434 E. 95th St - Chicago Illinois 60617 - Phone 773.221.8880 - Fax 773.221.8881



Brokerage Sailboats

Listings Updated 06/30/09

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 boat name to view complete specs with equipment list and photos.
New: Click on any column header to sort the table, ascending or descending!
= Marine Survey and/or Mechanical Systems Evaluation Report available.
UA = Under Agreement


LOA Type Year Name Remarks Price
24 Mark O Atlantic City Cat Boat 1982 Catfish Charlie Lake Michigan sailed cat boat. 23,000
28 Hunter 280 1996 Impulse Sloop rig, shoal draft keel, spade rudder, keel stepped mast. Wheel steering. Interior features double vee-berth forward, double aft berth, enclosed head, galley, and dinette. Headroom is 6' 1". 31,000
28 Hunter 280 1998 Carpé Diem Very well kept 1998 Hunter 280 in Chicago. Wing keel; autopilot; GPS; Dutchman sail flaking system; solid vang; furling genoa; full bimini. 37,000
28 Sabre 1974 Laura Pearl Well maintained boat. New roller furling in '03. Wood refinished in '04. New refrigeration in '98. New cockpit cushions in '08. 12,000
29 C&C 1977 Avatar New Raymarine instruments in 2004; North mainsail in 2001; and North Genoa in 2003. Brand-new VC-17 bottom (April 2009). Launched. 19,000
30 Hinterhoeller Nonsuch Ultra 1985 Katnip Very good overall condition, always fresh water sailed; includes like new UK custom high performance mainsail; all new Harken blocks and running rigging and new Raytheon instrumentation. 65,000
30 Irwin Citation 1977 Star of the Sea Single owner boat, Lake Michigan day sailing. Coast Guard documented. Teak-and-holly cabin sole. SOLD
31 Beneteau 311 2000 Harmony One-owner boat is in excellent condition throughout. Always day sailed in the Chicago area, never in salt water. Engine maintained regularly. Currently stored outdoors mast up. SOLD
31 Tartan 1989 Adventitious One-owner, strictly Chicago lakefront daysailing. Gleaming white topsides, silky smooth VC-17 bottom, Scheel keel. Stunning high-gloss varnish on toerails, grabrails, cabin sole. Leisure Furl in-boom mains'l furling, with electric halyard ST winch. Launched. 59,000
32 Etap 32s 2003 La Otra Vida Winner of an innovation award for vertical steering system, tandem keel, and certified unsinkable. One-owner, always fresh water sailed in Lake Michigan. 99,800
32 Hunter 320 2000 Grandoll III Well kept, lightly sailed beauty. Fin keel, Full Batten main with Doyle Stack Pack, Cruising Spinnaker (used 6 times), furling genoa, light grey bimini, custom cockpit cushions, and autopilot. SOLD
32 Hunter 320 2001 Irish Ayes Very lightly used boat. Day-cruised a few times a year in Lake Michigan. Great looking, and all systems in top order. Furling main and genoa! SOLD
32 Pearson 323 1979 Chelsea Capable cruiser in excellent condition. Always fresh water sailed. Launched. 29,500
33 Tartan T-10 1984 Fiesta Great Lakes sailed; professionally maintained by Crowley's; Sleeps 6; teak & holly cabin sole; porta potti head; Datamarine instruments; Garmin GPS; steel storage cradle; spinnaker gear. 16,000
33 Hunter 33 2005 20-20 Foresight This lightly used, always Lake Michigan sailed boat is priced to sell fast. 80,000
34 Dehler 2003 Fuzzy Logic A very special boat, one of only two Dehler 34s in the US, that represents a great opportunity for a stylish, beautifully-built, and turn-key racer/cruiser. 125,000
34 Hunter 1984 Glory Days One-owner Hunter 34, always Lake Michigan sailed. March 2009 survey included. Newer Raytheon ST4000+ Autopilot. Harken roller furling. Light, spacious interior. 28,000
35 Hunter Legend 35.5 1991 Beatrice III PRESENTLY OFF THE MARKET. Always Lake Michigan daysailed. New Harken Battcar System in '05; UK fully battened main with Lazy Cradle, new in '05; Autohelm 4000 autopilot (installed in 1995); Norcold refrigerator (new in '07); sleeps 6; 6'3" headroom. 60,000
35 Wauquiez Pretorian 1985 Morning Winds Lovely varnished teak interior and varnished cabin sole in excellent condition. Volvo diesel engine, wheel steering, Harken roller furling, radar; B&G wind, speed, and depth. 59,000
36 Cheoy Lee Luders 1976 White Hawk Beautiful, solid build quality, always fresh water sailed. Currently in indoor winter storage, and rehab woodwork is being done. Existing survey available on request. SOLD
36 Beneteau 361 2002 Caribbean Dream Beautiful, always fresh water sailed boat. Furling main and genoa; Autohelm ST4000+; sleeps 7; private double aft cabin; private double forward cabin; head is aft with separate shower stall; comfortable salon with dining table that converts to double settee berth. 108,000
36 Carroll Marine / Tripp 36 1992 L.A. Woman Well maintained, 2-owner, always fresh water sailed racer-cruiser. Launched. 59,900
36 Islander 1979 Rascal K Wonderful design with a roomy layout, many systems have been recently updated. Please click through to Full Specs and read the brokers comments for complete details. Motivated seller. SOLD
36 Schock / New York 1981 Most Wanted Racer cruiser. 14 knots top speed. Full complement of sails. Comfortable interior with tall headroom and generous use of teak. Private stateroom. Shore power. Certified inflatable life raft. Launched. 18,000
36 Sydney 1998 Bounder Built in Australia by Bashford Boat Builders; includes 2003 custom 3-axle Triad trailer, performance epoxy bottom, carbon fiber mast, steel rod rigging, carbon fiber spinnaker pole, race sails. 99,999
37 Hunter 37.5 1995 Sail La Vie Lightly used, fresh water sailed. SOLD
37 Irwin Competition 1973 Jungfrau Well maintained Vetus 32HP Diesel, (new in '86); Good sail & spinnaker inventory; Harken roller furling; Nautech autopilot 3000. Just listed 2/09. Off Market
37 Peterson 1976 Gold Dust Custom Peterson ’37 built by Kiwi Yachts. Simple, clean deck layout. New mast in 1997. Deck completely re-finished (awlgrip) in 2005. Teak and Holly floorboards, refinished 2007. Bottom in excellent shape. SOLD
38 Sydney 2000 Serenissima Excellent throughout, exclusively fresh water sailed/raced, great sail inventory. Launched. 159,000
40 O'Day 1987 Commercial Break Gracious cruising yacht with spacious and comfortable quarters. Excellent condition. Beautiful teak interior. Hot shower. Engine new in 2001. All lines and halyards trim to the cockpit for easy handling. 89,000
42 Beneteau First 42s7 1995 Margarite Fast performance racer-cruiser. Beautiful and comfortable interior with 2 private double cabins, two heads, large galley. Stock 42S7 with the addition of a power winch, microwave, custom mattress, Westerbeke generator, HVAC system, full ST6000 set with Autohelm, Radar, and GPS. 109,000
43 Wauquiez Centurion 43 S 1996 Safari Offshore Class A boat, very safe with many redundant systems. Sailed in the Caribbean until 2003, then exclusively in Lake Michigan. Never raced. Can be single handed. Launched. 179,000





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