Sailboat Sales Co - 3434 E. 95th St - Chicago Illinois 60617 - Phone 773.221.8880
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Listings Updated 05/27/16
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
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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.|
|= 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|
|25||Cal 25 MKII w/ trailer||1982||Instead||Large cockpit, beamy cabin. Sleeps two in V-berth, two in salon, and one in starboard quarter-berth. Inboard diesel, roller furling, trailer.||4,500|
|27||Island Packet||1989||Endeavor|| Always fresh water sailed, well maintained boat. New 2014 standing rigging, lifelines, & electronics.
Original factory brochure
|28||Hunter 280||1998||Carpe Diem||Very well kept 1998 Hunter 280. Shoal draft, wing keel; autopilot; GPS; Dutchman sail flaking system; solid vang; furling genoa; full bimini; AM/FM/CD w/ 4 speakers & more.||SOLD|
|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. Yanmar diesel, wheel steering, autopilot, roller furling, 6' 2" interior headroom, cockpit dodger. Interior teak and bottom are in excellent condition.||35,500|
|30||Catalina 30 Tall Rig||1981||Nittany||Rigged and ready to go sailing. A good old boat, only 2 owners since new and always on Lake Michigan. Current owner since 1983 has kept this boat in nice condition. Blue fabric upholstery is in very good condition. Rare teak-and-holly cabin sole. Stern perch seats, Lewmar winches, roller furling genoa, autopilot, full instrumentation. All lines lead aft for single-handed sailing. Atomic 4 inboard engine and drive train in perfect running condition.||SOLD|
|30||Catalina 30 Tall Rig||1987||Lydia||In-boom furling mainsail. Always fresh water sailed Tall Rig with Universal diesel engine. Only two owners since new. New sails in 2009. Autohelm autopilot, wheel steering, instruments and compass on binnacle. WinchRite motorised winch handle. CNG oven with 2-burner stove. New marine head. Custom canvas cover.||21,000|
|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||Pearson 30||1976||Hannah||This boat is clean, well maintained, and looks great. Deck looks clean, bright, and has none of the usual signs of age typical on most boats. Bottom looks clean and smooth and has a recent coat of bottom paint. All woodwork, interior and exterior has been well cared for. Winches, rigging, and electronics also upgraded recently. Decks are moisture free and always have been.||11,500|
|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||Hunter 31||2006||A Wink and a Smile||Always Lake Michigan sailed, one-owner Hunter 31. Sailed out of Hammond Marina. Features include in-mast furling mainsail; furling genoa; Selden rigid boom vang; stainless steel arch with mainsheet traveler and cockpit speakers; Lewmar folding steering wheel; walk-through transom. 6' 4" headroom in main cabin.||SOLD|
|32||Beneteau Oceanis 321||1995||Latitudes|| In-mast roller furling mainsail, roller furling genoa. The Beneteau Oceanis 321 features cherry interior finish and spacious accommodations including aft cabin. Only 2 owners since new, it's a Lake Michigan boat, great for daysailing and cruising, easy to handle. Shallow draft just over 4 feet. The boat has never suffered major damage and has been excellently maintained.
Original factory line drawings
Original factory spec sheet
|32||Sabre Tri-Cabin||1984||Vivace|| Fin keel, bright white beauty w/ tri-cabin interior. Always fresh water sailed. This is a great boat for a family and entertaining guests. The dinette and the cockpit easily fit 6 adults with room for food and beverages. Vivace take you anywhere you want to go in almost any weather. She tracks well and is a breeze to sail single handed.
|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||Flying Tiger 10M||2006||Solitary||Solitary has been professionally rigged and maintained. She is a proven winner in both one design and PHRF racing. The boat has completed the Mac race (with the previous owner) and can easily be Mac ready. The boat is very fast, stable, and remarkably easy to sail. Solitary is a freshwater boat – she has been sailed primarily in Chicago and Lake Lanier, GA. The boat is easy to trailer and ramp launch.||SOLD|
|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.||62,000|
|34||Beneteau First 345||1987||Mandalay||Built in 1987, first launched in 1989, always in sweet waters of Lake Michigan. Current/second owners since ~ 1991. First owners used her very little; current owners primarily daysailing; very low engine hrs ... beautiful teak interior with some water damage at port side settee riser by cabin sole ... tall rig, Dutchman sail flaking system, roller furling genoa and cruising spinnaker. Built in South Carolina. Shrink-wrapped, mast up.||SOLD|
|35||Bristol 35||1967||Talisman||Well maintained and updated Bristol 35. Dinette table converts to double berth, total of 5 sleeping spaces. ST4000+ autopilot, GPS, new LED interior lighting, new VHF, new bluetooth stereo, new 2500 watt inverter, new microwave, new antifouling bottom and barrier coat, new water heater.||SOLD|
|35||C&C 35 MK III||1985||Mr. JJ||Updated electronics, sails, winches, etc. The C&C 35 MK III truly offers exceptional cruising and racing performance. She has the speed to win on the race course and offers the comfort for extended cruising. The mechanical systems and running rigging are up to date and have always been very well maintained.||44,500|
|35||Catalina 350||2006||Cara Mia||CENTRAL AIR CONDITIONING AND HEATING! Spacious main salon with amazing headroom and generous use of teak throughout. Two private staterooms, head compartment with separate shower stall. In-mast furling mainsail, furling genoa. Huge storage areas. Only two owners; always fresh-water sailed; currently in Lake Lanier, Georgia, and previously in Lake Michigan. Very well equipped, turn-key condition, ready to go sailing.||115,000|
|35||Catalina 350||2004||Weekend Retreat||Fresh water boat, heat, air-conditioning, dehumidifier, auto pilot, gps chartplotter, built-in coffee maker, two anchors- one with full chain rode, electric windlass, bimini and dodger, full cockpit cushions, cockpit vhs, flat screen tv, low hours, one owner.||109,900|
|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.||39,000|
|36||C&C 110||2006||Time Away||One owner boat. Carbon fiber mast and retracting bow sprit. Volvo diesel sail drive. Folding prop. 54" leather covered wheel. Raymarine GPS/Chartplotter. Autopilot. Interior is cherry wood and leather upholstery. 6' 4" headroom. Enclosed head with shower. Sleeps 6. Galley with 2-burner stove/oven, microwave, and refrigerated ice box.||139,000|
|36||Cape Dory||1982||Windslove||One owner boat. Always Lake Michigan sailed. Perkins diesel engine.||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||Hunter Legend||1989||Kaleidoscope||Well cared for boat sailed in Lake Michigan by current owners since 1993. Wing keel 4' 9" draft. Sleeps 6. 6' 4" headroom. New fabric cushions in 2013. New refrigerator/freezer in 2014. Autohelm 4000+ (new in 2014). Garmin Chartplotter (new in 2010). Mainsail with cover and Dutchman (new in 2010). Marine Head (new in 2014). Main halyard winch is electric.||SOLD|
|38||Baltic 38 DP||1983||Fastnet|| Doug Peterson (DP) used his racing experience to design this 1980’s hybrid cruiser/racer. She had outstanding performance and handling with a beautifully crafted yet spacious interior. She has a delightful after cabin, superb galley, and spacious saloon. The cockpit is designed for hard, crewed sailing. Like her sisters, she has stood the test of time well.
YouTube video of sister ship
another YouTube video
|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.|
2014 Marine Survey
|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
|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|
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