Sailboat Sales Co. - Brokerage Sailboats for sale in Chicago


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

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Brokerage Sailboats

Listings Updated 12/10/13

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.

LOA Type Year Name Remarks Price
25 Ericson 25 Plus 1980 Weekend Escape Bruce King design for daysailing and light cruising. Very roomy deck space and interior. Mainsail and roller-furling jib. Hinged mast, all halyards lead aft. Johnson outboard and tiller steering. SOLD
25 Watkins 25
(with trailer) 1987 Molly O Very nice boat. Very clean and well maintained. Fresh water sailed. Only 2 owners since new. Shrinkwrapped over winters. Current owner has cruised out of Monroe harbor in Chicago for the last 10 years. Mercury 9.9 EXLH outboard motor, tuned annually; carb rebuilt in 2011, Tiller steering. Garmin GPSmap 440S. Harken roller furling. Air-conditioning system. Norcold refrigeration. New Jabsco electric flush head in 2013. Tandem axle highway trailer is included. New May 2013 Marine Survey!
Survey SOLD
28 Beneteau 281 1997 Knot Joe Boat Lightly used Beneteau Oceanis 281. Wheel steering, Autohelm 4000, GPS. Newer sails in 2002. Engine 29,900
28 Catalina 28 1990 Pommes Frites Wing keel. Overall maintenance is very good. Always fresh water sailed on Lake Michigan, daysailing and light cruising. Diesel engine. 2007 UK roller furling genoa, newer rudder, Dutchman, sailcover. 26,500
28 J Boats J/28 1986 Liberty The J/28 is designed to perform with two people sitting in the cockpit, sailing to windward in 20 knots of wind. In fact, J/28 may be the fastest 28-footer in the world in those conditions. How? Well, if you don't have 6 gorillas on the rail (which you don't when cruising), you'd better have a HEAVY KEEL. J/28's 3,000-lb keel is lead, not iron. SOLD
28 S2 8.5 Meter Sloop 1981 Orinoco Solid, stable, and fast, popular boat on the Great Lakes, also a nice size for cruising the man-made lakes along major inland river systems. Lazy jacks mainsail and new roller furling genoa. Tiller steering creates a roomy cockpit, the spacious and attractive interior is sure to please the family. Shore power with Adler Barbour refrigerator and freezer. Used for daysailing. 11,500
28 Tartan 28 1984 Euphoria A rare opportunity to own a Sparkman & Stephens designed sailing yacht. Only 2 owners, always sailed in fresh water on Lake Michigan shoreline out of scenic and historic Wilmette Harbor. Boat has been donated to a charitable organization, the Yanmar diesel engine was serviced and winterized in November by Crowley's Yacht Yard, professional cleaning crew is scheduled to go aboard. Donor reports never any major damage. Overall condition is reported as average. Tiller steering. 16,000
29 C&C 29 1977 Avatar New Raymarine instruments in 2004; North mainsail in 2001; and North Genoa in 2003. Brand-new VC-17 bottom (April 2009). MSER 19,000
30 Cape Dory Cutter 1985 Sojourner Always fresh water sailed. Universal diesel with only 51 hours since major overhaul in 2008. Gleaming custom teak finish inside and out. New color touchscreen GPS, color navigation instruments and autopilot. New cushions and sailcovers. This is a beautiful Carl Alberg designed classic in excellent condition throughout. SOLD
30 Catalina 30 Tall Rig 1981 Bill's Michael-een Very well maintained with long list of upgrades. Only 3 owners and always in Lake Michigan. Wheel steering with boat leather cover and binnacle compass. Universal Atomic 4 engine. Sleeps 7. New cushions in 2005. Screens and curtains. Hot and cold pressure water. Garmin GPS. New VHF w/ remote mic. 155% roller furling genoa, new in 2008. New Jabsco marine head in 2011. Electronic ignition new in 2011. 18,500
30 Hunter 30 1976 Quinn Mary Too This Hunter 30 has shoal draft keel, pedestal steering, and diesel engine. The interior offers generous use of teak, including swing down table. Large berths, enclosed head with stand-up shower, two large hatches, dockside power. Galley includes 2-burner stove, stainless steel sink, hot/cold pressure water, and lots of working space. Quinn Mary Too has always been in fresh water - Lake Michigan - with only 3 owners since new. Features a shiny new Interlux Fiberglass Bottomkote NT anti-fouling black bottom (Oct 2011). 6,950
30 Morris Annie 1983 Achilles Heel Classic Chuck Paine design still sought after by the sensible aspiring voyager. Deck and hull from Morris Yachts, then built out and finished by the original owner. This is a one-owner boat, used for both Lake Michigan and Great Lakes sailing and cruises to the eastern seaboard, and from Rhode Island to the Bahamas and Florida Keys. You will appreciate the complete cockpit enclosure, solid teak cabin sole, electric refrigeration, and Yanmar diesel engine. Winter storage has always been indoors. Achilles Heel is now on the hard at Crowley's in Chicago. (July 2012) Survey 56,000
33 Hunter 336 1996 Impulse Huge oval-shaped cockpit makes this boat the perfect platform for entertaining large groups of friends and family on the water. Below-decks features windows everywhere and 4 deck hatches for ample light and ventilation. Air conditioning and heat. Wing keel allows access to shallower areas. Always a Lake Michigan boat, never in salt water. 52,000
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. 72,000
34 J Boats J/105 1993 Striking Pre-SCRIMP J/105. Successful racing boat. Boat is known to be one of the fastest and best boats in Fleet 5. New sails for 2013. All Mac safety gear included.
Marine Survey 66,000
34 Tartan 3400 2007 Cuddle Doon Beautiful boat. Set up for easy handling cruising with self-tacking furling jib; full-batten main with integral lazy jack system. Binnacle mounted Lowrance chart plotter with Southern Lake Michigan maps. Raymarine ST6002 Smart Pilot. Electric windlass. New bottom (multiple barrier coats and VC-17 in 2011). Newly varnished toe-rails, grab-rails, and companionway; and newly Cetoled cockpit coamings, 2013. Sea Mark Sunbrella navy blue bimini and dodger. Stored winters in heated building at Crowley's Yacht Yard.
New 2013 Marine Survey SOLD
35 Pearson Alberg 35 1962 September Song Has only had three owners (the current owner's father was owner #2). Hull number 7. Always sailed on Lake Michigan. Topsides and deck are painted with AWL-GRIP (~2011). New Sitka spruce boom. Universal diesel (~2002).
Marine Survey 18,000
36 Beneteau Oceanis 36 CC 1998 Stolen Moments One owner boat, very lightly used, fresh-water-sailed on Lake Michigan. Boat is in excellent condition. Furling main and jib. New Raymarine instruments in 2011. Professionally maintained.
Survey Engine SOLD
36 Pearson 365 Ketch 1981 Marcia Ann II Only 1 owner and always in fresh water (Lakes Erie and Michigan). Very clean boat, well maintained, gorgeous and elegant interior with private berth forward, separate shower stall, u-shaped galley. Engine professionally maintained, topsides waxed and buffed annually, shrink wrapped in winters. 41,000
37 Hunter 376 1998 Lapis Always fresh water sailed, one owner boat, used for daysailing in Lake Michigan. Well cared for, clean boat. Air conditioning and heat. Dodger and bimini with new Isinglas, 2013. Mostly new electronics in 2011. 78,000
37 Rhodes Nimphius 1960 Claire Classic Rhodes design built by Nimphius. Always Lake Michigan sailed boat. Only 3 owners since new! Engine is a 1985 Yanmar diesel. Sails new in 2003. New mast built by Nimphius in 1985. New rudder and garboard plank by Nimphius in 2000. Spring 2013 inspection report by Nimphius available. 12,000
38 Morgan 382 1978 Serena Always fresh water sailed and always stored and maintained at Crowley's from day one, this Morgan 382 is a very solidly-built traditional-looking boat that can handle all weather conditions. Many recent upgrades, including Yanmar diesel engine in 2001. Survey from 2008 45,000
38 Sydney 38 2000 Serenissima Price reduced for quick sale, but still excellent throughout, exclusively fresh water sailed/raced, great sail inventory. 111,000
39 Beneteau Oceanis 393 2002 Baldr Heating, air conditioning, two cabins, two heads, in-mast furling mainsail. Built in South Carolina. Very large cockpit with teak drop-down table. 2 extra seats on the stern railing. Only one owner since new, member of Chicago Yacht Club, daysailing and light cruising in Lakes Michigan and Huron. Never any major damage. All maintenance by Crowley's Yacht Yard in Chicago. Winter storage has always been indoor heated with mast down. Includes custom steel cradle. 130,000
39 Dufour 39 CC 1999 SouthSide Magic Very well maintained center cockpit yacht used exclusively in Lake Michigan. Only 2 owners and always lightly used for daysailing only. Air conditioning, in-mast furling mainsail, large aft stateroom. Professionally maintained by Crowley's Yacht Yard, price includes cradle and custom winter cover. Fresh coat of VC-17 in 2013.
Survey 99,000
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. 44,750
40 Catalina 400 MKII 2003 Tomorrow's Sunshine One owner boat, always fresh water sailed, meticulously maintained and in excellent condition throughout. In-mast furling main and furling genoa. Electric anchor windlass. Fischer Panda diesel generator. Edson twin pedestal steering with Ritchie compasses and Raymarine Hybridtouch Multifunction displays at each wheel. Many recent upgrades including new UK performance mainsail and genoa in 2006; Tides Marine high-performance low-friction mainsail track and slide system in 2006; 2 new North spinnakers in 2008 & 2010; 2 new heads in 2010, (electric head is forward and manual head with separate shower is aft). All new Raymarine electronics in 2012. 183,000
40 Rhodes Nimphius 1938 Babe Designed by P.L. Rhodes and built by Nimphius of mahogany and oak, solid teak deck, wood spars. 28 ft on the waterline, 36 ft on deck, 40 ft overall. Westerbeke diesel engine, bulkhead mounted heat stove, porcelain head, bronze winches. Indoor storage. Many upgrades. 45,000
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

LOA	Type	Year	Name	Remarks	Price
25	Ericson 25 Plus	1980	Weekend Escape	Bruce King design for daysailing and light cruising. Very roomy deck space and interior. Mainsail and roller-furling jib. Hinged mast, all halyards lead aft. Johnson outboard and tiller steering.	SOLD
25	Watkins 25 (with trailer)	1987	Molly O	Very nice boat. Very clean and well maintained. Fresh water sailed. Only 2 owners since new. Shrinkwrapped over winters. Current owner has cruised out of Monroe harbor in Chicago for the last 10 years. Mercury 9.9 EXLH outboard motor, tuned annually; carb rebuilt in 2011, Tiller steering. Garmin GPSmap 440S. Harken roller furling. Air-conditioning system. Norcold refrigeration. New Jabsco electric flush head in 2013. Tandem axle highway trailer is included. New May 2013 Marine Survey! Survey	SOLD
28	Beneteau 281	1997	Knot Joe Boat	Lightly used Beneteau Oceanis 281. Wheel steering, Autohelm 4000, GPS. Newer sails in 2002. Engine	29,900
28	Catalina 28	1990	Pommes Frites	Wing keel. Overall maintenance is very good. Always fresh water sailed on Lake Michigan, daysailing and light cruising. Diesel engine. 2007 UK roller furling genoa, newer rudder, Dutchman, sailcover.	26,500
28	J Boats J/28	1986	Liberty	The J/28 is designed to perform with two people sitting in the cockpit, sailing to windward in 20 knots of wind. In fact, J/28 may be the fastest 28-footer in the world in those conditions. How? Well, if you don't have 6 gorillas on the rail (which you don't when cruising), you'd better have a HEAVY KEEL. J/28's 3,000-lb keel is lead, not iron.	SOLD
28	S2 8.5 Meter Sloop	1981	Orinoco	Solid, stable, and fast, popular boat on the Great Lakes, also a nice size for cruising the man-made lakes along major inland river systems. Lazy jacks mainsail and new roller furling genoa. Tiller steering creates a roomy cockpit, the spacious and attractive interior is sure to please the family. Shore power with Adler Barbour refrigerator and freezer. Used for daysailing.	11,500
28	Tartan 28	1984	Euphoria	A rare opportunity to own a Sparkman & Stephens designed sailing yacht. Only 2 owners, always sailed in fresh water on Lake Michigan shoreline out of scenic and historic Wilmette Harbor. Boat has been donated to a charitable organization, the Yanmar diesel engine was serviced and winterized in November by Crowley's Yacht Yard, professional cleaning crew is scheduled to go aboard. Donor reports never any major damage. Overall condition is reported as average. Tiller steering.	16,000
29	C&C 29	1977	Avatar	New Raymarine instruments in 2004; North mainsail in 2001; and North Genoa in 2003. Brand-new VC-17 bottom (April 2009). MSER	19,000
30	Cape Dory Cutter	1985	Sojourner	Always fresh water sailed. Universal diesel with only 51 hours since major overhaul in 2008. Gleaming custom teak finish inside and out. New color touchscreen GPS, color navigation instruments and autopilot. New cushions and sailcovers. This is a beautiful Carl Alberg designed classic in excellent condition throughout.	SOLD
30	Catalina 30 Tall Rig	1981	Bill's Michael-een	Very well maintained with long list of upgrades. Only 3 owners and always in Lake Michigan. Wheel steering with boat leather cover and binnacle compass. Universal Atomic 4 engine. Sleeps 7. New cushions in 2005. Screens and curtains. Hot and cold pressure water. Garmin GPS. New VHF w/ remote mic. 155% roller furling genoa, new in 2008. New Jabsco marine head in 2011. Electronic ignition new in 2011.	18,500
30	Hunter 30	1976	Quinn Mary Too	This Hunter 30 has shoal draft keel, pedestal steering, and diesel engine. The interior offers generous use of teak, including swing down table. Large berths, enclosed head with stand-up shower, two large hatches, dockside power. Galley includes 2-burner stove, stainless steel sink, hot/cold pressure water, and lots of working space. Quinn Mary Too has always been in fresh water - Lake Michigan - with only 3 owners since new. Features a shiny new Interlux Fiberglass Bottomkote NT anti-fouling black bottom (Oct 2011).	6,950
30	Morris Annie	1983	Achilles Heel	Classic Chuck Paine design still sought after by the sensible aspiring voyager. Deck and hull from Morris Yachts, then built out and finished by the original owner. This is a one-owner boat, used for both Lake Michigan and Great Lakes sailing and cruises to the eastern seaboard, and from Rhode Island to the Bahamas and Florida Keys. You will appreciate the complete cockpit enclosure, solid teak cabin sole, electric refrigeration, and Yanmar diesel engine. Winter storage has always been indoors. Achilles Heel is now on the hard at Crowley's in Chicago. (July 2012) Survey	56,000
33	Hunter 336	1996	Impulse	Huge oval-shaped cockpit makes this boat the perfect platform for entertaining large groups of friends and family on the water. Below-decks features windows everywhere and 4 deck hatches for ample light and ventilation. Air conditioning and heat. Wing keel allows access to shallower areas. Always a Lake Michigan boat, never in salt water.	52,000
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.	72,000
34	J Boats J/105	1993	Striking	Pre-SCRIMP J/105. Successful racing boat. Boat is known to be one of the fastest and best boats in Fleet 5. New sails for 2013. All Mac safety gear included. Marine Survey	66,000
34	Tartan 3400	2007	Cuddle Doon	Beautiful boat. Set up for easy handling cruising with self-tacking furling jib; full-batten main with integral lazy jack system. Binnacle mounted Lowrance chart plotter with Southern Lake Michigan maps. Raymarine ST6002 Smart Pilot. Electric windlass. New bottom (multiple barrier coats and VC-17 in 2011). Newly varnished toe-rails, grab-rails, and companionway; and newly Cetoled cockpit coamings, 2013. Sea Mark Sunbrella navy blue bimini and dodger. Stored winters in heated building at Crowley's Yacht Yard. New 2013 Marine Survey	SOLD
35	Pearson Alberg 35	1962	September Song	Has only had three owners (the current owner's father was owner #2). Hull number 7. Always sailed on Lake Michigan. Topsides and deck are painted with AWL-GRIP (~2011). New Sitka spruce boom. Universal diesel (~2002). Marine Survey	18,000
36	Beneteau Oceanis 36 CC	1998	Stolen Moments	One owner boat, very lightly used, fresh-water-sailed on Lake Michigan. Boat is in excellent condition. Furling main and jib. New Raymarine instruments in 2011. Professionally maintained. Survey Engine	SOLD
36	Pearson 365 Ketch	1981	Marcia Ann II	Only 1 owner and always in fresh water (Lakes Erie and Michigan). Very clean boat, well maintained, gorgeous and elegant interior with private berth forward, separate shower stall, u-shaped galley. Engine professionally maintained, topsides waxed and buffed annually, shrink wrapped in winters.	41,000
37	Hunter 376	1998	Lapis	Always fresh water sailed, one owner boat, used for daysailing in Lake Michigan. Well cared for, clean boat. Air conditioning and heat. Dodger and bimini with new Isinglas, 2013. Mostly new electronics in 2011.	78,000
37	Rhodes Nimphius	1960	Claire	Classic Rhodes design built by Nimphius. Always Lake Michigan sailed boat. Only 3 owners since new! Engine is a 1985 Yanmar diesel. Sails new in 2003. New mast built by Nimphius in 1985. New rudder and garboard plank by Nimphius in 2000. Spring 2013 inspection report by Nimphius available.	12,000
38	Morgan 382	1978	Serena	Always fresh water sailed and always stored and maintained at Crowley's from day one, this Morgan 382 is a very solidly-built traditional-looking boat that can handle all weather conditions. Many recent upgrades, including Yanmar diesel engine in 2001. Survey from 2008	45,000
38	Sydney 38	2000	Serenissima	Price reduced for quick sale, but still excellent throughout, exclusively fresh water sailed/raced, great sail inventory.	111,000
39	Beneteau Oceanis 393	2002	Baldr	Heating, air conditioning, two cabins, two heads, in-mast furling mainsail. Built in South Carolina. Very large cockpit with teak drop-down table. 2 extra seats on the stern railing. Only one owner since new, member of Chicago Yacht Club, daysailing and light cruising in Lakes Michigan and Huron. Never any major damage. All maintenance by Crowley's Yacht Yard in Chicago. Winter storage has always been indoor heated with mast down. Includes custom steel cradle.	130,000
39	Dufour 39 CC	1999	SouthSide Magic	Very well maintained center cockpit yacht used exclusively in Lake Michigan. Only 2 owners and always lightly used for daysailing only. Air conditioning, in-mast furling mainsail, large aft stateroom. Professionally maintained by Crowley's Yacht Yard, price includes cradle and custom winter cover. Fresh coat of VC-17 in 2013. Survey	99,000
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.	44,750
40	Catalina 400 MKII	2003	Tomorrow's Sunshine	One owner boat, always fresh water sailed, meticulously maintained and in excellent condition throughout. In-mast furling main and furling genoa. Electric anchor windlass. Fischer Panda diesel generator. Edson twin pedestal steering with Ritchie compasses and Raymarine Hybridtouch Multifunction displays at each wheel. Many recent upgrades including new UK performance mainsail and genoa in 2006; Tides Marine high-performance low-friction mainsail track and slide system in 2006; 2 new North spinnakers in 2008 & 2010; 2 new heads in 2010, (electric head is forward and manual head with separate shower is aft). All new Raymarine electronics in 2012.	183,000
40	Rhodes Nimphius	1938	Babe	Designed by P.L. Rhodes and built by Nimphius of mahogany and oak, solid teak deck, wood spars. 28 ft on the waterline, 36 ft on deck, 40 ft overall. Westerbeke diesel engine, bulkhead mounted heat stove, porcelain head, bronze winches. Indoor storage. Many upgrades.	45,000
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

HOME BROKERAGE SAILBOATS BROKERAGE POWERBOATS OUR STORY FOR BUYERS FOR SELLERS F.A.Q. LINKS