| 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 . | 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. | = 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 | Picture | 20 | Chip Stulen Faering Design | 1987 | | Gorgeous and unique hand-made wooden boat, custom built by Chip Stulen. 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. | 48,000 | | 25 | Maree Haute Django 7.70 | 2019 | | Single keel, double rudder version of the Django 7.70, from French builder Marée Haute. The boat is easily single or double-handed as all line are led aft to the coach roof. Electric Torqeedo engine. Sailed in Chicago since new. | | | 27 | Catalina 27 | 1983 | | Wun-Len has been well maintained and kept in good condition, with many upgrades. She has been used for day sailing and cruising on Lake Michigan. | 12,000 | | 28 | Pearson 28 | 1980 | | Island Time has seen very casual daysailing off the Chicago lakefront. A classic Bill Shaw design. She has a Universal 11hp diesel engine. The last 20 years she has recieved meticulous service. The decks were professionally checked and in great condition of fall 2023. | 9,900 | | 30 | Catalina 30TR | 1986 | | Stormy is an always fresh water 1986 Catalina 30 tall right and fin keel. Updated 150% genoa and harken roller furling. She has stak pack and lazy jacks. Bulkhead mount table layout. The owner has purchased his next boat so seriously for sale! | 18,000 | | 31 | Beneteau First 305 | 1985 | | A 1985 sail-racer/cruiser Beneteau First 305 designed by Beret. Panacea has only had 1 owner and has been a Lake Michigan boat her whole life. VC17 bottom is in very good condition. Panacea needs engine work or replacement. | 24,000 | | 34 | Hunter 34 | 1983 | | Dream Catcher has always been a Chicago lakefront day sailed boat. Good bottom and keel-hull joint; rudder and decks, main bulkhead and compression post all seem solid, good opportunity for a DIY’er who wants a popular 34 footer with good bones at affordable price. | 11,000 | | 34 | Catalina 34 MKII | 2002 | | This Catalina 34 MKII is about as spacious a cruiser as you can get under 36 feet, and she has all the amenities of larger cruising boats; such as hot water, a swim platform, large aft berth, Air Conditioning, and an enormous cockpit. Very low hours on the professionally maintained M35B. | | | 34 | Hunter 340 | 1998 | | Cor De Rosa is a wonderfully maintained boat. Turn-key ready to sail for your next cruising adventure. This Hunter 340 features air conditioning and heat, Raymarine EV-100 autopilot, new cockpit cushions, new salon cushions, and new Group 31 AGM batteries. This boat is currently stored at West Basin Marina in St. Joseph, MI. Overall maintained includes buffing, waxing 2 times annually. Annual oil change and biannual engine maintenance. New VC17 bottom paint in April of 2024. Comes with a full winter cover. | | | 34 | Elan Impression 34 | 2007 | | Flying Cloud has always been a freshwater boat sailed on Lake Michigan. She has had excellent overall maintenance, and has lived indoors in a heated building during the winter months. | 78,000 | | 36 | Hunter 36 | 2005 | | Serenity II has been very well cared for and spent her life in freshwater. She has a salon area with two spacious cabins, head & shower and an excellent amount of storage space. | 83,000 | | 36 | Jeanneau Sun Odyssey 37 | 2000 | | Creola II is a fresh water, gently used example of the popular Jeanneau Sun Odyssey 37. She is turn-key ready for her next owner. Current owners have had the vessel since 2005 and she has been stored shrink-wrapped in St. Joe MI over winters and had all annual maintenance and winterizations performed. Creolat features a fully battened mainsail with Dutchman, so you can experience all she has to offer without the performance compromise of the under-canvased in-mast furling models. Standard deep draft performance keel. An easy and fun boat for racing or double-handed cruising. Also features newer 135% Genoa and a .75 oz cruising spinnaker! | 85,000 | | 36 | Catalina 36 | 1994 | | Anne Ellen has been used for Great Lakes cruising. This Catalina is in above average condition with many upgraded items! She comes with a 4 pad steel cradle. | 68,000 | | 36 | Catalina 36MKII | 2001 | | This day sailed Lake Michigan boat is a beauty! Galt's Gulch is as turn-key ready as it gets! She is currently available for showings in St. Joe, Michigan. On July 13th she will be sailed to Chicago and be available for showings at Crowley's Yacht Yard. | | | 38 | Beneteau Oceanis 38 | 2014 | | The Ocenanis 38 is a sleek, modern cruiser. Quintessential features the optional shallow draft and mainsail arch over the cockpit. Not to mention the beautiful gray gelcoat with a blue boot stripe that is sure to turn heads at the dock. | | | 40 | Jeanneau Sun Odyssey 40.3 | 2007 | | Cherish The Day has always been a freshwater, day sailed boat! She has been used as a time share with weekly maintenance. Lake Michigan is her home in the summer, and an indoor heated building has been her home in the winters. | 143,000 | | 40 | Jeanneau Sun Odyssey 409 | 2015 | | This Lake Michigan boat is performance oriented with cruising comfort! She has been professionally maintained and has had annual engine maintenance. | 199,000 | | 40 | Beneteau Oceanis 40 | 2012 | | This Beneteau 40 has always been used for daysailing in Lake Michigan and is a great cruiser. Superstition has a brand new (2024) North Sails mainsail along with a like new Doyle APC gennaker. The Genoa halyard and all batteries were replaced in 2022/2023. She spends her off-season on an 8-post cradle and has been winterized by Crowley's Yacht Yard including the engine, water and holding tanks, and batteries. | 175,000 | | 42 | Island Packet 38 | 1990 | | This Island Packet has been a Lake Michigan, day sailed cruiser! She has had 2 owners and has had excellent engine and overall maintenance. | 130,000 | | 43 | Alden Schooner 309 | 1929 | | Allegro is a 1929 John Alden schooner built by Goudy & Stevens. She is located in Chicago USA. Allegro spends her winters in a heat controlled building and summer on a mooring ball in Monroe Street Harbor. For the last 33 years Allegro has been lovingly maintained by the owner and professionally restored by expert shipwrights including Wayne Shibley of Chicago. | 175,000 | | Sailboats For Sale in IllinoisModify Search Illinois Sailboat View Results --> Advanced Search |   | Racine, Wisconsin Stock #417333 Video of this vessel available at www [dot] popsells [dot] com/view/417333 Reason for selling is Not using it enough. . This Hunter has now been on the market mor... (read more) | |   | Shattuc, IL Built in 1997, recycled in 2017 •Purchased in 2021 •Honda 9.9 hp outboard motor new in 2017 •Dock Lines and Fenders •4 year old custom single-axle trailer w/ pneumatic ... (read more) | Sailboats for sale in Illinois by ManufacturerBrowse All Manufacturers Place an ad to sell your boat What Type of Sailboat Should I Get?Sailing is a timeless and exhilarating activity that allows you to connect with nature and experience the thrill of gliding across the water. Whether you're a seasoned sailor or a beginner looking to embark on your first sailing adventure, understanding sailboats and the world of sailing is essential. This introduction to sailboats will provide you with some tips and recommendations to help you unleash the thrill of sailing. The different types of sailboatsSailboats come in various shapes and sizes, each designed for specific purposes and sailing conditions. It's important to understand the different types of sailboats to choose the one that best suits your needs. Monohulls are the most common type of sailboat and are characterized by their single hull. They offer stability and are ideal for cruising and racing. Most people agree they offer the smoothest ride through water, especially if the waves are over several feet high. Catamarans on the other hand, have two hulls connected by a bridge deck. They provide excellent stability and spacious living accommodations, making them perfect for long-distance cruising. Although their ride through the waves is more stable than a monohull they can be a bit choppy. Trimarans feature three hulls and offer exceptional speed and maneuverability. They are popular among racing enthusiasts and those looking for a thrilling sailing experience but also can be used for cruising. Choosing the right sailboat for your needsWhen it comes to choosing the right sailboat for your needs, there are several factors to consider. First and most importantly what are your sailing goals. Are you looking to cruise leisurely or participate in competitive racing? This will help narrow down your options. Before you consider buying a sailboat you need to do your research through various articles and books on sailing. Then once you have a basic understanding of sailboats and sailing you should consider taking some introductory sailing courses. These will help you determine if sailing is really for you and if so what type of boat you should consider. Secondly, consider your budget. Sailboats can range from affordable and fairly simple used boats to luxury yachts and prices also vary widely depending on the size of the sailboat. Set a realistic budget and stick to it. Next, think about the number of people you plan to sail with regularly. If you have a large family or enjoy sailing with friends, you'll need a sailboat with ample space and accommodations. Lastly, consider the sailing conditions in your area. If you'll be sailing in open waters with strong winds, a sturdy and sea-worthy sailboat capable of handling challenging conditions is essential. Sailing is a thrilling and rewarding activity that allows you to connect with nature and explore the world in a unique way. By understanding the different types of sailboats, choosing the right sailboat for your needs, and following safety protocols, you can unleash the thrill of sailing. Sailing gives you a sense of accomplishment that you don’t get with a power boat. Anyone can turn on a key and take off in a power boat but it takes skill to sail! With the right equipment, knowledge, and skills, you'll be ready to embark on unforgettable sailing adventures around the world. Whether you're a seasoned sailor or a beginner looking to start your sailing journey, there's no better time to get out on the water. You can start by clicking here to browse the many sailboats that BoatersNet has to offer! Happy sailing! Click here to read our entire Introduction to Sailboats article! Login/Register My Account Why choose Us? Boat Brokers and Dealers Help Contact Us Security Center Privacy Policy Terms of Use Boating Resources Copyright © 2024 · All Rights Reserved · BoatersNet, LLC Sign up for an accountAlready have an account? Log in Login to continueDon't have an account yet? Sign Up Forgot your password?Log in | Sign Up - Sailboat Listings
- Catalina (41)
- Pearson (31)
- Hunter (27)
- Beneteau (21)
- O'Day (17)
- C&C (14)
- Custom (14)
- Morgan (13)
- Island Packet (11)
- Macgregor (11)
- Hobie Cat (9)
- Capital Yachts (8)
- Jeanneau (8)
- Pacific Seacraft (7)
- J Boats (7)
- American (7)
- Bavaria (6)
- Cheoy Lee (6)
- Bristol (6)
- Precision (5)
- Watkins (5)
- Cape Dory (5)
- Freedom (4)
- Islander (4)
- Hans Christian (4)
- Young Sun (3)
- Columbia (3)
- Performance Cruising (3)
- Formosa (3)
- Westerly (3)
- General Boats (3)
- Colin Archer (3)
- Ericson (3)
- West Wight Potter (3)
- Contest (3)
- Sparkman & Stephens (3)
- Coronado (3)
- Endeavour (3)
- Van de Stadt (2)
- Challenger (2)
- Bayfield (2)
- Passport (2)
- Canadian Sailcraft (2)
- Caliber (2)
- Vanguard (2)
- Hinterhoeller (2)
- Seidelmann (2)
- Gulfstar (2)
- Bruce Roberts (2)
- Leopard (2)
- Westsail (2)
- Southern Cross (1)
- Vagabond (1)
- Hallberg Rassy (1)
- Fountaine Pajot (1)
- Vancouver (1)
- Cascade (1)
- Wellington (1)
- Lord Nelson (1)
- Endurance (1)
- Ocean Cruising (1)
- Wharram (1)
- Nautor Swan (1)
- Palmer Johnson (1)
- Windrider (1)
- Admiral (1)
- Ontario (1)
- Peterson (1)
- Sailboat Trailer (1)
- Liberty (1)
- Nauticat (1)
- Durbeck (1)
- Dragonfly (1)
- Seafarer (1)
- Corsair (1)
- Soverel (1)
- Ta Shing (1)
- Intrepid (1)
- Baltic Yachts (1)
- Downeaster (1)
- Sea Eagle (1)
- Sovereign (1)
- Flying Scot (1)
- Camper Nicholsons (1)
- Force 5 (1)
- Farrier (1)
- Ron Holland Gibbs Marine (1)
- Wauquiez (1)
- Stevens (1)
- United States (423)
- Caribbean (21)
- Canada (19)
- Mexico (13)
- French Polynesia (4)
- Guatemala (3)
- Germany (1)
- Portugal (1)
- Netherlands (1)
- Belgium (1)
- Croatia (1)
- Colombia (1)
509 listings found - Featured First
- Price: Low to High
- Price: High to Low
- Year: Oldest to Newest
- Year: Newest to Oldest
- Length: Short to Long
- Length: Long to Short
- Date Added: Newest
- Date Added: Oldest
- Recently Sold
1987 Pacific Seacraft 34 | Meriwether Green Cove Springs, Florida, United States2024 Custom 14 | Carpe Diem Foley, Alabama, United States1984 Lancer 30 | Cygnet Port Angeles, Washington, United States1979 O'Day 30 | Liquidity Savannah, Georgia, United States2004 Beneteau 37 | Serendipitous Atlantic Highlands, New Jersey, United States1981 C&C 38 | Magic Marinette, Wisconsin, United States1982 Cheoy Lee 44 | Whiskey Rebellion Simpson Bay, Sint Maarten, Caribbean1994 Moody 44 | Nirvana II Rio Dulce, Guatemala, Guatemala1984 Freedom 32 | Liberty South Bristol, Maine, United StatesLooking to sell your sailboat. Post your sailboat for free and find a buyer. 2021 Catalina 16 | Catalina 16.5 Schroon Lake, New York, United States2011 Laser 14 Williamsburg, Virginia, United States2016 Melges 14 | Melges 14 Port Clinton, Ohio, United States1998 Hunter 31 | Sunkist Jacksonville, Florida, United States1985 Island Packet 27 | Serenity Rockland, Maine, United States1982 Morgan 32 | Ghost Oswego, New York, United States1982 Custom 44 | Booby Trap Fort Pierce, Florida, United States1988 Contest 38 | INUK spanish town, British Virgin Islands, Caribbean1976 Albin 25 | Turtle Leesburg, Florida, United States1986 Tartan 28 | Willow Brooklin, Maine, United States1986 S2 27 | The Roux Buchanan, Tennessee, United States1991 Mason 44 | Whitecap Fort Pierce, Florida, United States1990 Ovni 35 | Sailavie St. Petersburg, Florida, United States1995 Hunter 23.5 | SuzyQ Amherst, Ohio, United States1985 Hobie Cat 18 | HobieCat Dennis, Massachusetts, United States1984 Passport 40 | Manitou Tracys Landing, Maryland, United States1987 Cal 33 | R & R Detroit, Michigan, United States1984 O'Day 26 | sardine brooklyn, New York, United States1984 Watkins 25 | Watkins Barnegat Township, New Jersey, United States1983 Challenger 60 | Magic Carpet Norfolk, Virginia, United States1984 Van de Stadt 27 | Siren Song Hartwell, Georgia, United States1978 Morgan 45 | Miller Time Vero Beach, Florida, United States2002 Bavaria 44 | Gente di Mare Lindon Bay, Colón, Panama2013 Leopard 48 | Paradise St. Petersburg, Florida, United States1978 S2 30 | Trinity heart Boothbay Harbor, Maine, United States2010 Island Packet 26 | Robert J Worton, Maryland, United States1988 Hunter 23 | Smurfette Murrayville, Georgia, United States2017 American 14 | American 14.6 Seneca, South Carolina, United States1979 Capital Yachts 30 | Sorrento's Siren Long Beach, California, United States2006 Hanse 54 | Tikki Papeete, Tahiti, French Polynesia1987 Island Packet 38 | Lost Horizon Stockton Springs, Maine, United States1973 Macgregor 17 | Dawn Treader Madison, Wisconsin, United States1982 Tanzer 39 | L'Eau-Dace 4 fronteras, Guatemala, Guatemala1983 Passport 40 | Peppin Jacksonville, Florida, United States1974 C&C 34 | 8 Ball Oriental, North Carolina, United States1983 Catalina 30 | Advantage Treasure Island, Florida, United States1988 Farr 40 | Aura Fajardo, Puerto Rico, United States2020 Flying Scot 19 Dallas, Texas, United States1985 O'Day 22 White Bear Lake, Minnesota, United States2008 Tartan 41 | MAKASI Le Marin, Normandy, France2018 American 14 | Aqua Cat North Miami, Florida, United States |
COMMENTS
Nautical Donations Crowleys Yacht Yard 3434 E 95th St Chicago Il 60617. Illinois. $ 12,000. Details. Details. 30.
Preowned sailboats for sale by owner located in Illinois. Home. Register & Post. View All Sailboats. Search. ... Winthrop Harbor, Illinois Asking $12,000. 30' Catalina 30 TRBS Glasgow, Montana Asking $25,000. 20' Ranger 20 designed by Ray Richards Polson Flathead Lake, Montana Asking $4,000.
Find Sail boats for sale in Illinois. Offering the best selection of boats to choose from.
SailTrader is exclusively designed to makes it easy for dealers and to privately sell a sailboat. Browse local Illinois sailboat listings above or search sailboat listings nationwide. Browse new and used sailboats for sale in Illinois. SailTrader is popular place for both racing and cruising sailboats. Find listings, photos and more.
1996 Prout Catamaran. $189,265. WORLDWIDE YACHT SALES. <. 1. >. Find new and used sailboats for sale in Illinois, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader!
Sailboats for sale in Illinois. Search Sailboat Listings; Insurance; Sign In; Sign Up; Sell Your Sailboat Sign in Sign up. Sell Your Sailboat ... Sailboat Listings; United States; Illinois; Search Clear Search Manufacturer. Catalina (38) Pearson (28) Hunter (27) Beneteau (20) O'Day (16) Morgan (13) C&C (13)
Find the Sailboat of your dreams or list your current sailboat for sale for free with free sailboat classified ads. Sailboat Listings include racers, cruisers, sloops, catamarans, trimarans, daysailers, sailing dinghies, and overnighters in our photo ads of used sailboats for sale.
East Peoria, IL 61611 | Bass Pro Boating Center | East Peoria, IL. Request Info; Sponsored; 2024 Ranger RT188P. $42,400. $384/mo*
Motorized yachts are more common than sailboats in Illinois with 347 powerboats listed for sale right now, versus 38 listings for sailboats. Yacht prices in Illinois Prices for yachts in Illinois start at $7,406 for the lowest priced boats, up to $2,792,156 for the most expensive listings, with an average overall yacht value of $83,485.
Find Sail boats for sale in Chicago. Offering the best selection of boats to choose from. ... Listing Date: New to Old. sort-by. Listing Date: Old to New. sort-by. Year: Newest first. sort-by. ... Sailboat Sales Co | Chicago, Illinois. Request Info; Price Drop; 1995 Nelson Marek 46. US$89,000. ↓ Price Drop. World Yachts, Inc | Chicago, Illinois.
Dolton, Illinois. Year 1964. Make Pearson. Model Vanguard. Category Sailboats. Length 32'. Posted Over 1 Month. 1964 Pearson Vanguard Beautiful well maintained Sailboat ready for a new owner. This is a Classic, long overhangs, Solid Rig, Solid hull - Basically a very sturdy boat with an incredible hull. $10,000 in new decking installed 2011.
Let Sailboat Sales Co. assist you in finding a buyer for your boat. Call (773) 221-8880 to get started today. Other times by appointment. Call Bruce at 312-437-1369 to schedule. Welcome to Sailboat Sales Co. at Crowley's Yacht Yard, we are the oldest and largest yacht broker of used boats for sale in Chicago, serving Illinois, the great lakes ...
The Moorings 5000 fully deserves its honorary title of Charter Boat of the Year. Considered to be the best boat in the world for a sailing holiday by Cruising World magazine, this king-size catamaran has totally outstripped its rivals and showcases all the know-how that the Robertson & Caine shipyards have accumulated over the years.
View a wide selection of sail boats for sale in Illinois, explore detailed information & find your next boat on boats.com. #everythingboats. Explore. Back. Explore View All. Overnight Cruising; House Boats; Mega Yachts; Motor Yachts; Catamarans; View More ... Sail boats for sale in Illinois 75 Boats Available. Currency $ - USD - US Dollar
Jeanneau 55. 2024. Request Price. Innovative, bold, and original, this Jeanneau Yachts 55 is a direct and uncompromising response to meet the needs of sailors who love to travel and who appreciate beauty. This sailing yacht offers a world entirely constructed around its owners, headed for a unique cruising experience.
1983 27' Catalina 27 TR sailboat for sale in Chicago Illinois. Wun-Len has been well maintained and kept in good condition, with many upgrades.
Used sailboats for sale in Chicago, Illinois. Large selection, including Sabre Yachts, Hunter Marine, Beneteau, C&C, & Catalina. ... Listings Updated 09/13/24 ; 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.
Find new and used boats for sale in Illinois, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader! ... Manufacturer Listing; New Arrival; 2016 Regal 28 Express. $94,995. $722/mo* Bolingbrook, IL 60440 | Basa's Marine. Request Info; In-Stock; 2025 Lund 2075 Fisherman. $85,997.
1997 Rhodes 22 in Shattuc, IL. 15,500.00 USD. Used Sailboat for sale by owner. Location: Shattuc, IL. Remarks: Built in 1997, recycled in 2017 •Purchased in 2021 •Honda 9.9 hp outboard motor new in 2017 •Dock Lines and Fenders •4 year old custom single-axle trailer w/ pneumatic ... (read more)
Search (509) Sort by. Sailboat listings are a compilation of used sailboats for sale by owner, consisting of both large and small sailboats. All listings are vetted to ensure a fraudulent-free marketplace. We welcome all sailboat owners to sell their sailboat (s) within our marketplace, and you may do so freely.
Motorized yachts are more common than sailing boats in Chicago with 124 powerboats listed for sale right now, versus 21 listings for sailboats. Yacht prices in Chicago Prices for yachts in Chicago start at $5,550 for the lowest priced boats, up to $4,410,000 for the most expensive listings, with an average overall yacht value of $129,500.
Find sailboats for sale in Illinois, including pricing info, photos, and more. Find your boat on iNautia!