Sloop Sailboats for sale in Illinois

1-15 of 18

Sort By

1999 Beneteau Oceanis 381

1999 Beneteau Oceanis 381

$90,000

Waukegan, Illinois

Year 1999

Make Beneteau

Model Oceanis 381

Category Sloop Sailboats

Length 38'

Posted Over 1 Month

1999 Beneteau Oceanis 381 .

1988 Catalina 30 Tall Rig

1988 Catalina 30 Tall Rig

$33,500

Waukegan, Illinois

Year 1988

Make Catalina

Model 30 Tall Rig

Category Sloop Sailboats

Length 30'

Posted Over 1 Month

1988 Catalina 30 Tall Rig .

1993 Hunter 23.5

1993 Hunter 23.5

$9,000

Chicago, Illinois

Year 1993

Make Hunter

Model 23.5

Category Sloop Sailboats

Length 24'

Posted Over 1 Month

1993 Hunter 23.5 Hunter 23.5 Sloop - Great, Durable boat. Starting forward on deck; Anchor locker with anchor rhode, roller furling, mainsail w/cover, pop-up canvas dodger over cabin entrance, large cockpit (compared to any other manufactured boat of it's size) and a wheel helm (not tiller) with Auto Pilot and Magellan GPS Chart Plotter. Johnson 9.9 outboard with extended shaft has an electric start and fuel tank (built in to the vessel for extended range and less refueling.) Cabin has V-Berth bed, with head (port-a-potty) built in below it, privace curtain to saloon, port and starboard sette couches, removable cabin table, portable cooler space under port couch, fresh water sink, stereo with CD Player & Aux, two batteries with Switch and built in shore charger. Full bunk or plenty of storage below cockpit. Water balast with retractable centerboard allows for easy trailering. Gin pole system allows for 1 to 2 people to easily step mast. Lots of extra equipment including but not limited too; cockpit cushions, spinnaker, life jackets, throw ring, fenders, lines, etc.

2005 Hunter 27

2005 Hunter 27

$36,000

Waukegan, Illinois

Year 2005

Make Hunter

Model 27

Category Sloop Sailboats

Length 27'

Posted Over 1 Month

2005 Hunter 27 This sweet little Hunter looks and feels like a new boat - at the fraction of the price. What's not to love about this yacht? She sails like a dream, has a huge cockpit, and arrangements to comfortably sleep two couples (or a family) below. All her gear is in impeccable working condition - she needs absolutely nothing except for a de-winterization. You could be the first person on the water in the spring... She'll be great for entertaining, dockside and at anchor, with easy access to the swim platform, a large head, and efficient galley. Come time to get those sails out and the wing keel/tall rig combination should put a smile on everybody's face. Time to head home? Fire up the Yanmar diesel, you'll be there in no time. What else? Decks were painted at Larsen Marine this December (2016). She's shrink-wrapped, storage and launch are paid. A survey from last month is available to interested buyers (survey values the boat at $41,000.00) She's a great boat at a great price. Come inspect her and make an offer.   .

1981 Catalina 30 Tall Rig

1981 Catalina 30 Tall Rig

$14,000

Waukegan, Illinois

Year 1981

Make Catalina

Model 30 Tall Rig

Category Sloop Sailboats

Length 30'

Posted Over 1 Month

1981 Catalina 30 Tall Rig The Catalina 30 is one of the most popular 30 cruiser-racers ever built. With her tall rig, she will handle the full range of Midwest sailing conditions.  This is a proven design from a company known for a high level commitment to its customers.  She offers lots of opportunity for good family fun at a very affordable price.

1980 Soverel 30 MK II

1980 Soverel 30 MK II

$16,700

Waukegan, Illinois

Year 1980

Make Soverel

Model 30 MK II

Category Sloop Sailboats

Length 30'

Posted Over 1 Month

1980 Soverel 30 MK II .

2014 Blue Jacket 40

2014 Blue Jacket 40

$371,213

Waukegan, Illinois

Year 2014

Make Blue Jacket

Model 40

Category Sloop Sailboats

Length 40'

Posted Over 1 Month

2014 Blue Jacket 40 Lightly Used Demo Boat

1973 Britton Chance 42

1973 Britton Chance 42

$14,900

Waukegan, Illinois

Year 1973

Make Britton Chance

Model 42

Category Sloop Sailboats

Length 42'

Posted Over 1 Month

1973 Britton Chance 42 Price Reduced!    PHRF Rating

1984 O'Day 39

1984 O'Day 39

$42,000

Waukegan, Illinois

Year 1984

Make O'Day

Model 39

Category Sloop Sailboats

Length 39'

Posted Over 1 Month

1984 O'Day 39 .

2008 Jeanneau 45DS

2008 Jeanneau 45DS

$279,900

Waukegan, Illinois

Year 2008

Make Jeanneau

Model 45DS

Category Sloop Sailboats

Length 45'

Posted Over 1 Month

2008 Jeanneau 45DS One owner, lightly used boat.

2006 Tartan 4400

2006 Tartan 4400

$384,900

Waukegan, Illinois

Year 2006

Make Tartan

Model 4400

Category Sloop Sailboats

Length 44'

Posted Over 1 Month

2006 Tartan 4400 .

1973 C & C 27 Mk II

1973 C & C 27 Mk II

$6,500

Waukegan, Illinois

Year 1973

Make C & C

Model 27 Mk II

Category Sloop Sailboats

Length 27'

Posted Over 1 Month

1973 C & C 27 Mk II .

1978 Columbia 10.7

1978 Columbia 10.7

$19,900

Waukegan, Illinois

Year 1978

Make Columbia

Model 10.7

Category Sloop Sailboats

Length 35'

Posted Over 1 Month

1978 Columbia 10.7 Manufactured by Whittaker Corp., this is a classic Alan Payne design and one of the Columbia "wide-body super cruisers".  It debuted around 1976.  It was first built by Whittaker at the Chesapeake plant only. Purchased in 2004, this is only the second owner.  Always sailed on Lake Michigan.  It has beautiful teak interiors in very good shape, was re-upholstered, and had a new transmission put in in 2010. Sailed actively around Lake Michigan while family had younger children.

1984 Sabre 34

1984 Sabre 34

$43,500

Waukegan, Illinois

Year 1984

Make Sabre

Model 34

Category Sloop Sailboats

Length 34'

Posted Over 1 Month

1984 Sabre 34 Every detail of the Sabre 34 displays the dedication and pride of the Maine craftsmen who build her. She combines outstanding performance with elegant cruising accommodations.  Years of innovative Sabre research and development have led to a high level of refinement.  The precisely handcrafted teak interior has spacious storage facilities and cruising accommodations.  Each yacht undergoes a thorough quality control procedure to preserve Sabre's legendary reputation for excellence.

2014 Jeanneau Sun Odyssey 409

2014 Jeanneau Sun Odyssey 409

$279,178

Waukegan, Illinois

Year 2014

Make Jeanneau

Model Sun Odyssey 409

Category Sloop Sailboats

Length 40'

Posted Over 1 Month

2014 Jeanneau Sun Odyssey 409 Call for details.