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Sailboats for Sale in Illinois - Discover the Sailboat of Your Dreams, or sell your current Illinois Sailboat to get ready for a new adventure today.
Your search returned 272 matches of 109924 sailboats posted to date

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4

Morgan 30/2
Length: 30'     Beam:  11'     Draft:  5.5'
Year: 1974
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Lake Carlyle Keyesport, Illinois
Asking: $5,000
Sailboat Added 15-Mar-2016  More Details

Transfusion Boat Works Transfusion 15.5
Transfusion Boat Works Transfusion 15.5
Length: 16'     Draft:  5'
Year: 1997
Type: daysailer
Hull: fiberglass  monohull
Location: Decatur, Illinois
Asking: $2,000
Sailboat Added 28-Feb-2016  More Details

Oday 20
1975  Illinois 20 Oday 20
Length: 20'     Beam:  7'     Draft:  1.16'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Asking: $3,000
Sailboat Added 02-Sep-2015  More Details



Hunter 25
Hunter 25
Length: 25'     Beam:  8'     Draft:  3'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $8,000
Sailboat Added 09-Aug-2015  More Details

Catalina 30 Tall Rig
Length: 30'     Beam:  10'     Draft:  5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: East Chicago, Illinois
Asking: $19,000
Sailboat Added 05-Aug-2015  More Details

S2 8.0
S2 8.0
Length: 26'     Beam:  8'     Draft:  4'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $5,900
Sailboat Added 31-May-2015  More Details

O'Day Sailboat
1977 East Chicago Illinois 27 O'Day Sailboat
Length: 27'     Beam:  8'     Draft:  5'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: East Chicago, Illinois
Asking: $7,500
Sailboat Added 23-Apr-2015  More Details

C&C C&C 39
1973 CHICAGO Illinois 39 C&C C&C 39
Length: 39'     Beam:  11'6'     Draft:  6'3'
Year: 1973
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: CHICAGO, Illinois
Asking: $29,800
Sailboat Added 30-Mar-2015  More Details

Beneteau Oceanis 36.5 CC
1998 Carlyle Lake Illinois 36.4 Beneteau Oceanis 36.5 CC
Length: 36.4'     Beam:  12.5'     Draft:  5'2'
Year: 1998
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle Lake, Illinois
Asking: $77,000
Sailboat Added 28-Feb-2015  More Details



CATALINA C-22
CATALINA C-22
Length: 22'     Beam:  8'     Draft:  5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: CARLYLE, Illinois
Asking: $5,400
Sailboat Added 05-Jan-2015  More Details

Hunter 30 Foot Tall Rig
1989 Chicago Illinois 30 Hunter 30 Foot Tall Rig
Length: 30'     Beam:  11'     Draft:  4-3'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $30,000
Sailboat Added 02-Nov-2014  More Details

catalina catalina 34
1988 Carlyle Lake Illinois 34 catalina catalina 34
Length: 34'     Beam:  11'     Draft:  6'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle Lake, Illinois
Asking: $35,000
Sailboat Added 02-Nov-2014  More Details

CATALINA C-22
CATALINA C-22
Length: 22'     Beam:  8'     Draft:  5'-0'
Year: 1983
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: CARLYLE, Illinois
Asking: $5,400
Sailboat Added 20-Oct-2014  More Details

O'Day 28ft
79 Northwest Indiana Illinois 28 O'Day 28ft
Length: 28'     Beam:  9'     Draft:  4'
Year: 79
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Northwest Indiana, Illinois
Asking: $7,500
Sailboat Added 02-Oct-2014  More Details

cal boats cal25 MKII
1978 Chicago Illinois 25 cal boats cal25 MKII
Length: 25'     Beam:  9'     Draft:  4'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $3,900
Sailboat Added 01-Oct-2014  More Details

Chrysler 22
1976 Chicago Illinois 22 Chrysler 22
Length: 22'     Beam:  7.75'     Draft:  4'
Year: 1976
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $3,300
Sailboat Added 09-Aug-2014  More Details

CONTEST CONTEST 31
Length: 31'     Beam:  9'     Draft:  4.9'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 2 other inboard
Location: Chicago In the harbor ready for adventure, Illinois
Asking: $7,900
Sailboat Added 06-Jul-2014  More Details

Morgan 30/2
Morgan 30/2
Length: 30'     Beam:  12'     Draft:  6'
Year: 1974
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Lake Carlyle, Illinois
Asking: $15,000
Sailboat Added 17-Jun-2014  More Details

Chrysler 22
1977 Crowleys Yacht Yard Illinois 22 Chrysler 22
Length: 22'     Beam:  7'9'     Draft:  1'11'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Location: Crowleys Yacht Yard, Illinois
Asking: $2,500
Sailboat Added 12-May-2014  More Details



Irwin Citation
Irwin Citation
Length: 31'     Beam:  11'     Draft:  4'
Year: 1982
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $11,500
Sailboat Added 05-May-2014  More Details

Ericson 29
1971 Burnham Illinois 29 Ericson 29
Length: 29'     Beam:  9.25'     Draft:  4.33'
Year: 1971
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Burnham, Illinois
Asking: $9,000
Sailboat Added 13-Apr-2014  More Details

Catalina 25' Tall Mast
1985 Rentner Marina South Chicago Illinois 25 Catalina 25' Tall Mast
Length: 25'     Draft:  5'
Year: 1985
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Rentner Marina South Chicago, Illinois
Asking: $7,900
Sailboat Added 15-Mar-2014  More Details

Westerly Tiger
1970 Grays lake Illinois 25 Westerly Tiger
Length: 25'     Beam:  8'     Draft:  4.35'
Year: 1970
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Grays lake, Illinois
Asking: $5,995
Sailboat Added 12-Mar-2014  More Details

IRWIN CITATION 35/SL
1988 Chicago Illinois 35'5 IRWIN CITATION 35/SL
Length: 35'5'     Beam:  11'5'     Draft:  4'8'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $34,900
Sailboat Added 12-Feb-2014  More Details

E G van de Stadt DB-2
1985 Platine Illinois 34 E G van de Stadt DB-2
Length: 34'     Beam:  11.17'     Draft:  6.00'
Year: 1985
Type: racer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Platine, Illinois
Asking: $12,000
Sailboat Added 11-Feb-2014  More Details

Flying Tiger 10
2007 Montrose Harbor Chicago Illinois 33  Flying Tiger 10
Length: 33'     Beam:  9'     Draft:  7.9'
Year: 2007
Type: daysailer
Hull: fiberglass  monohull
Location: Montrose Harbor Chicago, Illinois
Asking: $49,500
Sailboat Added 21-Oct-2013  More Details

C&C 35-3
1985 Chicago Illinois 34' 8 C&C 35-3
Length: 34' 8'     Beam:  11' 3'     Draft:  6' 5'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $49,900
Sailboat Added 11-Sep-2013  More Details

Owner-built Clark Craft 'Sprinter 14'
  Illinois 14 Owner-built Clark Craft 'Sprinter 14'
Length: 14'
Type: daysailer
Hull: wood  monohull
Asking: $5,000
Sailboat Added 03-Sep-2013  More Details

Hunter Hunter 25
1982 Zion Illinois 25 Hunter Hunter 25
Length: 25'
Year: 1982
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Zion, Illinois
Asking: $2,900
Sailboat Added 20-Aug-2013  More Details

Topper Topaz Uno Plus
2012 Arlington Heights Illinois 12.8 Topper Topaz Uno Plus
Length: 12.8'     Beam:  4.75'
Year: 2012
Type: dinghy
Hull: composite  monohull
Location: Arlington Heights, Illinois
Asking: $2,750
Sailboat Added 12-Aug-2013  More Details

j boats j24
j boats j24
Length: 24'     Beam:  8.9'     Draft:  4'
Year: 83
Hull: fiberglass  monohull
Location: Wilmette, Illinois
Asking: $4,700
Sailboat Added 01-Aug-2013  More Details



Clark San Juan
1978 Roselle Illinois 21 Clark San Juan
Length: 21'     Beam:  7'0'     Draft:  4'0'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Roselle, Illinois
Asking: $2,699
Sailboat Added 30-Jul-2013  More Details

Custom cold molded mahogany Jet 14
 Naperville Illinois 14 Custom cold molded mahogany Jet 14
Length: 14'     Beam:  5'
Type: daysailer
Hull: wood  monohull
Location: Naperville, Illinois
Asking: $700
Sailboat Added 29-Jul-2013  More Details

Clark San Juan
Length: 20'6"'     Beam:  7'0"'     Draft:  4'0"'
Year: 1978
Type: racercruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Roselle, Illinois
Asking: $3,000
Sailboat Added 16-Jul-2013  More Details

Spindrift Spindrift 22
Spindrift Spindrift 22
Length: 22'     Beam:  8'     Draft:  3'
Year: 1985
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago nw sub, Illinois
Asking: $4,000
Sailboat Added 12-May-2013  More Details

Rebel Daysailer
Length: 17'
Year: 66
Type: daysailer
Hull: fiberglass  monohull
Asking: $1,200
Sailboat Added 08-May-2013  More Details

Catalina 25
1979 Chicago Yacht Yard Illinois 27 Catalina 25
Length: 27'     Beam:  8'     Draft:  5'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago Yacht Yard, Illinois
Asking: $9,000
Sailboat Added 17-Jan-2013  More Details

Cape Dory 30B
1985 chicago Illinois 30 Cape Dory 30B
Length: 30'     Beam:  8.99'     Draft:  4.3'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: chicago, Illinois
Asking: $34,999
Sailboat Added 11-Jan-2013  More Details

C Raymond Hunt O Day Sailboat
Length: 37'     Beam:  11'2'     Draft:  5'0'
Year: 1981
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Wilmette Illinois, Illinois
Asking: $17,000
Sailboat Added 25-Dec-2012  More Details

Catalina 22
1978 Crowleys Yacht yard Chicago Illinois 22 Catalina 22
Length: 22'     Beam:  8'     Draft:  3'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Crowleys Yacht yard Chicago, Illinois
Asking: $3,999
Sailboat Added 18-Dec-2012  More Details

CC Sloop
CC Sloop
Length: 37'     Beam:  11.2'     Draft:  5'0'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Wilmette Illinois Summers Waukegan Winters, Illinois
Asking: $33,000
Sailboat Added 05-Dec-2012  More Details

Catalina Catalina 22
1978 Montrose Harbor Illinois 22 Catalina Catalina 22
Length: 22'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Montrose Harbor, Illinois
Asking: $3,000
Sailboat Added 02-Nov-2012  More Details

Macgregor Sloop
1983 Springfield Illinois 22 Macgregor Sloop
Length: 22'     Beam:  7'4"'     Draft:  15''
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Springfield, Illinois
Asking: $2,700
Sailboat Added 07-Sep-2012  More Details

ALBERG ALBERG 30
1965 CHICAGO IL  MONTROSE HARBOR Illinois 30 ALBERG ALBERG 30
Length: 30'     Beam:  8'     Draft:  4.5'
Year: 1965
Type: racercruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: CHICAGO IL MONTROSE HARBOR, Illinois
Asking: $7,900
Sailboat Added 15-Aug-2012  More Details

WHITBEY ONTARIO ALBERG 30
1964 MONTROSE HARBOR  CHICAGO  IL Illinois 30 WHITBEY  ONTARIO ALBERG 30
Length: 30'     Beam:  8.5'
Year: 1964
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: MONTROSE HARBOR CHICAGO IL, Illinois
Asking: $9,900
Sailboat Added 27-Jul-2012  More Details

S2 6.8
1976 Spring Valley Illinois 22 S2 6.8
Length: 22'     Beam:  8'     Draft:  2'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Spring Valley, Illinois
Asking: $3,395
Sailboat Added 10-Jul-2012  More Details

Mcgregor Venture
1972 Waukegan Illinois 24 Mcgregor Venture
Length: 24'     Beam:  8'     Draft:  4.5'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Waukegan, Illinois
Asking: $2,000
Sailboat Added 16-Jun-2012  More Details

Clark San Juan 21
1979 Clinton Lake Marina Dewitt Illinois 21 Clark San Juan 21
Length: 21'     Draft:  4'
Year: 1979
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Clinton Lake Marina Dewitt, Illinois
Asking: $3,500
Sailboat Added 07-Jun-2012  More Details

Catalina Capri
1990 Carlyle Illinois 16 Catalina Capri
Length: 16'     Beam:  6'11'     Draft:  2'5'
Year: 1990
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Carlyle, Illinois
Asking: $3,500
Sailboat Added 28-May-2012  More Details

Freedom 29'
Freedom 29'
Length: 29'     Beam:  10.1'     Draft:  5.8'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $15,000
Sailboat Added 14-May-2012  More Details

Sabre 30
Length: 30'     Beam:  10'     Draft:  5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $29,500
Sailboat Added 25-Apr-2012  More Details

Mac Gregor Mac gregor swing Keel
Mac Gregor Mac gregor swing Keel
Length: 25'
Year: 1982
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Glenview, Illinois
Asking: $2,700
Sailboat Added 31-Mar-2012  More Details

Coronado Coronado 27
1974 North Point Marina Illinois 27 Coronado Coronado 27
Length: 27'     Beam:  8.5'     Draft:  6.5'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: North Point Marina, Illinois
Asking: $7,250
Sailboat Added 31-Mar-2012  More Details

Hunter H34 DK
1986 Chicago Illinois 34.5 Hunter H34 DK
Length: 34.5'     Beam:  12'     Draft:  5.5'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $31,900
Sailboat Added 28-Jan-2012  More Details

Chris Craft Capitan
1966 Addison Illinois 26 Chris Craft Capitan
Length: 26'     Beam:  8'2'     Draft:  4'
Year: 1966
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Addison, Illinois
Asking: $3,800
Sailboat Added 26-Oct-2011  More Details

Pearson P26
1975 Chicago Illinois 26.1 Pearson P26
Length: 26.1'     Beam:  8.7'     Draft:  4.0'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $5,000
Sailboat Added 25-Sep-2011  More Details

Flying Tiger Yachts FT10
Flying Tiger Yachts FT10
Length: 33'     Beam:  8''     Draft:  7.5'
Year: 2006
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Belmont Harbor Chicago, Illinois
Asking: $49,500
Sailboat Added 13-Aug-2011  More Details

Menger Menger cat 19
2001 Barrington Illinois 19 Menger Menger cat 19
Length: 19'
Year: 2001
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Barrington, Illinois
Asking: $26,000
Sailboat Added 14-Jul-2011  More Details

Jensen Cal 25
1969 Chicago Belmont Harbor Illinois 25' Jensen Cal 25
Length: 25''     Beam:  8''     Draft:  4'6'
Year: 1969
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago Belmont Harbor, Illinois
Asking: $4,500
Sailboat Added 27-Jun-2011  More Details

coastal recreation Aquarius
1981 montrose harbor chicago Illinois 23 coastal recreation Aquarius
Length: 23'     Beam:  8'     Draft:  13'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 0 gas outboard
Location: montrose harbor chicago, Illinois
Asking: $4,200
Sailboat Added 20-Jun-2011  More Details

js js9000
2003 Chicago Illinois 30 js js9000
Length: 30'     Beam:  6'     Draft:  7'
Year: 2003
Type: daysailer
Hull: fiberglass  monohull
Location: Chicago, Illinois
Asking: $30,000
Sailboat Added 12-May-2011  More Details

S2 8.0 B
1979 Waukegan Illinois 26 S2 8.0 B
Length: 26'     Beam:  8'     Draft:  4'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Waukegan, Illinois
Asking: $5,500
Sailboat Added 13-Apr-2011  More Details

ericson MK II Auxiliary Sloop
1987 Sunset Bay Marina Illinois 32 ericson MK II Auxiliary Sloop
Length: 32'     Beam:  10.8''     Draft:  6'2'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sunset Bay Marina, Illinois
Asking: $49,500
Sailboat Added 18-Nov-2010  More Details

S2 80 B
S2 80 B
Length: 26'     Beam:  8'     Draft:  4'
Year: 1979
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Waukegan Illinois, Illinois
Asking: $9,500
Sailboat Added 20-Oct-2010  More Details

Laguna Boat
1985 Wauconda Illinois 26 Laguna Boat
Length: 26'     Beam:  8'     Draft:  3'
Year: 1985
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Wauconda, Illinois
Asking: $13,000
Sailboat Added 30-Aug-2010  More Details


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