Your search returned 249 matches.

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Catalina 30 ft Tall Rig
Catalina 30 ft Tall Rig
Length: 30'     Beam:  10' 8'     Draft:  5.2'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $18,000
Sailboat Added 25-Sep-2017  More Details

Catalina
1987 carlyle Illinois 27 Catalina
Length: 27'     Beam:  8'10'     Draft:  3'5'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: carlyle, Illinois
Asking: $14,500
Sailboat Added 18-Sep-2017  More Details

Hunter 34
1983 Crowleys Yacht Yard Chicago Illinois 34 Hunter 34
Length: 34'     Beam:  11.58'     Draft:  5.5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Crowleys Yacht Yard Chicago, Illinois
Asking: $12,500
Sailboat Added 14-Sep-2017  More Details

Featured Sailboat:  Kirie Elite 346
1986 Chicago Illinois 35 Kirie Elite 346
Length: 35'     Beam:  11'10'     Draft:  5'9'
Year: 1986
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $49,900
Featured Sailboat Added 13-Sep-2017  More Details



Hunter 23.5
1994 Carlyle Sailing Association Carlyle IL Illinois 23.5 Hunter 23.5
Length: 23.5'     Beam:  8'     Draft:  1.5'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Carlyle Sailing Association Carlyle IL, Illinois
Asking: $6,000
Sailboat Added 11-Sep-2017  More Details

Pearson Coaster
1967 Riverdale Illinois 30 Pearson Coaster
Length: 30'     Beam:  9'4'     Draft:  4'7'
Year: 1967
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Riverdale, Illinois
Asking: $5,000
Sailboat Added 10-Sep-2017  More Details

Catalina
1988 carlyle Illinois 30 Catalina
Length: 30'     Beam:  10'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: carlyle, Illinois
Asking: $17,000
Sailboat Added 10-Sep-2017  More Details

Hunter 33
2011 Chicago Illinois 33 Hunter 33
Length: 33'     Beam:  11' 6'     Draft:  5' 6'
Year: 2011
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $105,000
Sailboat Added 05-Sep-2017  More Details

O'Day
1979 carlyle Illinois 28 O'Day
Length: 28'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Location: carlyle, Illinois
Asking: $7,900
Sailboat Added 03-Sep-2017  More Details

Grumman Dinghy
Grumman Dinghy
Length: 8.5'     Beam:  4'
Type: dinghy
Hull: aluminum  monohull
Location: Naperville, Illinois
Asking: $3,500
Sailboat Added 03-Sep-2017  More Details

page
1969 carlyle Illinois 24 page
Length: 24'
Year: 1969
Type: other
Hull: fiberglass  monohull
Engine: 0 other outboard
Location: carlyle, Illinois
Asking: $500
Sailboat Added 02-Sep-2017  More Details

Featured Sailboat:  Chrysler C26
1976 Waukegan Illinois 26 Chrysler C26
Length: 26'     Draft:  3'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Waukegan, Illinois
Asking: $3,500
Featured Sailboat Added 31-Aug-2017  More Details

Montgomery 15
Montgomery 15
Length: 15'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: other outboard
Location: Palatine, Illinois
Asking: $7,900
Sailboat Added 30-Aug-2017  More Details

RS SAILING QUBA PRO
RS SAILING QUBA PRO
Length: 11.5'     Beam:  4.5'
Year: 2012
Type: dinghy
Hull: composite  monohull
Location: Chicago, Illinois
Asking: $3,900
Sailboat Added 20-Aug-2017  More Details

Pearson Triton
Pearson Triton
Length: 28'6'     Beam:  8'8'     Draft:  4'8'
Year: 1962
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $20,000
Sailboat Added 18-Aug-2017  More Details

Featured Sailboat:  Catalina 27
1973 Montrose Harbor Chicago Illinois 26.83 Catalina 27
Length: 26.83'     Beam:  8.83'     Draft:  4'
Year: 1973
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Montrose Harbor Chicago, Illinois
Asking: $4,500
Featured Sailboat Added 19-Aug-2017  More Details

Johannsen Boat Works Raider 16 Sport
2006 Elk Grove Vlg Illinois 16 Johannsen Boat Works Raider 16 Sport
Length: 16'     Beam:  7'
Year: 2006
Type: daysailer
Hull: fiberglass  monohull
Location: Elk Grove Vlg, Illinois
Asking: $5,000
Sailboat Added 16-Aug-2017  More Details

Featured Sailboat:  Catalina 22
1987 Chicago Illinois 22 Catalina 22
Length: 22'     Beam:  7' 8'     Draft:  5'
Year: 1987
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $5,500
Featured Sailboat Added 15-Aug-2017  More Details

Catalina Capri 26
1992 Peoria Illinois 26 Catalina Capri 26
Length: 26'     Beam:  9'10"'     Draft:  3'5"'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Peoria, Illinois
Asking: $12,000
Sailboat Added 14-Aug-2017  More Details

Cape Dory 25
Cape Dory 25
Length: '     Beam:  7'5'     Draft:  3'5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $10,000
Sailboat Added 11-Aug-2017  More Details

Catalina 25
1982 Carlyle Illinois 25 Catalina 25
Length: 25'     Beam:  8''     Draft:  4''
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 other outboard
Location: Carlyle, Illinois
Asking: $4,500
Sailboat Added 10-Aug-2017  More Details

O'Day 31
1985 Carlyle Illinois 31 O'Day 31
Length: 31'     Beam:  10'9'     Draft:  5'3'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle, Illinois
Asking: $19,900
Sailboat Added 09-Aug-2017  More Details

Caliber 33
Caliber 33
Length: 33'     Beam:  11.33'     Draft:  4.5'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Chicago, Illinois
Asking: $36,275
Sailboat Added 03-Aug-2017  More Details

Catalina Catalina 27
1988 WIlmette Illinois 27 Catalina Catalina 27
Length: 27'     Beam:  8.83'     Draft:  4'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: WIlmette, Illinois
Asking: $13,500
Sailboat Added 01-Aug-2017  More Details

Swan 39
1987 Waukegan Illinois 39 Swan 39
Length: 39'     Beam:  12"6''     Draft:  7"8''
Year: 1987
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $55,000
Sailboat Added 21-Jul-2017  More Details

Hunter
1997 Carlyle Illinois 31 Hunter
Length: 31'
Year: 1997
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle, Illinois
Asking: $27,500
Sailboat Added 19-Jul-2017  More Details

Hunter
2005 Carlyle Illinois 36 Hunter
Length: 36'
Year: 2005
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle, Illinois
Asking: $92,500
Sailboat Added 19-Jul-2017  More Details

Catalina 27
1986 Chicago Illinois 27 Catalina 27
Length: 27'     Beam:  8' 10'     Draft:  4''
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $12,500
Sailboat Added 18-Jul-2017  More Details

Hunter 36
Hunter 36
Length: 30''     Beam:  12''     Draft:  4'11'
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: carlyle, Illinois
Asking: $92,000
Sailboat Added 18-Jul-2017  More Details



Tartan 34c
1975 Chicago Illinois 34.5 Tartan 34c
Length: 34.5'     Beam:  11'     Draft:  6'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chicago, Illinois
Asking: $30,000
Sailboat Added 17-Jul-2017  More Details

Hunter 310
1997 Carlyle Illinois 30 Hunter 310
Length: 30'     Beam:  10'6'     Draft:  5'6'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle, Illinois
Asking: $27,500
Sailboat Added 13-Jul-2017  More Details

Sailstar Tallstar 14
Sailstar Tallstar 14
Length: 14'     Beam:  5.8'     Draft:  3.75'
Year: 1965
Type: daysailer
Hull: fiberglass  monohull
Location: Roscoe, Illinois
Asking: $750
Sailboat Added 08-Jul-2017  More Details

Columbia 23T
Length: 23'     Draft:  1'10'
Year: 1974
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Lawrenceville, Illinois
Asking: $3,800
Sailboat Added 06-Jul-2017  More Details

Holm Lightening
Holm Lightening
Length: 19'     Beam:  6'6'
Year: 1973
Type: daysailer
Hull: fiberglass  monohull
Location: Glenview, Illinois
Asking: $500
Sailboat Added 03-Jul-2017  More Details

Laser
1979 Chicago Illinois 14  Laser
Length: 14'
Year: 1979
Type: dinghy
Hull: fiberglass  monohull
Location: Chicago, Illinois
Asking: $1,800
Sailboat Added 30-Jun-2017  More Details

O'Day 28
O'Day 28
Length: 28'     Draft:  4''
Year: 1979
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Carlyle, Illinois
Asking: $7,900
Sailboat Added 29-Jun-2017  More Details

ODay Day Sailor II
1985 Byron Illinois 16.75 ODay Day Sailor II
Length: 16.75'     Beam:  6.25'     Draft:  3.25'
Year: 1985
Type: daysailer
Hull: fiberglass  monohull
Location: Byron, Illinois
Asking: $2,650
Sailboat Added 17-Jun-2017  More Details

Cape Dory 36
1983 Waukegan Illinois 36 Cape Dory 36
Length: 36'     Beam:  108'     Draft:  5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $59,900
Sailboat Added 17-Jun-2017  More Details

Catalina Tall Rig
85 Burnham Harbor  Chicago Illinois 27 Catalina Tall Rig
Length: 27'     Draft:  4'
Year: 85
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Burnham Harbor Chicago, Illinois
Asking: $13,750
Sailboat Added 17-Jun-2017  More Details

Montgomery M15
1994 Palatine Illinois 15 Montgomery M15
Length: 15'
Year: 1994
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 other outboard
Location: Palatine, Illinois
Asking: $9,500
Sailboat Added 14-Jun-2017  More Details

Catalina MK 1.5
Catalina MK 1.5
Length: 34'     Beam:  11'     Draft:  6'
Year: 1992
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $55,000
Sailboat Added 13-Jun-2017  More Details

O'Day 28
1980 31st St Harbor Illinois 28.25 O'Day 28
Length: 28.25'     Beam:  10.25'     Draft:  4.5'
Year: 1980
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: 31st St Harbor, Illinois
Asking: $9,900
Sailboat Added 30-May-2017  More Details

Catalina 36
1991 Chicago Illinois 36 Catalina 36
Length: 36'     Beam:  12'     Draft:  4.6'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $47,500
Sailboat Added 25-May-2017  More Details

Hobie Cat Hobie 16
Hobie Cat Hobie 16
Length: 16'     Beam:  8'     Draft:  1'
Year: 2008
Type: daysailer
Hull: fiberglass  catamaran
Location: WILMETTE, Illinois
Asking: $4,995
Sailboat Added 21-May-2017  More Details

Catalina C36
1984 Waukegan Illinois 36'4 Catalina C36
Length: 36'4'     Beam:  11'11'     Draft:  5'10'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $41,000
Sailboat Added 20-May-2017  More Details

Catalina 250
2002 Springfield Illinois 25 Catalina 250
Length: 25'     Beam:  8.6'     Draft:  3.5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Springfield, Illinois
Asking: $18,000
Sailboat Added 18-May-2017  More Details

Rebel Rebel 16'
1968 Winthrop Harbor Illinois 16.10 Rebel Rebel 16'
Length: 16.10'     Beam:  6.62'     Draft:  3.5'
Year: 1968
Type: daysailer
Hull: fiberglass  monohull
Location: Winthrop Harbor, Illinois
Asking: $1,200
Sailboat Added 17-May-2017  More Details

C&C 36
1979 Chicago Illinois 36 C&C 36
Length: 36'     Beam:  11'6'     Draft:  5'11'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $21,000
Sailboat Added 16-May-2017  More Details

AMF Sunfish
 Chicago Illinois 14 AMF Sunfish
Length: 14'
Hull: fiberglass  
Location: Chicago, Illinois
Asking: $975
Sailboat Added 12-May-2017  More Details

Laser
2002 Winnetka north of Chicago IL Illinois 14  Laser
Length: 14'
Year: 2002
Type: racer
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Winnetka north of Chicago IL, Illinois
Asking: $2,500
Sailboat Added 12-May-2017  More Details

1983 Cal 27' Cal
1983 Cal 27' Cal
Length: 27'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle, Illinois
Asking: $7,500
Sailboat Added 01-May-2017  More Details

Tartan 34c
1974 Peoria Illinois 34 Tartan 34c
Length: 34'     Draft:  3'9'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Peoria, Illinois
Asking: $15,000
Sailboat Added 30-Apr-2017  More Details

Hutchins Compac 16/3
1990 Penfield Illinois 16'11 Hutchins Compac 16/3
Length: 16'11'     Beam:  6''
Year: 1990
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Penfield, Illinois
Asking: $4,500
Sailboat Added 27-Apr-2017  More Details

J Boats J/35
1984 Chicago Illinois 35 J Boats J/35
Length: 35'     Beam:  11'9'     Draft:  6'8'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $18,000
Sailboat Added 24-Apr-2017  More Details

Custom built Bruce Roberts 31 ft steel cutter
1997 Chicago Illinois 34 Custom built Bruce Roberts 31 ft steel cutter
Length: 34'     Beam:  10'2'     Draft:  5'6'
Year: 1997
Type: cruiser
Hull: steel  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $30,000
Sailboat Added 22-Apr-2017  More Details

Hunter
Hunter
Length: 23'     Beam:  8'     Draft:  2'3'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Asking: $5,600
Sailboat Added 20-Apr-2017  More Details

cape dory 25
1980 chicago Illinois 25 cape dory 25
Length: 25'     Beam:  7'     Draft:  3.5'
Year: 1980
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: chicago, Illinois
Asking: $10,000
Sailboat Added 09-Apr-2017  More Details

Pearson 323
1982 Chicago - 31st Harbor Illinois 32 Pearson 323
Length: 32'     Beam:  11'     Draft:  5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago - 31st Harbor, Illinois
Asking: $19,000
Sailboat Added 06-Apr-2017  More Details

Melges C Scow
Melges C Scow
Length: 20'     Beam:  7'     Draft:  3.3'
Year: 1991
Type: other
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Northern Illinois, Illinois
Asking: $2,900
Sailboat Added 02-Apr-2017  More Details

C&C 35 Mark III
1984 Waukegan Illinois 35 C&C 35 Mark III
Length: 35'     Beam:  11'2''     Draft:  6'6'''
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $36,500
Sailboat Added 25-Mar-2017  More Details

Hobie 17
1986 Springfield Illinois 17 Hobie 17
Length: 17'     Beam:  6'
Year: 1986
Type: cruiser
Hull: fiberglass  catamaran
Engine: gas inboard
Location: Springfield, Illinois
Asking: $1,200
Sailboat Added 22-Mar-2017  More Details

O'Day 27
1977 Chicago Illinois 27 O'Day 27
Length: 27'     Beam:  9'     Draft:  5'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chicago, Illinois
Asking: $4,400
Sailboat Added 20-Mar-2017  More Details

Cal Mark III
Cal Mark III
Length: 27'     Beam:  9'     Draft:  5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Carlyle, Illinois
Asking: $7,500
Sailboat Added 13-Mar-2017  More Details

Pearson Alberg
Pearson Alberg
Length: 35'     Beam:  9.67'     Draft:  5.16'
Year: 1961
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Sunset Bay Marina, Illinois
Asking: $14,000
Sailboat Added 10-Mar-2017  More Details

westerly marine CAPO 26
1984 chicago Illinois 26 westerly marine CAPO 26
Length: 26'     Beam:  9.25'     Draft:  4.8'
Year: 1984
Type: racer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: chicago, Illinois
Asking: $15,500
Sailboat Added 27-Feb-2017  More Details

Open Sailing Pogo 2
2011 Chicago Illinois 21.33 Open Sailing Pogo 2
Length: 21.33'     Beam:  9.84'
Year: 2011
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $47,000
Sailboat Added 13-Feb-2017  More Details

J Boats J 105
J Boats J 105
Length: 34'     Beam:  11'     Draft:  5'
Year: 2001
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chicago, Illinois
Asking: $69,750
Sailboat Added 07-Feb-2017  More Details

C & C 36
1979 Winthrop Harbor Illinois 36 C & C 36
Length: 36'     Beam:  11'     Draft:  5.92'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Winthrop Harbor, Illinois
Asking: $21,500
Sailboat Added 22-Jan-2017  More Details

Hake Seaward Fox
Hake Seaward Fox
Length: 20'     Beam:  8'     Draft:  2'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 other outboard
Location: Evanston, Illinois
Asking: $5,000
Sailboat Added 21-Jan-2017  More Details

Hunter Sloop
1989 Crowleys Yacht Yard Chicago Illinois 23 Hunter Sloop
Length: 23'     Beam:  8'     Draft:  2'3'
Year: 1989
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Crowleys Yacht Yard Chicago, Illinois
Asking: $3,500
Sailboat Added 19-Jan-2017  More Details

Irwin 23
1973 Nautical Donations Chicago Illinois 23 Irwin 23
Length: 23'     Beam:  8'     Draft:  2.4-5'
Year: 1973
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Nautical Donations Chicago, Illinois
Asking: $5,000
Sailboat Added 12-Jan-2017  More Details

Paceship East Wind 25
Length: 24.58'     Beam:  7.08'     Draft:  3.58'
Year: 1971
Type: daysailer
Hull:  
Engine: gas inboard
Location: Mundelein, Illinois
Asking: $250
Sailboat Added 07-Jan-2017  More Details

BlueJacket 40
BlueJacket 40
Length: 40'     Beam:  12.33'     Draft:  7.42'
Year: 2014
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $369,900
Sailboat Added 17-Dec-2016  More Details

Columbia 10.7
1978 Waukegan Illinois 35 Columbia 10.7
Length: 35'     Beam:  11.4'     Draft:  5.5'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $19,900
Sailboat Added 16-Dec-2016  More Details

Sabre 34
1984 Waukegan Illinois 34 Sabre 34
Length: 34'     Beam:  10.6'     Draft:  5.6'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $29,000
Sailboat Added 16-Dec-2016  More Details

J Boats J 24
1978  Illinois 24 J Boats J 24
Length: 24'
Year: 1978
Hull: fiberglass  monohull
Asking: $5,500
Sailboat Added 28-Nov-2016  More Details

Irwin 23
1973 Chicago Illinois 23 Irwin 23
Length: 23'     Beam:  8''     Draft:  2'5'
Year: 1973
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chicago, Illinois
Asking: $5,000
Sailboat Added 08-Nov-2016  More Details

Lindenberg 26
1978 Waukegan Illinois 26 Lindenberg 26
Length: 26'     Beam:  9'8'''     Draft:  4'5'''
Year: 1978
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $3,900
Sailboat Added 29-Oct-2016  More Details

Pacific Seacraft Ericson 34
 Waukegan Illinois 34.83 Pacific Seacraft Ericson 34
Length: 34.83'     Beam:  11.33'     Draft:  4.92'
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $56,500
Sailboat Added 22-Oct-2016  More Details

Beneteau First 29
1985 Chicago Illinois 29.75 Beneteau First 29
Length: 29.75'     Beam:  9.5'     Draft:  5.75'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $22,000
Sailboat Added 21-Oct-2016  More Details

Jeanneau 45 DS
2008 Waukegan Illinois 45 Jeanneau 45 DS
Length: 45'     Beam:  14'     Draft:  5.5'
Year: 2008
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $279,900
Sailboat Added 20-Oct-2016  More Details

Bluejacket 40
2014 Waukegan Illinois 39 Bluejacket 40
Length: 39'     Beam:  12'     Draft:  5.2'
Year: 2014
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $371,000
Sailboat Added 20-Oct-2016  More Details

C&C 35 Mark I Redwing 35
1972 Chicago Illinois 34.58 C&C 35 Mark I Redwing 35
Length: 34.58'     Beam:  10.6'     Draft:  5.25'
Year: 1972
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chicago, Illinois
Asking: $29,500
Sailboat Added 28-Sep-2016  More Details

S2 Yachts 9.2 A
1980 Crowleys Yacht Yard Chicago Illinois Illinois 30 S2 Yachts 9.2 A
Length: 30'     Beam:  10.25'     Draft:  4.92'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Crowleys Yacht Yard Chicago Illinois, Illinois
Asking: $8,500
Sailboat Added 28-Sep-2016  More Details

MacGregor 26x
1998 Wood Dale Illinois 26 MacGregor 26x
Length: 26'
Year: 1998
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Wood Dale, Illinois
Asking: $17,000
Sailboat Added 05-Sep-2016  More Details

Morgan Sloop 30/2
1974 Lake Carlyle Illinois 30 Morgan Sloop 30/2
Length: 30'     Beam:  11.5'     Draft:  5.9'
Year: 1974
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Lake Carlyle, Illinois
Asking: $12,000
Sailboat Added 02-Sep-2016  More Details

O'Day 272
O'Day 272
Length: 27'     Beam:  8'     Draft:  2'6'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Rock Island, Illinois
Asking: $10,500
Sailboat Added 31-Aug-2016  More Details

Catalina 27
1975 Crowleys Yacht Yard Illinois 27 Catalina 27
Length: 27'     Beam:  8.83'     Draft:  4.0'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: outboard
Location: Crowleys Yacht Yard, Illinois
Asking: $3,900
Sailboat Added 30-Aug-2016  More Details

O'Day Daysailer
1976 Western Suburbs Chicago Illinois 22 O'Day Daysailer
Length: 22'     Beam:  7.17''     Draft:  1.30''
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Western Suburbs Chicago, Illinois
Asking: $5,000
Sailboat Added 29-Aug-2016  More Details

South Coast 22
1972 Decatur Illinois 22 South Coast 22
Length: 22'     Beam:  7.08'     Draft:  4.75'
Year: 1972
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Decatur, Illinois
Asking: $3,800
Sailboat Added 15-Aug-2016  More Details

Hunter 25
1983 Chicago Illinois 25 Hunter 25
Length: 25'     Beam:  8'     Draft:  3'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Chicago, Illinois
Asking: $5,500
Sailboat Added 14-Aug-2016  More Details

Catalina C-27
1983 Boulder Marina Carlyle lake Illinois 27 Catalina C-27
Length: 27'     Beam:  8'     Draft:  4.5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Boulder Marina Carlyle lake, Illinois
Asking: $8,900
Sailboat Added 13-Aug-2016  More Details

Douglas Mcleod Thistle
1975 Manistee Illinois 17 Douglas Mcleod Thistle
Length: 17'
Year: 1975
Type: dinghy
Hull: fiberglass  monohull
Location: Manistee, Illinois
Asking: $2,500
Sailboat Added 08-Aug-2016  More Details

Hunter Legend 35.5
1990 Chicago Illinois 35 Hunter Legend 35.5
Length: 35'     Beam:  11'9'     Draft:  4'6'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $42,500
Sailboat Added 08-Aug-2016  More Details

Hunter 31
1984 Winthrop Harbor Illinois 31'4 Hunter 31
Length: 31'4'     Beam:  10'11'     Draft:  5'6'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Winthrop Harbor, Illinois
Asking: $16,500
Sailboat Added 01-Aug-2016  More Details

Alcort Sailfish
60 Saint Charles Illinois 14 Alcort Sailfish
Length: 14'
Year: 60
Type: other
Hull: fiberglass  monohull
Location: Saint Charles, Illinois
Asking: $200
Sailboat Added 01-Aug-2016  More Details

Chrysler Mutineer15
1978 Third Lake Illinois 15 Chrysler Mutineer15
Length: 15'     Beam:  6'     Draft:  8"4''
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Location: Third Lake, Illinois
Asking: $1,500
Sailboat Added 31-Jul-2016  More Details

Catalina C250
1995 on trailer included Illinois 25 Catalina C250
Length: 25'     Beam:  8.50''     Draft:  5.00'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: on trailer included, Illinois
Asking: $5,500
Sailboat Added 29-Jul-2016  More Details

Ericson MK II
1987 Chicago IL Illinois 32 Ericson MK II
Length: 32'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Chicago IL, Illinois
Asking: $36,000
Sailboat Added 27-Jul-2016  More Details

Laser Performance Laser sailboat with radial rig
2011 Northbrook Illinois 13.9 Laser Performance Laser sailboat with radial rig
Length: 13.9'
Year: 2011
Type: dinghy
Hull: fiberglass  monohull
Location: Northbrook, Illinois
Asking: $3,500
Sailboat Added 10-Jul-2016  More Details

wilmette boat works
  Illinois 26 wilmette boat works
Length: 26'
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Asking: $1
Sailboat Added 05-Jul-2016  More Details

General Boats Rhodes 22
1989 Congerville Illinois 22 General Boats Rhodes 22
Length: 22'     Beam:  8'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Congerville, Illinois
Asking: $9,000
Sailboat Added 29-Jun-2016  More Details

Ericson 30 Plus
1985 Chicago Illinois 30 Ericson 30 Plus
Length: 30'     Beam:  10' 6'     Draft:  4''
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $21,000
Sailboat Added 03-Jun-2016  More Details

homebuilt moth class
homebuilt moth class
Length: 11'     Beam:  5'     Draft:  16'
Year: 1965
Type: dinghy
Hull: wood  monohull
Location: St Charles, Illinois
Asking: $500
Sailboat Added 01-Jun-2016  More Details

Windward Boatworks Inc Butterfly
Windward Boatworks Inc Butterfly
Length: 12.5'     Beam:  5.33'     Draft:  2.33'
Year: 2012
Type: racer
Hull: fiberglass  monohull
Location: Somonauk, Illinois
Asking: $4,000
Sailboat Added 31-May-2016  More Details

Inter Inter20
Length: 20'     Beam:  10'     Draft:  1'
Type: racer/cruiser
Hull: fiberglass  catamaran
Engine: gas inboard
Location: Green lake, Illinois
Asking: $6,000
Sailboat Added 27-May-2016  More Details

Hobie Hobie 14
1986 Mattoon Illinois 14 Hobie Hobie 14
Length: 14'
Year: 1986
Type: daysailer
Hull: fiberglass  catamaran
Engine: gas inboard
Location: Mattoon, Illinois
Asking: $1,300
Sailboat Added 20-May-2016  More Details

AMF Sunfish
1975  Illinois 14 AMF Sunfish
Length: 14'
Year: 1975
Type: daysailer
Hull: fiberglass  monohull
Asking: $800
Sailboat Added 15-May-2016  More Details

AMF Sunfish
1988  Illinois 14 AMF Sunfish
Length: 14'
Year: 1988
Type: daysailer
Hull: fiberglass  monohull
Asking: $1,700
Sailboat Added 15-May-2016  More Details

AMF Sunfish
1988  Illinois 14 AMF Sunfish
Length: 14'
Year: 1988
Type: daysailer
Hull: fiberglass  monohull
Engine: inboard
Asking: $1,700
Sailboat Added 15-May-2016  More Details

Hunter 25.5
1985 Chicago Illinois 25.58 Hunter 25.5
Length: 25.58'     Beam:  9.08'     Draft:  4.50'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $7,995
Sailboat Added 14-May-2016  More Details

Catalina 27
1976 Crowleys Yacht Yard Chicago Illinois 26.83 Catalina 27
Length: 26.83'     Beam:  8.83'     Draft:  4.00'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Crowleys Yacht Yard Chicago, Illinois
Asking: $4,500
Sailboat Added 06-May-2016  More Details

Hunter Sloop
1981 Montrose Harbor Chicago Illinois 30 Hunter Sloop
Length: 30'     Beam:  10'     Draft:  4.0'
Year: 1981
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Montrose Harbor Chicago, Illinois
Asking: $14,900
Sailboat Added 01-May-2016  More Details

Catalina 22
1989 Greenville Illinois 22 Catalina 22
Length: 22'
Year: 1989
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Greenville, Illinois
Asking: $5,500
Sailboat Added 27-Apr-2016  More Details

J Boats J105
J Boats J105
Length: 34.5'     Beam:  11'     Draft:  6'
Year: 2000
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $84,000
Sailboat Added 22-Apr-2016  More Details

Wellcraft Starwind 223
Wellcraft Starwind 223
Length: 23'     Beam:  8.5'     Draft:  3'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Melrose Park, Illinois
Asking: $4,650
Sailboat Added 17-Apr-2016  More Details

Tartan T-ten
1985 Chicago Illinois 33 Tartan T-ten
Length: 33'     Beam:  9.25'     Draft:  5.83'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $15,000
Sailboat Added 09-Apr-2016  More Details

com-pac com-pac 23
2003 Chicago Illinois 23 com-pac com-pac 23
Length: 23'     Beam:  8'     Draft:  2.10'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $16,000
Sailboat Added 04-Apr-2016  More Details



Vagabond 42
1986 Chicago Illinois 42 Vagabond 42
Length: 42'     Beam:  12.75'     Draft:  5.5'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Chicago, Illinois
Asking: $120,000
Sailboat Added 04-Apr-2016  More Details

Beneteau First 42
1985 Chicago Illinois 42 Beneteau First 42
Length: 42'     Beam:  13'     Draft:  7.25'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $59,500
Sailboat Added 04-Apr-2016  More Details

Macgregor 26 X
1998 Fenelon Falls Illinois 26 Macgregor 26 X
Length: 26'     Beam:  8'     Draft:  2'
Year: 1998
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Fenelon Falls, Illinois
Asking: $10,999
Sailboat Added 03-Apr-2016  More Details

Hunter
1990 Carlyle West Access Marina Illinois 23 Hunter
Length: 23'     Beam:  8'     Draft:  2'3'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Carlyle West Access Marina, Illinois
Asking: $5,600
Sailboat Added 01-Apr-2016  More Details

Featured Sailboats (all):


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