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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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3

Ericson E27
Ericson E27
Length: 27'     Beam:  9'     Draft:  3'11'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chicago, Illinois
Asking: $8,000
Sailboat Added 17-Aug-2019  More Details

Catalina 25
1985 Peoria Illinois 25 Catalina 25
Length: 25'     Beam:  8'     Draft:  4'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Peoria, Illinois
Asking: $6,990
Sailboat Added 11-Aug-2019  More Details

Catalina 28
1990 Chicago Illinois 28 Catalina 28
Length: 28'     Beam:  10.17'     Draft:  5.25'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $22,000
Sailboat Added 08-Aug-2019  More Details



O'Day 30
O'Day 30
Length: 30'     Beam:  10'9'     Draft:  3'6'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle, Illinois
Asking: $10,800
Sailboat Added 19-Jul-2019  More Details

hobie 17
hobie 17
Length: 17'
Year: 1985
Type: daysailer
Hull: fiberglass  catamaran
Location: East Peoria, Illinois
Asking: $1,500
Sailboat Added 24-Jun-2019  More Details

catalina capri
catalina capri
Length: 26'     Beam:  9'10'     Draft:  4'10'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle lake tradewinds marina, Illinois
Asking: $18,500
Sailboat Added 30-May-2019  More Details

MacGregor 26 S
1994 Carlyle Illinois 26 MacGregor 26 S
Length: 26'     Draft:  2'
Year: 1994
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Carlyle, Illinois
Asking: $6,900
Sailboat Added 24-May-2019  More Details

JBoat J70
2013 Chicago area Illinois 23.7 JBoat J70
Length: 23.7'
Year: 2013
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago area, Illinois
Asking: $42,000
Sailboat Added 12-May-2019  More Details

custom Arcturus
1971 chicago Illinois 31' 6 custom Arcturus
Length: 31' 6'     Beam:  9'10'     Draft:  4'6'
Year: 1971
Type: daysailer
Hull: wood  monohull
Engine: 1 diesel inboard
Location: chicago, Illinois
Asking: $17,500
Sailboat Added 16-Apr-2019  More Details



Hunter 25
Hunter 25
Length: 25'     Beam:  8'     Draft:  3'
Year: 1983
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Waukegan, Illinois
Asking: $5,750
Sailboat Added 19-Mar-2019  More Details

Hunter 240
2003 Peoria Illinois 24 Hunter 240
Length: 24'     Beam:  8.25'     Draft:  5.5'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Peoria, Illinois
Asking: $11,750
Sailboat Added 05-Mar-2019  More Details

Hunter Hunter30T
1991 Lake Carlyle Illinois 30 Hunter Hunter30T
Length: 30'     Beam:  10.6'     Draft:  4.2'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Lake Carlyle, Illinois
Asking: $24,000
Sailboat Added 10-Feb-2019  More Details

G William McVay Victoria 18
G William McVay Victoria 18
Length: 18'     Beam:  5.5''     Draft:  2'
Year: 1980
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 diesel outboard
Location: Melrose Park, Illinois
Asking: $5,000
Sailboat Added 08-Jan-2019  More Details

Univeral Marine Montego 25
1984 Carlyle Illinois 25 Univeral Marine Montego 25
Length: 25'     Beam:  9'     Draft:  4.5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Carlyle, Illinois
Asking: $6,000
Sailboat Added 08-Oct-2018  More Details

Hunter 30t
1991 Carlyle Lake Illinois 30 Hunter 30t
Length: 30'     Beam:  11'     Draft:  4'
Year: 1991
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle Lake, Illinois
Asking: $27,000
Sailboat Added 03-Oct-2018  More Details

Catalina Capri
1996  Illinois 14.2 Catalina Capri
Length: 14.2'     Beam:  6.2'     Draft:  3.5'
Year: 1996
Type: daysailer
Hull: fiberglass  monohull
Engine: other outboard
Asking: $2,300
Sailboat Added 15-Sep-2018  More Details

Hobie Catamaran Hobie 16
1988 Chicago Illinois 16 Hobie Catamaran Hobie 16
Length: 16'
Year: 1988
Type: other
Hull: fiberglass  catamaran
Location: Chicago, Illinois
Asking: $2,950
Sailboat Added 30-Aug-2018  More Details

Oday 20
1975 Pittsfield Illinois 20 Oday 20
Length: 20'     Beam:  7'     Draft:  1.2'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Pittsfield, Illinois
Asking: $2,500
Sailboat Added 22-Aug-2018  More Details

Precision P23
Precision P23
Length: 23.5'     Beam:  8' 6'     Draft:  1' 11'
Year: 2000
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Carlyle Lake, Illinois
Asking: $14,000
Sailboat Added 15-Jul-2018  More Details



Chris Craft Shields
 Chicago Illinois 30 Chris Craft Shields
Length: 30'     Beam:  6.5'     Draft:  4.9'
Type: racer
Hull: fiberglass  monohull
Location: Chicago, Illinois
Asking: $14,500
Sailboat Added 01-Jul-2018  More Details

O'Day Sail
 Chicago Illinois 25 O'Day Sail
Length: 25'
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $4,900
Sailboat Added 24-Jun-2018  More Details

Hunter 23'
1985 McHenry Illinois 23 Hunter 23'
Length: 23'     Beam:  8'     Draft:  2.25'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: McHenry, Illinois
Asking: $7,200
Sailboat Added 21-Jun-2018  More Details

S-2 7.3
Length: 24'     Beam:  8'     Draft:  2'10"'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Peoria, Illinois
Sailboat Added 13-Jun-2018  More Details

Hunter 30
1978 Chicago Illinois 30 Hunter 30
Length: 30'     Beam:  10.2'     Draft:  5.25'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $15,500
Sailboat Added 14-May-2018  More Details

Tartan T-10
1979 Chicago Illinois 33 Tartan T-10
Length: 33'     Beam:  9'     Draft:  5'9'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chicago, Illinois
Asking: $4,500
Sailboat Added 12-May-2018  More Details

hobie 18
hobie 18
Length: 18'     Beam:  8'     Draft:  1'
Year: 1982
Type: dinghy
Hull: fiberglass  catamaran
Engine: gas inboard
Location: Wilmette, Illinois
Asking: $2,000
Sailboat Added 29-Apr-2018  More Details

Chrysler Mutineer 15
1972 Woodstock Illinois 15 Chrysler Mutineer 15
Length: 15'     Beam:  6'     Draft:  4'
Year: 1972
Type: racer
Hull: fiberglass  monohull
Location: Woodstock, Illinois
Asking: $1,200
Sailboat Added 26-Apr-2018  More Details

Walker Bay 10
Length: 9'8"'
Year: 2003
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: LOCKPORT, Illinois
Asking: $1,500
Sailboat Added 14-Apr-2018  More Details

Pearson Pearson 30
1973 Chicago Illinois 30 Pearson Pearson 30
Length: 30'     Beam:  9.5'     Draft:  5'
Year: 1973
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chicago, Illinois
Asking: $8,500
Sailboat Added 21-Mar-2018  More Details

Precision 165
Precision 165
Length: 16'5'     Beam:  7'2'     Draft:  1'9'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Algonquin, Illinois
Asking: $5,500
Sailboat Added 16-Feb-2018  More Details

Precision 165
2001 Algonquin Illinois 16 Precision 165
Length: 16'     Beam:  5'     Draft:  1'
Year: 2001
Type: other
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Algonquin, Illinois
Asking: $6,999
Sailboat Added 11-Feb-2018  More Details



macgregor 26
1995 Waukegan Illinois 26 macgregor 26
Length: 26'     Beam:  8'
Year: 1995
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Waukegan, Illinois
Asking: $8,000
Sailboat Added 13-Jan-2018  More Details

Catalina 27
1978 Chicago Illinois 27 Catalina 27
Length: 27'     Beam:  8.5'     Draft:  4.5'
Year: 1978
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $8,000
Sailboat Added 30-Dec-2017  More Details

CATALINA 36 MK II
1995 Hammond Winter Michigan City - Summer Illinois 36 CATALINA 36 MK II
Length: 36'     Beam:  11'11'     Draft:  4.5''
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Hammond Winter Michigan City - Summer, Illinois
Asking: $79,900
Sailboat Added 29-Dec-2017  More Details

Tanzer 29
1987 Chicago Illinois 29 Tanzer 29
Length: 29'     Beam:  10.25'     Draft:  5.25'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $20,000
Sailboat Added 08-Nov-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:  4.6'
Year: 2012
Type: dinghy
Hull: composite  monohull
Location: Chicago, Illinois
Asking: $3,500
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

Cape Dory 25
Cape Dory 25
Length: 25'     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

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

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

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 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

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

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

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

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

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

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

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

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

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

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

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

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

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: $6,500
Sailboat Added 29-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

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 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

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

Chrysler 22 Sandpiper
1976 Mundelein Illinois 22 Chrysler 22 Sandpiper
Length: 22'     Beam:  7.75'     Draft:  4'
Year: 1976
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Mundelein, Illinois
Asking: $4,000
Sailboat Added 16-Mar-2016  More Details


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