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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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hobie bravo
04 east peoria Illinois 12 hobie bravo
Length: 12'     Beam:  4.5'     Draft:  .5'
Year: 04
Type: daysailer
Hull: fiberglass  catamaran
Location: east peoria, Illinois
Asking: $1,800
Sailboat Added 15-Jul-2023  More Details

ILCA Laser
2016 Chicago Illinois 13.75 ILCA Laser
Length: 13.75'
Year: 2016
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Chicago, Illinois
Asking: $5,800
Sailboat Added 13-Jul-2023  More Details

CATALINA 250
2006 Carlyle Lake Illinois 25 CATALINA 250
Length: 25'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Carlyle Lake, Illinois
Asking: $18,500
Sailboat Added 09-Jul-2023  More Details



O'Day 22
1983 Crystal Lake Illinois 22 O'Day 22
Length: 22'     Draft:  2'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Crystal Lake, Illinois
Asking: $7,400
Sailboat Added 11-Jul-2023  More Details

Chrysler Buccaneer
Chrysler Buccaneer
Length: 18'     Beam:  6'
Year: 1974
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Lemont, Illinois
Asking: $2,500
Sailboat Added 23-Jun-2023  More Details

McLaughlin Optimist
McLaughlin Optimist
Length: 7'
Year: 2001
Type: dinghy
Hull: fiberglass  monohull
Location: Belmont Harbor, Illinois
Asking: $5,000
Sailboat Added 31-May-2023  More Details

Melges M16
1972 Rockford Illinois 16 Melges M16
Length: 16'     Beam:  4.5'     Draft:  .7'
Year: 1972
Type: racer
Hull: fiberglass  monohull
Location: Rockford, Illinois
Asking: $2,000
Sailboat Added 29-May-2023  More Details

Catalina 30ft Catalina tall rigg
Catalina 30ft Catalina tall rigg
Length: 30'     Beam:  30'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: skyway yacht works, Illinois
Asking: $3,800
Sailboat Added 16-May-2023  More Details

Home Built i550
2007 Chicago Illinois 18 Home Built i550
Length: 18'     Beam:  8'     Draft:  4'
Year: 2007
Type: racer
Hull: composite  monohull
Location: Chicago, Illinois
Asking: $8,000
Sailboat Added 15-Apr-2023  More Details



Ontario Yachts Etchells 22
1983 Nautical Donations - Crowleys Yacht Yard  Chicago Illinois 30 Ontario Yachts Etchells 22
Length: 30'     Beam:  7'     Draft:  4.5'
Year: 1983
Type: racer
Hull: fiberglass  monohull
Location: Nautical Donations - Crowleys Yacht Yard Chicago, Illinois
Asking: $3,000
Sailboat Added 30-Jan-2023  More Details

Coronado Yachts 23
1972 CHICAGO Illinois 23 Coronado Yachts 23
Length: 23'     Beam:  7.75'     Draft:  3.17'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: CHICAGO, Illinois
Asking: $2,500
Sailboat Added 30-Jan-2023  More Details

Catalina 30 ft tall rig
1989 Skyway Yacht works offseason Burnham Harbor in season Illinois 30 Catalina 30 ft tall rig
Length: 30'     Beam:  10.8'     Draft:  5.3'
Year: 1989
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Skyway Yacht works offseason Burnham Harbor in season, Illinois
Asking: $22,000
Sailboat Added 22-Jan-2023  More Details

Rhodes 25' Design 1870
1936 Nautical Donations  Crowleys Yacht Yard Illinois 24.7 Rhodes 25' Design 1870
Length: 24.7'     Beam:  7.1'     Draft:  4.11'
Year: 1936
Type: cruiser
Hull: wood  monohull
Engine: 1 gas inboard
Location: Nautical Donations Crowleys Yacht Yard, Illinois
Asking: $10,000
Sailboat Added 07-Jan-2023  More Details

Laser Performance Laser
2008 Lake Forest Illinois  Laser Performance Laser
Length: '
Year: 2008
Hull: fiberglass  monohull
Location: Lake Forest, Illinois
Asking: $8,000
Sailboat Added 05-Dec-2022  More Details

Hunter Legend 375
Hunter Legend 375
Length: 37'     Beam:  12.75'     Draft:  4.75'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Skyway Yachtworks Chicago, Illinois
Asking: $55,000
Sailboat Added 05-Oct-2022  More Details

Seidelmann 299
Seidelmann 299
Length: '     Beam:  11'3'     Draft:  5'5'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $12,000
Sailboat Added 28-Sep-2022  More Details

Grand Soleil 36
1986 Winthrop Harbor IL Illinois 35.76 Grand Soleil 36
Length: 35.76'     Beam:  11.5'     Draft:  5.9'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Winthrop Harbor IL, Illinois
Asking: $45,000
Sailboat Added 25-Sep-2022  More Details

Hunter 260
2002 Carlyle Lake Illinois 26.25 Hunter 260
Length: 26.25'     Beam:  8.96'     Draft:  6.0'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Carlyle Lake, Illinois
Asking: $22,900
Sailboat Added 11-Sep-2022  More Details

J Boats J24
J Boats J24
Length: 24'     Beam:  8'     Draft:  4'
Year: 1978
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $7,000
Sailboat Added 04-Aug-2022  More Details



Rhodes 22
Rhodes 22
Length: 22'
Year: 1997
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Lake Carlyle, Illinois
Asking: $15,500
Sailboat Added 14-Jul-2022  More Details

Olson 25
1985 Lake Forest Illinois 25 Olson 25
Length: 25'     Beam:  9'     Draft:  4.5'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Lake Forest, Illinois
Asking: $12,000
Sailboat Added 28-Jun-2022  More Details

Farr Megabyte
2001 Evanston Illinois 14 Farr Megabyte
Length: 14'     Beam:  5'     Draft:  2.5'
Year: 2001
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Evanston, Illinois
Asking: $4,000
Sailboat Added 26-Jun-2022  More Details

Catalina Catalina
Catalina Catalina
Length: 30'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $22,000
Sailboat Added 26-Jun-2022  More Details

AMF Sunfish Alcort
Length: 14'     Beam:  3'     Draft:  1'
Year: 198
Type: daysailer
Hull: fiberglass  monohull
Location: Somonak, Illinois
Asking: $800
Sailboat Added 10-Jun-2022  More Details

Watkins Seawolf 25
1987 Burnham Illinois 25 Watkins Seawolf 25
Length: 25'     Beam:  8'     Draft:  4'
Year: 1987
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Burnham, Illinois
Asking: $6,000
Sailboat Added 20-May-2022  More Details

Precision P21
1988 Chicago area Illinois 21 Precision P21
Length: 21'     Beam:  8.3'     Draft:  4.7'
Year: 1988
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Chicago area, Illinois
Asking: $8,900
Sailboat Added 17-May-2022  More Details

CAL 35 MKII
1984  Illinois 35 CAL 35 MKII
Length: 35'     Beam:  11'     Draft:  5'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $39,500
Sailboat Added 15-May-2022  More Details

van de stadt classic
van de stadt classic
Length: 22'     Beam:  7.8'     Draft:  2-5'
Year: 1982
Type: daysailer
Hull: fiberglass  monohull
Location: E Peoria, Illinois
Asking: $3,000
Sailboat Added 14-May-2022  More Details

van de stadt classic sirius
van de stadt classic sirius
Length: 22'     Beam:  7 8'     Draft:  2 - 5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 0 gas outboard
Location: east peoria, Illinois
Asking: $2,800
Sailboat Added 09-May-2022  More Details

McLaughlin Opti Pro
 Lake Forest Illinois  McLaughlin Opti Pro
Length: '
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Lake Forest, Illinois
Asking: $3,100
Sailboat Added 28-Apr-2022  More Details

Chrysler Buccaneer
1974 Lemont Illinois 18 Chrysler Buccaneer
Length: 18'     Beam:  6'
Year: 1974
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Lemont, Illinois
Asking: $4,000
Sailboat Added 15-Apr-2022  More Details



Mirage 29
1987 Chicago Illinois 29 Mirage 29
Length: 29'     Beam:  9.5'     Draft:  4.8'
Year: 1987
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Chicago, Illinois
Asking: $9,900
Sailboat Added 06-Apr-2022  More Details

Carroll Marine Frers 36
1985 Sunset Bay Marina Illinois 36 Carroll Marine Frers 36
Length: 36'     Beam:  11.9'     Draft:  6.9'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sunset Bay Marina, Illinois
Asking: $39,900
Sailboat Added 04-Feb-2022  More Details

Pearson 31-2
1989 Chicago Illinois 31 Pearson 31-2
Length: 31'     Beam:  10.75'     Draft:  5.75'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Chicago, Illinois
Asking: $33,900
Sailboat Added 03-Jan-2022  More Details

J Boats J30
1979 Waukegan Illinois 30 J Boats J30
Length: 30'     Beam:  11'     Draft:  5'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Waukegan, Illinois
Asking: $17,000
Sailboat Added 03-Dec-2021  More Details

LP Laser
2015 Chicago Illinois 14 LP Laser
Length: 14'     Beam:  4'     Draft:  3'
Year: 2015
Type: racer
Hull: fiberglass  monohull
Location: Chicago, Illinois
Asking: $6,275
Sailboat Added 22-Nov-2021  More Details

Whitby Boat Works Alberg 30
1972  Illinois 30.25 Whitby Boat Works Alberg 30
Length: 30.25'     Beam:  8.75'     Draft:  4.25'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Asking: $6,000
Sailboat Added 05-Oct-2021  More Details

Bayliner Buccaneer 180
1978 champaign Illinois 18 Bayliner Buccaneer 180
Length: 18'     Beam:  6'     Draft:  .75'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Location: champaign, Illinois
Asking: $2,500
Sailboat Added 29-Sep-2021  More Details

Catalina Capri
1990 west access marina 14222 Lake Rd Carlyle Illinois 26 Catalina Capri
Length: 26'     Beam:  10.5'     Draft:  4.5'
Year: 1990
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: west access marina 14222 Lake Rd Carlyle, Illinois
Asking: $18,000
Sailboat Added 03-Sep-2021  More Details

Pearson 31 MK-2
1987 Carlyle Lake Reservoir Illinois 31 Pearson 31 MK-2
Length: 31'     Beam:  10.67'     Draft:  5'-09'
Year: 1987
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Carlyle Lake Reservoir, Illinois
Asking: $23,400
Sailboat Added 12-Aug-2021  More Details

Chesapeak Light Craft Eastport Pram
2010 morton grove Illinois 8 Chesapeak Light Craft Eastport Pram
Length: 8'     Beam:  4'     Draft:  2'
Year: 2010
Type: dinghy
Hull: composite  monohull
Location: morton grove, Illinois
Asking: $1,200
Sailboat Added 15-Jul-2021  More Details

Catalina Mk III Tall rig
1995 chicago Illinois 30 Catalina Mk III Tall rig
Length: 30'     Beam:  10.8'     Draft:  5.25'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: chicago, Illinois
Asking: $35,900
Sailboat Added 02-Jul-2021  More Details

Catalina Cyclone Capri C-13
Catalina Cyclone Capri C-13
Length: 13'
Year: 1974
Type: racer
Hull: fiberglass  monohull
Location: crystal lake IL, Illinois
Asking: $1,600
Sailboat Added 11-Jun-2021  More Details

mariner 19 mariner 19
1997  Illinois 19 mariner 19 mariner 19
Length: 19'     Beam:  7'     Draft:  1-5''
Year: 1997
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Asking: $7,000
Sailboat Added 22-May-2021  More Details

stewart marine mariner 19
Length: 19'     Beam:  7'     Draft:  1-5''
Year: 1997
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: e peoria, Illinois
Asking: $6,900
Sailboat Added 20-May-2021  More Details

Melgas C Scow
Length: 20'
Year: 1971
Type: racer/cruiser
Hull: wood  monohull
Location: Ingleside, Illinois
Asking: $500
Sailboat Added 13-May-2021  More Details

Catalina 30 Mk III
1995 Chicago Illinois 30 Catalina 30 Mk III
Length: 30'     Beam:  11'     Draft:  5.25'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $38,000
Sailboat Added 20-Apr-2021  More Details

S2 9.2A
1982 Chicago Illinois 30 S2 9.2A
Length: 30'     Beam:  10.25'     Draft:  5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $16,499
Sailboat Added 02-Apr-2021  More Details

Tartan Thomas 35
1989 Chicago Illinois 35.42 Tartan Thomas 35
Length: 35.42'     Beam:  11.5'     Draft:  6.83'
Year: 1989
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $35,900
Sailboat Added 03-Feb-2021  More Details

Hunter Legend 37
1987 Chicago Illinois 37 Hunter Legend 37
Length: 37'     Beam:  12.9'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $54,000
Sailboat Added 31-Jan-2021  More Details

Hunter Legend 37
1987 Chicago Illinois 37'6 Hunter Legend 37
Length: 37'6'     Beam:  12'10'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $55,000
Sailboat Added 06-Dec-2020  More Details

Seaward Fox
1995 Fairbury Illinois 19 Seaward Fox
Length: 19'
Year: 1995
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Fairbury, Illinois
Asking: $6,500
Sailboat Added 02-Nov-2020  More Details

J boats J-24
1983 Chicago Illinois 24 J boats J-24
Length: 24'     Beam:  8.9'     Draft:  4'
Year: 1983
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $4,000
Sailboat Added 06-Oct-2020  More Details

boston whaler harpoon 4.6
1978 east peoria Illinois 13 boston whaler harpoon 4.6
Length: 13'     Beam:  6'     Draft:  4'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Location: east peoria, Illinois
Asking: $1,500
Sailboat Added 25-Aug-2020  More Details

Wellcraft Starwind 27
1984 Chicago Illinois 27 Wellcraft Starwind 27
Length: 27'     Beam:  9.5'     Draft:  4.5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $6,500
Sailboat Added 27-Jul-2020  More Details

Lancer
1979 CARLYLE Illinois 25 Lancer
Length: 25'
Year: 1979
Type: other
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: CARLYLE, Illinois
Asking: $3,500
Sailboat Added 22-Jun-2020  More Details

Tiara S2 9.2A
Tiara S2 9.2A
Length: 30'     Beam:  10.25'     Draft:  4.92'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Chicago, Illinois
Asking: $14,000
Sailboat Added 31-May-2020  More Details

columbia yachts columbia 28 mark II
columbia yachts columbia 28 mark II
Length: 28'     Beam:  8'6'     Draft:  4'6'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: CHICAGO MONTROSE HARBOR, Illinois
Asking: $12,000
Sailboat Added 24-Feb-2020  More Details

Catalina Catalina 25
Catalina Catalina 25
Length: 25'     Beam:  8'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Waukegan, Illinois
Asking: $3,299
Sailboat Added 16-Feb-2020  More Details

Hutchins Com-pac
Hutchins Com-pac
Length: 23.92'     Beam:  7.83'     Draft:  2.25'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Pekin, Illinois
Asking: $2,000
Sailboat Added 13-Feb-2020  More Details

Beneteau First 40.7
2005 Chicago Illinois 40.8 Beneteau First 40.7
Length: 40.8'     Beam:  12''
Year: 2005
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chicago, Illinois
Asking: $125,000
Sailboat Added 31-Jan-2020  More Details

Pearson 323
1979 Carlyle Lake Marina Illinois 32 Pearson 323
Length: 32'     Beam:  10'6'     Draft:  4.5'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Carlyle Lake Marina, Illinois
Asking: $28,500
Sailboat Added 31-Jan-2020  More Details

J Boats J-24
1982 Chicago Illinois 24 J Boats J-24
Length: 24'     Beam:  8.9'     Draft:  4'
Year: 1982
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chicago, Illinois
Asking: $5,000
Sailboat Added 30-Jan-2020  More Details

c & c 27
Length: 27'
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: crowleys yacht yard, Illinois
Asking: $4,000
Sailboat Added 23-Jan-2020  More Details

S2 7.3 Meter
1979 Morton Illinois 24 S2 7.3 Meter
Length: 24'     Beam:  8'     Draft:  2'10'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Morton, Illinois
Asking: $6,439
Sailboat Added 16-Jan-2020  More Details

Pearson 23c
1983 chicago Illinois 23 Pearson 23c
Length: 23'     Beam:  8'     Draft:  4'
Year: 1983
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: chicago, Illinois
Asking: $4,800
Sailboat Added 14-Jan-2020  More Details



Aloha Racing AC54
1999 Crowley Illinois 80 Aloha Racing AC54
Length: 80'     Beam:  13.8'     Draft:  13.3'
Year: 1999
Type: racer
Hull: composite  monohull
Engine: 1 diesel inboard
Location: Crowley, Illinois
Asking: $125,000
Sailboat Added 29-Oct-2019  More Details

Pearson
Length: 26'1'     Beam:  8'8'     Draft:  4''
Year: 1970
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Chicago, Illinois
Asking: $5,000
Sailboat Added 30-Sep-2019  More Details

C & C 27
Length: '
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: CROWLEYS YACHT YARD CHICAGO, Illinois
Asking: $2,000
Sailboat Added 07-Sep-2019  More Details


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