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Sailboats for Sale in Wisconsin - Discover the Sailboat of Your Dreams, or sell your current Wisconsin Sailboat to get ready for a new adventure today.
Your search returned 342 matches of 109924 sailboats posted to date

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Watkins 29
1987 Fond du Lac Wisconsin 29 Watkins 29
Length: 29'     Beam:  10.3'     Draft:  4'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Fond du Lac, Wisconsin
Asking: $6,000
Sailboat Added 24-Aug-2025  More Details

Featured Sailboat:  Com-Pac 25 Price Drop
2002 Washburn Marina Wisconsin 25 Com-Pac 25 Price Drop
Length: 25'     Beam:  8.5'     Draft:  2.5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Washburn Marina, Wisconsin
Asking: $19,900
Featured Sailboat Added 18-Aug-2025  More Details

Featured Sailboat:  O'Day 240
1989 Madison Wisconsin 25 O'Day 240
Length: 25'     Beam:  8.25'     Draft:  2.67'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Madison, Wisconsin
Asking: $8,950
Featured Sailboat Added 17-Aug-2025  More Details



Pearson
1980 Oconto Yacht Club Wisconsin 36.4 Pearson
Length: 36.4'     Beam:  11.4'     Draft:  4.5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Oconto Yacht Club, Wisconsin
Asking: $24,500
Sailboat Added 11-Aug-2025  More Details

Hunter 28.5
1987 Milwaukee Wisconsin 28.5 Hunter 28.5
Length: 28.5'     Beam:  10.6'     Draft:  5'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milwaukee, Wisconsin
Asking: $9,500
Sailboat Added 04-Aug-2025  More Details

Featured Sailboat:  Bayfield 29
1988 Sturgeon Bay Wisconsin 29 Bayfield 29
Length: 29'     Beam:  10'     Draft:  3.5'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sturgeon Bay, Wisconsin
Asking: $17,000
Featured Sailboat Added 20-Aug-2025  More Details

Catalina Capri 22
1987 Chippewa Falls Wisconsin 22 Catalina Capri 22
Length: 22'     Beam:  8.2'     Draft:  4.0'
Year: 1987
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chippewa Falls, Wisconsin
Asking: $3,800
Sailboat Added 28-Jul-2025  More Details

Featured Sailboat:  Tartan 27
1969 Suamico Wisconsin 27 Tartan 27
Length: 27'     Beam:  9'     Draft:  3'
Year: 1969
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Suamico, Wisconsin
Asking: $8,000
Featured Sailboat Added 17-Jul-2025  More Details

Precision 28
Precision 28
Length: 28'     Beam:  10'     Draft:  3'8'''
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Fond du Lac, Wisconsin
Asking: $22,000
Sailboat Added 12-Jul-2025  More Details



1990 19' MENGER CATBOAT
1990  19' MENGER CATBOAT
Length: '
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Green Bay, Wisconsin
Asking: $21,500
Sailboat Added 11-Jul-2025  More Details

O'Day 272 LE
O'Day 272 LE
Length: 27.2'     Beam:  9'     Draft:  3'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bayfield, Wisconsin
Asking: $13,000
Sailboat Added 10-Jul-2025  More Details

Sun Yachts 1977 Sun Yachts 27
1977 Milwaukee Wisconsin 27.5 Sun Yachts 1977 Sun Yachts 27
Length: 27.5'     Beam:  9'     Draft:  4'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milwaukee, Wisconsin
Asking: $12,000
Sailboat Added 07-Jul-2025  More Details

Ultimate 20
1998 Madison Wisconsin 20  Ultimate 20
Length: 20'     Beam:  8'     Draft:  5'
Year: 1998
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Madison, Wisconsin
Asking: $15,000
Sailboat Added 03-Jul-2025  More Details

Chrysler Bucaneer
1977 Elm Grove Wisconsin 18 Chrysler Bucaneer
Length: 18'
Year: 1977
Type: dinghy
Hull: fiberglass  monohull
Location: Elm Grove, Wisconsin
Asking: $1,500
Sailboat Added 28-Jun-2025  More Details

Catalina 380
2002 Sister Bay Wisconsin 38.4 Catalina 380
Length: 38.4'     Beam:  12.3'     Draft:  4.8'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sister Bay, Wisconsin
Asking: $115,000
Sailboat Added 24-Jun-2025  More Details

Hunter 30T
1992 Southport Marina Kenosha WI Wisconsin 30 Hunter 30T
Length: 30'     Beam:  11'     Draft:  5'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Southport Marina Kenosha WI, Wisconsin
Asking: $27,000
Sailboat Added 19-Jun-2025  More Details

Jensen Cal 21
1974 Waukesha Wisconsin 21 Jensen Cal 21
Length: 21'
Year: 1974
Type: daysailer
Hull: fiberglass  monohull
Engine: gas inboard
Location: Waukesha, Wisconsin
Asking: $3,500
Sailboat Added 02-Jun-2025  More Details

Nacra F-18
2007 Delavan Wisconsin 18 Nacra F-18
Length: 18'     Beam:  9'     Draft:  3'
Year: 2007
Type: racer
Hull: fiberglass  catamaran
Engine: 0 gas inboard
Location: Delavan, Wisconsin
Asking: $9,500
Sailboat Added 02-Jun-2025  More Details

Beneteau 235
1988 Madison Wisconsin 23.33 Beneteau 235
Length: 23.33'     Beam:  8.17'     Draft:  2.75'
Year: 1988
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel outboard
Location: Madison, Wisconsin
Asking: $8,000
Sailboat Added 28-May-2025  More Details



Hunter 28.5
Length: 28.5'     Beam:  10'6'     Draft:  4.9'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milwaukee, Wisconsin
Asking: $12,000
Sailboat Added 17-May-2025  More Details

Hydrovisions Raptor 17.5
2005 Oshkosh Wisconsin 17.5 Hydrovisions Raptor 17.5
Length: 17.5'     Beam:  8'
Year: 2005
Type: other
Hull: composite  catamaran
Location: Oshkosh, Wisconsin
Asking: $2,995
Sailboat Added 10-May-2025  More Details

Marine Concepts Seapearl28
1991 Muskego Wisconsin 27'11 Marine Concepts Seapearl28
Length: 27'11'     Beam:  8'0'     Draft:  1'6'
Year: 1991
Type: other
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Muskego, Wisconsin
Asking: $10,500
Sailboat Added 08-May-2025  More Details

Nichols Lightning
Length: 19'
Year: 1978
Type: racer
Hull: fiberglass  monohull
Location: Milwaukee, Wisconsin
Asking: $2,500
Sailboat Added 05-May-2025  More Details

Beneteau First 29
1986 Racine Wisconsin 29.7 Beneteau First 29
Length: 29.7'     Beam:  9.75'     Draft:  5.5'
Year: 1986
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Racine, Wisconsin
Asking: $13,999
Sailboat Added 22-Apr-2025  More Details

Hunter 31
1987 Manitowoc Wisconsin 31 Hunter 31
Length: 31'     Beam:  10.5'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Manitowoc, Wisconsin
Asking: $10,000
Sailboat Added 18-Apr-2025  More Details

Whitby Boat Works Ontario Canada Alberg 37 Yawl
1978 Racine Wisconsin 37.2 Whitby Boat Works Ontario Canada Alberg 37 Yawl
Length: 37.2'     Beam:  10.2'     Draft:  5.5'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Racine, Wisconsin
Asking: $55,000
Sailboat Added 17-Apr-2025  More Details

Royal Huisman Van De Stadt Staron III
1971 Superior Wisconsin 40 Royal Huisman Van De Stadt Staron III
Length: 40'     Beam:  11'     Draft:  6.5'
Year: 1971
Type: racer/cruiser
Hull: aluminum  monohull
Engine: 1 diesel inboard
Location: Superior, Wisconsin
Asking: $34,000
Sailboat Added 26-Jun-2025  More Details

Catalina Catalina 30
1983 Oconto Wisconsin 30 Catalina Catalina 30
Length: 30'     Beam:  11'     Draft:  4'4'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Oconto, Wisconsin
Asking: $12,500
Sailboat Added 30-Mar-2025  More Details

O'Day
Length: 17'
Year: 1982
Type: daysailer
Hull: fiberglass  monohull
Location: Green Lake, Wisconsin
Asking: $500
Sailboat Added 27-Mar-2025  More Details

Colgate 26
2000 Sturgeon Bay Wisconsin 25.6 Colgate 26
Length: 25.6'     Beam:  8.5'     Draft:  4.5'
Year: 2000
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Sturgeon Bay, Wisconsin
Asking: $18,900
Sailboat Added 09-Mar-2025  More Details

C&C 30' MK1
1982 Milwaukee Wisconsin 30 C&C 30' MK1
Length: 30'     Beam:  10'     Draft:  5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milwaukee, Wisconsin
Asking: $14,000
Sailboat Added 31-May-2025  More Details



Hunter 310
Hunter 310
Length: 31'     Beam:  12'     Draft:  5'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pepin, Wisconsin
Asking: $32,500
Sailboat Added 21-Feb-2025  More Details

Watkins W27
1980 Windjammers Sailing Club Little SuamicoWI Wisconsin 27 Watkins W27
Length: 27'     Beam:  10'     Draft:  3.68'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Windjammers Sailing Club Little SuamicoWI, Wisconsin
Asking: $6,500
Sailboat Added 05-Feb-2025  More Details

Creekmore Boats 22 meter - Udell
1967 Pewaukee near Milwaukee Wisconsin 36 Creekmore Boats 22 meter - Udell
Length: 36'     Beam:  6'8'     Draft:  4'6'
Year: 1967
Type: daysailer
Hull: fiberglass  monohull
Location: Pewaukee near Milwaukee, Wisconsin
Asking: $20,000
Sailboat Added 19-Jan-2025  More Details

Chrysler Man-o-war
1980 Madison WI Wisconsin 15 Chrysler Man-o-war
Length: 15'     Beam:  5.3'     Draft:  .42'
Year: 1980
Type: dinghy
Hull: fiberglass  monohull
Engine: other outboard
Location: Madison WI, Wisconsin
Asking: $500
Sailboat Added 16-Dec-2024  More Details

O'Day 31
1985 Oconto Wisconsin 31 O'Day 31
Length: 31'     Beam:  11'     Draft:  5'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Oconto, Wisconsin
Asking: $24,900
Sailboat Added 13-Oct-2024  More Details

C&C Encounter
C&C Encounter
Length: 26'     Beam:  10'     Draft:  3'10'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: High Cliff State Park Marina, Wisconsin
Asking: $3,000
Sailboat Added 06-Sep-2024  More Details

Beneteau Oceanis 393
2003 Kenosha Wisconsin 39 Beneteau Oceanis 393
Length: 39'     Beam:  13'     Draft:  6'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Kenosha, Wisconsin
Asking: $112,000
Sailboat Added 06-Sep-2024  More Details

Precision Precision 23
2017 Madison Lake Mendota Wisconsin 23 Precision Precision 23
Length: 23'     Beam:  8'6'     Draft:  1'11'
Year: 2017
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Madison Lake Mendota, Wisconsin
Asking: $28,000
Sailboat Added 31-Aug-2024  More Details

Oday 25
1982 Madison Wisconsin 25 Oday 25
Length: 25'     Beam:  8'     Draft:  2.5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Madison, Wisconsin
Asking: $3,750
Sailboat Added 20-Aug-2024  More Details

Mirage 275
1988 Washburn Wisconsin 27.5 Mirage 275
Length: 27.5'     Beam:  9.83'     Draft:  4.33'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Washburn, Wisconsin
Asking: $8,500
Sailboat Added 09-Aug-2024  More Details

Vanguard Laser
2006 Hudson Wisconsin 14 Vanguard Laser
Length: 14'
Year: 2006
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Hudson, Wisconsin
Asking: $3,800
Sailboat Added 06-Aug-2024  More Details

C&C 34
1979 Pepin Wisconsin 33.5 C&C 34
Length: 33.5'     Beam:  11'     Draft:  6.9'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Pepin, Wisconsin
Asking: $17,500
Sailboat Added 30-Jul-2024  More Details

AMF Sunfish Alcort
1982 Cottage Grove Wisconsin 14 AMF Sunfish Alcort
Length: 14'     Beam:  4'     Draft:  3'
Year: 1982
Type: daysailer
Hull: fiberglass  monohull
Location: Cottage Grove, Wisconsin
Asking: $250
Sailboat Added 23-Jul-2024  More Details

IRWIN 25
IRWIN 25
Length: 25'     Beam:  8'
Year: 1970
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: ASHLAND, Wisconsin
Asking: $7,500
Sailboat Added 22-Jul-2024  More Details

Hunter 30
1983 Windjammers Sailing Club Suamico Wisconsin 30 Hunter 30
Length: 30'     Beam:  10'     Draft:  4'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Windjammers Sailing Club Suamico, Wisconsin
Asking: $8,000
Sailboat Added 20-Apr-2025  More Details

Hobie Hobie 16
Length: 16'     Beam:  7'     Draft:  2'
Year: 1982
Type: daysailer
Hull: fiberglass  catamaran
Engine: gas inboard
Location: Green Lake SW Shore, Wisconsin
Asking: $1,275
Sailboat Added 10-Jul-2024  More Details

Cape Dory CD28
Cape Dory CD28
Length: 28'     Beam:  8.11'     Draft:  4'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cedar, Wisconsin
Asking: $50,000
Sailboat Added 09-Jul-2024  More Details

Hutchins Com-Pac SunCat
2001 Galesville Wisconsin 17 Hutchins Com-Pac SunCat
Length: 17'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Galesville, Wisconsin
Asking: $6,400
Sailboat Added 08-Jul-2024  More Details

Beneteau First 310
1991 Milwaukee Wisconsin 31 Beneteau First 310
Length: 31'     Beam:  10.3'     Draft:  5.8'
Year: 1991
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milwaukee, Wisconsin
Asking: $39,000
Sailboat Added 03-Jul-2024  More Details

Montgomery Montgomery 17
1976 Northern Wisconsin Wisconsin 17 Montgomery Montgomery 17
Length: 17'     Beam:  7.3'     Draft:  1'
Year: 1976
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 gas outboard
Location: Northern Wisconsin, Wisconsin
Asking: $4,900
Sailboat Added 30-Jun-2024  More Details

Heritage Yachts Corp USA West indies 38
1978 Washburn Wisconsin 38 Heritage Yachts Corp USA West indies 38
Length: 38'     Beam:  12'     Draft:  4'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Washburn, Wisconsin
Asking: $18,000
Sailboat Added 25-Jun-2024  More Details

O'Day 25
1983 Bayfield Wisconsin 25 O'Day 25
Length: 25'     Beam:  8'     Draft:  4'
Year: 1983
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Bayfield, Wisconsin
Asking: $7,900
Sailboat Added 24-Jun-2024  More Details

Mason 43
Mason 43
Length: 43.83'     Beam:  12.25'     Draft:  6.25'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bayfield, Wisconsin
Asking: $115,000
Sailboat Added 21-Jun-2024  More Details

topaz vibe
2014 Egg Harbor Wisconsin 12 topaz vibe
Length: 12'     Beam:  5'     Draft:  1.4'
Year: 2014
Type: dinghy
Hull: composite  monohull
Location: Egg Harbor, Wisconsin
Asking: $5,500
Sailboat Added 05-Aug-2024  More Details

Palmer Johnson Peterson 42
1976 Yacht Works Kewaunee Wisconsin 42 Palmer Johnson Peterson 42
Length: 42'     Beam:  12.7'     Draft:  7.6'
Year: 1976
Type: racer/cruiser
Hull: aluminum  monohull
Engine: 1 diesel inboard
Location: Yacht Works Kewaunee, Wisconsin
Asking: $64,000
Sailboat Added 20-Sep-2024  More Details

Barnett Butterfly
1974 madison Wisconsin 12 Barnett Butterfly
Length: 12'
Year: 1974
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: madison, Wisconsin
Asking: $1,200
Sailboat Added 24-May-2024  More Details

Johnson Boat Works MC Scow
1993 Delafield Wisconsin 16 Johnson Boat Works MC Scow
Length: 16'     Beam:  5' 8'
Year: 1993
Type: racer
Hull: fiberglass  monohull
Location: Delafield, Wisconsin
Asking: $3,500
Sailboat Added 23-May-2024  More Details

2022 ILCA Laser Laser
 Lake Geneva Wisconsin 14 2022 ILCA Laser Laser
Length: 14'
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Lake Geneva, Wisconsin
Asking: $9,200
Sailboat Added 21-May-2024  More Details

O'Day 39
1984 Marinette Wisconsin 39 O'Day 39
Length: 39'     Beam:  12.58'     Draft:  6.33'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Marinette, Wisconsin
Asking: $39,000
Sailboat Added 17-May-2024  More Details

Catalina C36
1988 Manitowoc Wisconsin 36.2 Catalina C36
Length: 36.2'     Beam:  11.8'     Draft:  5.3'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Manitowoc, Wisconsin
Asking: $23,000
Sailboat Added 16-May-2024  More Details

Columbia 32
76 Milwaukee Wisconsin 32 Columbia 32
Length: 32'     Beam:  9.5'     Draft:  6'
Year: 76
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Milwaukee, Wisconsin
Asking: $7,000
Sailboat Added 24-Feb-2024  More Details

Wauqueiz 40PS
2004 The Boathouse Wisconsin 41.5 Wauqueiz 40PS
Length: 41.5'     Beam:  13.5'     Draft:  5.5'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: The Boathouse, Wisconsin
Asking: $139,000
Sailboat Added 08-Feb-2024  More Details

Catalina 30
Catalina 30
Length: 30'     Beam:  10'9'     Draft:  5'3'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Siskiwitt Bay Marina Cornucopia, Wisconsin
Asking: $14,000
Sailboat Added 25-Oct-2023  More Details

Catalina 30
1985 Milwaukee Wisconsin 30 Catalina 30
Length: 30'     Beam:  10'     Draft:  5.25'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milwaukee, Wisconsin
Asking: $16,000
Sailboat Added 17-Oct-2023  More Details

Spindrift Mariner 19
Length: 19'     Beam:  7'     Draft:  0.8'
Year: 1982
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Sherwood, Wisconsin
Asking: $1,200
Sailboat Added 02-Oct-2023  More Details



Hobbie Hobie Mirage Tandem Island
Length: 18.5'     Beam:  10'
Type: daysailer
Hull: fiberglass  monohull
Engine: other inboard
Location: Marinette, Wisconsin
Asking: $5,150
Sailboat Added 14-Sep-2023  More Details

Buzz Ballenger 505
1980 Egg Harbor Wisconsin 16.5 Buzz Ballenger 505
Length: 16.5'     Beam:  6.18'     Draft:  .5'
Year: 1980
Type: racer
Hull: composite  monohull
Location: Egg Harbor, Wisconsin
Asking: $3,000
Sailboat Added 13-Sep-2023  More Details

Bayfield 29
1980 Green Bay Yacht Club Wisconsin 29 Bayfield 29
Length: 29'     Beam:  10'     Draft:  3.5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Green Bay Yacht Club, Wisconsin
Asking: $9,500
Sailboat Added 13-Aug-2023  More Details


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