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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 336 matches of 110633 sailboats posted to date

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Hunter 33.5
1992 Milwaukee Wisconsin 33.5 Hunter 33.5
Length: 33.5'     Beam:  11'     Draft:  4.5'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milwaukee, Wisconsin
Asking: $24,000
Sailboat Added 08-Oct-2025  More Details

Featured Sailboat:  Tartan Fantail
2024 Sturgeon Bay Wisconsin 26 Tartan Fantail
Length: 26'     Beam:  8.42'     Draft:  3.5'
Year: 2024
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 other inboard
Location: Sturgeon Bay, Wisconsin
Asking: $125,000
Featured Sailboat Added 06-Oct-2025  More Details

Featured Sailboat:  SOLD Com-Pac 25 SOLD
2002 Washburn Marina Wisconsin  SOLD  Com-Pac 25  SOLD
Length: '     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 29-Sep-2025  More Details



Tartan 33
Length: 33'     Beam:  10.96'     Draft:  4.5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: STURGEON BAY, Wisconsin
Asking: $25,000
Sailboat Added 29-Sep-2025  More Details

Santana 23
Santana 23
Length: 23'     Beam:  8.83'     Draft:  0.8'
Year: 1980
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Madison, Wisconsin
Asking: $4,000
Sailboat Added 20-Sep-2025  More Details

Hinterhoeller Nonsuch
1982 Port Washington WI Wisconsin 26 Hinterhoeller Nonsuch
Length: 26'     Beam:  10.5'     Draft:  4.5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Port Washington WI, Wisconsin
Asking: $21,500
Sailboat Added 18-Sep-2025  More Details

C&C 29
1976 Superior Wisconsin 29 C&C 29
Length: 29'     Beam:  10.3'     Draft:  5.25'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Superior, Wisconsin
Asking: $4,000
Sailboat Added 03-Sep-2025  More Details

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
Sailboat Added 17-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



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
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

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

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

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

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



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

Hunter 310
Hunter 310
Length: 30.8'     Beam:  10.83'     Draft:  4'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pepin, Wisconsin
Asking: $29,500
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: $19,900
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

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

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


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