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Sailboats for Sale in Vermont - Discover the Sailboat of Your Dreams, or sell your current Vermont Sailboat to get ready for a new adventure today.
Your search returned 87 matches of 110645 sailboats posted to date

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Pearson 28
1981 St Johnsbury Vermont 28 Pearson 28
Length: 28'     Beam:  9' 3'     Draft:  4' 6'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: St Johnsbury, Vermont
Asking: $12,000
Sailboat Added 17-Sep-2025  More Details

Hunter 410
1999 North Hero Vermont 41 Hunter 410
Length: 41'     Beam:  13'     Draft:  6'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North Hero, Vermont
Asking: $96,000
Sailboat Added 17-Aug-2025  More Details

fulcrum rocket
fulcrum rocket
Length: 14'     Beam:  4'
Year: 2023
Type: daysailer
Hull: fiberglass  monohull
Location: Pawlet, Vermont
Asking: $5,000
Sailboat Added 08-Aug-2025  More Details



Catalina 30
1982 North hero Vermont 30 Catalina 30
Length: 30'     Beam:  10.83'     Draft:  5.25'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North hero, Vermont
Asking: $4,000
Sailboat Added 06-Aug-2025  More Details

O'Day 27
1978  Vermont 27 O'Day 27
Length: 27'     Beam:  9'     Draft:  4'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Asking: $9,000
Sailboat Added 24-Jul-2025  More Details

Hunter 23
1985 NORTH HERO Vermont 23 Hunter 23
Length: 23'     Beam:  8'     Draft:  2.25'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: NORTH HERO, Vermont
Sailboat Added 14-Jul-2025  More Details

Tartan 34C
1975 Charlotte Vermont 34 Tartan 34C
Length: 34'     Beam:  10'     Draft:  4 - 8'
Year: 1975
Type: other
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Charlotte, Vermont
Asking: $10,000
Sailboat Added 12-Jul-2025  More Details

Roger Martin Design MXNext
2013 Milton Vermont 14 Roger Martin Design MXNext
Length: 14'     Beam:  6'     Draft:  36'
Year: 2013
Type: dinghy
Hull: other  monohull
Location: Milton, Vermont
Asking: $2,500
Sailboat Added 21-Jun-2025  More Details

Peterson 34
Peterson 34
Length: 34'     Beam:  11'     Draft:  6'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Charlotte, Vermont
Asking: $22,900
Sailboat Added 16-Apr-2025  More Details



CE Ryder Sea Sprite 34
CE Ryder Sea Sprite 34
Length: 34'     Beam:  10.'     Draft:  5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Burlington, Vermont
Asking: $35,000
Sailboat Added 08-Apr-2025  More Details

FlyingScot Sloop
1988 Essex Vermont 19 FlyingScot Sloop
Length: 19'     Beam:  7'     Draft:  2'
Year: 1988
Type: racer
Hull: fiberglass  monohull
Engine: 1 other outboard
Location: Essex, Vermont
Asking: $5,400
Sailboat Added 02-Nov-2024  More Details

Bristol 32
1976  Vermont 32 Bristol 32
Length: 32'     Beam:  10'     Draft:  4.5'
Year: 1976
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $10,890
Sailboat Added 15-Oct-2024  More Details

Bristol 32
1976  Vermont 32 Bristol 32
Length: 32'     Beam:  10'     Draft:  4.6'
Year: 1976
Type: other
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $14,900
Sailboat Added 13-Oct-2024  More Details

Beneteau Oceanis 351 Clipper
1998 Guadeloupe Vermont 35 Beneteau Oceanis 351 Clipper
Length: 35'     Beam:  12.46'     Draft:  4.9'
Year: 1998
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Guadeloupe, Vermont
Asking: $60,864
Sailboat Added 01-Oct-2024  More Details

s2 6.7 Grand Slam
s2 6.7 Grand Slam
Length: 22'     Beam:  8'     Draft:  43'
Year: 1980
Type: racer/cruiser
Hull: composite  monohull
Engine: 1 gas outboard
Location: Putney, Vermont
Asking: $4,000
Sailboat Added 14-Sep-2024  More Details

Cape Dory 28
1974 Charlotte Sailing Center Vermont 28 Cape Dory 28
Length: 28'     Beam:  8'     Draft:  4'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Charlotte Sailing Center, Vermont
Asking: $8,000
Sailboat Added 04-Jun-2024  More Details

Gemini 3400
Gemini 3400
Length: 34'     Beam:  14'     Draft:  2'
Year: 1996
Type: cruiser
Hull: fiberglass  catamaran
Engine: 1 diesel inboard
Location: Mallets Bay, Vermont
Asking: $45,000
Sailboat Added 27-May-2024  More Details

Island Packet Island Packet 29
1996 Orwell Vermont 29 Island Packet Island Packet 29
Length: 29'     Beam:  1010'     Draft:  43'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Orwell, Vermont
Asking: $40,500
Sailboat Added 21-May-2024  More Details

Ericson 30
1983 North Hero Vermont 30 Ericson 30
Length: 30'     Beam:  10.5'     Draft:  5'9'
Year: 1983
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North Hero, Vermont
Asking: $7,000
Sailboat Added 15-May-2024  More Details



Hunter 356
2003 burlington Vermont 35.5 Hunter 356
Length: 35.5'     Beam:  12'     Draft:  6.4'
Year: 2003
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: burlington, Vermont
Asking: $89,000
Sailboat Added 07-Aug-2023  More Details

Gulfstar 37
1977 Colchester Vermont 37 Gulfstar 37
Length: 37'     Beam:  11'     Draft:  5'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Colchester, Vermont
Asking: $40,000
Sailboat Added 20-Feb-2025  More Details

S2
1982 Charlotte Vermont 24 S2
Length: 24'     Beam:  8'     Draft:  4'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Charlotte, Vermont
Asking: $4,000
Sailboat Added 18-Jul-2023  More Details

Chesapeake Light Craft Skerry
2023 Hinesburg Vermont 15 Chesapeake Light Craft Skerry
Length: 15'     Beam:  4.5'     Draft:  2.5'
Year: 2023
Type: dinghy
Hull: wood  monohull
Location: Hinesburg, Vermont
Asking: $3,500
Sailboat Added 13-Jul-2023  More Details

Cape Dory CD25
1978 Shelburne Vermont 25 Cape Dory CD25
Length: 25'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Shelburne, Vermont
Asking: $3,800
Sailboat Added 27-Jun-2023  More Details

Jet 14 Jet 14
Length: 14'
Year: 1960
Type: dinghy
Hull: fiberglass  monohull
Location: Waterville, Vermont
Asking: $300
Sailboat Added 02-Jun-2023  More Details

Dufour 36 Classic
Dufour 36 Classic
Length: 36'     Beam:  12.3'     Draft:  4.7'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North Hero, Vermont
Asking: $97,000
Sailboat Added 21-Apr-2023  More Details

Fahnrich Cutter
Fahnrich Cutter
Length: 31'     Beam:  8'6'
Year: 1967
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Charlotte, Vermont
Asking: $14,900
Sailboat Added 11-Aug-2022  More Details

MXNext mx
2015 Milton Vermont 14 MXNext mx
Length: 14'     Beam:  20'
Year: 2015
Type: dinghy
Hull: composite  monohull
Engine: other inboard
Location: Milton, Vermont
Asking: $4,000
Sailboat Added 05-Aug-2022  More Details

catalina c-35
2004 Colchester Vermont 35 catalina c-35
Length: 35'     Beam:  13'     Draft:  4'6'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Colchester, Vermont
Asking: $92,000
Sailboat Added 16-Jul-2022  More Details

Cape Dory 10
  Vermont 10.5 Cape Dory 10
Length: 10.5'     Beam:  4.8'     Draft:  2.0'
Type: dinghy
Hull: fiberglass  monohull
Asking: $1,889
Sailboat Added 06-Jul-2022  More Details

Intermountain Boat Works Lightning
1994 Bomoseen Vermont 19 Intermountain Boat Works Lightning
Length: 19'
Year: 1994
Type: racer
Hull: fiberglass  monohull
Location: Bomoseen, Vermont
Asking: $6,500
Sailboat Added 16-Jun-2022  More Details



Pearson Wanderer
Length: 30'     Beam:  10'     Draft:  3. 6"'
Year: 1969
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: stowe, Vermont
Asking: $17,000
Sailboat Added 13-Jun-2022  More Details

Pearson P26
Pearson P26
Length: 26'     Draft:  4'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Burlington, Vermont
Asking: $7,000
Sailboat Added 03-May-2022  More Details

Hunter 376
1996 North Hero marina Vermont 37 Hunter 376
Length: 37'     Beam:  12.4'     Draft:  6.6'
Year: 1996
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North Hero marina, Vermont
Asking: $69,000
Sailboat Added 03-Mar-2022  More Details

Fahnrich 31
1967 Charlotte Vermont 31 Fahnrich 31
Length: 31'     Beam:  9'     Draft:  6'
Year: 1967
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Charlotte, Vermont
Asking: $14,900
Sailboat Added 20-Sep-2021  More Details

O'Day 30
1984 North Hero marina Vermont 30 O'Day 30
Length: 30'     Beam:  10.75'     Draft:  3.10'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North Hero marina, Vermont
Asking: $18,500
Sailboat Added 16-Jun-2021  More Details

Pearson 27 Sloop Rig - Wing Keel
1989 Point Bay Marina Charlotte Vermont 27 Pearson 27 Sloop Rig - Wing Keel
Length: 27'     Beam:  9.1'     Draft:  3.5'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Point Bay Marina Charlotte, Vermont
Asking: $10,500
Sailboat Added 08-Jun-2021  More Details

Herreshoff 12.5
1976 Charlotte Vermont 15.6 Herreshoff 12.5
Length: 15.6'     Beam:  6'     Draft:  2.5'
Year: 1976
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Charlotte, Vermont
Asking: $25,000
Sailboat Added 12-May-2021  More Details

Oday Rhodes 19
1972 Weathersfield Vermont 19 Oday Rhodes 19
Length: 19'
Year: 1972
Type: daysailer
Hull: fiberglass  monohull
Engine: gas inboard
Location: Weathersfield, Vermont
Asking: $8,000
Sailboat Added 04-May-2021  More Details

C&C 24
C&C 24
Length: 24'     Beam:  8'9'     Draft:  4'
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Mallets Bay, Vermont
Asking: $8,500
Sailboat Added 28-Apr-2021  More Details

Catalina 380
2000 Colchester Vermont 38 Catalina 380
Length: 38'     Beam:  12.33'     Draft:  5.4'
Year: 2000
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Colchester, Vermont
Asking: $88,000
Sailboat Added 25-Apr-2021  More Details

Pierson Ensign
1978 Fayston Vermont 22.5 Pierson Ensign
Length: 22.5'     Beam:  7'     Draft:  3'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 gas outboard
Location: Fayston, Vermont
Asking: $24,000
Sailboat Added 15-Mar-2021  More Details



O'Day 222
1984 Wilmington Vermont 21.75 O'Day 222
Length: 21.75'     Beam:  7.92'     Draft:  1.67'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Wilmington, Vermont
Asking: $5,000
Sailboat Added 21-Feb-2021  More Details

C&C Mark 1
1977 Malletts Bay Colchester Vermont 29.58 C&C Mark 1
Length: 29.58'     Beam:  10.33'     Draft:  5.25'
Year: 1977
Type: racer/cruiser
Hull:  monohull
Engine: 1 gas inboard
Location: Malletts Bay Colchester, Vermont
Asking: $12,500
Sailboat Added 06-Aug-2020  More Details

MacGregor 26M Sold
MacGregor 26M Sold
Length: 26'     Beam:  8'     Draft:  1'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Burlington, Vermont
Asking: $19,999
Sailboat Added 07-Jul-2020  More Details


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