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Sailboats for Sale in Connecticut - Discover the Sailboat of Your Dreams, or sell your current Connecticut Sailboat to get ready for a new adventure today.
Your search returned 421 matches of 109924 sailboats posted to date

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Hunter Cherubi
Hunter Cherubi
Length: 54'     Beam:  11'4'     Draft:  6'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Branford, Connecticut
Asking: $79,500
Sailboat Added 13-Feb-2020  More Details

Marshall Sanderling Open daysailer
2010 Guilford Connecticut 18 Marshall Sanderling Open daysailer
Length: 18'
Year: 2010
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Guilford, Connecticut
Asking: $39,500
Sailboat Added 26-Nov-2019  More Details

Pearson 31-1
 New London Connecticut 31 Pearson 31-1
Length: 31'     Beam:  11'     Draft:  6'
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: New London, Connecticut
Asking: $8,000
Sailboat Added 16-Sep-2019  More Details



Cape Dory 27
Cape Dory 27
Length: 27'     Beam:  8'     Draft:  4'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $12,000
Sailboat Added 09-Sep-2019  More Details

Stiletto 27 SE
 Fairfield Connecticut 27 Stiletto 27 SE
Length: 27'     Beam:  14'     Draft:  6'
Type: daysailer
Hull: fiberglass  catamaran
Engine: 1 gas outboard
Location: Fairfield, Connecticut
Asking: $15,000
Sailboat Added 28-Aug-2019  More Details

cal jensen cal22
Length: 22'     Beam:  7'     Draft:  4'
Year: 86
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Branford, Connecticut
Asking: $4,300
Sailboat Added 27-Aug-2019  More Details

Dyer D Dink
2002 Essex Connecticut 10 Dyer D Dink
Length: 10'     Beam:  4 12'     Draft:  12'
Year: 2002
Type: dinghy
Hull: fiberglass  monohull
Location: Essex, Connecticut
Asking: $4,000
Sailboat Added 27-Aug-2019  More Details

Sparkman & Stephens Direcktor Sparkman & Stephens Custom 48
1964 Stamford Connecticut 48 Sparkman & Stephens Direcktor Sparkman & Stephens Custom 48
Length: 48'     Beam:  12'     Draft:  6.7'
Year: 1964
Type: racer/cruiser
Hull: aluminum  monohull
Engine: 1 diesel inboard
Location: Stamford, Connecticut
Asking: $145,000
Sailboat Added 26-Aug-2019  More Details

TPI J 28
1987 Noank Connecticut 28 TPI J 28
Length: 28'     Beam:  10'     Draft:  5'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Noank, Connecticut
Asking: $25,000
Sailboat Added 26-Aug-2019  More Details



Hunter 27
1990 Milford Connecticut 27 Hunter 27
Length: 27'     Beam:  8.5'     Draft:  3.5'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Milford, Connecticut
Asking: $10,000
Sailboat Added 20-Aug-2019  More Details

Catalina 26 HP M25xpb Diesel C-30
1982 Essex Connecticut 30 Catalina 26 HP M25xpb Diesel C-30
Length: 30'     Beam:  10.8'     Draft:  5.25'
Year: 1982
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Essex, Connecticut
Asking: $12,150
Sailboat Added 30-Jul-2019  More Details

Stuart Rhodes 19
Stuart Rhodes 19
Length: 19'     Beam:  7'     Draft:  1'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Mystic, Connecticut
Asking: $15,500
Sailboat Added 30-Jul-2019  More Details

Sabre 28
1979 Niantic Connecticut 28 Sabre 28
Length: 28'     Beam:  9' 3'     Draft:  4' 4'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Niantic, Connecticut
Asking: $16,900
Sailboat Added 08-Jul-2019  More Details

O'day Mariner 2 2
1971 Lebanon Connecticut 19 O'day Mariner 2 2
Length: 19'     Beam:  6'     Draft:  1'
Year: 1971
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Lebanon, Connecticut
Asking: $1,000
Sailboat Added 28-Jun-2019  More Details

Com-Pac Compac 16
1979 Groton Connecticut 16 Com-Pac Compac 16
Length: 16'     Beam:  5.5'     Draft:  2'
Year: 1979
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Groton, Connecticut
Asking: $2,500
Sailboat Added 24-Jun-2019  More Details

Catalina 36
1987 Westbrook Connecticut 36 Catalina 36
Length: 36'     Beam:  11.9'     Draft:  5.3'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westbrook, Connecticut
Asking: $39,900
Sailboat Added 17-Jun-2019  More Details

Catalina 250 Keel
2008 Bridgeport Connecticut 25 Catalina 250 Keel
Length: 25'
Year: 2008
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Bridgeport, Connecticut
Asking: $18,000
Sailboat Added 17-Jun-2019  More Details

North American Yachts Spirit 28
1980 Westbrook Connecticut 28 North American Yachts Spirit 28
Length: 28'     Beam:  10'     Draft:  5'
Year: 1980
Type: daysailer
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Westbrook, Connecticut
Asking: $18,500
Sailboat Added 14-Jun-2019  More Details

j boats J24
Length: 24'     Beam:  8.8'     Draft:  4'
Year: 1977
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Litchfield, Connecticut
Asking: $4,500
Sailboat Added 21-May-2019  More Details



J Boats 95
2012 Mystic Connecticut 31 J Boats 95
Length: 31'     Beam:  10'     Draft:  5'8'
Year: 2012
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mystic, Connecticut
Asking: $121,500
Sailboat Added 06-May-2019  More Details

Catalina Catalina 27
1978 Stratford Connecticut 27 Catalina Catalina 27
Length: 27'     Beam:  9'     Draft:  4'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Stratford, Connecticut
Asking: $3,500
Sailboat Added 30-Apr-2019  More Details

Laser Performance Laser XD Sailboat
Length: 13'
Year: 2016
Type: dinghy
Hull: fiberglass  monohull
Location: Rowayton, Connecticut
Asking: $8,500
Sailboat Added 19-Apr-2019  More Details

Laser
2007 milford Connecticut 14  Laser
Length: 14'
Year: 2007
Type: dinghy
Hull: fiberglass  monohull
Location: milford, Connecticut
Asking: $3,800
Sailboat Added 22-Mar-2019  More Details

Lawley S-Class
1925 Branford Connecticut 27.6 Lawley S-Class
Length: 27.6'     Beam:  7'     Draft:  4.5'
Year: 1925
Type: racer
Hull: wood  monohull
Engine: 1 gas outboard
Location: Branford, Connecticut
Asking: $65,000
Sailboat Added 22-Mar-2019  More Details

Pearson 31
1988 Schennocossett Yacht Club Groton CT Connecticut 31 Pearson 31
Length: 31'     Beam:  10'     Draft:  4'
Year: 1988
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Schennocossett Yacht Club Groton CT, Connecticut
Asking: $27,500
Sailboat Added 24-Feb-2019  More Details

Catalina 34 MKII
Catalina 34 MKII
Length: 34'     Beam:  11.75'     Draft:  4'
Year: 2000
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westbrook, Connecticut
Asking: $72,000
Sailboat Added 25-Jan-2019  More Details

Catalina 350
2003 Stamford Connecticut 35 Catalina 350
Length: 35'     Beam:  13'     Draft:  4.5'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stamford, Connecticut
Asking: $109,000
Sailboat Added 20-Jan-2019  More Details

Catalina 34
1991 Clintonct Connecticut 34 Catalina 34
Length: 34'     Beam:  11'     Draft:  5.6'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Clintonct, Connecticut
Asking: $49,900
Sailboat Added 13-Jan-2019  More Details

Ericson LIMEADE
Ericson LIMEADE
Length: 27'     Beam:  9'     Draft:  4'
Year: 1972
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Stamford, Connecticut
Asking: $9,900
Sailboat Added 03-Jan-2019  More Details

catalina 27
catalina 27
Length: 27'     Beam:  8.8'     Draft:  4.8'
Year: 83
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ferry Slip New London, Connecticut
Asking: $13,000
Sailboat Added 30-Dec-2018  More Details

Hans Christian Christina 52 Center cockpit
Hans Christian Christina 52 Center cockpit
Length: 52'     Beam:  14'     Draft:  7.8'
Year: 1992
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Norwalk, Connecticut
Asking: $280,000
Sailboat Added 13-Dec-2018  More Details



Endeavour 32 Sloop
1979 Mystic CT Connecticut 32 Endeavour 32 Sloop
Length: 32'     Beam:  9'     Draft:  4.6'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mystic CT, Connecticut
Asking: $12,400
Sailboat Added 09-Dec-2018  More Details

Tripp 36
1991 Greenwich Connecticut 36 Tripp 36
Length: 36'     Beam:  11'4'     Draft:  6'11'
Year: 1991
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Greenwich, Connecticut
Asking: $18,450
Sailboat Added 06-Dec-2018  More Details

X-Yachts X35
2007 Stamford Connecticut 34.8 X-Yachts X35
Length: 34.8'     Beam:  10.7'     Draft:  7.'
Year: 2007
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stamford, Connecticut
Sailboat Added 30-Nov-2018  More Details

Pearson 26
1976 Old Saybrook Connecticut 26 Pearson 26
Length: 26'     Beam:  8.67'     Draft:  4'
Year: 1976
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Old Saybrook, Connecticut
Asking: $5,900
Sailboat Added 20-Oct-2018  More Details

Dufour 34
1974 Old Lyme Connecticut 34 Dufour 34
Length: 34'     Beam:  11'     Draft:  5.833'
Year: 1974
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Old Lyme, Connecticut
Asking: $41,000
Sailboat Added 19-Oct-2018  More Details

Catalina Sloop
1991  Connecticut 34 Catalina Sloop
Length: 34'     Beam:  11'     Draft:  5'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Asking: $49,999
Sailboat Added 19-Sep-2018  More Details

Hunter 27-2
1990 Westport Connecticut 27 Hunter 27-2
Length: 27'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Westport, Connecticut
Asking: $18,000
Sailboat Added 28-Aug-2018  More Details

Hunter Hunter 30
1990 Norwalk Connecticut 30 Hunter Hunter 30
Length: 30'     Beam:  10'     Draft:  4.5'
Year: 1990
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Norwalk, Connecticut
Asking: $25,900
Sailboat Added 13-Aug-2018  More Details

Hunter 170
2004 Greenwich Connecticut 17 Hunter 170
Length: 17'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Greenwich, Connecticut
Asking: $2,700
Sailboat Added 30-Jul-2018  More Details

29er
1998 Brookfield Connecticut 14.4  29er
Length: 14.4'     Beam:  5' 7'
Year: 1998
Type: racer
Hull: fiberglass  monohull
Location: Brookfield, Connecticut
Asking: $3,200
Sailboat Added 25-Jul-2018  More Details

catalina 30
1975 East Hampton Connecticut 30 catalina 30
Length: 30'     Beam:  10'     Draft:  5' 6"'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: East Hampton, Connecticut
Asking: $14,500
Sailboat Added 25-Jul-2018  More Details

Catalina 25
2008 Captains Cove Bridgeport Connecticut 25 Catalina 25
Length: 25'
Year: 2008
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Captains Cove Bridgeport, Connecticut
Asking: $21,000
Sailboat Added 23-Jul-2018  More Details

Dyer Dhow Midget
1980 stamford Connecticut 7.92 Dyer Dhow Midget
Length: 7.92'     Beam:  4.08'     Draft:  3.0'
Year: 1980
Type: dinghy
Hull: fiberglass  monohull
Engine: other inboard
Location: stamford, Connecticut
Asking: $1,000
Sailboat Added 17-Jul-2018  More Details

Open Bic
Length: '
Year: 2008
Type: dinghy
Hull: other  monohull
Location: Niantic, Connecticut
Asking: $1,950
Sailboat Added 13-Jul-2018  More Details

Benneteau F235
1989 Stamford Connecticut 23 Benneteau F235
Length: 23'     Beam:  8.3'     Draft:  3'
Year: 1989
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Stamford, Connecticut
Asking: $6,700
Sailboat Added 06-Jul-2018  More Details

Tripp 37
1987 Groton Connecticut 37 Tripp 37
Length: 37'     Beam:  11'     Draft:  7'
Year: 1987
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $20,000
Sailboat Added 01-Jul-2018  More Details

Winner
2008 Woodbridge CT Connecticut 8 Winner
Length: 8'
Year: 2008
Type: dinghy
Hull: fiberglass  monohull
Location: Woodbridge CT, Connecticut
Asking: $1,800
Sailboat Added 03-Jun-2018  More Details

Precision P21
Precision P21
Length: 21'     Beam:  8' 3''     Draft:  1' 9''
Year: 2010
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Fairfield, Connecticut
Asking: $19,900
Sailboat Added 29-May-2018  More Details

Hunter 170
2004 Greenwich Connecticut 17 Hunter 170
Length: 17'
Year: 2004
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Greenwich, Connecticut
Asking: $2,900
Sailboat Added 18-May-2018  More Details

Catalina 30
1979 Milford Connecticut 30 Catalina 30
Length: 30'     Beam:  10.5'     Draft:  4.5'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Milford, Connecticut
Asking: $7,800
Sailboat Added 05-May-2018  More Details

Mclaughlin Optimist
Mclaughlin Optimist
Length: 8'     Beam:  4'     Draft:  .25'
Year: 2012
Type: daysailer
Hull: fiberglass  monohull
Location: Darien, Connecticut
Asking: $2,000
Sailboat Added 25-Apr-2018  More Details

Dyer Dhow 12.5
Dyer Dhow 12.5
Length: 12'6'     Beam:  5'2'     Draft:  2'
Year: 1987
Type: daysailer
Hull: fiberglass  monohull
Location: Southington, Connecticut
Asking: $7,000
Sailboat Added 12-Apr-2018  More Details

Vangard Laser
Vangard Laser
Length: 13.78'     Beam:  4.56'     Draft:  2.62'
Year: 2002
Type: dinghy
Hull: fiberglass  monohull
Location: milford, Connecticut
Asking: $3,900
Sailboat Added 03-Apr-2018  More Details

Catalina 34
1991 Clinton Connecticut 34 Catalina 34
Length: 34'     Beam:  11.7'     Draft:  5.5'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Clinton, Connecticut
Asking: $49,999
Sailboat Added 30-Mar-2018  More Details

Islander 32 Mark II
1979 Groton Connecticut 32 Islander 32 Mark II
Length: 32'     Beam:  11'     Draft:  5.4'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $15,000
Sailboat Added 16-Mar-2018  More Details

Dyer Dhow
 Westport Connecticut 9' Dyer Dhow
Length: 9''     Beam:  4.5''     Draft:  1.75''
Type: daysailer
Hull: fiberglass  monohull
Location: Westport, Connecticut
Asking: $1,800
Sailboat Added 23-Feb-2018  More Details

O'Day 28
O'Day 28
Length: 28.2'     Beam:  10.2'     Draft:  4.7'
Year: 1983
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Haddam, Connecticut
Asking: $15,000
Sailboat Added 16-Feb-2018  More Details

Telstar 26 MK 1
1974 Ashford Connecticut 26 Telstar 26 MK 1
Length: 26'     Beam:  15'3'     Draft:  1.5-5'
Year: 1974
Type: cruiser
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Ashford, Connecticut
Asking: $18,900
Sailboat Added 27-Jan-2018  More Details

Catalina Catalina Tall Rig
1979 Norwak Connecticut 26'1 Catalina Catalina Tall Rig
Length: 26'1'     Beam:  8'8'     Draft:  4''
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Norwak, Connecticut
Asking: $5,250
Sailboat Added 06-Jan-2018  More Details

JBoats J24
 Old Lyme Connecticut 24 JBoats J24
Length: 24'
Type: racer
Hull: fiberglass  monohull
Location: Old Lyme, Connecticut
Asking: $2,700
Sailboat Added 10-Oct-2017  More Details

tartan 33
1984 Stratford Connecticut 34 tartan 33
Length: 34'     Beam:  11.5'     Draft:  4.5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stratford, Connecticut
Asking: $44,000
Sailboat Added 28-Aug-2017  More Details

Morgan 382
1979 Bridgeport Connecticut 38 Morgan 382
Length: 38'     Beam:  12'     Draft:  5.5'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bridgeport, Connecticut
Asking: $39,900
Sailboat Added 22-Aug-2017  More Details

C&C Mark V
1984 Bridgeport Connecticut 27 C&C Mark V
Length: 27'     Beam:  10'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bridgeport, Connecticut
Asking: $9,900
Sailboat Added 22-Aug-2017  More Details

Soling
1988 Branford Connecticut 27 Soling
Length: 27'     Beam:  6'     Draft:  4.5'
Year: 1988
Type: racer
Hull: fiberglass  monohull
Location: Branford, Connecticut
Asking: $5,500
Sailboat Added 22-Aug-2017  More Details

Fusion Boats Fusion 15
2003 Bethlehem Connecticut 15.67 Fusion Boats Fusion 15
Length: 15.67'     Beam:  5.5'     Draft:  .5'
Year: 2003
Type: dinghy
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Bethlehem, Connecticut
Asking: $3,950
Sailboat Added 06-Aug-2017  More Details



Ranger 33
1976 Stratford Connecticut 33.17 Ranger 33
Length: 33.17'     Beam:  9.58'     Draft:  5'
Year: 1976
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stratford, Connecticut
Asking: $9,650
Sailboat Added 02-Aug-2017  More Details

Telstar Telstar 26
1974 Ashford Connecticut 26 Telstar Telstar 26
Length: 26'     Beam:  14'     Draft:  1.5'
Year: 1974
Type: cruiser
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Ashford, Connecticut
Asking: $26,000
Sailboat Added 23-Jul-2017  More Details

Catalina 30
Catalina 30
Length: 30'     Beam:  11'     Draft:  5'
Year: 77
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Port Clinton Clinton Harbor, Connecticut
Asking: $7,000
Sailboat Added 13-Jul-2017  More Details


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