SailboatListings.com

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 420 matches of 109924 sailboats posted to date

Pages:
1

Featured Sailboat:  Howard Boats Barnstable Cat Boat
2005 Riverside Connecticut 12 Howard Boats Barnstable Cat Boat
Length: 12'     Beam:  6'     Draft:  2'
Year: 2005
Type: daysailer
Hull: fiberglass  monohull
Location: Riverside, Connecticut
Asking: $8,000
Featured Sailboat Added 30-Aug-2025  More Details

Ontario Boats sonar
1989 Shelton Connecticut 23 Ontario Boats sonar
Length: 23'     Beam:  7.8'     Draft:  4'
Year: 1989
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Shelton, Connecticut
Asking: $4,500
Sailboat Added 21-Aug-2025  More Details

Laser Performance Laser
2018 Stamford Connecticut 13 Laser Performance Laser
Length: 13'     Beam:  5'     Draft:  2'
Year: 2018
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Stamford, Connecticut
Asking: $6,250
Sailboat Added 19-Aug-2025  More Details



Precision 21
1992 Westport Connecticut 21 Precision 21
Length: 21'     Beam:  8'     Draft:  1-4'
Year: 1992
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Westport, Connecticut
Asking: $5,700
Sailboat Added 19-Aug-2025  More Details

Featured Sailboat:  catalina 22
1986 Stamford Connecticut 22 catalina 22
Length: 22'     Beam:  8'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Stamford, Connecticut
Asking: $5,500
Featured Sailboat Added 14-Aug-2025  More Details

Beneteau 36 CC Center Cockpit
2002 Noank Mystic Connecticut 36.5 Beneteau 36 CC Center Cockpit
Length: 36.5'     Beam:  12.5'     Draft:  5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Noank Mystic, Connecticut
Asking: $85,000
Sailboat Added 12-Aug-2025  More Details

Pearson Pearson 26
1976 New London Connecticut 26 Pearson Pearson 26
Length: 26'     Beam:  8.69'     Draft:  4'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: New London, Connecticut
Asking: $4,000
Sailboat Added 09-Aug-2025  More Details

CSY Caribbean Sailing Yachts 44 Walkover Cutter
1977 Branford Connecticut 44 CSY Caribbean Sailing Yachts 44 Walkover Cutter
Length: 44'     Beam:  13.3'     Draft:  6.5'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Branford, Connecticut
Asking: $61,000
Sailboat Added 07-Aug-2025  More Details

Sturgis PS2000 C420
2018  Connecticut  Sturgis PS2000 C420
Length: '
Year: 2018
Type: dinghy
Hull: fiberglass  monohull
Asking: $9,000
Sailboat Added 05-Aug-2025  More Details

Featured Sailboat:  Flying Scot
1981 Fairfield Connecticut 19 Flying Scot
Length: 19'     Beam:  6.8'     Draft:  4.0'
Year: 1981
Type: dinghy
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Fairfield, Connecticut
Asking: $2,300
Featured Sailboat Added 04-Aug-2025  More Details

Featured Sailboat:  Fusion Fusion 15
2002 Essex Connecticut 15.7 Fusion Fusion 15
Length: 15.7'     Beam:  5.5'     Draft:  0.4'
Year: 2002
Type: daysailer
Hull: fiberglass  monohull
Location: Essex, Connecticut
Asking: $4,000
Featured Sailboat Added 25-Jul-2025  More Details

Freedom 35
1993 Mystic Connecticut 35 Freedom 35
Length: 35'     Beam:  12'     Draft:  4.5'
Year: 1993
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mystic, Connecticut
Asking: $55,000
Sailboat Added 17-Jul-2025  More Details

Hobie Getaway
Length: 16'
Year: 2015
Type: cruiser
Hull: other  monohull
Location: Colchester, Connecticut
Asking: $2,000
Sailboat Added 16-Jul-2025  More Details

Freedom 40/40
1995 Norwalk Connecticut 40 Freedom 40/40
Length: 40'     Beam:  13'     Draft:  6'
Year: 1995
Type: other
Hull: fiberglass  
Engine: 1 diesel inboard
Location: Norwalk, Connecticut
Asking: $119,500
Sailboat Added 15-Jul-2025  More Details

Menger Catboat
Menger Catboat
Length: 19'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Noank, Connecticut
Asking: $16,900
Sailboat Added 10-Jul-2025  More Details

Beneteau First 367
2005 Guilford Connecticut 36 Beneteau First 367
Length: 36'     Beam:  11.4'     Draft:  7.1'
Year: 2005
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Guilford, Connecticut
Asking: $69,900
Sailboat Added 12-Jun-2025  More Details

Hunter 40.5
1997 Stamford Connecticut 40 Hunter 40.5
Length: 40'     Beam:  13'     Draft:  4.9'
Year: 1997
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stamford, Connecticut
Asking: $89,000
Sailboat Added 10-Jun-2025  More Details

Vanguard Laser
Length: 14'     Beam:  5'     Draft:  3'
Year: 2001
Type: dinghy
Hull: fiberglass  monohull
Location: Norwalk, Connecticut
Asking: $3,000
Sailboat Added 31-May-2025  More Details

J Boats j-109
2007 Groton Connecticut 35 J Boats j-109
Length: 35'     Beam:  11.5'     Draft:  7'
Year: 2007
Type: racer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $105,000
Sailboat Added 28-May-2025  More Details



C&C 27 Mark V
C&C 27 Mark V
Length: 27'     Beam:  9.16'     Draft:  4.25'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Old Greenwich, Connecticut
Asking: $3,500
Sailboat Added 19-May-2025  More Details

Hunter
Hunter
Length: 25.5'     Beam:  9'     Draft:  4.5'
Year: 1984
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 gas outboard
Location: Norwalk, Connecticut
Asking: $3,900
Sailboat Added 18-May-2025  More Details

Cal 34-3
1977 Noank Connecticut 33.3 Cal 34-3
Length: 33.3'     Beam:  10'     Draft:  5'
Year: 1977
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Noank, Connecticut
Asking: $15,000
Sailboat Added 07-May-2025  More Details

Sabre Sabre 28
Sabre Sabre 28
Length: 28.5'     Beam:  9.2'     Draft:  4.3'
Year: 1977
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Maxwell Boatyard Noank CT, Connecticut
Asking: $17,900
Sailboat Added 06-May-2025  More Details

Pearson 35
Pearson 35
Length: 35'     Beam:  10'     Draft:  4.35'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westbrook, Connecticut
Asking: $34,900
Sailboat Added 02-May-2025  More Details

Flying Scot Flying Scot
2002  Connecticut 19 Flying Scot Flying Scot
Length: 19'     Beam:  6'9'     Draft:  18'
Year: 2002
Type: racer/cruiser
Hull: fiberglass  monohull
Asking: $13,950
Sailboat Added 24-Apr-2025  More Details

Ericson 25
1983 Stratford CT Connecticut 25.5 Ericson 25
Length: 25.5'     Beam:  9.2'     Draft:  4.11'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Stratford CT, Connecticut
Asking: $2,000
Sailboat Added 15-Apr-2025  More Details

Pearson 26 Sloop
Length: 26'1"'     Beam:  8''     Draft:  4''
Year: 1973
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Portland, Connecticut
Asking: $2,000
Sailboat Added 03-Apr-2025  More Details

Ovington ILCA 7
2020 Greenwich Connecticut 14.75 Ovington ILCA 7
Length: 14.75'     Beam:  4.6'
Year: 2020
Type: racer
Hull: fiberglass  monohull
Location: Greenwich, Connecticut
Asking: $11,000
Sailboat Added 31-Mar-2025  More Details

Pearson 35
1976 Groton Connecticut 35 Pearson 35
Length: 35'     Beam:  10'     Draft:  4'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $18,500
Sailboat Added 29-Mar-2025  More Details

2 Original I420s 1 jib and mainsail 1 forward mast cat setup
Length: 13'.9'     Beam:  5'4'     Draft:  3''
Year: 1965
Type: dinghy
Hull: fiberglass  monohull
Location: Newtown, Connecticut
Asking: $2,000
Sailboat Added 17-Mar-2025  More Details

Hughs Columbia 87 Coastal Cruiser
1982 Haddam CT Connecticut 29.9 Hughs Columbia 87 Coastal Cruiser
Length: 29.9'     Beam:  10'     Draft:  4.5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Haddam CT, Connecticut
Asking: $8,000
Sailboat Added 10-Mar-2025  More Details



Catalina C30 Mk II Tall Rig
1990 Mystic CT Connecticut 30 Catalina C30 Mk II Tall Rig
Length: 30'     Beam:  12'     Draft:  5'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mystic CT, Connecticut
Asking: $30,000
Sailboat Added 27-Feb-2025  More Details

Catalina 30
1985 Groton Connecticut 30 Catalina 30
Length: 30'     Beam:  10.8'     Draft:  5.3'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $17,500
Sailboat Added 18-Feb-2025  More Details

C&C 41
1985 Westport Connecticut 41 C&C 41
Length: 41'     Beam:  12-11'     Draft:  7'-10'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westport, Connecticut
Asking: $24,950
Sailboat Added 13-Feb-2025  More Details

Hobie Hobie Cat 16
 Stamford Connecticut 16 Hobie Hobie Cat 16
Length: 16'
Type: daysailer
Hull: fiberglass  catamaran
Engine: other inboard
Location: Stamford, Connecticut
Asking: $1,500
Sailboat Added 15-Jan-2025  More Details

Albin Vega
1973 Haddam Connecticut 27 Albin Vega
Length: 27'     Beam:  8'     Draft:  3'10'
Year: 1973
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Haddam, Connecticut
Asking: $8,000
Sailboat Added 28-Dec-2024  More Details

ODay
Length: 17.8'     Beam:  6.2'     Draft:  8'
Year: 197
Type: daysailer
Hull: fiberglass  monohull
Location: Stonington, Connecticut
Asking: $550
Sailboat Added 16-Nov-2024  More Details

ODay 2
Length: 17'     Beam:  6.3'     Draft:  83'
Year: 1970
Type: daysailer
Hull: fiberglass  monohull
Location: Stonington, Connecticut
Asking: $550
Sailboat Added 16-Nov-2024  More Details

C&C 29 MKII
1983 Milford Connecticut 28.50 C&C 29 MKII
Length: 28.50'     Beam:  9.42'     Draft:  5.30'
Year: 1983
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milford, Connecticut
Asking: $15,500
Sailboat Added 21-Oct-2024  More Details

C&C 34R
1990 Old Saybrook Connecticut 35 C&C 34R
Length: 35'     Beam:  6'     Draft:  7'
Year: 1990
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Old Saybrook, Connecticut
Asking: $19,500
Sailboat Added 19-Oct-2024  More Details

C&C MK III
1985 New Haven Connecticut 35 C&C MK III
Length: 35'     Beam:  10'     Draft:  6'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: New Haven, Connecticut
Asking: $30,000
Sailboat Added 08-Oct-2024  More Details

Corsair 27
Corsair 27
Length: 28'     Beam:  21'     Draft:  5'
Year: 1992
Type: cruiser
Hull: fiberglass  trimaran
Engine: 1 gas outboard
Location: Stratford CT, Connecticut
Asking: $29,900
Sailboat Added 07-Oct-2024  More Details

Hunter 33-2
2004 Groton Connecticut 33 Hunter 33-2
Length: 33'     Beam:  11.5'     Draft:  4.5'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $59,950
Sailboat Added 04-Oct-2024  More Details

HakeSeaward Seaward 32RK
2012 Groton Connecticut 32 HakeSeaward Seaward 32RK
Length: 32'     Beam:  10.5'     Draft:  1.8'
Year: 2012
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $99,000
Sailboat Added 04-Oct-2024  More Details

Catalina 30 Tall Rig
1982 Mystic Connecticut 30 Catalina 30 Tall Rig
Length: 30'     Beam:  9'6'     Draft:  5.6'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mystic, Connecticut
Asking: $15,000
Sailboat Added 28-Sep-2024  More Details

C&C MK II
C&C MK II
Length: 38'     Beam:  12'     Draft:  6.1'
Year: 1976
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bridgeport, Connecticut
Asking: $19,993
Sailboat Added 21-Sep-2024  More Details

Hunter Marlow 2013
2013 Westbrook Connecticut 36 Hunter Marlow 2013
Length: 36'     Beam:  12''     Draft:  5''
Year: 2013
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westbrook, Connecticut
Asking: $127,500
Sailboat Added 20-Sep-2024  More Details

hughs Columbia
hughs Columbia
Length: 29.9'     Beam:  10'     Draft:  4.67'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Old Saybrook CT, Connecticut
Asking: $10,500
Sailboat Added 16-Sep-2024  More Details

Cal 22
1986 Branford Connecticut 22 Cal 22
Length: 22'     Beam:  8'     Draft:  4.5'
Year: 1986
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Branford, Connecticut
Asking: $1,900
Sailboat Added 16-Sep-2024  More Details

Grampian Classic 31
1965 Mystic Connecticut 30'11 Grampian Classic 31
Length: 30'11'     Beam:  8' 4'     Draft:  4' 6'
Year: 1965
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Mystic, Connecticut
Asking: $4,990
Sailboat Added 06-Sep-2024  More Details

Scorpio Custom Yachts
1998 Connecticut Connecticut 53 Scorpio Custom Yachts
Length: 53'     Beam:  15.5'     Draft:  7.25'
Year: 1998
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Connecticut, Connecticut
Asking: $210,000
Sailboat Added 20-Aug-2024  More Details

The Anchorage Dyer Dhow 12
1970 Middletown Connecticut 12.5 The Anchorage Dyer Dhow 12
Length: 12.5'     Beam:  5'     Draft:  2'
Year: 1970
Type: daysailer
Hull: fiberglass  monohull
Location: Middletown, Connecticut
Asking: $50
Sailboat Added 14-Aug-2024  More Details

JY 15
1990 Middletown Connecticut 15  JY 15
Length: 15'     Beam:  5'     Draft:  .5'
Year: 1990
Type: racer
Hull: fiberglass  monohull
Location: Middletown, Connecticut
Asking: $50
Sailboat Added 14-Aug-2024  More Details

Endeavour 32
Endeavour 32
Length: 32'     Beam:  9'     Draft:  4.6'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $4,900
Sailboat Added 11-Aug-2024  More Details

Catalina 22 Sport
2006 Stamford Connecticut 22 Catalina 22 Sport
Length: 22'     Beam:  7'     Draft:  5'
Year: 2006
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Stamford, Connecticut
Asking: $13,000
Sailboat Added 06-Aug-2024  More Details

Honor Marine Drascombe Longboat HNR 407-420-579
Length: 21'     Beam:  6'     Draft:  1.4'
Year: 1980
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Essex, Connecticut
Asking: $6,500
Sailboat Added 05-Aug-2024  More Details

DuFour 1800/25
DuFour 1800/25
Length: 25.10'     Beam:  8.89'     Draft:  4.25'
Year: 1984
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Safe Harbor Stamford, Connecticut
Asking: $4,950
Sailboat Added 02-Aug-2024  More Details

S2 8.5
S2 8.5
Length: 28'     Beam:  9.5'     Draft:  4.5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Old Lyme, Connecticut
Asking: $12,000
Sailboat Added 31-Jul-2024  More Details

RS Aero 9 -7
2019 Cedar Point Yacht Club - Westport CT Connecticut 13 RS Aero 9 -7
Length: 13'
Year: 2019
Type: dinghy
Hull: fiberglass  monohull
Location: Cedar Point Yacht Club - Westport CT, Connecticut
Asking: $7,000
Sailboat Added 27-Jul-2024  More Details

X-Cat Sailboat
2021 Branford Connecticut 16 X-Cat Sailboat
Length: 16'     Beam:  7''     Draft:  0.5'
Year: 2021
Type: daysailer
Hull: composite  catamaran
Location: Branford, Connecticut
Asking: $7,000
Sailboat Added 12-Jul-2024  More Details

RS Aero
RS Aero
Length: 13'2'
Year: 2021
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: westport, Connecticut
Asking: $9,000
Sailboat Added 09-Jul-2024  More Details

Catalina 250 MK II Wing Keel
Catalina 250 MK II Wing Keel
Length: 26.11'     Beam:  8.6'     Draft:  3.5'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Westbrook, Connecticut
Asking: $21,500
Sailboat Added 02-Apr-2025  More Details

Precision 21
2002 North Haven Connecticut 21 Precision 21
Length: 21'     Beam:  8'     Draft:  2'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: North Haven, Connecticut
Asking: $10,999
Sailboat Added 28-Jun-2024  More Details

Columbia 9.6
1978 Milford Connecticut 32 Columbia 9.6
Length: 32'     Beam:  10.5'     Draft:  5.75'
Year: 1978
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Milford, Connecticut
Asking: $11,750
Sailboat Added 25-Jun-2024  More Details

Hobie H18
1980 Terryville Connecticut 18 Hobie H18
Length: 18'     Beam:  8'     Draft:  1'
Year: 1980
Type: other
Hull: fiberglass  catamaran
Engine: other inboard
Location: Terryville, Connecticut
Asking: $1,500
Sailboat Added 18-Jun-2024  More Details

J Boats J33
1991 Norwalk Connecticut 33 J Boats J33
Length: 33'     Beam:  11'     Draft:  6.2'
Year: 1991
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Norwalk, Connecticut
Asking: $36,000
Sailboat Added 11-Jun-2024  More Details



Hinterhoeller Nonsuch 30 Classic
Hinterhoeller Nonsuch 30 Classic
Length: 30'     Beam:  11' 1'     Draft:  5'
Year: 1980
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sound Boatworks - On the hard, Connecticut
Asking: $10,000
Sailboat Added 06-Jun-2024  More Details

O'Day 272
1987 Westport Connecticut 272 O'Day 272
Length: 272'     Beam:  9'     Draft:  2.9'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Westport, Connecticut
Asking: $8,750
Sailboat Added 30-May-2024  More Details

Catalina Sloop
1988 Westbrook Connecticut 34 Catalina Sloop
Length: 34'     Beam:  11'     Draft:  4'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westbrook, Connecticut
Asking: $39,900
Sailboat Added 25-May-2024  More Details


Pages:
1


Show all sailboats for sale under: 15 20 25 30 35 40 45 50 55 60 70 80 (feet LOA) | Multihulls: Catamarans Trimarans