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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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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

Lagoon 500
Length: 50'     Beam:  28'     Draft:  5'
Year: 2009
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Stonington, Connecticut
Asking: $539,000
Sailboat Added 11-May-2024  More Details

Albin Cumulus
1981 East Haddam Connecticut 28.3 Albin Cumulus
Length: 28.3'     Beam:  9'     Draft:  5.5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: East Haddam, Connecticut
Asking: $8,500
Sailboat Added 08-May-2024  More Details



J Boats J24
1978 Branford CT Connecticut 24 J Boats J24
Length: 24'     Beam:  8.9'     Draft:  4'
Year: 1978
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Branford CT, Connecticut
Asking: $6,900
Sailboat Added 06-May-2024  More Details

PSA ILCA/Laser Sailboat Dinghy
2022 Wilton Connecticut 13 PSA ILCA/Laser Sailboat Dinghy
Length: 13'     Beam:  4'     Draft:  2'
Year: 2022
Type: racer
Hull: fiberglass  monohull
Location: Wilton, Connecticut
Asking: $8,500
Sailboat Added 04-May-2024  More Details

C&C 32
1980 New London Connecticut 32 C&C 32
Length: 32'     Beam:  10.25'     Draft:  5.67'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: New London, Connecticut
Asking: $15,000
Sailboat Added 13-Apr-2024  More Details

Com-Pac
 Bantam Connecticut 16 Com-Pac
Length: 16'     Draft:  3'
Type: daysailer
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Bantam, Connecticut
Asking: $3,500
Sailboat Added 05-Apr-2024  More Details

Catalina
1986 Litchfield Connecticut 22 Catalina
Length: 22'     Draft:  7'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Litchfield, Connecticut
Asking: $4,350
Sailboat Added 01-Apr-2024  More Details

Kingston Yachts Endurance 35 Petr Ibold design
1981 Connecticut river on hard Portland CT Connecticut 35 Kingston Yachts Endurance 35 Petr Ibold design
Length: 35'     Beam:  10.5'     Draft:  5.5'
Year: 1981
Type: cruiser
Hull: aluminum  monohull
Engine: 1 diesel inboard
Location: Connecticut river on hard Portland CT, Connecticut
Asking: $10,000
Sailboat Added 30-Mar-2024  More Details



Snipe
 Bantam Lake Connecticut 12  Snipe
Length: 12'
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Bantam Lake, Connecticut
Asking: $850
Sailboat Added 29-Mar-2024  More Details

McLaughin Optimist Pro Racer
2021 Riverside Connecticut  McLaughin Optimist Pro Racer
Length: '
Year: 2021
Type: dinghy
Hull: fiberglass  monohull
Location: Riverside, Connecticut
Asking: $4,800
Sailboat Added 12-Mar-2024  More Details

Pearson Cal
1973 Chesterct Connecticut 29.5 Pearson Cal
Length: 29.5'     Beam:  9'     Draft:  5.5'
Year: 1973
Type: cruiser
Hull: wood  monohull
Engine: 1 diesel inboard
Location: Chesterct, Connecticut
Asking: $8,500
Sailboat Added 10-Mar-2024  More Details

Featured Sailboat:  Tartan 41 Custom Sparkman & Stephens
1974 Shennecossett Yacht Club 1010 Shennecossett Rd Groton CT 06340Groton Connecticut 41 Tartan 41 Custom Sparkman & Stephens
Length: 41'     Beam:  12.25'     Draft:  7'
Year: 1974
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Shennecossett Yacht Club 1010 Shennecossett Rd Groton CT 06340Groton, Connecticut
Asking: $55,500
Featured Sailboat Added 13-Aug-2025  More Details

Beneteau First 435
1988 Groton Connecticut 43.5 Beneteau First 435
Length: 43.5'     Beam:  31.1'     Draft:  6.5'
Year: 1988
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Groton, Connecticut
Asking: $82,500
Sailboat Added 26-Feb-2024  More Details

Tartan T10
1980 Mystic Connecticut 33 Tartan T10
Length: 33'     Beam:  9'     Draft:  5.8'
Year: 1980
Type: racer
Hull: fiberglass  monohull
Engine: 1 diesel outboard
Location: Mystic, Connecticut
Asking: $12,000
Sailboat Added 14-Feb-2024  More Details

Edey & Duff Stone Horse 23
1972 Branford Connecticut 23 Edey & Duff Stone Horse 23
Length: 23'     Beam:  7.08'     Draft:  3.58'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Branford, Connecticut
Asking: $9,750
Sailboat Added 01-Feb-2024  More Details

Anderson Catboat
1928 Norwalk Connecticut 16 Anderson Catboat
Length: 16'
Year: 1928
Type: cruiser
Hull: wood  monohull
Engine: 1 gas inboard
Location: Norwalk, Connecticut
Asking: $20,000
Sailboat Added 17-Dec-2023  More Details

Atkin Gaff SCHOONER
Atkin Gaff SCHOONER
Length: 32'9'     Beam:  9'8'     Draft:  4'6'
Year: 1957
Type: cruiser
Hull: wood  monohull
Engine: 1 diesel inboard
Location: Middletown, Connecticut
Asking: $25,500
Sailboat Added 14-Nov-2023  More Details

Pearson 365 ketch
1978 Portland Connecticut 36 Pearson 365 ketch
Length: 36'     Beam:  11.5'     Draft:  4.5'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Portland, Connecticut
Asking: $45,000
Sailboat Added 21-Oct-2023  More Details



Anderson Classic Catboat
Anderson Classic Catboat
Length: 16'
Year: 1928
Type: cruiser
Hull: wood  monohull
Engine: 1 gas inboard
Location: Norwalk, Connecticut
Asking: $20,000
Sailboat Added 18-Oct-2023  More Details

O'Day 30'
1984 Stamford Connecticut 30 O'Day 30'
Length: 30'     Beam:  8'6'     Draft:  4''
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stamford, Connecticut
Asking: $9,500
Sailboat Added 22-Sep-2023  More Details

Ranger 26 with Trailer
1971 Guilford Connecticut 26 Ranger 26 with Trailer
Length: 26'     Beam:  8.75'     Draft:  4.5'
Year: 1971
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Guilford, Connecticut
Asking: $5,850
Sailboat Added 08-Sep-2023  More Details

sparkman & stephens custom
1964 Stamford Connecticut 48 sparkman & stephens custom
Length: 48'     Beam:  12'     Draft:  6.5'
Year: 1964
Type: racer/cruiser
Hull: aluminum  monohull
Engine: 1 diesel inboard
Location: Stamford, Connecticut
Asking: $68,000
Sailboat Added 06-Sep-2023  More Details

Catalina MKII TR
Catalina MKII TR
Length: 30'     Beam:  10'     Draft:  5'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Noank, Connecticut
Asking: $19,500
Sailboat Added 26-Aug-2023  More Details

J boats J 29
1984 Westport Connecticut 29 J boats J 29
Length: 29'     Beam:  11'     Draft:  5.6'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westport, Connecticut
Asking: $19,900
Sailboat Added 24-Jul-2024  More Details

Dyer Midget Sail/Row
 Middletown Connecticut 7' 11 Dyer Midget Sail/Row
Length: 7' 11'
Type: dinghy
Hull: fiberglass  monohull
Location: Middletown, Connecticut
Asking: $800
Sailboat Added 23-Aug-2023  More Details

J Boats j-30
1981 On mooring at Old Greenwich Yacht Club Old Greenwich Connecticut 30 J Boats j-30
Length: 30'     Beam:  10'     Draft:  5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: On mooring at Old Greenwich Yacht Club Old Greenwich, Connecticut
Asking: $11,500
Sailboat Added 10-Aug-2023  More Details

Beneteau 393
Beneteau 393
Length: 39'     Beam:  13.1'     Draft:  6'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stamford, Connecticut
Asking: $149,000
Sailboat Added 03-Aug-2023  More Details

JY9
1998  Connecticut 9.5 JY9
Length: 9.5'     Beam:  4.5'
Year: 1998
Type: dinghy
Hull: fiberglass  monohull
Asking: $1,500
Sailboat Added 29-Jul-2023  More Details

Rhodes Rhodes 22
1985  Connecticut 22 Rhodes Rhodes 22
Length: 22'     Beam:  8'     Draft:  3'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Asking: $4,000
Sailboat Added 26-Jul-2023  More Details

TRUMP 25 by Atlantic Yacht Services Margaret D
TRUMP 25 by Atlantic Yacht Services Margaret D
Length: 25'     Beam:  8'     Draft:  3.5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Lyme, Connecticut
Asking: $17,500
Sailboat Added 30-Dec-2024  More Details



Catalina 34
Length: 34'     Beam:  11'     Draft:  3'11"'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mystic, Connecticut
Asking: $29,900
Sailboat Added 05-Jul-2023  More Details

Beneteau First 345
Beneteau First 345
Length: 34'     Beam:  11.5'     Draft:  5.3'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: New London, Connecticut
Asking: $30,000
Sailboat Added 05-Jul-2023  More Details

Cape Cod Shipbuilding Rhodes 18
1959 Milford CT Stratford CT Connecticut 18 Cape Cod Shipbuilding Rhodes 18
Length: 18'     Beam:  6.25'     Draft:  2.8'
Year: 1959
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 other outboard
Location: Milford CT Stratford CT, Connecticut
Asking: $4,995
Sailboat Added 22-Aug-2023  More Details

Vineyard Shipyard Vineyard Vixen 29
1976 New London Connecticut 29 Vineyard Shipyard Vineyard Vixen 29
Length: 29'     Beam:  8'     Draft:  5'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: New London, Connecticut
Asking: $20,000
Sailboat Added 21-Jun-2023  More Details

Laguna Wind Rose
1981 Ashford Connecticut 18 Laguna Wind Rose
Length: 18'     Beam:  8'     Draft:  3'
Year: 1981
Type: daysailer
Hull: fiberglass  monohull
Location: Ashford, Connecticut
Asking: $3,800
Sailboat Added 11-Jun-2023  More Details

Wellcraft Starwind 19
Wellcraft Starwind 19
Length: 19'     Beam:  7.5'     Draft:  1.5'
Year: 1984
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Fairfield County, Connecticut
Asking: $2,700
Sailboat Added 01-Jun-2023  More Details

Pearson Wanderer
1969 Mystic Connecticut 30 Pearson Wanderer
Length: 30'     Beam:  9'     Draft:  4'
Year: 1969
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mystic, Connecticut
Asking: $26,500
Sailboat Added 23-May-2023  More Details

Karavan Trailer
Karavan Trailer
Length: 18'
Year: 2019
Hull:  
Location: Weston, Connecticut
Asking: $1,000
Sailboat Added 21-May-2023  More Details

Hunter 36
2013 Westbrook Connecticut 36 Hunter 36
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 30-Sep-2024  More Details

West Wright Potter
2013 Bantam Connecticut 15 West Wright Potter
Length: 15'     Beam:  6'     Draft:  2.6'
Year: 2013
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Bantam, Connecticut
Asking: $3,200
Sailboat Added 17-May-2023  More Details

Beneteau 350
1991 Westborough Connecticut 34 Beneteau 350
Length: 34'     Beam:  11'     Draft:  6'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westborough, Connecticut
Asking: $29,500
Sailboat Added 11-May-2023  More Details

Custom 43' Ketch
1989 West Hartford Connecticut 43 Custom 43' Ketch
Length: 43'     Beam:  13-9'     Draft:  6'
Year: 1989
Type: cruiser
Hull: steel  monohull
Engine: 1 diesel inboard
Location: West Hartford, Connecticut
Asking: $49,999
Sailboat Added 06-Mar-2023  More Details

Morgan 24/25
Length: 25'     Beam:  8'     Draft:  36'
Year: 1968
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Essex, Connecticut
Sailboat Added 07-Feb-2023  More Details

Tartan 28
1985 New London Connecticut 28.25 Tartan 28
Length: 28.25'     Beam:  9.88'     Draft:  4.92'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: New London, Connecticut
Asking: $15,500
Sailboat Added 18-Apr-2023  More Details

Pearson 36
1989 Safe Harbor Pilots Point Marina Westbrook Connecticut 36.5 Pearson 36
Length: 36.5'     Beam:  12'     Draft:  6.5'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Safe Harbor Pilots Point Marina Westbrook, Connecticut
Asking: $20,000
Sailboat Added 14-Jan-2023  More Details

Colgate 26
Colgate 26
Length: 25.8'     Beam:  8.5'     Draft:  4.5'
Year: 2006
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Norwalk, Connecticut
Asking: $39,900
Sailboat Added 09-May-2024  More Details

Bic Open Bic
2018 Guilford Connecticut 9 Bic Open Bic
Length: 9'
Year: 2018
Type: dinghy
Hull: other  monohull
Location: Guilford, Connecticut
Asking: $2,400
Sailboat Added 27-Nov-2022  More Details

C&C 30 MK1
1979 Bridgeport CT Black Rock Harbor Connecticut 30 C&C 30 MK1
Length: 30'     Beam:  10'     Draft:  4.4'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bridgeport CT Black Rock Harbor, Connecticut
Asking: $24,000
Sailboat Added 31-Oct-2022  More Details

catalina 27 Tall Tig
catalina 27 Tall Tig
Length: 27'     Beam:  10'     Draft:  4.3'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bridgeport, Connecticut
Asking: $9,000
Sailboat Added 01-Oct-2022  More Details

Allied Seawind
1963 Noank Ct Connecticut 30 Allied Seawind
Length: 30'     Beam:  9.25'     Draft:  4.2'
Year: 1963
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Noank Ct, Connecticut
Asking: $13,000
Sailboat Added 29-Sep-2022  More Details

Catalina 36 Tall Rig
1985 Stratford Connecticut 36 Catalina 36 Tall Rig
Length: 36'     Beam:  12'     Draft:  6'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stratford, Connecticut
Asking: $38,500
Sailboat Added 24-Sep-2022  More Details

Pearson 10M
Pearson 10M
Length: 33'     Beam:  11'     Draft:  6'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Portland, Connecticut
Asking: $10,200
Sailboat Added 20-Sep-2022  More Details

Cape Dory 25D
1983 Cedar Island Marina Connecticut 25.5 Cape Dory 25D
Length: 25.5'     Beam:  8'     Draft:  3.5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cedar Island Marina, Connecticut
Asking: $24,500
Sailboat Added 13-Sep-2022  More Details

Catalina 34 markII
2002 Branford Connecticut 34.5 Catalina 34 markII
Length: 34.5'     Beam:  11.75'     Draft:  4.25'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Branford, Connecticut
Asking: $59,000
Sailboat Added 12-Sep-2022  More Details

J Boats J 29 MHIB
1984 Westbrook Connecticut 29 J Boats J 29 MHIB
Length: 29'     Beam:  11'     Draft:  5.6'
Year: 1984
Type: racer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westbrook, Connecticut
Asking: $19,900
Sailboat Added 03-Sep-2022  More Details

Irwin 31 Citation
84 Westbrook Connecticut 31 Irwin 31 Citation
Length: 31'     Beam:  11'     Draft:  4-6'
Year: 84
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Westbrook, Connecticut
Asking: $18,500
Sailboat Added 06-Aug-2022  More Details

Victoria Yachts Victoria 18
1980 16 Lancer Lane Stamford Connecticut 18 Victoria Yachts Victoria 18
Length: 18'     Beam:  5.5'     Draft:  2'
Year: 1980
Type: daysailer
Hull: fiberglass  monohull
Location: 16 Lancer Lane Stamford, Connecticut
Asking: $1,200
Sailboat Added 06-Aug-2022  More Details

Hunter JY15
1995 Niantic Connecticut 15 Hunter JY15
Length: 15'     Beam:  58'
Year: 1995
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Niantic, Connecticut
Asking: $1,000
Sailboat Added 30-Jul-2022  More Details

Bristol 27.7
1976 Stonington Connecticut 27.7 Bristol 27.7
Length: 27.7'     Beam:  10'     Draft:  4.4'
Year: 1976
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stonington, Connecticut
Asking: $1,000
Sailboat Added 28-Jul-2022  More Details

Sparkman & Stephens Custom
1959 Branford Connecticut 50 Sparkman & Stephens Custom
Length: 50'     Beam:  16'     Draft:  5'
Year: 1959
Type: cruiser
Hull: steel  monohull
Engine: 1 diesel inboard
Location: Branford, Connecticut
Asking: $72,000
Sailboat Added 21-Jul-2022  More Details

Dufour 31
1975 Westbrook CT Connecticut 31' Dufour 31
Length: 31''     Beam:  10.5''     Draft:  5''
Year: 1975
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Westbrook CT, Connecticut
Asking: $21,500
Sailboat Added 19-Jul-2022  More Details

Hunter JY25
1995  Connecticut 15 Hunter JY25
Length: 15'     Beam:  58'
Year: 1995
Type: dinghy
Hull: composite  monohull
Engine: gas inboard
Asking: $1,125
Sailboat Added 10-Jul-2022  More Details

O'Day 20
O'Day 20
Length: 20'
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Woodbury, Connecticut
Asking: $4,000
Sailboat Added 01-Jul-2022  More Details

Hunter 45
1998 New London Connecticut 45 Hunter 45
Length: 45'     Beam:  14'     Draft:  5.5'
Year: 1998
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: New London, Connecticut
Asking: $135,000
Sailboat Added 27-Jun-2022  More Details

CE Ryder Eastward Ho 24
1976 Branford Connecticut 24 CE Ryder Eastward Ho 24
Length: 24'     Beam:  9'     Draft:  4'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Branford, Connecticut
Asking: $12,000
Sailboat Added 21-Jun-2022  More Details



Islander 28
Islander 28
Length: 28'     Beam:  9'8'     Draft:  5'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Branford, Connecticut
Asking: $17,000
Sailboat Added 16-Jun-2022  More Details

Performance Sailcraft Laser
1973 Branford Connecticut 14 Performance Sailcraft Laser
Length: 14'
Year: 1973
Type: dinghy
Hull: fiberglass  monohull
Location: Branford, Connecticut
Asking: $300
Sailboat Added 16-Jun-2022  More Details

AMF Paceship
1980 Branford Connecticut 26.3 AMF Paceship
Length: 26.3'     Beam:  9.5'     Draft:  2.65'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Branford, Connecticut
Asking: $6,500
Sailboat Added 11-Jun-2022  More Details


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