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Your search returned 675 matches of 107754 sailboats posted to date

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Winner Optimist
Winner Optimist
Length: 8'
Year: 2020
Type: dinghy
Hull: fiberglass  monohull
Location: Annapolis, Maryland
Asking: $3,800
Sailboat Added 24-Mar-2025  More Details

Pearson Triton
Pearson Triton
Length: 28'     Beam:  8.25'     Draft:  4'
Year: 1964
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Baltimore, Maryland
Asking: $10,500
Sailboat Added 24-Mar-2025  More Details

Hinterholler Nonsuch 30
1983 Edgewater Maryland 30 Hinterholler Nonsuch 30
Length: 30'     Beam:  11.9'     Draft:  5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Edgewater, Maryland
Asking: $7,500
Sailboat Added 23-Mar-2025  More Details



Beneteau Oceanis 400
1993 Pasadena Maryland 40 Beneteau Oceanis 400
Length: 40'     Beam:  12'     Draft:  5.5'
Year: 1993
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pasadena, Maryland
Asking: $79,900
Sailboat Added 21-Mar-2025  More Details

Featured Sailboat:  Sabre Sabre MKIII 30
Sabre Sabre MKIII 30
Length: 30'     Beam:  10'     Draft:  5' 3'
Year: 1990
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Solomons, Maryland
Asking: $24,900
Featured Sailboat Added 17-Mar-2025  More Details

Nauticat 44
1985 Solomons Maryland 44 Nauticat 44
Length: 44'     Beam:  12.1'     Draft:  5.9'
Year: 1985
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Solomons, Maryland
Asking: $125,900
Sailboat Added 14-Mar-2025  More Details

Hunter 30-2
1992 Mayo Maryland 30 Hunter 30-2
Length: 30'     Beam:  11'     Draft:  4.25'
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mayo, Maryland
Asking: $24,900
Sailboat Added 11-Mar-2025  More Details

Com-Pac Yachts Com-Pac Legacy Sport
2023 Chestertown Maryland 16.5 Com-Pac Yachts Com-Pac Legacy Sport
Length: 16.5'     Beam:  6'     Draft:  3.5'
Year: 2023
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chestertown, Maryland
Asking: $15,500
Sailboat Added 09-Mar-2025  More Details

Featured Sailboat:  Bristol 38.8
1985 Tracys Landing Maryland 38 Bristol 38.8
Length: 38'     Beam:  12'     Draft:  4.5'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tracys Landing, Maryland
Asking: $77,500
Featured Sailboat Added 09-Mar-2025  More Details



Ericson 27
1978 St Michaels MD Maryland 27 Ericson 27
Length: 27'     Beam:  9'     Draft:  3'11'
Year: 1978
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Michaels MD, Maryland
Asking: $5,000
Sailboat Added 06-Mar-2025  More Details

Pacific Seacraft 34 Offshore PSC 34
1986 Middle River Maryland 34 Pacific Seacraft 34 Offshore PSC 34
Length: 34'     Beam:  10'     Draft:  5'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Middle River, Maryland
Asking: $45,000
Sailboat Added 03-Mar-2025  More Details

Featured Sailboat:  Albin Vega
1977 Solomons Maryland 27 Albin Vega
Length: 27'     Beam:  8'     Draft:  3.8'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Solomons, Maryland
Asking: $9,500
Featured Sailboat Added 04-Mar-2025  More Details

Shannon S8A
1982 St Michaels Maryland 28 Shannon S8A
Length: 28'     Beam:  9'     Draft:  4'
Year: 1982
Type: cruiser
Hull: fiberglass  
Engine: 1 diesel inboard
Location: St Michaels, Maryland
Asking: $52,500
Sailboat Added 03-Mar-2025  More Details

O'Day 22
O'Day 22
Length: '     Beam:  7'2'     Draft:  1'3'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 0 gas outboard
Location: Middle River, Maryland
Asking: $900
Sailboat Added 03-Mar-2025  More Details

Nicholas Boat Works Lighting
Nicholas Boat Works Lighting
Length: 19'     Beam:  6.5'     Draft:  .5-5.'
Year: 1994
Type: daysailer
Hull: fiberglass  monohull
Location: Rock Hall, Maryland
Asking: $3,500
Sailboat Added 02-Mar-2025  More Details

Featured Sailboat:  Hunter Sloop
1988 Cambridge Maryland 30 Hunter Sloop
Length: 30'     Draft:  4.3'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cambridge, Maryland
Asking: $12,000
Featured Sailboat Added 26-Feb-2025  More Details

Precision
2004 North East Maryland 28 Precision
Length: 28'     Beam:  10'     Draft:  3.8'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North East, Maryland
Asking: $29,500
Sailboat Added 23-Feb-2025  More Details

Featured Sailboat:  Seafarer Yachts Seafarer 39
1966 Southern Maryland Maryland 39.2 Seafarer Yachts Seafarer 39
Length: 39.2'     Beam:  9'     Draft:  5.6'
Year: 1966
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Southern Maryland, Maryland
Asking: $18,200
Featured Sailboat Added 21-Feb-2025  More Details

Catalina Tall Rig
1987 Magothy River Maryland 36 Catalina Tall Rig
Length: 36'     Beam:  11'     Draft:  4'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Magothy River, Maryland
Asking: $47,000
Sailboat Added 13-Feb-2025  More Details



Hunter 216
2008 Easton Maryland 21'6 Hunter 216
Length: 21'6'     Beam:  7'11'     Draft:  1'0'
Year: 2008
Type: daysailer
Hull: other  monohull
Engine: 1 gas outboard
Location: Easton, Maryland
Asking: $5,995
Sailboat Added 11-Feb-2025  More Details

Columbia Columbia 32 Sport
2007 Annapolis area Maryland 32 Columbia Columbia 32 Sport
Length: 32'     Beam:  9.5'     Draft:  7'
Year: 2007
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Annapolis area, Maryland
Asking: $49,500
Sailboat Added 02-Feb-2025  More Details

Gig Harbor Scamp
Gig Harbor Scamp
Length: 12'     Beam:  64'     Draft:  1'
Year: 2022
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 other outboard
Location: Chestertown, Maryland
Asking: $12,000
Sailboat Added 02-Feb-2025  More Details

Beneteau 32S5
1989 North Beach Maryland 32 Beneteau 32S5
Length: 32'     Beam:  10'     Draft:  4'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North Beach, Maryland
Asking: $24,900
Sailboat Added 17-Jan-2025  More Details

VALIANT Pullman Berth - Cutter
 Annapolis Maryland 42 VALIANT Pullman Berth - Cutter
Length: 42'     Beam:  12'9'     Draft:  6'
Type: cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Annapolis, Maryland
Asking: $240,000
Sailboat Added 14-Jan-2025  More Details

Beneteau 393
2002 Annapolis Maryland 39.3 Beneteau 393
Length: 39.3'     Beam:  13'     Draft:  5.08'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $113,000
Sailboat Added 07-Jan-2025  More Details

Liberty Liberty 28
1979 Galesville Maryland 33 Liberty Liberty 28
Length: 33'     Beam:  9'     Draft:  4'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Galesville, Maryland
Asking: $15,000
Sailboat Added 28-Dec-2024  More Details

Goman Express 30
1985 Galesville Maryland 30 Goman Express 30
Length: 30'     Beam:  10'     Draft:  5.5'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Galesville, Maryland
Asking: $17,995
Sailboat Added 18-Dec-2024  More Details

Shannon Shannon39
1994 Deale Maryland 42.5 Shannon Shannon39
Length: 42.5'     Beam:  12'     Draft:  5.5'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Deale, Maryland
Asking: $120,000
Sailboat Added 24-Nov-2024  More Details

Sabre 42
1988 Annapolis Maryland 42 Sabre 42
Length: 42'     Beam:  13'     Draft:  5'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $65,000
Sailboat Added 15-Nov-2024  More Details

Mariner Mariner 36
1980 Baltimore Maryland 36 Mariner Mariner 36
Length: 36'     Beam:  11.5'     Draft:  5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Baltimore, Maryland
Asking: $20,000
Sailboat Added 13-Nov-2024  More Details

Hunter 420 Passage
2002 Bowleys Marina Middle River Maryland 43.4 Hunter 420 Passage
Length: 43.4'     Beam:  13.8'     Draft:  5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bowleys Marina Middle River, Maryland
Asking: $138,000
Sailboat Added 11-Nov-2024  More Details



Martin 16
2014 Annapolis Maryland 16 Martin 16
Length: 16'     Beam:  4'     Draft:  3'
Year: 2014
Type: daysailer
Hull: fiberglass  monohull
Location: Annapolis, Maryland
Asking: $20,000
Sailboat Added 11-Nov-2024  More Details

Beneteau Oceanis 281
1996 Mayo Maryland 28 Beneteau Oceanis 281
Length: 28'     Beam:  9.5'     Draft:  4'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mayo, Maryland
Asking: $24,500
Sailboat Added 04-Nov-2024  More Details

Chrysler Buccaneer 18
1977 Solomons Maryland 18 Chrysler Buccaneer 18
Length: 18'     Beam:  6'     Draft:  4'
Year: 1977
Type: dinghy
Hull: fiberglass  monohull
Location: Solomons, Maryland
Asking: $4,500
Sailboat Added 31-Oct-2024  More Details

Sabre 32
1984 Tracys Landing Maryland 32 Sabre 32
Length: 32'     Beam:  10.3'     Draft:  5.6'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Tracys Landing, Maryland
Asking: $25,000
Sailboat Added 26-Oct-2024  More Details

Featured Sailboat:  Sabre 38 Mk II
1988 Solomons Maryland 38.7 Sabre 38 Mk II
Length: 38.7'     Beam:  12.3'     Draft:  4.3'
Year: 1988
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Solomons, Maryland
Asking: $99,850
Featured Sailboat Added 11-Feb-2025  More Details

Valiant
1992 Galesville Maryland 40 Valiant
Length: 40'     Beam:  12' 4'     Draft:  6''
Year: 1992
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Galesville, Maryland
Asking: $115,000
Sailboat Added 17-Oct-2024  More Details

Featured Sailboat:  Beneteau Oceanis 445/440
1994 Deale Maryland 44 Beneteau Oceanis 445/440
Length: 44'     Beam:  14'     Draft:  5.9'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Deale, Maryland
Asking: $75,000
Featured Sailboat Added 05-Feb-2025  More Details

Tartan 27
 Baltimore Maryland 27 Tartan 27
Length: 27'     Draft:  3.5'
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Baltimore, Maryland
Asking: $3,000
Sailboat Added 08-Oct-2024  More Details

Catalina 36 1/3 share
1994 Shadyside near Annapolis Maryland 36 Catalina 36 1/3 share
Length: 36'     Beam:  12'     Draft:  4'6'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Shadyside near Annapolis, Maryland
Asking: $14,000
Sailboat Added 05-Oct-2024  More Details

Cheoy Lee Ketch
1970 Cypress Creek Maryland 33' Cheoy Lee Ketch
Length: 33''     Beam:  10''     Draft:  4''
Year: 1970
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cypress Creek, Maryland
Asking: $50,000
Sailboat Added 28-Sep-2024  More Details

Hunter 29.5
1996 Towson Maryland 29.5 Hunter 29.5
Length: 29.5'     Beam:  10.5'     Draft:  4.7'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Towson, Maryland
Asking: $35,000
Sailboat Added 27-Sep-2024  More Details

Gibsea Gibsea 40
1984 Pasadena Maryland 41 Gibsea Gibsea 40
Length: 41'     Beam:  12.5'     Draft:  5'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pasadena, Maryland
Asking: $51,000
Sailboat Added 22-Sep-2024  More Details

Canadian Sailcraft CS 40
1990 The Solomons Maryland 39.25 Canadian Sailcraft CS 40
Length: 39.25'     Beam:  12.5'     Draft:  6.68'
Year: 1990
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: The Solomons, Maryland
Asking: $25,000
Sailboat Added 07-Nov-2024  More Details

Jeanneau SO 389
2017 Stevensville Maryland 38 Jeanneau SO 389
Length: 38'     Beam:  12'4'     Draft:  4'10'
Year: 2017
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Stevensville, Maryland
Asking: $242,000
Sailboat Added 11-Sep-2024  More Details

Marlow Hunter 31
2016 Tracys Landing Maryland 32 Marlow Hunter 31
Length: 32'     Beam:  11.8'     Draft:  4.5'
Year: 2016
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tracys Landing, Maryland
Asking: $104,000
Sailboat Added 09-Sep-2024  More Details

Cape Dory 30 Cutter
1980 Rock Hall Maryland 30 Cape Dory 30 Cutter
Length: 30'     Beam:  9'     Draft:  4.3'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Rock Hall, Maryland
Asking: $29,000
Sailboat Added 06-Sep-2024  More Details

CE RYDER Sea Sprite
1983 Galesville Maryland 34 CE RYDER Sea Sprite
Length: 34'     Beam:  10.5'     Draft:  5.0'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Galesville, Maryland
Asking: $24,500
Sailboat Added 21-Aug-2024  More Details

O'Day 32
1987 Northeast Maryland 32 O'Day 32
Length: 32'     Beam:  10'8'     Draft:  4'2'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Northeast, Maryland
Asking: $24,000
Sailboat Added 20-Aug-2024  More Details

Corsair Marine Pulse 600
2016 Waldorf Maryland 20 Corsair Marine Pulse 600
Length: 20'     Beam:  15'     Draft:  1'
Year: 2016
Type: daysailer
Hull: fiberglass  trimaran
Engine: gas outboard
Location: Waldorf, Maryland
Asking: $37,000
Sailboat Added 18-Aug-2024  More Details

Hunter H22
1984 North East Maryland 22.25 Hunter H22
Length: 22.25'     Beam:  7.9'     Draft:  3.4'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: North East, Maryland
Asking: $7,000
Sailboat Added 12-Aug-2024  More Details

J Boats J/120
1998 Annapolis Area Maryland 40 J Boats J/120
Length: 40'     Beam:  12'     Draft:  7'
Year: 1998
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis Area, Maryland
Asking: $134,900
Sailboat Added 08-Aug-2024  More Details

Catalina 30
1981 Deale Maryland 30 Catalina 30
Length: 30'     Beam:  10.5'     Draft:  5.25'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Deale, Maryland
Asking: $14,000
Sailboat Added 08-Aug-2024  More Details

Vanguard C420
2012 Bethesda Maryland 13.9 Vanguard C420
Length: 13.9'     Beam:  5.5''     Draft:  2.95''
Year: 2012
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Bethesda, Maryland
Asking: $5,200
Sailboat Added 07-Aug-2024  More Details

Bayfield 36
1988 Kent Narrows Maryland 36 Bayfield 36
Length: 36'     Beam:  12'     Draft:  5.7'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Kent Narrows, Maryland
Asking: $68,000
Sailboat Added 05-Aug-2024  More Details

Hunter 466
2002 Edgewater Maryland 46 Hunter 466
Length: 46'     Beam:  15'     Draft:  5.5'
Year: 2002
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Edgewater, Maryland
Asking: $145,000
Sailboat Added 01-Aug-2024  More Details

Allied Luders
1971 Pasadena Maryland 33 Allied Luders
Length: 33'     Beam:  10'     Draft:  5'
Year: 1971
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pasadena, Maryland
Asking: $9,500
Sailboat Added 01-Aug-2024  More Details



O'Day
1981 Safe Harbor Carroll Island Maryland 22 O'Day
Length: 22'
Year: 1981
Type: daysailer
Hull: fiberglass  monohull
Location: Safe Harbor Carroll Island, Maryland
Asking: $50
Sailboat Added 29-Jul-2024  More Details

C & C
74 Havre de Grace Maryland 30 C & C
Length: 30'     Beam:  10'     Draft:  5'
Year: 74
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Havre de Grace, Maryland
Asking: $10,000
Sailboat Added 26-Jul-2024  More Details

Cape Dory 30 Cutter
1982 Georgetown Maryland 30 Cape Dory 30 Cutter
Length: 30'     Beam:  9'     Draft:  4'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Georgetown, Maryland
Asking: $34,900
Sailboat Added 26-Jul-2024  More Details


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