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Your search returned 718 matches of 109924 sailboats posted to date

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Chesapeake Light Craft Southwester Dory
2021 Annapolis Maryland 19 Chesapeake Light Craft Southwester Dory
Length: 19'     Beam:  5.2'     Draft:  .7'
Year: 2021
Type: daysailer
Hull: wood  monohull
Engine: 1 other outboard
Location: Annapolis, Maryland
Asking: $7,000
Sailboat Added 21-Apr-2025  More Details

Precision 23
Precision 23
Length: 23'     Beam:  8.5'     Draft:  2.5'
Year: 1996
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Earleville, Maryland
Asking: $8,500
Sailboat Added 20-Apr-2025  More Details

Laser
1993 Earleville Maryland 13.75  Laser
Length: 13.75'
Year: 1993
Type: dinghy
Hull: fiberglass  monohull
Location: Earleville, Maryland
Asking: $1,750
Sailboat Added 20-Apr-2025  More Details



J Boats - Renowed Designer Rod Johnstone's Personal J37 Wing Keel - Dual Cabin J37 Racer Cruiser
1990 Annapolis Maryland 37 J Boats - Renowed Designer Rod Johnstone's Personal J37 Wing Keel - Dual Cabin J37 Racer Cruiser
Length: 37'     Beam:  12.5'     Draft:  5'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $24,000
Sailboat Added 12-Apr-2025  More Details

Cape Dory SOLD 25
1981 St Michaels Maryland 25 Cape Dory SOLD 25
Length: 25'     Beam:  7.25'     Draft:  3'
Year: 1981
Type: daysailer
Hull: wood  monohull
Engine: 1 gas outboard
Location: St Michaels, Maryland
Asking: $7,600
Sailboat Added 11-Apr-2025  More Details

Hunter Cherubini
1980 Easton Maryland 27 Hunter Cherubini
Length: 27'     Beam:  9.5'     Draft:  4.3'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Easton, Maryland
Asking: $5,200
Sailboat Added 11-Apr-2025  More Details

Astus Boats 16.5 Sport
2025 Rosedale Maryland 16 Astus Boats 16.5 Sport
Length: 16'     Beam:  8'     Draft:  3'
Year: 2025
Type: daysailer
Hull: fiberglass  trimaran
Engine: outboard
Location: Rosedale, Maryland
Asking: $32,375
Sailboat Added 02-Apr-2025  More Details

Herreshoff Eagle
1973 Millington MD Maryland 23 Herreshoff Eagle
Length: 23'     Beam:  7'     Draft:  1.3'
Year: 1973
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Millington MD, Maryland
Asking: $9,500
Sailboat Added 30-Mar-2025  More Details

j boats SOLD J30
1979 St Michaels MD Maryland 30 j boats SOLD J30
Length: 30'     Beam:  11.18'     Draft:  5.25'
Year: 1979
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Michaels MD, Maryland
Asking: $7,500
Sailboat Added 27-Mar-2025  More Details



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

Sabre Sabre MKIII 30
1990 Solomons Maryland 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: $22,000
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

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
Sailboat Added 09-Mar-2025  More Details

Ericson SOLD 27
1978 St Michaels Maryland 27 Ericson  SOLD 27
Length: 27'     Beam:  9'     Draft:  3'11'
Year: 1978
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: St Michaels, 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

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

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
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

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
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

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

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

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



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: $15,000
Sailboat Added 26-Oct-2024  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

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: $45,000
Sailboat Added 22-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

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: $33,000
Sailboat Added 12-May-2025  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

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

Catalina 34 Sloop
1988 Pasadena Maryland 34 Catalina 34 Sloop
Length: 34'     Beam:  11.9'     Draft:  4.8'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Pasadena, Maryland
Asking: $22,500
Sailboat Added 17-Jul-2024  More Details

Beneteau Oceanis 321
Beneteau Oceanis 321
Length: 32.64'     Beam:  11.22'     Draft:  4.26'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Herrington Harbour North, Maryland
Asking: $36,000
Sailboat Added 10-Jul-2024  More Details

Bristol 32
1974 Rock Hall Maryland 32 Bristol 32
Length: 32'     Beam:  10'     Draft:  4.5'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Rock Hall, Maryland
Asking: $12,000
Sailboat Added 27-Jun-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: $15,000
Sailboat Added 22-Jun-2024  More Details

Ocean Marine Voyager 26
1979 Myrtle Beach Maryland 26 Ocean Marine Voyager 26
Length: 26'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Myrtle Beach, Maryland
Asking: $10,500
Sailboat Added 13-Jun-2024  More Details

Sabre 28
1977 Annapolis Maryland 28.5 Sabre 28
Length: 28.5'     Beam:  9.2'     Draft:  4.4'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $10,000
Sailboat Added 10-Jun-2024  More Details

Reynolds 1D
Reynolds 1D
Length: 33'     Beam:  14'
Year: 2005
Type: other
Hull: fiberglass  catamaran
Engine: 1 gas outboard
Location: Glen Burnie, Maryland
Asking: $20,000
Sailboat Added 06-Jun-2024  More Details

Beneteau oceanics
Length: 35'     Beam:  12'     Draft:  5'
Year: 1996
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: annapolis, Maryland
Asking: $30,000
Sailboat Added 05-Jun-2024  More Details

Hunter Cherubini
Hunter Cherubini
Length: 33'     Beam:  10'     Draft:  5'3'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Eastport, Maryland
Asking: $7,000
Sailboat Added 01-Jun-2024  More Details

Island Packet 38
1986 Greenbelt Maryland 38 Island Packet 38
Length: 38'     Beam:  13'     Draft:  5'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Greenbelt, Maryland
Asking: $75,000
Sailboat Added 01-Jun-2024  More Details

Beneteau First 305
Beneteau First 305
Length: 32'     Beam:  11'     Draft:  5.6'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $22,500
Sailboat Added 30-May-2024  More Details

TPI Alerion Express 28
2007 Galesville Maryland 28.25 TPI Alerion Express 28
Length: 28.25'     Beam:  8.2'     Draft:  3.8'
Year: 2007
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Galesville, Maryland
Asking: $78,500
Sailboat Added 23-May-2024  More Details

Tanzer 22
1977 Annapolis Maryland 22 Tanzer 22
Length: 22'     Beam:  7'9"'     Draft:  3'5"'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Annapolis, Maryland
Asking: $1,000
Sailboat Added 20-May-2024  More Details

Hunter Cherubini
Hunter Cherubini
Length: 27'     Beam:  9.25'     Draft:  4.25'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Sparrows Point, Maryland
Asking: $5,000
Sailboat Added 30-Apr-2024  More Details



Pearson Pearson 35
1976 Solomons Maryland 35 Pearson Pearson 35
Length: 35'     Beam:  10'     Draft:  3.75'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Solomons, Maryland
Asking: $13,999
Sailboat Added 28-Apr-2024  More Details

Passport 40
1984 Tracys Landing Maryland 39'6 Passport 40
Length: 39'6'     Beam:  12'8'     Draft:  5'9'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tracys Landing, Maryland
Asking: $149,900
Sailboat Added 26-Apr-2024  More Details

Jeremy Rodgers Contessa 35
1983 Flag Harbor Boatyard Maryland 35 Jeremy Rodgers Contessa 35
Length: 35'     Beam:  11'     Draft:  6'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Flag Harbor Boatyard, Maryland
Asking: $6,000
Sailboat Added 18-Jun-2025  More Details


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