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Your search returned 648 matches of 104173 sailboats posted to date

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MacGregor 26 x sailboat
1998 Earleville MD Hacks Point Maryland 26 MacGregor 26 x sailboat
Length: 26'     Beam:  7'9'     Draft:  1'8'
Year: 1998
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Earleville MD Hacks Point, Maryland
Sailboat Added 27-Aug-2023  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: $15,000
Sailboat Added 23-Aug-2023  More Details

O'Day 240
1988 North East MD Maryland 24 O'Day 240
Length: 24'     Beam:  8.25'     Draft:  2.67'
Year: 1988
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: North East MD, Maryland
Asking: $6,500
Sailboat Added 22-Aug-2023  More Details



PEARSON CENTERBOARD/SHOAL DRAFT
1984 Cambridge Maryland 34 PEARSON CENTERBOARD/SHOAL DRAFT
Length: 34'     Beam:  11'5'     Draft:  3'10'
Year: 1984
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cambridge, Maryland
Asking: $16,000
Sailboat Added 10-Aug-2023  More Details

J Boats J 120
1998 North East Maryland 40 J Boats J 120
Length: 40'     Beam:  12'     Draft:  7'
Year: 1998
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: North East, Maryland
Asking: $150,000
Sailboat Added 08-Aug-2023  More Details

Beneteau First 42
1981 Safe Harbor Zahnisers Solomons Island Maryland 42.92 Beneteau First 42
Length: 42.92'     Beam:  13.08'     Draft:  7.25'
Year: 1981
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Safe Harbor Zahnisers Solomons Island, Maryland
Asking: $79,000
Sailboat Added 23-Oct-2023  More Details

Brewer Cutter Ketch
1988 Baltimore Maryland 44 Brewer Cutter Ketch
Length: 44'     Beam:  13.5'     Draft:  5.2-9'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Baltimore, Maryland
Asking: $90,000
Sailboat Added 05-Aug-2023  More Details

Hobie Hobie 16
1982 Severna Park Maryland 16 Hobie Hobie 16
Length: 16'     Beam:  8'     Draft:  .8'
Year: 1982
Type: daysailer
Hull: fiberglass  catamaran
Location: Severna Park, Maryland
Asking: $2,100
Sailboat Added 01-Aug-2023  More Details

Catalina 27
1983 Middle River Maryland 26'10 Catalina 27
Length: 26'10'     Beam:  8'10'     Draft:  4'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Middle River, Maryland
Asking: $10,000
Sailboat Added 31-Jul-2023  More Details



Endeavour 40
Endeavour 40
Length: 40'     Beam:  13'     Draft:  5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Georgetown, Maryland
Asking: $75,000
Sailboat Added 20-Jul-2023  More Details

Catalina C34 MKI-1/2
1990 Cambridge Maryland 34.6 Catalina C34 MKI-1/2
Length: 34.6'     Beam:  11.75'     Draft:  4.3'
Year: 1990
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cambridge, Maryland
Asking: $38,000
Sailboat Added 19-Jul-2023  More Details

Hobie 16
Length: 16'7"'     Beam:  7"11'     Draft:  .83'
Year: 1982
Type: daysailer
Hull: fiberglass  catamaran
Location: Severna Park near Annapolis, Maryland
Asking: $2,100
Sailboat Added 18-Jul-2023  More Details

Tartan 30c
1975 Cambridge Maryland 30 Tartan 30c
Length: 30'     Beam:  10.00'     Draft:  5'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Cambridge, Maryland
Asking: $10,000
Sailboat Added 14-Jul-2023  More Details

Montgomery 23
1979 Rock Hall Maryland 23 Montgomery 23
Length: 23'     Beam:  8'     Draft:  2.5'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Rock Hall, Maryland
Asking: $16,500
Sailboat Added 11-Jul-2023  More Details

Custom Steel Boats Ted Brewer Miami 45
1998 Annapolis Maryland 45 Custom Steel Boats Ted Brewer Miami 45
Length: 45'     Beam:  13'11'     Draft:  6'
Year: 1998
Type: cruiser
Hull: steel  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $15,000
Sailboat Added 10-Jul-2023  More Details

Allied 42 Xl-2
1976 Annapolis Maryland 41.5 Allied 42 Xl-2
Length: 41.5'     Beam:  11.5'     Draft:  4.5'
Year: 1976
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $35,000
Sailboat Added 10-Jul-2023  More Details

CATALINA 350
CATALINA 350
Length: 35'     Beam:  13'     Draft:  4.5'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Selby Bay Edgewater, Maryland
Asking: $110,000
Sailboat Added 08-Jul-2023  More Details

Featured Sailboat:  Dickerson 36 Ketch
1972 Magothy River Chesapeake Bay Maryland 36 Dickerson 36 Ketch
Length: 36'     Beam:  11'     Draft:  4'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Magothy River Chesapeake Bay, Maryland
Asking: $17,000
Featured Sailboat Added 04-Apr-2024  More Details

Featured Sailboat:  Hinterhoeller Nonsuch
1984 Chesapeake City Maryland 26 Hinterhoeller Nonsuch
Length: 26'     Beam:  12'     Draft:  5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $18,000
Featured Sailboat Added 11-Apr-2024  More Details



Flying Scot
2008 St Michaels Maryland 19 Flying Scot
Length: 19'     Beam:  6'     Draft:  4'
Year: 2008
Type: racer
Hull: fiberglass  monohull
Engine: 1 other outboard
Location: St Michaels, Maryland
Asking: $7,500
Sailboat Added 22-Jun-2023  More Details

Featured Sailboat:  Hunter 33.5
1989 Annapolis Maryland 33.5 Hunter 33.5
Length: 33.5'     Beam:  11'     Draft:  4.5'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $25,000
Featured Sailboat Added 11-Mar-2024  More Details

Laser Performance Laser
Length: 13.9''
Year: 2014
Type: dinghy
Hull: fiberglass  monohull
Engine: inboard
Location: Annapolis, Maryland
Asking: $8,000
Sailboat Added 17-Jun-2023  More Details

Catalina 34
1988 Rock Hall Maryland 34 Catalina 34
Length: 34'     Beam:  12'     Draft:  4'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Rock Hall, Maryland
Asking: $39,900
Sailboat Added 19-Jun-2023  More Details

O Day 37 CC
1979 Baltimore Maryland 37 O Day 37 CC
Length: 37'     Beam:  11.6'     Draft:  5.9'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Baltimore, Maryland
Asking: $25,000
Sailboat Added 15-Jun-2023  More Details

Columbia 8.7
1976 Edgewater Maryland 29 Columbia 8.7
Length: 29'     Beam:  10'     Draft:  4.5'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Edgewater, Maryland
Asking: $8,500
Sailboat Added 12-Jun-2023  More Details

Featured Sailboat:  Com-pac 19
Com-pac 19
Length: 19'     Beam:  7'     Draft:  2'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Annapolis, Maryland
Asking: $7,800
Featured Sailboat Added 31-Mar-2024  More Details

Tanzer Pilothouse
Tanzer Pilothouse
Length: 35'     Beam:  11.5'     Draft:  5'
Year: 1986
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mayo md, Maryland
Asking: $25,000
Sailboat Added 01-Jun-2023  More Details

General Boats Rhodes-22
2001 LEXINGTON PARK Maryland 22 General Boats Rhodes-22
Length: 22'
Year: 2001
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: LEXINGTON PARK, Maryland
Asking: $15,000
Sailboat Added 29-May-2023  More Details

Sabre 1987 36
1987 Edgemere Maryland 36 Sabre 1987 36
Length: 36'     Beam:  11'3'     Draft:  4'2'
Year: 1987
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Edgemere, Maryland
Asking: $60,000
Sailboat Added 07-Feb-2024  More Details

Hunter Cherubini
1980 Havre de Grace Maryland 30 Hunter Cherubini
Length: 30'     Draft:  5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Havre de Grace, Maryland
Asking: $12,500
Sailboat Added 23-May-2023  More Details

Thistle
 Annapolis Maryland 17  Thistle
Length: 17'     Beam:  6'     Draft:  3'
Type: daysailer
Hull: fiberglass  monohull
Location: Annapolis, Maryland
Asking: $1,800
Sailboat Added 22-May-2023  More Details



Sabre 38 MK1
 Middle River Maryland 37'10 Sabre 38 MK1
Length: 37'10'     Beam:  11'6'     Draft:  6'6'
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Middle River, Maryland
Asking: $34,000
Sailboat Added 19-May-2023  More Details

Schock Wavelength 24
1984 Annapolis Maryland 24 Schock Wavelength 24
Length: 24'     Beam:  9'     Draft:  4.5'
Year: 1984
Type: racer
Hull: fiberglass  monohull
Engine: gas inboard
Location: Annapolis, Maryland
Asking: $5,000
Sailboat Added 15-May-2023  More Details

O'Day 240
1988 Oxford Maryland 24 O'Day 240
Length: 24'     Beam:  8.25'     Draft:  2.67'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Oxford, Maryland
Asking: $7,200
Sailboat Added 08-May-2023  More Details

Zuma
 Rockville Maryland 13  Zuma
Length: 13'
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Rockville, Maryland
Asking: $2,500
Sailboat Added 05-May-2023  More Details

Freedom 45 CC
1991 Annapolis Maryland 45 Freedom 45 CC
Length: 45'     Beam:  13.5'     Draft:  7'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $180,000
Sailboat Added 13-Apr-2023  More Details

Astus 14.5
2023 Baltimore Maryland 14.27 Astus 14.5
Length: 14.27'     Beam:  7.9'     Draft:  2'
Year: 2023
Type: dinghy
Hull: fiberglass  trimaran
Location: Baltimore, Maryland
Asking: $10,000
Sailboat Added 13-Apr-2023  More Details

Beneteau 311
2001 Baltimore Inner Harbor Maryland 31 Beneteau 311
Length: 31'     Beam:  10.5'     Draft:  4.7'
Year: 2001
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Baltimore Inner Harbor, Maryland
Asking: $56,500
Sailboat Added 08-Apr-2023  More Details

Hunter 23.5
1997 Deale Maryland 24 Hunter 23.5
Length: 24'     Beam:  8'     Draft:  1.5'
Year: 1997
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Deale, Maryland
Asking: $9,000
Sailboat Added 07-Apr-2023  More Details

Hunter 255 25.5
Hunter 255 25.5
Length: 25.5'     Beam:  9'     Draft:  4.5''
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chesapeake Bay, Maryland
Asking: $6,200
Sailboat Added 30-Mar-2023  More Details

Hunter 31
Hunter 31
Length: 31'     Beam:  10'     Draft:  5.3'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Arnold, Maryland
Asking: $10,000
Sailboat Added 25-Apr-2023  More Details

Mariner 39 Center Cockpit
1982 Solomons Maryland 39 Mariner 39 Center Cockpit
Length: 39'     Beam:  11.7'     Draft:  5.5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Solomons, Maryland
Asking: $17,000
Sailboat Added 19-Mar-2023  More Details

Beneteau First 47.7
2000 Annapolis Maryland 48 Beneteau First 47.7
Length: 48'     Beam:  14.8'     Draft:  9.2'
Year: 2000
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $200,000
Sailboat Added 18-Mar-2023  More Details

Whitby Whitby 42
Whitby Whitby 42
Length: 42'     Beam:  13'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: annapolis, Maryland
Asking: $5,000
Sailboat Added 18-Mar-2023  More Details

Precision Boatworks Precision 21
1991 Pasadena Maryland 21' Precision Boatworks Precision 21
Length: 21''     Beam:  8'3'     Draft:  1'9'
Year: 1991
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Pasadena, Maryland
Asking: $4,000
Sailboat Added 14-Mar-2023  More Details

Lagoon 450
2014 Solomons Island Maryland 45 Lagoon 450
Length: 45'     Beam:  25'     Draft:  4'
Year: 2014
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Solomons Island, Maryland
Asking: $499,000
Sailboat Added 14-Mar-2023  More Details

morgan 382
1980 Annapolis Maryland 38 morgan 382
Length: 38'     Beam:  12'     Draft:  5.5'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $29,500
Sailboat Added 04-Mar-2023  More Details

Cape Dory Cape Dory 27
1982 Solomons Maryland 27 Cape Dory Cape Dory 27
Length: 27'     Beam:  8.5'     Draft:  4'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Solomons, Maryland
Asking: $20,000
Sailboat Added 08-Feb-2023  More Details

Laser XD
2009 Annapolis Maryland  Laser XD
Length: '
Year: 2009
Type: dinghy
Hull: fiberglass  monohull
Location: Annapolis, Maryland
Asking: $6,200
Sailboat Added 06-Feb-2023  More Details

Passport Passport Vista 545 CC
2018 Annapolis Maryland 54.5 Passport Passport Vista 545 CC
Length: 54.5'     Beam:  15.2'     Draft:  5.6'
Year: 2018
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $890,000
Sailboat Added 27-Jan-2023  More Details

Passport Passport 47/49
1984 Annapolis Maryland 49 Passport Passport 47/49
Length: 49'     Beam:  13.5'     Draft:  6.5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $159,000
Sailboat Added 27-Jan-2023  More Details

Morgan 45-4 Merik/Nelson
1983 Tracys Landing MD Maryland 45 Morgan 45-4 Merik/Nelson
Length: 45'     Beam:  13'     Draft:  5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tracys Landing MD, Maryland
Asking: $35,000
Sailboat Added 23-Jan-2023  More Details

Hallberg Rassy HR Kutter 94
1984 Cambridge Maryland 30 Hallberg Rassy HR Kutter 94
Length: 30'     Beam:  10'     Draft:  4'
Year: 1984
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cambridge, Maryland
Asking: $65,000
Sailboat Added 17-Jan-2023  More Details

MacGregor 26X
1998 Earleville MD Cecil County Maryland 26 MacGregor 26X
Length: 26'     Beam:  8'     Draft:  2'
Year: 1998
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Earleville MD Cecil County, Maryland
Asking: $14,995
Sailboat Added 14-Jan-2023  More Details

Tartan 27
1976 Mayo Maryland 27 Tartan 27
Length: 27'     Beam:  8.5'     Draft:  3'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Mayo, Maryland
Asking: $1,500
Sailboat Added 06-Jan-2023  More Details

Seidelmann S299
Seidelmann S299
Length: 29'     Beam:  11'     Draft:  5'6'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: North East, Maryland
Asking: $13,500
Sailboat Added 07-Dec-2022  More Details

Bauretek Bauer 10
Bauretek Bauer 10
Length: 10'     Draft:  1'
Year: 2004
Type: dinghy
Hull: fiberglass  monohull
Location: Annapolis, Maryland
Asking: $2,750
Sailboat Added 03-Dec-2022  More Details

O'Day Daysailer
1980 Arnold Maryland 17 O'Day Daysailer
Length: 17'     Beam:  6.25'     Draft:  0.68'
Year: 1980
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Arnold, Maryland
Asking: $1,500
Sailboat Added 26-Nov-2022  More Details

C&C C&C 29-2
1983 Tracys Landing Maryland 29 C&C C&C 29-2
Length: 29'     Beam:  10'     Draft:  5'3'
Year: 1983
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Tracys Landing, Maryland
Asking: $15,000
Sailboat Added 23-Nov-2022  More Details

Helleman trimaran
1993 eastern Caribbean Maryland 55 Helleman trimaran
Length: 55'     Beam:  22'     Draft:  5'
Year: 1993
Type: cruiser
Hull: steel  monohull
Engine: 1 diesel inboard
Location: eastern Caribbean, Maryland
Asking: $70,000
Sailboat Added 18-Nov-2022  More Details

O'Day 272
O'Day 272
Length: 27'     Beam:  9'     Draft:  3'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Mayo, Maryland
Asking: $4,900
Sailboat Added 05-Nov-2022  More Details

Sumner Sailing Dinghy
1972 Easton Maryland 9 Sumner Sailing Dinghy
Length: 9'     Beam:  4'6'
Year: 1972
Type: other
Hull: fiberglass  monohull
Location: Easton, Maryland
Asking: $2,500
Sailboat Added 03-Nov-2022  More Details

Sabre 34
1986 Annapolis Maryland 34 Sabre 34
Length: 34'     Beam:  11'     Draft:  4'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $46,500
Sailboat Added 16-Oct-2022  More Details

Laser
1987 Columbia Maryland 14  Laser
Length: 14'
Year: 1987
Type: dinghy
Hull: fiberglass  monohull
Engine: other inboard
Location: Columbia, Maryland
Asking: $2,500
Sailboat Added 12-Oct-2022  More Details

S2
1985 West Basin Marina Patuxent River Maryland 27 S2
Length: 27'     Beam:  9.2'     Draft:  4.75'
Year: 1985
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: West Basin Marina Patuxent River, Maryland
Asking: $7,000
Sailboat Added 10-Oct-2022  More Details

AMG Sunfish
 Ocean City Maryland 14 AMG Sunfish
Length: 14'
Type: daysailer
Hull: fiberglass  monohull
Engine: other inboard
Location: Ocean City, Maryland
Asking: $850
Sailboat Added 09-Oct-2022  More Details



Catalina 27
Catalina 27
Length: 27'     Beam:  8'     Draft:  4'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 0 gas outboard
Location: Back Creek Annapolis, Maryland
Asking: $2,500
Sailboat Added 05-Oct-2022  More Details

Southcoast 23
Southcoast 23
Length: 23'     Beam:  7'5'     Draft:  2'10'
Year: 1966
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Rock Hall, Maryland
Asking: $1,500
Sailboat Added 05-Oct-2022  More Details

Allied 39 Sold
1970 Annapolis Maryland 39.10 Allied 39 Sold
Length: 39.10'     Beam:  10.5'     Draft:  6'
Year: 1970
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $25,000
Sailboat Added 23-Sep-2022  More Details

Featured Sailboats (all):


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