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Sailboats for Sale in Maryland - Discover the Sailboat of Your Dreams, or sell your current Maryland Sailboat to get ready for a new adventure today.
Your search returned 718 matches of 109924 sailboats posted to date

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5

Catalina 30
1983 Severna Park Maryland 30 Catalina 30
Length: 30'     Beam:  10'10'     Draft:  4'4'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Severna Park, Maryland
Asking: $14,500
Sailboat Added 13-Oct-2021  More Details

Beneteau 36s7
1997 Middle River Maryland 36 Beneteau 36s7
Length: 36'     Beam:  12.5'     Draft:  6'
Year: 1997
Type: racer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Middle River, Maryland
Asking: $57,500
Sailboat Added 11-Oct-2021  More Details

Dragonfly Sailboats Inc ODAY 28
1983 Markleys Marina Maryland 28 Dragonfly Sailboats Inc ODAY 28
Length: 28'     Beam:  10'4'     Draft:  3'3'
Year: 1983
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Markleys Marina, Maryland
Asking: $5,000
Sailboat Added 28-Sep-2021  More Details



Hunter 41 AC
2004 Middle River Maryland 41 Hunter 41 AC
Length: 41'     Beam:  13.5'     Draft:  5.5'
Year: 2004
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Middle River, Maryland
Asking: $119,000
Sailboat Added 25-Sep-2021  More Details

Laser Race
2010 Annapolis Maryland 13.75 Laser Race
Length: 13.75'     Beam:  4.6'
Year: 2010
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Annapolis, Maryland
Asking: $11,000
Sailboat Added 20-Sep-2021  More Details

Jeanneau 44i
2011 Annapolis Maryland 45 Jeanneau 44i
Length: 45'     Beam:  14'     Draft:  6.8'
Year: 2011
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $149,000
Sailboat Added 20-Sep-2021  More Details

Catalina Catalina 30
1980 Baltimore Maryland 30 Catalina Catalina 30
Length: 30'     Beam:  10'10'     Draft:  5'3'
Year: 1980
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Baltimore, Maryland
Asking: $10,500
Sailboat Added 19-Sep-2021  More Details

Jeanneau 58
2015 Edgewater Maryland 58'3 Jeanneau 58
Length: 58'3'     Beam:  16'4'     Draft:  6'10'
Year: 2015
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Edgewater, Maryland
Asking: $775,000
Sailboat Added 14-Sep-2021  More Details

Pearson 30
Pearson 30
Length: 30'     Beam:  9.5'     Draft:  5'
Year: 1976
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Deale, Maryland
Asking: $9,999
Sailboat Added 20-Apr-2022  More Details



S2 8.5
1981 Baltimore Maryland 28 S2 8.5
Length: 28'     Beam:  9.6'     Draft:  4.6'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Baltimore, Maryland
Asking: $9,000
Sailboat Added 10-Sep-2021  More Details

O'Day 30
1982 Anchorage Marina Maryland 30 O'Day 30
Length: 30'     Beam:  11'6'     Draft:  5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Anchorage Marina, Maryland
Asking: $22,000
Sailboat Added 06-Sep-2021  More Details

Hunter 25 Cherobini
1978 Deale MD Maryland 25 Hunter 25 Cherobini
Length: 25'     Beam:  8'     Draft:  3'-11'
Year: 1978
Type: daysailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Deale MD, Maryland
Asking: $6,000
Sailboat Added 22-Aug-2021  More Details

West sail 32
1974 Ridge Maryland Maryland 32 West sail 32
Length: 32'     Beam:  11'     Draft:  5'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Ridge Maryland, Maryland
Asking: $21,000
Sailboat Added 17-Aug-2021  More Details

Willard Cutter 8T
1978 Galesville Maryland 30 Willard Cutter 8T
Length: 30'     Beam:  10.6'     Draft:  4.8'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Galesville, Maryland
Asking: $29,500
Sailboat Added 27-Jul-2021  More Details

Jeanneau 43 DS
Jeanneau 43 DS
Length: 43'     Beam:  15'     Draft:  5'5'
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $229,000
Sailboat Added 23-Jul-2021  More Details

Irwin Competition 30
1973 Annapolis Maryland 30 Irwin Competition 30
Length: 30'     Beam:  10'     Draft:  5.3'
Year: 1973
Type: cruiser
Hull: fiberglass  monohull
Location: Annapolis, Maryland
Asking: $1,000
Sailboat Added 21-Jul-2021  More Details

C&C Landfall 35
1984 Galesville Maryland 35 C&C Landfall 35
Length: 35'     Beam:  10'     Draft:  4.6'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Galesville, Maryland
Asking: $18,500
Sailboat Added 14-Jul-2021  More Details

Sabre 28 MK II
1977 Annapolis Maryland 28 Sabre 28 MK II
Length: 28'     Beam:  6.5'     Draft:  4.6'
Year: 1977
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $18,000
Sailboat Added 13-Jul-2021  More Details

Standfast Loper 27
1979 Galesville Maryland 27 Standfast Loper 27
Length: 27'     Draft:  4.8'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Galesville, Maryland
Asking: $2,450
Sailboat Added 09-Jul-2021  More Details



Beneteau 311
2002 Middle River Maryland 32 Beneteau 311
Length: 32'     Beam:  10.8'     Draft:  4.8'
Year: 2002
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Middle River, Maryland
Asking: $51,950
Sailboat Added 02-Jul-2021  More Details

Macgregor 26S
Macgregor 26S
Length: 26'     Beam:  8'     Draft:  1.25'
Year: 1991
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 other inboard
Location: Hollywood, Maryland
Asking: $6,900
Sailboat Added 30-Jun-2021  More Details

Mariner 28 ft. Sloop
Mariner 28 ft. Sloop
Length: 28'     Beam:  11'     Draft:  4'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake Bay, Maryland
Asking: $7,000
Sailboat Added 24-Jun-2021  More Details

Morgan 382
Length: 38'     Beam:  12'     Draft:  5'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $30,000
Sailboat Added 22-Jun-2021  More Details

Hunter 28.5
1985 Middle river Maryland 28 Hunter 28.5
Length: 28'     Beam:  11'     Draft:  5'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Middle river, Maryland
Asking: $11,000
Sailboat Added 22-Jun-2021  More Details

Hardin Yachts Hardin 45 Ketch
1982 Annapolis Maryland 45 Hardin Yachts Hardin 45 Ketch
Length: 45'     Beam:  13'     Draft:  5.5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Sailboat Added 17-Jun-2021  More Details

macgregor x26
Length: 26'     Beam:  7'     Draft:  1'
Year: 2002
Type: motorsailer
Hull: fiberglass  monohull
Engine: gas outboard
Location: Baltimore, Maryland
Sailboat Added 16-Jun-2021  More Details

Tartan 34C
1968 Mayo Maryland 34 Tartan 34C
Length: 34'     Beam:  10.17'     Draft:  4'
Year: 1968
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Mayo, Maryland
Asking: $9,999
Sailboat Added 08-Jun-2021  More Details

C&C 30
C&C 30
Length: 30'     Beam:  10'     Draft:  4'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $6,000
Sailboat Added 02-Jun-2021  More Details

Cal Bangor Punta Cal39
1970 Baltimore Maryland 39 Cal Bangor Punta Cal39
Length: 39'     Beam:  12'     Draft:  5.5'
Year: 1970
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Baltimore, Maryland
Asking: $40,000
Sailboat Added 29-May-2021  More Details

Lyle Hess Falmouth Cutter 26'
Lyle Hess Falmouth Cutter 26'
Length: 26'     Beam:  9'     Draft:  5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Oxford, Maryland
Asking: $60,000
Sailboat Added 19-May-2021  More Details

Gozzard 36
1986 Baltimore Anchorage Marina Maryland 36 Gozzard 36
Length: 36'     Beam:  12'     Draft:  4'9'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Baltimore Anchorage Marina, Maryland
Asking: $75,000
Sailboat Added 19-May-2021  More Details



O'Day Daysailer
Length: '
Type: daysailer
Hull: fiberglass  monohull
Engine: gas inboard
Location: Chestertown, Maryland
Asking: $1,900
Sailboat Added 14-May-2021  More Details

O'Day Daysailer
O'Day Daysailer
Length: 16'
Year: 1960
Type: daysailer
Hull: fiberglass  monohull
Location: Chestertown, Maryland
Asking: $1,900
Sailboat Added 14-May-2021  More Details

Whitehall Row or Sail Jack Stone Island Teak
Whitehall Row or Sail Jack Stone Island Teak
Length: 14'2'     Beam:  4'6'     Draft:  2'6'
Year: 2009
Type: daysailer
Hull: fiberglass  monohull
Location: Easton, Maryland
Asking: $5,750
Sailboat Added 14-May-2021  More Details

Hunter 40.5
1994 Rock Hall Maryland 40 Hunter 40.5
Length: 40'     Beam:  13'5'     Draft:  4'10'
Year: 1994
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Rock Hall, Maryland
Asking: $75,000
Sailboat Added 03-May-2021  More Details

Hutchins Picnic Cat
2006 Laytonsville Maryland 14 Hutchins Picnic Cat
Length: 14'     Beam:  6'6'     Draft:  38'
Year: 2006
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Laytonsville, Maryland
Asking: $6,500
Sailboat Added 01-May-2021  More Details

Stilleto 27
1981 Leonardtown Maryland 27 Stilleto 27
Length: 27'     Draft:  1'
Year: 1981
Type: daysailer
Hull: fiberglass  catamaran
Engine: 1 gas outboard
Location: Leonardtown, Maryland
Asking: $17,500
Sailboat Added 01-May-2021  More Details

SOLD 32
SOLD 32
Length: 32'     Beam:  10.5'     Draft:  4'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Baltimore, Maryland
Asking: $23,000
Sailboat Added 26-Apr-2021  More Details

Catalina 30 Tall Rig Shoal Draft
1985 Bohemia River Chesapeake Bay Maryland 30 Catalina 30 Tall Rig Shoal Draft
Length: 30'     Beam:  10'10'     Draft:  4'5'
Year: 1985
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bohemia River Chesapeake Bay, Maryland
Asking: $20,000
Sailboat Added 14-Apr-2021  More Details

Performance Sailcraft Laser
Performance Sailcraft Laser
Length: '
Type: dinghy
Hull: fiberglass  monohull
Engine: gas inboard
Location: Germantown, Maryland
Asking: $1,500
Sailboat Added 13-Apr-2021  More Details

Russell yachts Falmouth cutter 26
1984 Oxford Maryland 26 Russell yachts Falmouth cutter 26
Length: 26'     Beam:  9'     Draft:  5'
Year: 1984
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Oxford, Maryland
Asking: $85,000
Sailboat Added 13-Apr-2021  More Details

Pearson 27
1987 Galesville Maryland 27 Pearson 27
Length: 27'     Beam:  9'     Draft:  3.3'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Galesville, Maryland
Asking: $14,500
Sailboat Added 09-Apr-2021  More Details

Hunter 34
1986 Essex area of Middle River Maryland Maryland 34 Hunter 34
Length: 34'     Beam:  11.6'     Draft:  4' 3'
Year: 1986
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Essex area of Middle River Maryland, Maryland
Asking: $34,000
Sailboat Added 28-Mar-2021  More Details

Hobie Getaway
2006 Baltimore Maryland 17 Hobie Getaway
Length: 17'
Year: 2006
Type: dinghy
Hull:  catamaran
Location: Baltimore, Maryland
Asking: $5,000
Sailboat Added 08-Mar-2021  More Details

Catalina 27 Sold
1988 Cambridge Maryland 27 Catalina 27 Sold
Length: 27'     Beam:  8.9'     Draft:  3.5'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Cambridge, Maryland
Asking: $7,500
Sailboat Added 06-Mar-2021  More Details

Beneteau 423
Beneteau 423
Length: 43'     Beam:  5.9'     Draft:  5.6'
Year: 2005
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $144,900
Sailboat Added 02-Mar-2021  More Details

1961 38ft Sam Crocker Cutter
 1961 38ft Sam Crocker Cutter
Length: 38'     Beam:  11' 9'     Draft:  4' 11'
Year: 1961
Type: cruiser
Hull: wood  monohull
Engine: 1 diesel inboard
Location: Oxford, Maryland
Asking: $79,000
Sailboat Added 25-Jan-2021  More Details

Catalina 22 Swing Keel
Catalina 22 Swing Keel
Length: 22'     Beam:  8'10'     Draft:  4'10'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Edgewater, Maryland
Asking: $6,800
Sailboat Added 21-Jan-2021  More Details

Abbott Soling
Abbott Soling
Length: 27'     Beam:  6.2'     Draft:  4.5'
Year: 1986
Type: racer
Hull: fiberglass  monohull
Location: Havre de Grace, Maryland
Asking: $2,500
Sailboat Added 19-Jan-2021  More Details

Allied Princess
1973  Maryland 36 Allied Princess
Length: 36'     Beam:  11'     Draft:  4.50'
Year: 1973
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Asking: $18,000
Sailboat Added 07-Jan-2021  More Details

Pearson
1976 Magothy Marina Maryland 26 Pearson
Length: 26'     Beam:  9'     Draft:  4'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 0 gas outboard
Location: Magothy Marina, Maryland
Asking: $1,900
Sailboat Added 17-Dec-2020  More Details

Island Packet 320
1999 Rock Hall Maryland 32 Island Packet 320
Length: 32'     Beam:  11'9"'     Draft:  4'3"'
Year: 1999
Type: cruiser
Hull: fiberglass  monohull
Engine: diesel inboard
Location: Rock Hall, Maryland
Asking: $110,000
Sailboat Added 08-Dec-2020  More Details

Elan impression 434
2005 Annapolis Maryland 43.4 Elan impression 434
Length: 43.4'     Beam:  13'     Draft:  6'
Year: 2005
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $169,000
Sailboat Added 01-Dec-2020  More Details

Cal 31
1982 Worton Maryland 31 Cal 31
Length: 31'     Beam:  10'     Draft:  5'
Year: 1982
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Worton, Maryland
Asking: $14,000
Sailboat Added 08-Nov-2020  More Details

Pearson
1976 Magothy Marina Maryland 26 Pearson
Length: 26'     Draft:  4'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: gas outboard
Location: Magothy Marina, Maryland
Asking: $4,500
Sailboat Added 03-Nov-2020  More Details

Pacific Seacraft Flicka
1981 Saint Leonard Maryland 20 Pacific Seacraft Flicka
Length: 20'     Beam:  8'     Draft:  3.25'
Year: 1981
Type: cruiser
Hull: fiberglass  monohull
Engine: 0 gas inboard
Location: Saint Leonard, Maryland
Asking: $20,900
Sailboat Added 02-Nov-2020  More Details

Pearson 26'
 Flag Harbor Marina St Leonard Maryland 26' Pearson 26'
Length: 26''     Draft:  4'
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Flag Harbor Marina St Leonard, Maryland
Asking: $5,000
Sailboat Added 01-Nov-2020  More Details

Seafarer Seafarer 29
Seafarer Seafarer 29
Length: 28.7'     Beam:  9'     Draft:  2.5'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Magothy marina Severna Park, Maryland
Asking: $7,500
Sailboat Added 01-Nov-2020  More Details

Hunter 27 WK
1993 Tall Timbers Marina Maryland 27 Hunter 27 WK
Length: 27'     Beam:  9'     Draft:  3.5'
Year: 1993
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Tall Timbers Marina, Maryland
Asking: $9,000
Sailboat Added 06-Oct-2020  More Details

Sabre Sloop
Length: 28'     Beam:  9'     Draft:  3.6'
Year: 1977
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chestertown, Maryland
Asking: $3,500
Sailboat Added 28-Sep-2020  More Details

Westsail 32
Westsail 32
Length: 32'     Beam:  11'     Draft:  5'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Dundalk, Maryland
Asking: $6,500
Sailboat Added 22-Sep-2020  More Details

Hans Christian
1986 Worton Creek Maryland 38 Hans Christian
Length: 38'     Beam:  12'     Draft:  6'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Worton Creek, Maryland
Asking: $125,000
Sailboat Added 13-Sep-2020  More Details

Sold Morgan
1974 Sold Maryland 33 Sold Morgan
Length: 33'     Draft:  6'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Sold, Maryland
Asking: $999,999
Sailboat Added 13-Sep-2020  More Details

Offshore Yacht Sloop
Offshore Yacht Sloop
Length: 33'     Beam:  11'6'     Draft:  4'6'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Solomons, Maryland
Asking: $9,000
Sailboat Added 10-Sep-2020  More Details

Macgregor S
1990 Chesapeake City Maryland 26 Macgregor S
Length: 26'     Beam:  7'     Draft:  1'
Year: 1990
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chesapeake City, Maryland
Asking: $7,500
Sailboat Added 29-Aug-2020  More Details

HUTCHENS COMPAC M2
Length: 19'     Draft:  3'
Year: 1995
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: huntingtown md, Maryland
Asking: $5,000
Sailboat Added 18-Aug-2020  More Details



Hunter Center Cockpit
Hunter Center Cockpit
Length: 45'     Beam:  15'     Draft:  5'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Annapolis, Maryland
Asking: $178,000
Sailboat Added 18-Aug-2020  More Details

Pearson 28-2
Pearson 28-2
Length: 28'     Beam:  10'     Draft:  5'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Deale, Maryland
Asking: $14,000
Sailboat Added 11-Aug-2020  More Details

X-Yacht X-34
X-Yacht X-34
Length: 34'
Year: 2009
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: gas inboard
Location: Solomons, Maryland
Asking: $145,000
Sailboat Added 05-Aug-2020  More Details


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