SailboatListings.com

Your search returned 38 matches.
Featured Sailboat:  Robertson and Caine Leopard 42 Owner's Version
2004 Chesapeake Bay Virginia 41.4 Robertson and Caine Leopard 42 Owner's Version
Length: 41.4'     Beam:  22.8'     Draft:  4.5'
Year: 2004
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Chesapeake Bay, Virginia
Asking: $325,000
Featured Sailboat Added 01-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

Watkins Watkins 27
Watkins Watkins 27
Length: 27'
Year: 1979
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake, North Carolina
Asking: $11,900
Sailboat Added 29-Jun-2020  More Details

Endeavour 37 Ketch Aplan
1976 Chesapeake City Maryland 37 Endeavour 37 Ketch Aplan
Length: 37'     Beam:  11.5'     Draft:  4.5'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $34,900
Sailboat Added 26-Jun-2020  More Details



1898 20Ft Herbert Crosby Catboat PATIENCE
1898 Chesapeake City Maryland 20 1898  20Ft  Herbert Crosby Catboat PATIENCE
Length: 20'     Beam:  10'
Year: 1898
Type: cruiser
Hull: wood  monohull
Engine: 1 gas outboard
Location: Chesapeake City, Maryland
Asking: $16,500
Sailboat Added 20-Feb-2020  More Details

Fountain Pajot Mahe Catamaran
2008 Chesapeake Virginia 36 Fountain Pajot Mahe Catamaran
Length: 36'     Beam:  19.25'     Draft:  3.5'
Year: 2008
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Chesapeake, Virginia
Asking: $240,556
Sailboat Added 14-Jan-2020  More Details

gulfstar sloop
1983 Chesapeake Bay Edgemere Maryland Maryland 44'8 gulfstar sloop
Length: 44'8'     Beam:  13.5'     Draft:  5.5'
Year: 1983
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chesapeake Bay Edgemere Maryland, Maryland
Asking: $75,000
Sailboat Added 08-Oct-2019  More Details

Tartan T34
1972 Chesapeake City Maryland Maryland 34 Tartan T34
Length: 34'     Beam:  11'     Draft:  3-11'
Year: 1972
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City Maryland, Maryland
Asking: $18,000
Sailboat Added 03-Oct-2019  More Details

S2 Yachts 8.6 meter
1884 Chesapeake City Maryland 28.6 S2 Yachts 8.6 meter
Length: 28.6'     Beam:  9'     Draft:  4.5'
Year: 1884
Type: racer/cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $8,999
Sailboat Added 02-Oct-2019  More Details

NEWPORTER 40 KETCH
1963 Chesapeake City Maryland 40 NEWPORTER 40 KETCH
Length: 40'     Beam:  13'     Draft:  5.6'
Year: 1963
Type: motorsailer
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $39,500
Sailboat Added 27-Sep-2019  More Details

Beneteau Oceanis
2003 Chesapeake Maryland 50 Beneteau Oceanis
Length: 50'     Beam:  14.5'     Draft:  7.5'
Year: 2003
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake, Maryland
Asking: $225,000
Sailboat Added 16-Aug-2019  More Details

L Francis Herreshoff Designed MeadowLark
1970 Chesapeake Bay Eastern Shore Maryland 37 L Francis Herreshoff Designed MeadowLark
Length: 37'     Beam:  8'     Draft:  18'
Year: 1970
Type: cruiser
Hull: wood  monohull
Engine: 1 diesel inboard
Location: Chesapeake Bay Eastern Shore, Maryland
Asking: $24,000
Sailboat Added 09-Jul-2019  More Details

Hobie Island Mirage
2015 Chesapeake City Maryland 16 Hobie Island Mirage
Length: 16'     Beam:  9'     Draft:  1'
Year: 2015
Type: daysailer
Hull: fiberglass  
Location: Chesapeake City, Maryland
Asking: $4,500
Sailboat Added 01-Jun-2019  More Details

CSY 37 Aft-Cockpit Cutter
1979 Chesapeake Virginia 37 CSY 37 Aft-Cockpit Cutter
Length: 37'     Beam:  12'     Draft:  6'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake, Virginia
Asking: $25,000
Sailboat Added 21-May-2019  More Details

Cal 31
1979 Chesapeake City Maryland 31 Cal 31
Length: 31'     Beam:  10'     Draft:  5'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $19,900
Sailboat Added 18-May-2019  More Details

Catalina 30 Std rig Fin Keel
Catalina 30 Std rig Fin Keel
Length: 30'     Beam:  10.8'     Draft:  5.25'
Year: 1975
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chesapeake Bay Middle River, Maryland
Asking: $7,500
Sailboat Added 01-Apr-2019  More Details

Pacific Seacraft 31
1989 Chesapeake City Maryland 31'10 Pacific Seacraft 31
Length: 31'10'     Beam:  9'10'     Draft:  4'11'
Year: 1989
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $61,500
Sailboat Added 22-Feb-2019  More Details

HUNTER POP TOP
Length: 25'     Beam:  8'     Draft:  4'
Year: 1976
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chesapeake Bay-AberdeenEdgewood, Maryland
Asking: $2,200
Sailboat Added 21-Jul-2018  More Details

CSY 44 Walkover
1979 Chesapeake Bay Mathews Virginia Virginia 44 CSY 44 Walkover
Length: 44'     Beam:  13.4'     Draft:  6.6'
Year: 1979
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake Bay Mathews Virginia, Virginia
Asking: $63,000
Sailboat Added 29-Jan-2018  More Details

HUNTER 33.5
1988 Chesapeake City Maryland 33 HUNTER 33.5
Length: 33'     Beam:  10.11'     Draft:  4.6'
Year: 1988
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $29,900
Sailboat Added 31-Oct-2017  More Details

Pacific Seacraft Pacific Seacraft 34
Pacific Seacraft Pacific Seacraft 34
Length: 34'     Beam:  10'     Draft:  4'10'
Year: 1986
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Middle River Chesapeake bay, Maryland
Asking: $75,000
Sailboat Added 18-Apr-2017  More Details

cape dory cd27
1978 Chesapeake Bay Solomons Maryland 27 cape dory cd27
Length: 27'     Beam:  8'6"'     Draft:  4'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake Bay Solomons, Maryland
Asking: $10,000
Sailboat Added 23-Oct-2016  More Details

maine cat maine cat 41
2007 chesapeake bay and east coast Virginia 41 maine cat maine cat 41
Length: 41'     Beam:  23'     Draft:  3'
Year: 2007
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: chesapeake bay and east coast, Virginia
Asking: $382,000
Sailboat Added 01-Apr-2016  More Details

Melges 24
1994 West River Chesapeake bay Maryland 24 Melges 24
Length: 24'     Beam:  8'2"'     Draft:  5'
Year: 1994
Type: racer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: West River Chesapeake bay, Maryland
Asking: $17,500
Sailboat Added 15-Feb-2016  More Details

morgan 33T
1974 Chesapeake Bay Maryland 33 morgan 33T
Length: 33'     Beam:  11'     Draft:  5.5'
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Chesapeake Bay, Maryland
Asking: $10,000
Sailboat Added 21-Oct-2015  More Details

sourukas custom
1903 Chesapeake Bay VA Virginia 38 sourukas custom
Length: 38'     Beam:  14'     Draft:  4.5'
Year: 1903
Type: motorsailer
Hull: other  monohull
Engine: 1 diesel inboard
Location: Chesapeake Bay VA, Virginia
Asking: $25,000
Sailboat Added 13-Sep-2015  More Details

Catalina Morgan 41 Classic
1987 Edgewater MD  Chesapeake Bay Maryland 41 Catalina Morgan 41 Classic
Length: 41'     Beam:  13.9'     Draft:  4.9'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Edgewater MD Chesapeake Bay, Maryland
Asking: $69,000
Sailboat Added 11-May-2015  More Details

Catalina
1974 Chesapeake City Md Maryland 27 Catalina
Length: 27'     Beam:  8'10'     Draft:  4''
Year: 1974
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City Md, Maryland
Asking: $5,000
Sailboat Added 13-Jul-2014  More Details

John F LaudadioSampson Sparkman Stevens Finisterre Keel Centreboard Bluewater Ketch
1972 On passage from Mexico to Chesapeake Outside United States 35 John F LaudadioSampson Sparkman Stevens Finisterre Keel Centreboard Bluewater Ketch
Length: 35'     Beam:  11.9'     Draft:  4.1'
Year: 1972
Type: racer/cruiser
Hull: other  monohull
Engine: 1 diesel inboard
Location: On passage from Mexico to Chesapeake, Outside United States
Asking: $65,000
Sailboat Added 01-May-2014  More Details



Hunter 36 360
2009 Upper Chesapeake Bay Pasadena MD Maryland 36 Hunter 36 360
Length: 36'     Beam:  12'     Draft:  5'
Year: 2009
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Upper Chesapeake Bay Pasadena MD, Maryland
Asking: $142,500
Sailboat Added 24-Apr-2014  More Details

Irwin Mk 1
71 Mathews   Chesapeake bay Virginia 28 Irwin Mk 1
Length: 28'     Beam:  9'     Draft:  3'
Year: 71
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas inboard
Location: Mathews Chesapeake bay, Virginia
Asking: $11,500
Sailboat Added 25-May-2013  More Details

S2 S2 27
1986 Chesapeake City Maryland 26.58 S2 S2 27
Length: 26.58'     Beam:  9.25'     Draft:  3.75'
Year: 1986
Type: racercruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake City, Maryland
Asking: $10,000
Sailboat Added 30-Nov-2012  More Details

Beneteau 343
2006 Bohemia Bay Yacht Harbour  Northern Chesapeake Maryland 35 Beneteau 343
Length: 35'     Beam:  12'     Draft:  4.6'
Year: 2006
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Bohemia Bay Yacht Harbour Northern Chesapeake, Maryland
Asking: $119,000
Sailboat Added 09-Nov-2012  More Details

Hunter 45 Center Cockpit
2008 Chesapeake Bay Yacht Club Maryland 45 Hunter 45 Center Cockpit
Length: 45'     Beam:  14.5'     Draft:  6.5'
Year: 2008
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake Bay Yacht Club, Maryland
Asking: $289,000
Sailboat Added 24-Sep-2012  More Details

S2 Yachts 7.3
1978 White Rocks Marina Pasadena MD Chesapeake Bay Maryland 23 S2 Yachts 7.3
Length: 23'     Beam:  8'     Draft:  4'
Year: 1978
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: White Rocks Marina Pasadena MD Chesapeake Bay, Maryland
Asking: $2,899
Sailboat Added 13-Apr-2012  More Details

Macgregor 26x
1997 Chesapeake Bay  Maryland Charlestown Maryland 26 Macgregor 26x
Length: 26'     Beam:  6'     Draft:  2'
Year: 1997
Type: daysailer
Hull: fiberglass  monohull
Engine: 1 gas outboard
Location: Chesapeake Bay Maryland Charlestown, Maryland
Asking: $11,000
Sailboat Added 06-Nov-2011  More Details

Fountaine Pajot Belize 43
2001 Chesapeake Annapolis Satellite Beach Florida 43 Fountaine Pajot Belize 43
Length: 43'     Beam:  23'     Draft:  4.3'
Year: 2001
Type: cruiser
Hull: fiberglass  catamaran
Engine: 2 diesel inboard
Location: Chesapeake Annapolis Satellite Beach, Florida
Asking: $299,000
Sailboat Added 10-Jun-2011  More Details

Sabre 30 III
Sabre 30 III
Length: 30'     Beam:  10'6'     Draft:  5'3'
Year: 1987
Type: cruiser
Hull: fiberglass  monohull
Engine: 1 diesel inboard
Location: Chesapeake Bay, Maryland
Asking: $49,000
Sailboat Added 02-Apr-2011  More Details

Featured Sailboats (all):



Show all sailboats for sale under: 15 20 25 30 35 40 45 50 55 60 70 80 (feet LOA) | Multihulls: Catamarans Trimarans