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    Sailboats for Sale in Maryland

    25 results
    We have Sailboats for sale all over the States, in areas such as Howard, Kent, Anne arundel. Browse our wide and ever growing selection today by using the filters on the left hand side.
    30 photos

    Hunter - Legend 40.5

    SubcategoryCruisers
    StateMaryland
    Year built1994
    Length41 ft
    Weight dry -
    Sail area -
    Full refit 2020 blue water spec yacht. Survey available free, just ask me. Full spares kit on board....
    16 photos

    Hunter - 386

    SubcategoryCruisers
    StateMaryland
    Year built2003
    Length38 ft
    Weight dry -
    Sail area -
    Well maintained well cared for one owner sailboat. Auto pilot, chart plotter, windless. Reverse AC ...
    12 photos

    Catalina - C30 Tall Rig

    SubcategoryCruisers
    StateMaryland
    Year built1944
    Length30 ft
    Weight dry -
    Sail area -
    Contact Bob at FourFourThreeEightSevenFiveSev enEightZeroSeven Boat is located in Annapolis, ...
    2 photos

    Canadian Sailcraft - 36T

    SubcategoryCruisers
    StateMaryland
    Year built1982
    Length36 ft
    Weight dry -
    Sail area -
    1982 Canadian Sailcraft CS-36T “Triton” This shoal draft 4’11’’ perfect for the ...
    2 photos

    Catalina - 22 Swing Keel

    SubcategoryCruisers
    StateMaryland
    Year built1981
    Length22 ft
    Weight dry -
    Sail area -
    Contact Virgil at FourOneZeroEightSevenNineEight EightFourEight or FourOneZeroFourTwoEightOneSeve ...
    7 photos

    CC - MK ii

    SubcategoryCruisers
    StateMaryland
    Year built1973
    Length35 ft
    Weight dry -
    Sail area -
    Callwith ny questions... "Rapid Transit" is classic vessel in above-average condition. Yanmar ...
    8 photos

    Offshore Yacht - Sloop

    SubcategoryCruisers
    StateMaryland
    Year built1979
    Length33 ft
    Weight dry -
    Sail area -
    Contact Fred at FiveSevenOneTwoThreeZeroZeroTw oZeroFour Boat is located in Solomons, Maryland. ...
    12 photos

    Hunter - Center Cockpit

    SubcategoryCruisers
    StateMaryland
    Year built2006
    Length45 ft
    Weight dry -
    Sail area -
    Contact Eric at ThreeZeroOne-NineTwoOne-NineZe roSevenFour. Boat is located in Annapolis, ...
    212 photos

    Hunter - 386

    SubcategorySailboats
    StateMaryland
    Year built2003
    Length37 ft
    Weight dry -
    Sail area -
    - Stock #236410 - 386 one owner sailboat, Auto pilot, chart plotter, windless. AC unit replaced ...
    105 photos

    O'Day - 302

    SubcategorySailboats
    StateMaryland
    Year built1987
    Length29 ft
    Weight dry -
    Sail area -
    - Stock #235284 - Antares is a sloop rigged sailing cruiser setup for singlehanded sailing, she ...
    101 photos

    Hunter - 23

    SubcategorySailboats
    StateMaryland
    Year built1985
    Length22 ft
    Weight dry -
    Sail area -
    - Stock #227072 - Perfect boat for Day Sailing! Ready to go for its next adventure! Hunters ...
    163 photos

    Morgan - 461

    SubcategorySailboats
    StateMaryland
    Year built1980
    Length45 ft
    Weight dry -
    Sail area -
    - Stock #226073 - ***SALE PENDING*** Excellent seakeeping characteristics in heavy weather. Fuel ...
    119 photos

    Endeavour - 32

    SubcategoryMotor Sailers
    StateMaryland
    Year built1979
    Length31 ft
    Weight dry -
    Sail area -
    - Stock #215298 - Beautiful sailing vessel, much loved and well kept, ready for adventure! The ...
    7 photos

    41 - Beneteau America 2016 Pegasus

    SubcategorySailboats
    StateMaryland
    Year built2016
    Length134 ft
    Weight dry -
    Sail area -
    Description PEGASUS is a really well outfitted Beneteau 41. She has most, if not all of the factory ...
    128 photos

    Pearson - 35

    SubcategorySailboats
    StateMaryland
    Year built1976
    Length35 ft
    Weight dry -
    Sail area -
    - Stock #168320 - Well-maintained sloop -- ready to create some memories on the water! The ...
    242 photos

    Catalina - 30 Tall Rig

    SubcategorySailboats
    StateMaryland
    Year built1984
    Length29 ft
    Weight dry -
    Sail area -
    - Stock #190464 - 1984 CATALINA 30 UNIVERSAL DIESEL RIGGED FOR SINGLE HAND SAILING The Catalina ...
    129 photos

    Cape Dory - 27

    SubcategorySailboats
    StateMaryland
    Year built1980
    Length27 ft
    Weight dry -
    Sail area -
    - Stock #188287 - CAPE DORY, get out on the water and feel the wind in your hair as you sail ...
    195 photos

    Allied - Seawind Ketch (Allied)

    SubcategoryCruisers
    StateMaryland
    Year built1967
    Length31 ft
    Weight dry -
    Sail area -
    - Stock #157715 - Beautiful Sea Wind blue water cruiser! Main, jib, mizzon, Mission staysail & ...
    24 photos

    HARDIN - 45 STAYSAIL KETCH

    SubcategorySailboats
    StateMaryland
    Year built1978
    Length45 ft
    Weight dry32,000 lbs.
    Sail area -
    1978 HARDIN 45 STAYSAIL KETCH "CATHERINE" ASKING PRICE $82, 000. SPECIFICATIONS LOCATED: ...
    23 photos

    Vagabond - 52 STAYSAIL SCHOONER (FARRINGTON SCHOONER)

    SubcategorySailboats
    StateMaryland
    Year built -
    Length52 ft
    Weight dry50,000 lbs.
    Sail area -
    1983 VAGABOND 52 STAYSAIL SCHOONER (FARRINGTON SCHOONER) "MARGUERITE" ASKING PRICE $ 175, 000. ...
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