Sailboats For Sale in Portland, Maine

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1971 Other Banjer 37 in Freeport, ME

56,000.00 USD

Sailboats For Sale in Portland, Maine by owner | 1971 Other Banjer 37

 

Used Sailboat for sale by owner
Location: Freeport, ME
Remarks: Cruising classic,strong capable pilothouse cruiser, great liveaboard. Well equipped and fully found. Fantastic boat. Comfortable headroom 6'6". With RIB dinghy and outboard. https... (read more)

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1984 O Day 29 Sloop

14,000.00 USD

Sailboats For Sale in Portland, Maine by owner | 1984 O Day 29 Sloop

 

Used Sailboat for sale by owner
Location:
Remarks: 29ft. Universal M-12 diesel. Forward V-berth. 2 Mid-Ship berths. Garmin Radar navigation system, roller furling gib, wheel steering, sleeps four. Head, Sink, galley area. Yard main... (read more)

Sailboats For Sale in Portland, Maine by owner | 1981 Morgan OutIslander 416

 

Used Sailboat for sale by owner
Location: Portland, ME
Remarks: 🌟REDUCED FOR SALE!!! *** WINDSONG is a BEAUTIFUL SAILBOAT with tons of upgrade from last summer! It has a UNIQUE CUSTOM BUILT HARD TOP YOU CAN WALK ON! (pack your sails, sunbath... (read more)

Sailboats For Sale in Portland, Maine by owner | 1983 Bayfield Bayfield 32 C

 

Used Sailboat for sale by owner
Location: Rockport
Remarks: The cockpit is well laid out and big enough for five adults and the helmsman to be comfortable. It's an especially nice cockpit for a cruising . Wheel steering self-tailing primar... (read more)

Sailboats For Sale in Portland, Maine by owner | 1981 Young Sun Yacht Builders East Orient 32

 

Used Sailboat for sale by owner
Location: Southern Maine
Remarks: Ted Brewer Designed offshore cutter, Great cruiser and live aboard. Safe and dependable passage maker!

Sailboats For Sale in Portland, Maine by owner | 1987 Catalina 34 Tall Rig

 

Used Sailboat for sale by owner
Location: Boothbay Hbr, ME
Remarks: Boat is in the water and in sail-away condition. Lots of upgrades in recent years including new 130 headsail and main with minimal wear since. Bimini with storm enclosure, chartplo... (read more)

Sailboats For Sale in Portland, Maine by owner | 1988 Ryder southern cross 31

 

Used Sailboat for sale by owner
Location: Chelsea, ME
Remarks: last hull made by Ryder. Maine craftsman built. fine condition

Sailboats For Sale in Portland, Maine by owner | 1984 O Day O'Day 29

 

Used Sailboat for sale by owner
Location: Portland, ME
Remarks: 29ft. Universal M-12 diesel. Forward V-berth. 2 Mid-Ship berths. Garmin Radar navigation system, roller furling gib, wheel steering, sleeps four. Head, Sink, galley area. Yard main... (read more)

Sailboats For Sale in Portland, Maine by owner | 1988 Hunter Hunter 23 Legend

 

Used Sailboat for sale by owner
Location: Steuben, ME
Remarks: Will consider other reasonable offers.

Sailboats For Sale in Portland, Maine by owner | 1988 23 foot Hunter Legend

 

Used Sailboat for sale by owner
Location: Steuben, ME
Remarks: I bought this sailboat with full intentions of learning to sail, unfortunately my job took up all my time instead and this gem of a sailboat should be with someone who has time for... (read more)

Sailboats For Sale in Portland, Maine by owner | 1981 Other Hunter 30

 

Used Sailboat for sale by owner
Location: Stonington, ME
Remarks: This boat could be used either as a nice coastal cruiser or it is comfortable enough to make a nice live aboard vessel if so desired. With very little effort this boat can be made... (read more)

Sailboats For Sale in Portland, Maine by owner | 2010 14 foot SUNFISH  Sunfish

 

Used Sailboat for sale by owner
Location: Boothbay, ME
Remarks: Sunfish sailboat in good condition with 2 sails. One is good and we include a second new sail. The keelmasts and sails have been kept inside. Hardly used. Good shape

An Introduction to Sailboats

Sailing is a timeless and exhilarating activity that allows you to connect with nature and experience the thrill of gliding across the water. Whether you're a seasoned sailor or a beginner looking to embark on your first sailing adventure, understanding sailboats and the world of sailing is essential. This introduction to sailboats will provide you with some tips and recommendations to help you un...(click to read more)