maryland sailboats for sale by owner

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Sailboats For Sale Maryland

20 listings found.

Precision P15 CB 1994

2003 International FJ , Jr

• Pennsylvania

rainbow drifter

25′ John Kaiser 1966 Summer Breeze full keel sloop

1946 Snipe, beautifully restored wood dinghy

Lippincott Lightning

Cal-Pearson Sloop 39

Morgan 32 Oswego Ny

2011 Goodall C2 Formula 18 Catamaran

2023 Picnic cat day sailer 14 ft

For sale: Beneteau First 24 SE (2021) – Excellent and immaculate condition

Endeavour 42

• North Carolina

Ultimate 20

• Maine , United States

1973 Soli 26″ Sailboat

• United States

2014 West Wight Potter 19 trailerable Coastal Cruiser

2018 Seaclipper Trimaran 20′

Westerly conway 36

New and Used Sailboats For Sale

Browse new and used sailboats for sale in Maryland and throughout the east coast. Annapolis is a popular destination for sailors of all sailing abilities. SailTrader exclusively offers sailboats and makes it easy to find the one your looking for in the area. View sailboat listings above or read more below on why SailTrader ii the top choice for sailors.

• Cruising Sailboats

Cruising sailboats are a popular choice for many sailors looking to get on the water with friends and family. For some sailors this means either an afternoon sail or a multi-day adventure. No matter what you’re sailing agenda is, you’re sure to find a variety cruising sailboats for sale in Maryland on SailTrader. Browse sailboats from popular cruising brands like Hunter, Catalina, Beneteau, Jenneau, Swan, Cal, Tarten, Pearson and more.

• Racing Sailboats

One Design Sailboats

One Design sailboats can often provide the best chance to learn and improve your racing skills. It’s common to find one design racing sailboats near larger bodies of water. Search sailboats for sale in Maryland from popular one design classes like the J24, J70, Tarten Ten, J105, J111, Melges 24 and more.

Dinghy’s are a often preferred due to the convenience and low maintenance costs. There are different classes that can offer a range of benefits and regattas. Browse dinghy’s for sale in Maryland like Thistles, Lightnings, Flying Scots, Scows, Optimists, 420’s, Lasers, VX Ones and more. Dinghy’s are also a popular choice in areas of Maryland that have small bodies of water. For racers, the cost of new sails for a dinghy are far less then a large racing sailboat. Search SailTrader for your next dinghy sailboat. 

Catamarans and Trimarans

Both catamarans and trimarans can be a great choice no matter if you’re a racer or cruiser. Racing multihulls are fast and light while cruising catamarans are wide and comfortable. SailTrader makes it easy to find the right catamaran or trimaran sailboat for sale in Maryland. We cater exclusively to sailors so you’ll find the latest and most recent sailboats available.

The Sailor's Choice For Sailboats For Sale in Maryland

SailTrader is exclusively designed to makes it easy for dealers and to privately  sell a sailboat . Browse local Maryland sailboat listings above or search sailboat listings nationwide.

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• Since our establishment in 1953 by Lawrence Hartge in Annapolis, MD, we have been proudly serving boating enthusiasts on the stunning Chesapeake Bay with exceptional service and unparalleled expertise.
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Boats - By Owner for sale in Southern Maryland

• 15’ boat $2,000 Drum Point
• 4 Person Raft $150 La Plata, md
• 2011 Bayliner 195BR Bowrider STEAL!! $10,500 Budds Creek
• Power Cat $14,500 Solomons
• Mark Twain $3,900 Montriss Va
• Irwin 27' Keel/Centerboard Sloop $2,900 Solomon's Island
• 1989 Mainship Flybridge Sedan $35,000 Welcome
• 2005 Sea Ray Sundeck 270 $18,000 Leonardtown
• *Price Drop* 1998 Chaparral 1930 Sport $6,400 Solomons
• Modernized C&C 30 Sailboat – Great for Racing or Day Sailing!! $9,500 Lusby
• 1999 Monterey 180 $4,800 North Beach
• 16’ Center Console $3,200 Drum Point
• 1977 Pearson 35 @ liveaboard marina $15,000 lottsburg
• 2016 COBIA 277 $119,000 N J
• 10' Inflatable Dinghy & 4 HP Outboard $1,990 Solomons, MD
• 2000 Formula 31 PC $45,000 Pasadena
• 12' Jon Boat $1,250 Lusby
• 1996 sea sprite $12,900 Deale
• 2021 MINN KOTA Riptide Maxxum 80 Bow Mounted Trolling Motor $500 Charlotte Hall
• Boat w/Trailer $500 Calvert county
• Key West Blue Water 20' Walk Around Cuddy Cabin $7,500
• 1995 Trophy Center Console $10,000 La Plata
• 14 Ft. Fishing/Crabbing/Hunting Boat $3,500 Leonardtown
• 1985 Ericsson 32-3 $18,000 Cobb Island
• 1975 25 ft c&c $1 Solomons
• 19 foot sea-ox $8,000
• Ascend 133x Tournament Kayak $850 Fredericksburg
• 2000 Shamrock $18,000 Lusby
• Hog Island Drift Boat 2005 $5,000 Huntingtown
• ***2007 Trophy Pro 21 WA Boat $17,400 Waldorf
• 2007 Trophy Pro 21 WA $17,400 Waldorf
• 1987 Pro Line 20’ $3,800 Dunkirk
• Trophy Walk-around $8,000
• 15' Cobia Project Boat Hull $450 Lexington Park
• Nitro Z21 Bass Boat $45,000 Indian Head
• Current Design Vision 120SP Kayak $1,100 Solomons, MD
• 225 aquasport $17,000 Chesapeake beach
• Fall cruising! 1987 Hunter 28.5 $12,000 St Leonard
• 1988 Parker $7,000 Montross
• 2021 Triton 189 TrX $45,000 Newburg
• COAN RIVER MARINA $1 LOTTSBURG
• 2001 C-Hawk 29 $62,500
• 2012 yamaha vxs 1800cc low hours $8,000 Leonardtown
• C/C 30 nice project $3,000 Solomon’s
• 1996 sea ray $2,700
• Jet Boat $0 Bryans Road
• SeaArk 2022 1648 mv special custom $6,100 Mechanicsville
• 20ft Project boat with Trailer $800 Hollywood
• Bayliner 2460 Trophy $10,000 Newburg
• Yamaha $3,500 Piney point
• 16 ft w/ 20 hp Yamaha $4,000
• 14 ft sea king jon boat $600 California
• Sea Hunt Ultra 229 $70,000 Saint Leonard
• 1972 Boston Whaler (Dory), English Version $5,900 Hollywood
• 1971 Bristol 22 sailboat $600 Montross Va
• Gheenoe 16 'High Sider' with Mercury 3.5hp & Trailer. $6,000 Burgess
• Sea Kayak Necky Chatham 17 $750 Virginia Beach
• TROJAN 32' $1 LOTTSBURG

               

45' Sterling Grand Cayman

32' Sea Ray Pachanga

42' Carver 4207

25' Chris-Craft Lancer Sportsman

32' Regulator Classic

36' Pacemaker Fly Bridge Sport Fisherman

33' Wellcraft 3300 Coastal

33' Crownline 330 SY

39' Mainship 390

26' Cutwater DC 24

34' Sea Ray Sundancer 340

40' Bestway 40

38' Cruisers 3870 Express

28' Pantera 28

22' Grady-White Freedom 225

27' Rinker Fiesta Vee 250

43' Ranger Tugs R 41 CB

41' Sea Ray 410 Motor Yacht

27' Sea Ray Pachanga 27

26' Scout 255 LXF

59' Carver Voyager 56

41' Litton Europa Trawler

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For Sale By Owner "sailboats" for sale in Annapolis, MD

• Tremolino II Trimaran Sailboat $6,500 Arnold
• Rhodes sailboat and trailer $4,300 Lanoka Harbor, NJ
• Catalina 27 sailboat $987 Annapolis
• 1971 Pearson 30 $2,000 Annapolis
• Melonseed skiff $5,000 Annapolis
• CSY 44 walk over cutter $65,500 white stone
• Sail Boat Partners $0 annapolis
• 29er Skiff $8,400 Annapolis
• Maine Cat 30 WANTED $80,000 Annapolis
• Rhodes 19 centerboard sailboat project $300 near Washington, NC
• J22 Sailboat Godspeed $6,500 Annapolis
• 1983 O’Day 30 Sailboat $12,500 Annapolis
• Classic Sailboat $8,500 Annapolis
• 1984 Farr 44 CB $25,000 Marco Island
• Bayfield 32 Sailboat $12,000 Bear Delaware
• 1988 Hunter 33.5 $14,000 Annapolis
• 1958 40' Classic Sailboat $43,000 Indiantown
• 1987 Catalina 34 Tall Rig needs more time than I have $16,500 Pasadena
• 2018 Winner Optimist $3,800 Edgewater
• Sabre 32 $28,000 Tilghman
• Sunfish sailboat w trailer for sale or trade $1,000
• 1977 American AG Sailboat with trailer $4,500 Germantown md
• 1984 Oday 23 Sailboat $6,500 pasadena md
• 2016 Marlow Hunter 31 $99,000 Annapolis
• 1986 Catalina 34 MK1 $22,000 Arnold
• 1989 Catalina 34 Sailboat $19,900 Annapolis
• Exquisite, museum-quality Sovereign of the Seas $13,000 Annapolis Maryland Quiet Waters Park Area
• Museum-Quality Scale:1:78 Model of the Sovereign of the Seas $13,000 Annapolis
• Model Sail Boat for sale $275 Annapolis Maryland near Quiet Waters Park
• 30' Pearson Flyer "Blaze Star" $5,500 annapolis
• Sailboat Package $1,399 Annapolis
• Small sail boat $75 Annapolis
• Windsurfer $50 Annapolis
• Catalina 27’ Sailboat for Sale $3,500 Pasadena
• TOMCAT 9.7 wanted $88,888 Annapolis
• '99 M-Yachts MX-Ray $3,000
• 1985 Jeanneau Sun Shine 36, for sale or partner $19,900 Chester MD
• 2003 Catalina 36 MKII $89,500 Pasadena
• Sailmaster22D $1,000 Coltons point
• J80 50% share $12,500 Annapolis MD
• catamoran $800 Severna Park
• Deep Water Boat Slip - Mill Creek $3,000 Annapolis
• Used spinnaker sails $200 Glen Allen
• Nonsuch 26 C Sailboat $6,000 Ft. Lauderdale fl
• New Price - 1976 Ranger 28’ Racing Sailboat in Pasadena, MD $3,500 Pasadena
• FLYING SCOT $5,000 Chestertown
• Delher Optima 101 $15,000 edgewater
• 22' S2 6.7 Grand Slam Sailboat $2,500 Annapolis
• 15ft FAREAST RIB and Boat Rack $24,000 Annapolis, MD
• modern Penguin sailboat #9696 $2,900 MOORESTOWN
• 1977 Pearson 10m $13,000 lewes
• 1946 Hinckley Sou'wester 34 $0 Davidsonville
• C420 $1 Annapolis
• Sailboat Drifter sail $450 Annapolis
• Large Boat Sailing Photography Framed Art Print Framed Nautical $40 Odenton
• 10 ft Plastic Lapstrake Dinghy / Tender, dbl row stations. UNSINKABLE $100 Edgewater
• New symmetrical Spinnaker in Perfect condition. $250 Edgewater
• Sail boat Partners Annapolis Area
• Laser ILCA 6 Sailboat & 6 Racing Sails & HikingBench $6,000 Annapolis
• Tenderly Sailing Dinghy $5,000 Annapolis
• BRAND NEW never sold 10' Trinka Row & Motor Boat $1 Va. Beach , VA.
• Catalina 25 sailboat trailer $6,000
• 1986 Pearson 28-2 Sailboat $12,500 Galesville
• Magma original size Marine Kettle Gas Grill on Round Rail Mount $125 Annapolis
• 9’ Avon Inflatable Dingy $300 Annapolis
• Beneteau First 24 SE (2021) - Excellent and immaculate condition $110,000 Moscow, Idaho
• Atomic 4 engine - complete $900 northern neck
• Grand Soleil 50 $165,000 Galena Md
• Over 200 framed pictures m-thur 1-4pm sat 7-11am CASH $0 EDGEWATER
• 2012 9' Dyer Dhow sailing/rowing dinghy $3,000 Chestertown
• Sail Boat Watkins 36 1980 $20,000 Edgewater
• Waste water tank Vetus 22gal $300 Centreville
• Free Flying Dutchman sailboat (in need of work) $0
• Sunfish for teaching scouts Davidsonville
• Selden furler for sale $400 Galesville
• Tartan 34 C Sloop $7,500 Galesville
• Chesapeake Light craft Southwester Dory $11,000 Annapolis
• Sailboat Parts $1 West Chester
• Bosan's Chair.....Heavy Duty $75 Kent Island or Morgantown, PA
• 55 yards of 12 OZ. Dacron Sail Cloth $550 Edgewater
• Literally New symmetrical Spinnaker in Perfect condition. $250 Edgewater
• 1977 Irwin Mark IV 28’ Sailboat - $4000 w/slip, $6,000 Galesville
• Kittywake 23 sailboat $300 Annapolis
• Mercury (short shaft) 3.5 4-stroke outboard motor $700 Beltsville

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Boats - By Owner for sale in Washington, DC - Maryland

• 17’ Grumman canoe $150 Clarksburg
• 28' Sea Ray Sun Sport $27,900 Mechanicsville
• Store your Boat-RV-Camper-Utility Trailer indoor/outdoor private farm $75 Poolesville
• Fishing Motorboat $2,000 Capitol Heights
• 2 CEDER OLD CANOE $900 Rockville
• 2011 Bayliner 195BR Bowrider $10,500 Charlotte Hall
• Seadoo gtx limited $1,950 Sewell New Jersey
• Honda waverunner $1,850 Sewell New Jersey
• Esquif Mallard Square Stern Canoe - Royalex $900 Silver Spring
• 1972 Egg Harbor $25,000 Edgewater
• Pyranha ozone kayak - M $450 maryland
• Ocean Kayak Trident 15 SOT fishing kayak $1,100 Kensington
• Porta-Bote $2,500 Silver Spring
• 2007 Yamaha SX230HO $25,000 maryland
• Running Yamaha 1999 8hp 2 stroke outboard long shaft $800 Bethesda
• Canoe Old Town Saranac 146 $550 Clarksburg, MD
• Canoe, Wenonah Spirit II tuf-weave $390 maryland
• Kawasaki Jet Ski Restore 440 550 SX JS Jetski Vintage Stand up $0 Clermont, Florida
• 2011 Kawasaki STX 15F jet ski w Triton Trailer $7,000 Kensington
• 1999 Starcraft Super Fisherman 170 $10,000 Fort Washington
• Shore Power Cable $50 rockville
• 17 foot Current Design Kayak $1,100 Calvert Co. Maryland
• 24.6 Ft Crownline Bowrider and trailer $24,000 Avenue, MD.
• 2005 Yamaha Wave Runner Jet Sky $4,500 Clarksburg, Maryland, United States
• (Mini House Boat) 7k or Best Offer $7,000 Clinton
• Otter Old Town Kayak $600 maryland
• 1992 16" bass boat for sale $1000 or Best Offer $600 Silver Spring
• 1983 Hunter 34 Sailboat $25,000 Potomac
• AB Dinghy with 20 HP Tohatsu and Davit $12,500 maryland
• Laser 2 Sail Boat with Trailer $2,000 Chevy Chase , MD
• Seda Tango tandem (double) kayak $1,900 Kensington
• Bass Tracker V18 $8,000 Gaithersburg
• VEST - JET SKI OR BOAT $5 Wheaton / Silver Spring
• 1983 Hunter 34 Sailboat $19,500 Potomac
• 42 Sport fisherman Nautique custom 1990 Boat sport $89,000 Washington
• 1969 Starcraft 21-Mariner $5,500 Potomac

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Boats - By Owner for sale in Baltimore, MD

• 1995 yamaha jetski plus ouyboard motors $1,700 Curtis Bay
• FeelFree Lure 13.5 w/ Bixpy Motor & Trailer - $3,200 (Easton) $3,200 Easton
• 1976 Boston Whaler 13, motor and trailer $5,500
• ICOM Handheld – Top of the Line – With Charging Station * Waterproof $75 md
• Dock Lines – Spliced with Loop - $30 MD
• 2011 Bayliner 195BR bowrider $10,500 Southern Maryland
• 17 ft. 2018 Bass Tracker $10,000 Rosedale
• QUICK SALE!!! 1988 Chris-Craft Amerosport Yacht ($28,000 OBO) $28,000 Fells Point, Baltimore
• WELLCRAFT 240 $25,000 DUNDALK MD
• 2005 Bayliner 275 $20,000 Baltimore
• 2003 WELLCRAFT 240 $25,000 DUNDALK MD
• 2006 Triton TR-20X High Performance $16,000 Pikesville
• Wilderness Systems Kayak Tarpon 120 (12 foot) $800
• 2003 WELLCRAFT 240 COSTAL $25,000 DUNDALK MD
• 2004 Chaparral 310 Signature $45,000 Canton
• 1997 Maxum 32 scr $20,000 Baltimore
• 2005 Key West 152cc $10,800 Towson
• 25 foot Electric Boat with gas motor $1,000 Parkville
• 26 f trojan boat 1978 $8,500 carney
• 1972 Pacemaker 28’ FB $25,000 Essex
• WELLCRAFT 240 COASTAL $25,000 DUNDALK MD
• Pelican kayak $500
• 1994 Carver 280 express $17,000
• 18’ wellcraft *need to get rid of asap $5,000 $5,000 Baltimore Highlands
• Anchorage Marina 50-foot slip for sale $17,500 baltimore, maryland
• 40"Boat Slip FOR SALE Anchorage Marina $14,900 Canton
• 40' Boat Slip Canton at the Anchorage $14,900 Canton
• 40' Boat Slip for SALE Anchorage Marina P-66 $14,900 Canton
• 2021 Kawasaki Ultra 310 LX SUPERCHARGED $12,000 Baltimore
• 2007 Bayliner Discovery 246 $21,500 Baltimore
• Sea Doo Jet Ski 1996 GTI $1,350 baltimore
• Boat Hauling / Transport $1 Upper Bay Area
• Slip on Bear Creek on floating pier $1 Dundalk
• Dock Lines – Spliced with Loop - $30.00 $30 MD
• Crab boat $1,700 Dundalk
• SEA RAY LAGUNA 21 CC $12,500 Dundalk
• 2003 Champion 187 Bass Boat (Garage kept) $14,000 Parkville
• 2002 Rinker Fiesta Vee 250 AC Generator & More Great Price !!! $8,500 Rosedale Md
• 40' SLIP IN BALTMORE - FOR RENT $4,000 ANCHORAGE MARINA
• W.S Pamlico 135T (tandem) Kayak with Paddles $400
• Four Winns 224 Funship $22,295 Cockeysville/Hunt Valley
• 1993 2859 Bayliner $10,999 Canton
• 40’ Boat slip $9,300 Baltimore Anchorage Marina
• 35’ slip at Anchorage Marina $4,700 Baltimore
• 2002 Harris Kayot Motorboat $15,900 Baltimore
• 1978 S2 Sailboat 9.2A $14,900 Baltimore
• Tracker Bass Pro 170 Electric $28,000 Essex
• Sundolphin $300 Parkville
• CS27 1979 Sailboat $3,000 Canton
• 2002 Rinker Fiesta Vee 270 Generator AC & More Great Price !!! $9,500 Rosedale Md
• Used SeaEagle 385 Inflatable Kayak $750 Towson
• MacGregor 65 $45,000 Baltimore
• Aqua Marina Inflatable Boat/ Dinghy 10Ft $80 Baltimore
• 2019 Bayliner VR5 ★ 250hp ★ 76.8 Hours $19,200 baltimore