Sailboats for sale in Maryland
112 New and Used Sailboats
Baltimore, Maryland (United States of America)
37.99 ft.
1985
Used
Excellent Cruiser. Many updated features. Ready for the next adventure. This Sabre 38 Mark I has a great layout for cruising with guests or living aboard. She has t...
$26,900
Tracys Landing, MD (United States of America)
50.0 ft.
1993
Used
51' Beneteau 1993 This Beneteau has four cabins, four heads and a separate crew cabin. She is perfect for long trips to the Islands or to take you and a crew arou...
$89,900
Deale, Maryland (United States of America)
43.01 ft.
1995
Used
$10K PRICE DROP 04/14 Dimensions Name...............................................................Bagheera Year....................................................
$92,950
Deale, Maryland (United States of America)
39.99 ft.
1998
Used
Electronics/Safety Richie Compass Raymarine ST60 speed/ log Raymarine ST60 depth Raymarine ST60 wind ST6000 Autopilot Raymarine Radar Tri-Lens Radar...
$119,000
Tracys Landing, M... (United States of America)
36.42 ft.
2000
Used
The Beneteau 361 is a powerful and seafaring sailboat which will take you wherever you wish, with elegance and style. Innovative in terms of sailing pleasure and comf...
$55,000
Edgewater, Maryland (United States of America)
41.99 ft.
1981
Used
1981 PEARSON 424 SLOOP The S/V "FOLLY II" is a fully equipped cruising sailboat well maintained and upgraded by the same knowledgeable owner for over 32 years....
$64,900
North Beach, Mary... (United States of America)
33.5 ft.
2012
Used
Full Description Cockpit Steering Console Engine Control, Wheel Brake, Lighted Compass, Space for Instruments, & Stainless Steel Wheel Guard Lewmar Folding ...
$79,950
Annapolis, Maryland (United States of America)
29.0 ft.
1994
Used
Like most Hunter sailboats, the Hunter 29.5 offers maximum accommodations, a large comfortable cockpit, and reasonable sailing performance at an affordable price. The...
$19,900
Pasadena, Maryland (United States of America)
39.99 ft.
1985
Used
FULL SPECS Newer lights and cushions Rebuilt transmission, engine injector pump, and oil cooler, new clamps and gaskets New fuel fill and vent hoses New electrica...
$19,900
Edgewater, Maryland (United States of America)
53.84 ft.
2009
Used
Discover the perfect blend of performance and comfort aboard this meticulously maintained 2009 AMEL sailboat. This exceptional vessel features a spacious and inviting interior, equipped with a washing machine for added convenience during your journeys. You'll appreciate the reliable gen...
$545,000
Crownsville, Mary... (United States of America)
41.99 ft.
2019
Used
MORE INFO HIGHLIGHTS ** ORIGINAL OWNER -- EXTENSIVE UPGRADES/OPTIONS ** Owner's Stateroom - with Ensuite Head & Shower Two Guest Staterooms; Guest Head...
$495,000
Annapolis, Maryland (United States of America)
31.0 ft.
2004
Used
MORE INFO JUST LISTED IN ANNAPOLIS -- $80,000 in UPGRADES (Preliminary Info - Additional Details and Photos to be Posted Soon) ** Cutter rig -w/twin furlers...
$150,000
Annapolis, Maryland (United States of America)
37.01 ft.
1995
Used
MORE INFO ** NEW TO THE MARKET ** NOW REDUCED ** -EXTENSIVE OFFSHORE UPGRADES- -Additional Photos and Info Posted Recently - with more to follow- * Proven...
$125,000
Solomons, Maryland (United States of America)
49.02 ft.
2008
Used
MORE INFO RECENT UPDATES & SPECIAL FEATURES OVER $130,000 SPENT OVER THE LAST YEAR PREPPING TOPAZ FOR A TRIP TO THE ISLANDS AND MEDITERRANEAN! Spacious 3-...
$279,900
Edgewater, Maryland (United States of America)
46.33 ft.
2009
Used
HOMEPORT is a well equipped, well maintained blue water cruiser. 4 cabins and 3 heads (the 4th cabin was converted into a laundry room). 1200 AH battery bank supported by 2500 of solar and a new Panda generator. Twin 54HP Yanmar engines and a Spectra water maker. New 13’ dinghy with 3...
$375,000
North Beach, Mary... (United States of America)
40.68 ft.
2003
Used
LIL NONIE III is a great light-air and coastal cruiser is known for its quick sailing, spacious cockpit, and large beam carried throughout most of the yacht providing great interior spaces. LIL NONIE III has the standard bulb keel with a draft of 5'6". Electronics & Navigation Dept...
$62,500
Annapolis, Maryland (United States of America)
66.01 ft.
2021
Used
MORE INFO Discover the 2021 CNB 66, where luxury seamlessly meets functionality in a yacht designed for the discerning sailor. Experience its state-of-the-art d...
$2,220,000
Annapolis (United States of America)
48.0 ft.
2024
New
Video Tour
New Nautitech 48 Open Nautitech 48 Open - The Ultimate Expression of Bluewater Luxury When it comes to combining speed, comfort, and adventure, the Nautitech 48 Open stands in a class of its own. This flagship model takes everything Nautitech is known for and elevates it to n...
$1,025,823 *
Edgewater, Maryland (United States of America)
79.99 ft.
1991
Used
Fat Cat, a sailing catamaran for sale, comes fully outfitted for those seeking a comfortable, extended cruising experience. Designed as a turnkey, long-distance live-aboard cruiser, Fat Cat is ideal for sailors ready to embark on long-term adventures with ease. Its comprehensive setup ...
$500,000
Pasadena, Maryland (United States of America)
35.5 ft.
2006
Used
Auto pilot Wing keel 6’ draft Aftermarket rudder A/C Layout & Accommodations Vacu-flush 2022 Galley DC refrigerator Deck & Equipment New Dodger 2023 Electric Winches Electrical, Power & Plumbing Battery charger 2021 Batteries 2023 Engine ser...
$72,500
Annapolis, Maryland (United States of America)
35.01 ft.
1965
Used
Classic Sparkman & Stephens design built to the exacting standards by Hinckley Yachts. Hull and bottom paint new in 2024. Recent upgrades include new sails, running rigging, fuel tank and holding tank. Standing rigging and all teak in excellent condition. The decks themselves (fiber...
$65,000
Annapolis, Maryland (United States of America)
32.41 ft.
1990
Used
Monohull sailboat for sale, equipped with auto pilot and a 12” screen, featuring a wing keel with a 5.5’ draft. The exterior was professionally painted with Awlgrip in 2022, ensuring both style and durability. Galley A/C refrigerator Microwave Toaster Oven A/C Heater/Air Con...
$55,000
Middle River, Mar... (United States of America)
31.99 ft.
1998
Used
This 1998 Beneteau 321, located in Baltimore, MD, is the perfect blend of performance and comfort, ideal for coastal cruising or weekend getaways. With a length of 32’ 10” and a beam of 11’ 3”, this well-maintained cruiser features a 4’ 3” shoal keel and a Yanmar 27 HP diesel engine, o...
$44,995
Chestertown, Mary... (United States of America)
35.99 ft.
1972
Used
1972 Islander cruising sailboat with wind generator and solar panels. This is not just any 1972 Islander 36, this beauty has been lightly used and she has been heav...
$19,900
Baltimore, Maryland (United States of America)
41.99 ft.
1978
Used
Nice Westsail Cruiser! These boats have sailed all over the world. New Captain wanted! A True Bluewater boat!! Thinking of sailing across the Atlantic or sailing ...
$59,000
Baltimore, Maryland (United States of America)
41.99 ft.
2023
Used
ThisFountaine Pajot FP Astrèa 42is inexcelent conditionand ready to go anywhere anytime. This yacht can be viewed anytime, - she will be temp...
$775,000
Annapolis, Maryland (United States of America)
39.17 ft.
2019
Used
The boatbuilding scene in La Rochelle, France, was significantly transformed in 2018 when the town’s largest catamaran builder, Fountaine Pajot, acquired the town’s l...
$250,000
* Price displayed is based on today's currency conversion rate of the listed sales price.