sails for sale

Sailboats For Sale Maryland

20 listings found.

36 Hunter Vision 1993

36 Hunter Vision 1993

Hobie Mirage Tandem Island

Hobie Mirage Tandem Island

  • Florida , United States

1972 Luders 36 by Cheoy Lee

1972 Luders 36 by Cheoy Lee

Tartan 10 Snowballs Chance

Tartan 10 Snowballs Chance

  • Connecticut

1975 Bristol 32 Sloop, Keel/CB by Ted Hood (Am’s Cup)

1975 Bristol 32 Sloop, Keel/CB by Ted Hood (Am’s Cup)

Skimmer

  • Massachusetts

Used Yamaha 200 HP 4-Stroke Outboard Motor Engine

Used Yamaha 200 HP 4-Stroke Outboard Motor Engine

  • United States

Used Yamaha 115 HP 4-Stroke Outboard Motor Engine

Used Yamaha 115 HP 4-Stroke Outboard Motor Engine

33ft Blue Water Sailboat

33ft Blue Water Sailboat

Freshwater Only – 1989 Hunter 33.5 Sloop-Rigged Cruiser, Shoal Wing Keel

Freshwater Only – 1989 Hunter 33.5 Sloop-Rigged Cruiser, Shoal Wing Keel

F&C 44′ Ketch

F&C 44′ Ketch

Reeds Cub Scow – SOLD

Reeds Cub Scow – SOLD

Melges C Scow

Melges C Scow

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470 sailboat and trailer

  • Pennsylvania

1978 Hunter 30 Cheurbini

1978 Hunter 30 Cheurbini

 alt=

Sold – Shallow Draft Cat Ketch 24 Cruiser

1981 Pearson Flyer

1981 Pearson Flyer

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Catalina 27 for sale

Hunter 44 DS perfect to live aboard!

Hunter 44 DS perfect to live aboard!

sailboats for sale maryland

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

sailboats maryland

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

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Sailboats for sale in Maryland

  • Sailboat Listings
  • United States
  • Catalina (33)
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17 listings found

  • Featured First
  • Price: Low to High
  • Price: High to Low
  • Year: Oldest to Newest
  • Year: Newest to Oldest
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  • Date Added: Oldest
  • Recently Sold

2010 Island Packet 26 | Robert J

2010 Island Packet 26 | Robert J Worton, Maryland, United States

1976 Irwin 42 | Soarsa

1976 Irwin 42 | Soarsa Mayo, Maryland, United States

1981 Pearson 28 | Italica

1981 Pearson 28 | Italica Georgetown, Maryland, United States

1979 Dufour 27 | Undaunted

1979 Dufour 27 | Undaunted Edgewater, Maryland, United States

2010 Island Packet 26 | Robert J

2004 Catalina 32 | One Shot Chesapeake City, Maryland, United States

1999 Amel 53 | Kristy

1999 Amel 53 | Kristy Oxford, Maryland, United States

1996 Hanse 36.8 | Shoo Fly Pie

1996 Hanse 36.8 | Shoo Fly Pie Annapolis, Maryland, United States

1979 Seidelmann 29 | Healer

1979 Seidelmann 29 | Healer North East, Maryland, United States

1988 Performance Cruising 30 | STORYTELLER IIT

1988 Performance Cruising 30 | STORYTELLER IIT Shady Side, Maryland, United States

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1985 Pearson 34

1985 Pearson 34 Chester, Maryland, United States

1989 Ron Holland Gibbs Marine 90 | Lauren L

1989 Ron Holland Gibbs Marine 90 | Lauren L Georgetown, Maryland, United States

1983 Tartan 30 | CocoBean

1983 Tartan 30 | CocoBean Pasadena, Maryland, United States

1979 Tartan 37 | White Hawk

1979 Tartan 37 | White Hawk Pasadena, Maryland, United States

1987 Island Packet 41 | shorn lamb

1987 Island Packet 41 | shorn lamb Georgetown, Maryland, United States

1982 Cape Dory 25 | Star

1982 Cape Dory 25 | Star Rock Hall, Maryland, United States

1994 Catalina 42 | Why Not

1994 Catalina 42 | Why Not Annapolis, Maryland, United States

Sailboats For Sale in Maryland

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  • Daysailer Sailboats

small sailboats for sale md

Daysailer Sailboats for sale in Maryland

1973 GRAMPIAN MARINE G 23

1973 GRAMPIAN MARINE G 23

Chesapeake City, Maryland

Make GRAMPIAN MARINE

Category Daysailer Sailboats

Posted Over 1 Month

1973 GRAMPIAN MARINE G 23 1973 GRAMPIAN MARINE G 23, This is a project boat!!! The hull, decks, fitttings, standing rigging, mast, boom, & interior of boat are in very good condition, the KEEL HOWEVER IS RUSTED & CRACKED!!! (see photos) THIS IS ONE OF ONLY ABOUT 300 BOATS EVER BUILT OF THIS MODEL!!! GREAT TRAILER SAILER. NO MOTOR, NO TRAILER. AS IS NO EXCEPTIONS. BRING CASH LETS' TALK. Check out Mars Keels Canada on internet for replacement keel.

sailboat Irwin

sailboat Irwin

Tracys Landing, Maryland

Model I Rwin

Length 37.0

Had this sailboat last season on the Chesapeake Bay and up to new Jersey and back has newer rigging and sails in good shape has new soler setup and would be a great live a bord .has costgard documentation

1980 Bayliner Buccaneer 220

1980 Bayliner Buccaneer 220

Make Bayliner

Model Buccaneer 220

1980 Bayliner Buccaneer 220 Nice compact daysailer. Good first timer boat.

1987 Cal Yachts Sloop

1987 Cal Yachts Sloop

Grasonville, Maryland

Make Cal Yachts

Model Sloop

1987 Cal Yachts Sloop, Amici sleeps 4 adults in forward berth and on the two side settees. Marine type II head located under the forward berth. There is 5 gal fresh cold water tank with hand pump at small galley sink with room for small portable gallery stove next to sink. All running lights with AGM battery.I have used her for the past 10 years to teach beginning ASA 101 Basic Keelboat classes. I am in the process of replacing her with a new Beneteau First 22. She has been maintained in good condition. She will need some work on her teak and a good wax job. Ratherwise, she is ready to sail away. She is an excellent, fun, day sailer. She could be trailed although there is no trailer with her.Vessel is currently located in the water at Mears Point Marine, Grasonville, MD. Please email [email protected] to arrange viewing her. Cash or cashiers check accepted. Amici With4 stroke Mercury 8 hp 2012. Improvements include: New interior cushions - 2006 New sails in 2008New running rigging 2007 2012New standing rigging 2012New roller furling 2012Rebuilt rudder and replaced hardware - 2014Last bottom painting Aug 2015 $3500

1987 Pearson 28-2

1987 Pearson 28-2

Hollywood, Maryland

Make Pearson

1987 Pearson 28-2, 1987 Pearson 28-2 Diesel Yanmar 2GM20F engine with 942 hours the hall of the boat was soda blasted in February 2016 painted with 4 coats of Interlux 2000/2001E gray 2-Part Epoxy and put 3 coats of Pettit Ultima SR60 antifouling black paint this boat is well ventilated and bright below. The large v-berth is forward followed by the main salon with port and starboard settees with a centerline table. The nav station is on the starboard side aft and has a large icebox below. The head is aft of the nav station. The galley is on the port side with good storage and counter space. The aft cabin has a queen size berth and a hanging locker and opening port. Comes with Raymarine C80 Chartploter updated with 2016 maps, Raymarine ST60 wind, Raymarine ST60Depth, Raymarine ST6002 Autopilot, Ritchie F-82 Voyager Compass, Hood 810 Sea furl LD just replace Headsail with Peak Sail, Norcolder SCQT 4408-I Automatic AC/DC refrigerator, $18500

2007 Schock Harbor 25

2007 Schock Harbor 25

Annapolis, Maryland

Make Schock

Model Harbor 25

2007 Schock Harbor 25 Guinivere is in many ways, the perfect sailboat.   Designed for daysailing, with the option of weekending, she blends great performance with easy handling.  A self tacking jib and powerful mainsail take the hassle out of sailing and allows you ride the wind with a simple push of her lovely varnished mahogany tiller. Below deck, her nicely appointed interior and clever use of space makes her feel large and luxurious compared to most boats her size.  New listing!  Additional photos coming soon!

2006 Hunter 25

2006 Hunter 25

St Michaels, Maryland

Make Hunter

2006 Hunter 25 “Just Us 2” is a very well maintained 2006 Hunter 25, one owner vessel located in Elkton, Md. An easy to sail, shallow draft, boat offering the versatility of the ability to trailer and launch almost anywhere. The Hunter 25 offers a compact galley, enclosed head and ability to overnight stay. The forward V berth sleeps two comfortably, an additional berth is located aft of the companionway ladder. Loads of features including ..Six portholes to provide a well-lit interiorTeak trimA Teak dining tablePortable stove and galley sink with ten-gallon capacity manual water systemA binnacle compassRaymarine chart plotter and GPSWheel steered helmDepth and speed indicator.Bimini, dodger and mainsail covering are in good condition and a new jib with a solar coverAutomatic and manual bilge pumpsTwo new batteries with solar chargersInterior light, smoke detector and 12-volt power outlet. The 8 horsepower Yamaha four stroke outboard engine has been meticulously maintained by the owner with the plugs, oil, grease and sparkplugs changed seasonally. The carburetor has been rebuilt every other year. The engine starts immediately and is in excellent running condition.A galvanized dual axle trailer with surge and disc brakes and spare tire is included and in excellent condition. The interior and cockpit cushions are in very good condition. Her rigging is well maintained and in good condition and the owner has had her stays professionally tensioned. • One owner• Purchased new in 2006• Exceptional condition• Wheel Steering• Rigging in good condition and meticulously maintained• Raymarine GPS and chart plotter• Depth and speed indicator• Shallow draft• Room for 4• Cockpit and interior cushions in very good condition• Enclosed head with holding tank• Teak table• Portable stove• Fresh water holding tank• Bimini, dodger, sails and sail cover in good condition• three year-old jib with solar cover• Starting battery and separate battery for electronic and lighting• Dual Axle Trailer with brakes and spare tire• Excellent condition 8 HP Yamaha four stroke outboard• Portable fuel tank• 12 volt cooler and power outlet

Sailboat Compac 19

Sailboat Compac 19

Easton, Maryland

Make Compac

Length 19.0

This is a totally finished and ready to sail or cruise. All new trailer parts, tires. New boat wiring, LED lights and 12 volt cig charge, solar panel and new 12 volt battery in box. New bottom paint. 5 sails all good condition, 2 main, all new lines and halyards. Interior perfect, new Sunbrella cushions all around, and in cockpit too. Much more, teak sink, and table, and New Nissan 4HP with 5 year warrenty transfers.

NEW Bavaria B/One Sailboat - Ready to Sail

NEW Bavaria B/One Sailboat - Ready to Sail

Make Bavaria

Model B/One

Length 23.2

A brand new Bavaria B/One, built by Bavaria Yachtbau. The package includes an entirely assembled, commissioned boat, Hyde cruising main and jib, and Triad trailer. The B/One is a perfect boat for daysailing and club racing, featuring simple controls, an asymmetrical spinnaker and lifting keel. Designed by Farr Yacht Design and built by Bavaria Yachtbau in Germany. Hull/Deck Construction Details The hull shape clearly shows the influence and direct descent of the Farr 400 and Volvo Open 70 in its full bow shape, broad and powerful stern sections, and chined aft topsides. These features combine to provide exceptional speed, optimal balance, and solid, dependable handling in all conditions. The maximum beam limit for trailering (2.5m) is seamlessly integrated into the hull and deck detailing to conceal fittings, provide a smooth, rounded deck edge, and maximize crew weight stability. Inspired by the sleek look of larger, modern high-performance one designs such as the Farr 400, the deck is flush with only a slightly raised cabin top to create the necessary headroom down below and contain the required sailing functions on deck. The cockpit is wide and open providing plenty of room for crew maneuvers during racing or seating for friends and family on a weekend harbor cruise. Sail handling is performed without winches or excessive hardware, but while still providing all the necessary sail controls demanded by advanced one-design sailors, including adjustable jib tracks and a powerful boomvang. The large, round foredeck hatch provides ample light and ventilation to the interior, and serves as the opening for launching and retrieving the spinnaker via a string takedown system. The waterproof companionway cover hinges completely forward providing a large opening to the interior. The cover can also be partially opened to cover the horizontal surface of the companionway while still providing ventilation to the interior via the open vertical surface. The hull shell is hand laminated using E-glass chopped strand mat and multi-axial fabrics over Coremat with additional uni-directional reinforcements used in high stress areas. The deck shell also is hand laminated using E-glass chopped strand mat and multi-axial fabrics over a PVC foam core with additional uni-directional and multi-axial reinforcements used in high stress areas. The hull shell support is provided by a simple one-piece structural liner composed of transverse floors and a centerline longitudinal. The keel trunk is integrated into the structural liner allowing for easy movement through the interior. Interior Layout For cruising oriented customers the interior features accommodation for 4. There is a generous V-berth forward and 2 pipe berths with seated headroom on either side of the keel trunk. Space forward of the mast allows for a chemical toilet, while volume below the companionway accommodates a removable cooler. To keep racing weight low, all of the aforementioned interior items, including the joinery for the V berth, are easily removable. The acrylic companionway and keel opening cover both provide ample light to the interior. Spars & Standing Rigging The single spreader, tapered aluminum rig has swept spreaders and does not require a backstay. Calibrated shroud turnbuckles allow for easy and quick tuning changes. The mast is deck stepped for quick and easy rigging. Mast bend is controlled with a powerful 16:1 boomvang. The jib is set on a furler for ease of handling. The square-headed mainsail features a generous roach profile for maximum sailplan efficiency. The bowsprit retracts into an external recess in the foredeck, thereby eliminating the possibility of water ingress into the boat which commonly occurs on other boats of this size. Additional Comments The keel/bulb arrangement on the B/One is a T-keel style configuration, as featured on most of today’s high tech racing yachts. The keel’s down draft is 1.65m (5.41ft) and may be raised to an up draft of only 0.4m (1.31ft) for docking, anchoring, or trailering. In its raised position the keel passes through a separate opening in the deck, forward of the main companionway, making it possible to completely lock the companionway cover closed, thereby securing the boat with the keel raised. The retractable rudder is supported inside a transom mounted cassette and may be raised for docking or anchoring in shallow waters.

Cal 29'  Sailboat - Renovated 2014. Price Reduced to sell fast.

Cal 29' Sailboat - Renovated 2014. Price Reduced to sell fast.

Length 29.0

Nice Cal that I purchased from dealer in 2013 for $7k and renovated. New cockpit cushions. ($1k) New Electrical system. ($1k) Added battery charging system. Added automatic bilge pump. New interior ceiling, cushions, teak, gel-gloss, tile. LED lighting, table. ($2k not including labor) Fixed running lights. Fixed windows. Sails cleaned and in good condition with new batons. Engine was upgraded to 12hp yanmar about 12 years ago. ( no rust ) Working VHF and FM radios, Depth sounder. Self tailing winches. Clear hatches. NO RESERVE Head came with port a poty. It has the storage tank but I didn't get around to that detail. Fresh water system in place but I also didn't get around to dealing with that. My break even is around $12k on the boat. On Spa Creak, Annapolis

Cal 29'  Sailboat - Renovated 2014

Cal 29' Sailboat - Renovated 2014

Nice Cal that I purchased from dealer in 2013 for $7k and renovated. New cockpit cushions. ($1k) New Electrical system. ($1k) Added battery charging system. Added automatic bilge pump. New interior ceiling, cushions, teak, gel-gloss, tile. LED lighting, table. ($2k not including labor) Fixed running lights. Fixed windows. Sails cleaned and in good condition with new batons. Engine was upgraded to 12hp yanmar about 12 years ago. ( no rust ) Working VHF and FM radios, Depth sounder. Self tailing winches. Clear hatches. NO RESERVE Head came with port a poty. It has the storage tank but I didn't get around to that detail. Fresh water system in place but I also didn't get around to dealing with that. My break even is around $12k on the boat. Currently on land

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COMMENTS

  1. Sail boats for sale in Maryland

    Find Sail boats for sale in Maryland. Offering the best selection of boats to choose from.

  2. Maryland sailboats for sale by owner.

    Preowned sailboats for sale by owner located in Maryland. Your search returned 640 matches of 103637 sailboats posted to date

  3. Maryland sailboats for sale by owner.

    Preowned sailboats for sale by owner located in Maryland. Home. Register & Post. View All Sailboats. Search. ... Annapolis Maryland, Maryland Asking $37,000. 37.6' CT CT-38 Warwick Alameda, California Asking $49,995. 43.31' Benetau Sense 43 Bodrum - Turkey Asking $270,000. 25.8' Colgate 26

  4. Sailboats for sale in Maryland

    Find new and used sailboats for sale in Maryland, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader!

  5. Sailboats For Sale Maryland

    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 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 ...

  6. Preowned sailboats for sale under 15 feet

    Preowned sailboats for sale under 15 feet preowned sailboats for sale by owner. Home. Register & Post. View All Sailboats. Search. Avoid Fraud. ... Maryland Asking $37,000. 26' macgregor 26x Huntington Station, New York Asking $19,000. 33' Contest Yachts 33 - CONYPLEX Dutch Built Well Respected Global Cruiser

  7. Annapolis Yacht Sales

    Your Trusted Full-Service Boat Buying Experts. 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. Lawrence Hartge, a visionary and passionate boater, laid the foundation of our company with a ...

  8. Sail boats for sale in Maryland

    Balance 442. The agile multi-tasker is SAIL magazine's Best Boat winner for 2023. She's the ideal performance cruiser for island hoppers yet fully capable of trans-oceanic adventure travel. With her carbon reinforced foam core hulls and powerful sail plan the Balance 442 is a fast and able voyager. With her powerful 1, 205-square foot-sail ...

  9. Sail Catamaran boats for sale in Maryland

    Find Sail Catamaran boats for sale in Maryland. Offering the best selection of boats to choose from.

  10. Catamaran Sailboats for sale in Maryland

    Find 19 catamaran sailboats for sale in Maryland, including boat prices, photos, and more. Locate boat dealers and find your boat at Boat Trader!

  11. Sail boats for sale in Baltimore, Maryland

    2024. Request Price. Successor to the Sun Odyssey 349, a tremendous success, this efficient, easy-to-handle cruising sailboat features clever innovations for the comfort of all on board and for the pleasure of sailing. The Sun Odyssey 350 features a distinctive, contemporary silhouette.

  12. Sailboats for sale in Maryland

    1988 Performance Cruising 30 | STORYTELLER IIT Shady Side, Maryland, United States

  13. Sailboats For Sale in Maryland

    A solid boat for a low price. 1979 38 foot Morgan 382 in Baltimore, MD. 29,000.00 USD. Used Sailboats for sale. Location: Baltimore, MD. Remarks: Morgan 382 (with slip) For Sale: Traveler, a 1979 Morgan 382, # 162. This sale also includes a slip on the Chesapeake, for 2020.

  14. Sailboats for sale in Maryland

    Oxford, Maryland. Year 1980. Make Pearson. Model 424. Category Sailboats. Length 42'. Posted Over 1 Month. 1980 Pearson 424 BEL CANTO is a good cruising ketch that will take you any where you would want to go on the Bay or in the Ocean. She has a rebuilt Yanmar 62 hp engine which is 9 hp bigger than the original.

  15. Maryland sailboats for sale by owner.

    Preowned sailboats for sale by owner located in Maryland. Your search returned 631 matches of 103075 sailboats posted to date

  16. Daysailer Sailboats for sale in Maryland

    The retractable rudder is supported inside a transom mounted cassette and may be raised for docking or anchoring in shallow waters. Cal 29' Sailboat - Renovated 2014. Price Reduced to sell fast. $8,500. Annapolis, Maryland. Year 1973. Make CAL. Model Cal. Category Daysailer Sailboats.

  17. Sailboats for sale in Annapolis

    Find new and used sailboats for sale in Annapolis, including boat prices, photos, and more. For sale by owner, boat dealers and manufacturers - find your boat at Boat Trader! ... All Small Boats . Small-Inflatable. Inflatable. Small-Rigid Inflatable. Rigid Inflatable. Small-Tender (Power) ... Clarks Landing Yacht Sales MD. Request Info; 1990 ...

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    Latest boats for sale in Maryland. Annapolis 390 Listings. Grasonville 282 Listings. Shady Side 145 Listings. Pasadena 144 Listings. Essex 142 Listings. Elkton 132 Listings. Edgewater 117 Listings. Hanover 112 Listings. North East 110 Listings. Ocean City 110 Listings. Galena 70 Listings. Stevensville 64 Listings.

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    New and used Sailboats for sale in Baltimore, Maryland on Facebook Marketplace. Find great deals and sell your items for free. Marketplace › Vehicles › Boats › Sailboats. Sailboats Near Baltimore, Maryland. Filters. $5,000. 1984 Allmand tri cabin. Annapolis, MD. $17,000. 1984 Corbin cabin ...