Sailboats for Sale in Maryland

Reset
Filter
States Maryland
Alabama
202
Alaska
9
Arizona
3
Arkansas
7
California
421
Colorado
2
Connecticut
92
Delaware
3
District of Columbia
1
Florida
711
Georgia
33
Hawaii
24
Idaho
1
Illinois
13
Indiana
10
Iowa
8
Kansas
1
Kentucky
4
Louisiana
10
Maine
48
Maryland
126
Massachusetts
67
Michigan
47
Minnesota
10
Mississippi
26
Missouri
8
Montana
1
Nevada
8
New Hampshire
11
New Jersey
32
New York
175
North Carolina
40
Ohio
22
Oklahoma
3
Oregon
26
Pennsylvania
8
Rhode Island
59
South Carolina
50
South Dakota
2
Tennessee
6
Texas
75
Vermont
6
Virginia
42
Washington
153
West Virginia
3
Wisconsin
37
City All Cities
Abingdon
4
Annapolis
33
Baltimore
8
Cambridge
7
Dundalk
3
Easton
10
Elkton
6
Essex
1
Lexington Park
15
Middle River
9
Ocean Pines
1
Pasadena
12
Severn
1
Severna Park
10
Upper Marlboro
3
Waldorf
3
Category Boats
Real Estate
12596
Motorcycles
32
RVs and Motorhomes
246
For Rent
6215
Boats
754
Cars
2385
Merchandise
236
Jobs
8261
Boats Sailboats
Boat Trailers
1
Commercial Boats
2
Fishing Boats
171
High Performance Boats
30
Houseboats
1
Inflatable Rib Boats
3
Jet Skis
6
Motor Boats
297
Pontoon Boats
33
Sailboats
126
Wakeboards
16
Yachts
68
Search All
Price Range All
Apply Filter
Filters
Sort by
Price Low
  • Date
  • Price Low
  • Price High
126 results match your filters
POPULAR
1992 Beneteau First for Sale
1
1992 Beneteau First for Sale
Easton, MD
Jul 11, 2023

Many upgrades in the last couple of years; Brand New Isotemp Spa Marine Water heater and shower head 12,000 BTU reverse cycle Cruisair Air-conditioning and heat (recently serviced) New 30amp shore power cord and battery charger New Wire life lines New Sail feeder and headstay 2020 Recently updated running rigging Teak in birdpit removed and replaced

Used 1992 Beneteau First

$34900
POPULAR
32 foot Beneteau First 325 for Sale
1
32 foot Beneteau First 325 for Sale
Dundalk, MD
Jun 15, 2023

For more information and pictures on this 32 foot Beneteau First 325, or if you wish to contact the seller click on the link to visit Boaters Net.

Used Beneteau First

$23250
POPULAR
1986 Beneteau First 325 Boat for Sale
1
1986 Beneteau First 325 Boat for Sale
Dundalk, MD
Jun 14, 2023

Condition The seller has provided all information regarding this boat, and states that she is in good condition and is ready to sail.

There are no known issues with any of the systems onboard and she appears to be in above average condition.

Used 1986 Beneteau First

$23250
POPULAR
2001 Catana Boat for Sale
1
2001 Catana Boat for Sale
Lexington Park, MD
Jun 06, 2023

The 43' Catana is an iconic design that offers so much.

Sisterships are regularly crossing oceans and cruising both deep & shoal waters around the world. The 43' Catana is an iconic design that offers so much. Sisterships are regularly crossing oceans and cruising both deep & shoal waters around the world. Her ICW-friendly rig provides the option

Used 2001

$345000
POPULAR
30 foot Hunter Cherubini 30 for Sale
1
30 foot Hunter Cherubini 30 for Sale
Abingdon, MD
May 31, 2023

For more information and pictures on this 30 foot Hunter Cherubini 30, or if you wish to contact the seller click on the link to visit Boaters Net.

Used

$15250
POPULAR
1980 Hunter 30 Cherubin Boat for Sale
1
1980 Hunter 30 Cherubin Boat for Sale
Abingdon, MD
May 30, 2023

Condition Salis in good condition, age unknown.

The engine runs well and has been winterized and serviced annually, the owner confirms. Also during the winter, the boat has been stored inside. The cabin looks well-maintained with no major issues.

Used 1980

$15250
POPULAR
1982 Mariner 39 - 39' Sailboat - New Perkins Diesel 30h - for Sale
1
1982 Mariner 39 - 39' Sailboat - New Perkins Diesel 30h - for Sale
Upper Marlboro, MD
May 27, 2023

Relisted as someone made purchase by mistake.

Please be careful and don't buy if not serious. I do not accept cancellations from now on as it costs me time and relisting fees. 1982 Mariner 39 Center birdpit Sloop $10000 Originally purchased for an extensive refit and circumnavigation, it is now for sale due to an unexpected deal on a newer boat.

Used 1982

$10000
POPULAR
Halman Horizon 31' Sailboat for Sale
1
Halman Horizon 31' Sailboat for Sale
Elkton, MD
May 26, 2023

18 hp Volvo inboard diesel raw water cooled, 6000 BTU AC, Thermoelectric refrigerator, Simrad autopilot, Wheel steering, Origo alcohol stove, birdpit Bimini, four dorade vents, ten opening ports, teak interior, cork flooring, Garmin GPS, DSC/VHF radio, FM/CD stereo, roller furling genoa, staysail, new mainsail, asymmetric spinnaker with sock, twin bow

Used 1986

$18000
POPULAR
2023 Tartan 365 Boat for Sale
1
2023 Tartan 365 Boat for Sale
Annapolis, MD
May 25, 2023

A new Tartan 365 model will debut at the Fall 2020 Seattle Boat Show.

This new model is a melding of the latest design ideas from Tim Jackett, legendary Tartan/C&C in house designer. The new 365 will offer an innovative interior and birdpit with powerful sailplan, solent rig, self tacking jib, r

New 2023

POPULAR
1982 Mariner 39 - 39' Sailboat - New Perkins Diesel 30h - for Sale
1
1982 Mariner 39 - 39' Sailboat - New Perkins Diesel 30h - for Sale
Upper Marlboro, MD
May 24, 2023

1982 Mariner 39 Center birdpit Sloop $10000 Originally purchased for an extensive refit and circumnavigation, it is now for sale due to an unexpected deal on a newer boat.

Spacious center birdpit comparable to much larger boats Similar layout to the popular Westsail 42 Sturdy, solid construction with no soft spots or weak points Bottom sodablasted

Used 1982

$10000
POPULAR
1985 Sabre 38 MK1 for Sale
1
1985 Sabre 38 MK1 for Sale
Middle River, MD
May 19, 2023

1985 Sabre 38 MK1 for sale at Middle River MD.

For more photos and details visit the full listing at Boat Crazy where you can also contact the seller with questions.

Used 1985

$34000
POPULAR
Precision 15' (P-15) Sail Boat for Sale
1
Precision 15' (P-15) Sail Boat for Sale
Ocean Pines, MD
May 12, 2023

2002 Precision P-15 This Jim Taylor designed Precision 15 foot day sailer has been garage kept.

The sailboat, trailer and motor have always been kept out of the water and garaged which accounts for their " like new" condition. This Sail boat also comes with a full set of new (unused and unopened) Sails -- a blue stripped Main Sail

Used 2002 6 miles

$3460
POPULAR
Hunter 33 Sloop 1978 for Sale
1
Hunter 33 Sloop 1978 for Sale
Middle River, MD
May 08, 2023

- Stock #212141 - 1978 Fiberglass hull Hunter 33 sailboat with extra set of sails, call with questions or offers If you are in the market for a sloop, look no further than this 1978 Hunter 33, just reduced to $9,250 (offers encouraged).

This vessel is located in Middle River, Maryland and is in need of some work. She is also equipped with a Yanmar engine.

This Hunter 33 is a work in progress. The interior needs the cabin sole refinished, and the upper wall coverings replaced. She needs a few minor gel coat repairs, bottom prep and paint, and a wash and wax. Her sails are in fair condition. The 120% jib currently installed is approximately 5 years old, the 100% jib is approximately 10 years old. The mainsail is original.

$9250
POPULAR
1977 Islander 32 Mkii Boat for Sale
1
1977 Islander 32 Mkii Boat for Sale
Pasadena, MD
May 01, 2023

Condition This vessel is in good overall condition, much better than expected for her age.

New standing rigging and lifelines in 2015. New plumbing, wiring, cabin stringers, cabin sole, electronics, and running rigging in 2017/2018. New solar panel and solar charger. There is an asymmetrical spinnaker for cruising that is nearly new. Water heater is new, but not installed. There is a new transom shower, as well.

Used 1977

$20750
POPULAR
1984 CT Custom Warwick for Sale
1
1984 CT Custom Warwick for Sale
Severna Park, MD
Apr 05, 2023

" Red Jacket V" is an exceptional vessel that has had the fortune of extra ordinary owners these last 14 years.

It is quite a story and a tremendous amount of time, money and love has gone into this fine yacht. Much more regarding her refit and upgrades with in the listing, for now here is a short list of some of the major items added.

Used 1984

$159900