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
30 foot Performance Cruising 30 Gemini for Sale
1
30 foot Performance Cruising 30 Gemini for Sale
Pasadena, MD
Sep 11, 2023

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

Used

$38900
POPULAR
1988 Performance Cruising 3000 Gemini Boat for Sale
1
1988 Performance Cruising 3000 Gemini Boat for Sale
Pasadena, MD
Sep 10, 2023

Condition The current owner indicates that all systems are operating properly, sail condition is serviceable, would recommend a full inspection of sails and rigging to determine serviceability.

The outboard motor was new last year and starts and runs great.

Used 1988

$33900
POPULAR
1988 Performance Cruising 30 Gemini Boat for Sale
1
1988 Performance Cruising 30 Gemini Boat for Sale
Pasadena, MD
Sep 10, 2023

Condition Current owner indicates that all systems are operating properly, sail condition is servicable, would recommend a full inspection of sails and rigging to determine servicability.

Outboard motor was new last year and starts and runs perfectly.

Used 1988

$38900
POPULAR
2019 Royal Cape Catamarans 530 Boat for Sale
1
2019 Royal Cape Catamarans 530 Boat for Sale
Annapolis, MD
Sep 07, 2023

The Royal Cape 530 Majestic " Walk About" is a South African-built luxury world cruiser that must be seen to be fully appreciated.

Supported by Royal Cape as their display boat at the Annapolis and Miami boat shows, you can be assured of top condition. More info. pictures, and 360 tour coming soon. PRELIMINARY LISTING - ADDITIONAL

Used 2019

$995000
POPULAR
Hunter 30 Sloop 1989 for Sale
1
Hunter 30 Sloop 1989 for Sale
Elkton, MD
Aug 26, 2023

- Stock #285844 - Beautiful classic Sloop Ready for a sailor to have the time to use this Graceful boat!

Selling as-is, a Hunter 30! Looking for a sailboat that you can sail in the bay or blue water? This Hunter can do it all. You will love the 11-foot beam and the ability to sleep up to 6 people for those longer sails. The galley sports a double

Systems work as designed as per the owner. Furlex headsail System w/drum below deck refurbished in 2018. Running rigging replaced 2018. Line stoppers rebuilt, Raymarine Depthfinder/Knotmeter 2013, New marine toilet, hoses and holding tank 2018. Double life lines updgraded to Dynema 2018.

$16000
POPULAR
Tartan T33 Sloop 1981 for Sale
1
Tartan T33 Sloop 1981 for Sale
Lexington Park, MD
Aug 13, 2023

- Stock #360839 - T33 designed by Sparkman & Stephens is a well respected classic racer/ cruiser, perfect for the Chesapeake bay!

If you are in the market for a sloop, look no further than this 1981 Tartan T33, priced right at $33,350 (offers encouraged). This vessel is located in Saint Leonard, Maryland and is in good condition. She is also equipped with a Universal engine.

$33350
POPULAR
1981 Tartan T33 for Sale
1
1981 Tartan T33 for Sale
Lexington Park, MD
Aug 12, 2023

1981 Tartan T33 for sale at Saint Leonard MD.

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

Used 1981

$33350
POPULAR
33 foot Tartan T33 for Sale
1
33 foot Tartan T33 for Sale
Lexington Park, MD
Aug 12, 2023

For more information and pictures on this 33 foot Tartan T33, or if you wish to contact the seller click on the link to visit Boaters Net.

Used

$33350
POPULAR
1981 Tartan T33 Boat for Sale
1
1981 Tartan T33 Boat for Sale
Lexington Park, MD
Aug 11, 2023

Condition Owner states that she is in good condition, walk around the deck did not indicate any soft spots, there is some Crazing on the for deck and in the aft birdpit area.

Interior was clean and looked to be well taken care of most of the portholes have had new windows installed.

Used 1981

$33350
POPULAR
2007 Catalina 309 Boat for Sale
1
2007 Catalina 309 Boat for Sale
Essex, MD
Aug 11, 2023

With only two owners and exclusively sailed in the Chesapeake Bay, this yacht exudes meticulous care.

Canvasback is the perfect blend of performance and comfort and features in-mast furling, a versatile shoal draft, reverse cycle heat and air-conditioning. Contact the listing broker for a showing. Discover the pristine 2007 Catalina 309 "

Used 2007

$79900
POPULAR
2011 Jeanneau 53 Boat for Sale
1
2011 Jeanneau 53 Boat for Sale
Annapolis, MD
Aug 11, 2023

This Jeanneau 53 features a 3C/3H layout with a shoal keel and in-mast furling.

The birdpit is well laid out and extremely spacious. The accommodations are also spacious and have a luxurious feel. This will be a comfortable and enjoyable yacht for long-distance cruising and entertaining. This Jeanneau 53 yacht features a three-cabin, three-head

Used 2011

$280000
POPULAR
1994 Catalina 36 MKII Boat for Sale
1
1994 Catalina 36 MKII Boat for Sale
Upper Marlboro, MD
Aug 06, 2023

Joyita is a two-cabin and one-head, shoal draft Catalina 36 MKII with autopilot, air conditioning (new 2017), new standing rigging and chain plates, new genoa, and new running rigging.

View the 360 tour for the best experience and call the listing broker to schedule an in-person tour of Joyita. For the Best Experience, view the 360-degree tour.

Used 1994

$69000
POPULAR
2021 Tartan 345 Boat for Sale
1
2021 Tartan 345 Boat for Sale
Annapolis, MD
Aug 03, 2023

TARTAN 345 - Don't dream it!

Highlights Include - Furling Boom Genset Reverse Cycle Heat and Air Bow Thruster Full Electronics /w radar Stern Davits w/ Solar Tender Owner getting out of boating so is super equipped and ready to go cruising. Then Tartan 345 is a modern pocket cruiser. Designed for a cruising couple to do inshore / coastal / offshore

Used 2021

$340000
POPULAR
1977 Islander 32 Mk II for Sale
1
1977 Islander 32 Mk II for Sale
Pasadena, MD
Aug 02, 2023

1977 Islander 32 Mk II for sale at Shady Side MD.

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

Used 1977

$20750
POPULAR
1980 Hunter 30 Cherubin for Sale
1
1980 Hunter 30 Cherubin for Sale
Abingdon, MD
Aug 02, 2023

1980 Hunter 30 Cherubin for sale at Havre de Grace MD.

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

Used 1980

$15250