Antique and Classic Sailboats for sale in Maryland
19 New and Used Antique and Classic Sailboats
Cape Cod Rhodes 18
Chestertown, Mary... (United States of America)
18.01 ft.
2005
Used
Boat Overview The Rhodes 18 was originally designed as a centerboard boat but is also offered in a keel version today. The centerboard model is a wonderful option if you sail in shallow waters. The keel model provides more stability and added cockpit space without the centerboard tru...
$7,000
Custom Boats Stuart Knockabout
Annapolis, Maryland (United States of America)
27.99 ft.
2013
Used
MORE INFO Manufacturer's Description This boat is a descendant in a long line of great Herreshoff creations. In this case, L. Francis succeeded admirably in utili...
$82,500
Tartan 365
Annapolis, Maryland (United States of America)
35.99 ft.
2024
New
MORE INFO Brand New Tartan 365 Hull # 8 for sale in Annapolis MD. She is IN STOCK and ready for any additional equipment add ons and delivery in spring or sooner. S...
$475,000
Tartan 42
Rock Hall, Maryland (United States of America)
41.99 ft.
1981
Used
Boat Overview The Sparkman & Stephens Tartan 42 is a classic Performance Cruiser that can be used as a club racer or cruiser, or both! She features two private staterooms, each with its own private Head, spacious berths, and ample storage. The Saloon is comfortable and roomy. She...
$49,900
Shannon 43
Annapolis, Maryland (United States of America)
43.96 ft.
1988
Used
Boat Overview Available now, this classic, beautifully built blue water passagemaker has had many important upgrades over the last few years. Additional Information More Images and details coming soon!
$165,000
Tartan 3800
Annapolis (United States of America)
37.99 ft.
1999
Used
MORE INFO This Tim Jackett design is the epitome of a performance cruiser. Fast and sea kindly, she draws the gaze of all that see her. Her modern underbody and sle...
$135,000
Pearson Rhodes 41
Annapolis, Maryland (United States of America)
41.01 ft.
1964
Used
MORE INFO The Pearson Rhodes 41', with its sweeping sheer line and long overhangs, mark the Rhodes 41' as a child of the Cruising Club of America ratings era. Perha...
$45,000
Tartan 4300
Annapolis, Maryland (United States of America)
43.01 ft.
2018
Used
MORE INFO Welcome to "BELLA" a Stunning 2018 Tartan 4300 Tartan Yachts has been building high quality cruising boats in Ohio since the early 1960s when founder Ch...
$485,000
Tartan 395
Annapolis, Maryland (United States of America)
39.01 ft.
2020
Used
MORE INFO Tartan created the 395 to improve upon the wildly successful Tartan 3700. Having built 170+ Tartan 3700 over 20 years, it was time for modernization of th...
$479,000
Tartan 395
Annapolis, Maryland (United States of America)
39.01 ft.
2024
New
MORE INFO TARTAN 395 # 14 MSRP COMPLETE - $632,555 SPECIAL PRICE - $570,000 SAVINGS - $64,555 New Tartan 395 Hull #Model Year! In Stock at our Annapolis o...
$570,000
Sabre 38 Mkii
Solomons, Maryland (United States of America)
38.48 ft.
1988
Used
Overview Sabrena is an outstanding vessel that appears 20 years newer than she actually is. Don't let her age fool you. Excellent owner has taken great care and pro...
$97,500
Alerion 38 Express
Tracy Landing, Ma... (United States of America)
38.25 ft.
2006
Used
Yacht Overview This yacht is built to the highest standards with hand-laid fiberglass construction and a sturdy carbon-fiber mast. The hull is finished in gleaming ...
$179,950
Tartan 4100
Annapolis, Maryland (United States of America)
41.01 ft.
1996
Used
Boat Overview SHOAL DRAFT 5'6" The Tartan 4100 combines modern conveniences and amenities with traditional styling and sailing performance. Couple these character...
$79,900
Sabre 402
Rock Hall, Maryland (United States of America)
40.19 ft.
2001
Used
Boat Overview Are you searching for a quality built boat that is robust enough to safely handle off shore conditions yet still easy to single hand? Perhaps you've stumbled upon a few that look interesting at first but on closer inspection you see that age has not been kind to her? Do...
$175,000
Tartan 4100
Annapolis, Maryland (United States of America)
41.01 ft.
1999
Used
MORE INFO Description Year: 1998 Engine: Yanmar 3JH2-TE (Engine 1) Type: Inboard Hours: 2377 Power: 47 hp Dimensions LOA: 41 ft 3 in Beam: 13 ft ...
$210,000
Allied 36
Annapolis, Maryland (United States of America)
35.99 ft.
1979
Used
FULL SPECS 1980 Allied Princess II, “Gabriel” hull #130 Builder/Designer Builder: CYS Yachts/ Designer Arthur Edmonds Dimensions LOA 40 feet, LOD 36 feet,...
$37,500
Hinckley Bermuda 40
Rock Hall, Maryland (United States of America)
40.75 ft.
1972
Used
Hinckley Bermuda 40-3 This model was introduced in 1971 and introduced hull and keel changes and a heavier centerboard. The main mast was moved aft, the boom shortened, producing a higher-aspect ratio mainsail and larger genoa. HISTORY and REVIEWS FOUNDER: Henry R. Hinckley fo...
$125,000
Cheoy Lee Clipper Ketch 48
Rock Hall, Maryland (United States of America)
47.18 ft.
1977
Used
Boat Overview The 1977 Cheoy Lee CHINA GIRL, ketch rigged, hull # 3011, is an excellent example of the elegant Clipper 48 designed by A.E. Luders and built by the acclaimed Cheoy Lee shipyard. If ever you imagined yourself in the world of Errol Flynn, James Michner, and the golden ag...
$95,500
Custom Boats Gösta Kyntzell Yawl
Annapolis, Maryland (United States of America)
50.98 ft.
1951
Used
MORE INFO ACCOMMODATIONS A substantial refit was undertaken in Germany in 1998, prior to her trip to the US. At that time, the interior was redone, a hatch was ad...
$140,000
* Price displayed is based on today's currency conversion rate of the listed sales price.