Classic Boats for sale in Maryland

26 New and Used Classic Boats

Pettegrow Lobster Boat

Pettegrow Lobster Boat

Annapolis, Maryland (United States of America)

35.99 ft.

1990

Used

MORE INFO NEW TO THE MARKET -- IN ANNAPOLIS -- Preliminary Information -- (Additional Specs and Photos to be Posted Soon - Or Available Upon Request) HI YO SI...

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$160,000

Bayliner 242 Classic
Bayliner 242 Classic Bayliner 242 Classic Bayliner 242 Classic

Bayliner 242 Classic

Parkville, Maryland (United States of America)

24.02 ft.

2005

Used

Boat Overview Great Classic 242 powered by newer 5L Mercruiser! 2015 Loadmaster trailer! Details Model: 2005 Bayliner Classic 242 Price: $29,500 (offers encouraged) Location: Parkville, Maryland Condition: Good Engine: Mercruiser Engine Hours:...

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$25,000

Grand Banks 36 Classic
Grand Banks 36 Classic Grand Banks 36 Classic Grand Banks 36 Classic

Grand Banks 36 Classic

Annapolis, Maryland (United States of America)

36.84 ft.

1988

Used

Boat Overview This 1988 Grand Banks 36 Classic – LARK is ready for its next owner to explore the coast and possibly the Bahamas. Numerous features have been added and upgraded to this well-designed trawler. Notable features include: Walk-in shower in aft cabin (with 2 separate ...

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$115,000

Hinckley Talaria 55 Fly

Hinckley Talaria 55 Fly

Portsmouth, RI (United States of America)

54.99 ft.

2006

Used

Sapphire II Boat | 55' Hinckley 2006 This 2006 Hinckley Talaria 55 Fly Bridge Motor Yacht stands as a beacon of Hinckley's unwavering commitment to quality and craf...

$1,645,000

Cutwater C-28 Luxury Edition

Cutwater C-28 Luxury Edition

Grasonville, Mary... (United States of America)

27.99 ft.

2018

Used

Boat Overview ONLY 155 hours!! Stepped The ideal family cruiser with a litany of comfort and performance features which put the Cutwater line head and shoulders a...

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$149,987

Grand Banks Eastbay 40
Grand Banks Eastbay 40 Grand Banks Eastbay 40 Grand Banks Eastbay 40

Grand Banks Eastbay 40

Gibson Island, Ma... (United States of America)

39.99 ft.

1996

Used

Boat Description A lovely example of a rare Grand Banks Eastbay 40 flybridge model, Ray Hunt design, in great shape. Major navigation upgrades as well as new A/C units installed recently. Powered by the ever-reliable Cat 3208 engines, this vessel is ready for her next owner. A true c...

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$225,000

Mathews Brothers Boat Patriot 29 II

Mathews Brothers Boat Patriot 29 II

Maryland (United States of America)

29.0 ft.

2019

Used

Boat Overview Truly a one of a kind boat at a once in a lifetime price. Boasting craftsmanship of the utmost quality, with all of the equipment and amenities you co...

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$200,000

Carolina Classic 28
Carolina Classic 28 Carolina Classic 28 Carolina Classic 28

Carolina Classic 28

Coltons Point, Ma... (United States of America)

27.99 ft.

1997

Used

Boat Overview Well maintained 1997 Carolina Classic 28! Ready to hit the water! Specifications Model: Carolina Classic 28 Year: 1997 Beam: 10'6" Headroom: 6ft Features Sleek and stylish lines Designed for offshore trophy fishing A...

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$49,900

Cape Cod Rhodes 18
Cape Cod Rhodes 18 Cape Cod Rhodes 18 Cape Cod Rhodes 18

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...

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$7,000

Custom Boats Stuart Knockabout

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...

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$82,500

Tartan 365

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...

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$475,000

Shannon 43
Shannon 43 Shannon 43 Shannon 43

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!

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$165,000

Tartan 42
Tartan 42 Tartan 42 Tartan 42

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...

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$49,900

Tartan 395

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...

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$570,000

Tartan 4100

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

Alerion 38 Express

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

Sabre 402
Sabre 402 Sabre 402 Sabre 402

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...

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$175,000

Custom Boats Gösta Kyntzell Yawl

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...

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$140,000

Allied 36

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
Hinckley Bermuda 40 Hinckley Bermuda 40 Hinckley Bermuda 40

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...

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$125,000

Tartan 4100

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 ...

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$210,000

Cheoy Lee Clipper Ketch 48
Cheoy Lee Clipper Ketch 48 Cheoy Lee Clipper Ketch 48 Cheoy Lee Clipper Ketch 48

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...

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$95,500

Tartan 3800

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...

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$135,000

Pearson Rhodes 41

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...

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$45,000

Tartan 4300

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...

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$485,000

Tartan 395

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...

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$479,000

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