Cruising Sailboats for sale in Connecticut

46 New and Used Cruising Sailboats

Marlow Hunter Hunter 31

Mystic, Connecticut (United States of America)

31.0 ft.

1983

Used

Stock # 31' sloop with racy features, more contemporary lines and a generous freeboard! Popular 31' sloop from the very popular Hunter Sailboat line. This boat has m...

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$13,000

Passport Ac 470

Greenwich CT (United States of America)

47.01 ft.

2011

Used

Price reduction! Vessel was under contract until 10/5/23 but buyer failed to complete the sale, at no fault of SIRIUS at survey. The vessel flew through the survey wi...

$519,000

Beneteau Oceanis 40 Cc

Stony Point, New ... (United States of America)

41.01 ft.

1996

Used

Accommodations The rich cherry interior, with green upholstery and curtains, is elegant and warm. To starboard, the raised settee ensures a pleasant view. The oval t...

$129,000

Gulfstar 50

New London, Conne... (United States of America)

50.0 ft.

1977

Used

The 50 Gulfstar was a very popular well built boat for live aboards and extended cruising. Designed by Lazarra, Gulfstar built 172 of these hulls over a 6 year produc...

$69,500

Contest 36s

Stamford, Connect... (United States of America)

35.83 ft.

1985

Used

The SHIVA is a CONTEST 36S model that was first introduced in 1984 and produced through 1994. Built by the renowned CONYPLEX B.V. of Medemblik, Holland. she's the 14t...

$38,900

Moody 38

Deep River, Conne... (United States of America)

38.42 ft.

2002

Used

Recent Upgrades  NEW 5/2021 - House bank batteries Lifeline 31 XT 125 amp  NEW 4/2021 - Belmar XT 170 alternator with serpentine belt  NEW 5/2020 - Mercury 9.9 ...

$179,000

Ericson 32 3

Cobb Island, Mary... (United States of America)

31.99 ft.

1985

Used

Stock # Classic sailing yacht! Updated electronics! Dinghy included! Make an offer! Sellers are forced to move out of state, boat priced to selll! ALL REASONABLE OFF...

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$18,000

Nonsuch 30 Classic

Branford, Connect... (United States of America)

30.68 ft.

1983

Used

Xanadu is a nice example of the popular Nonsuch 30 Classic, well known to be an easy to sail design.A ”big” boat for it’s size the Nonsuch 30 has a surprisingly...

$29,500

Catalina 250 Mkii

Westbrook, Connec... (United States of America)

26.84 ft.

2006

Used

$21,500

Contessa 35

Westbrook, Connec... (United States of America)

35.5 ft.

1976

Used

$42,500

Beneteau First 41 S5

Westbrook, Connec... (United States of America)

41.4 ft.

1990

Used

Accommodations Forward you have a V-berth with a head to port and a sink. mirror and vanity to starboard. Also a ventilation hatch with a hanging locker.Af...

$69,500

Sabre 38 Mk Ii

Branford, Connect... (United States of America)

38.48 ft.

1990

Used

Cutty Sark a 1990 Sabre 38 MK II with a Navy color hull in excellent shape is meticulously maintained is a rare find that is now available. The teak interior is clean...

$79,500

Catalina 22

Westbrook, Connec... (United States of America)

21.49 ft.

1977

Used

Ideal starter boat! Her large cockpit provides day sailing space for 6 adults and with retractable keel offers flexibility to sail shallow water. Below the dinette co...

$5,600

Beneteau 50

Stamford, CT (United States of America)

50.0 ft.

2019

Used

Done Tauk'n Boat | 50' Beneteau 2019 Welcome aboard "DONE TAUK'N" a well maintained 2019 Beneteau Gran Turismo 50. The Beneteau Gran Turismo 50, known as the GT 5...

$699,000

Jeanneau Sun Odyssey 410

Noank, CT, (United States of America)

40.49 ft.

2021

Used

Description Seize the unique opportunity for a truly like-new one owner and fully loaded Jeanneau 410. 2/3 cabin/1 head layout with rectangular queen berth ...

$329,000

Nautor Swan 43

Branford, Connect... (United States of America)

42.75 ft.

1970

Used

"OMURAMBA" a 1970 Swan 43 that has been well maintained by its owner cruising the waters of the northeast and Virgin Islands for the last 20 years. A new phase in lif...

$70,000

O'day 322

Branford, Connect... (United States of America)

32.15 ft.

1988

Used

Accomodations Sleeping for six with two in the forward V-berth, one in the convertible dinette, one on the settee and two in the aft cabin on a double berth. The pr...

$19,500

Jeanneau Sun Odyssey 440

Essex, CT, (United States of America)

44.0 ft.

2024

New

Description BASE BOAT PRICE IS INCLUSIVE OF SAILS, ENGINE AND STANDARD OPTIONS HOWEVER... MOST NEW BOATS AFTER SAIL AWAY OPTIONS ARE ADDED WILL HAVE A RETAI...

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Jeanneau 60

Essex, CT, (United States of America)

59.91 ft.

2024

New

Description Her sleek and elegant lines, combined with the versatility of an ingenious layout, enable her to suit all cruising styles. With 19 possible interi...

P.O.A.

Catalina 27

Westbrook , Conne... (United States of America)

27.0 ft.

1988

Used

Join the legacy of the Catalina C27, one of the most iconic cruising sailboats ever built. With a production run of over 6,600 boats spanning two decades, the Catalin...

$9,750

O'day 28

South Glastonbury... (United States of America)

27.99 ft.

1985

Used

Stock # Well kept classic O'day, ready for the water, 10 HP engine, many updates This 1985 O'day 28 has easy stability and a forgiving nature making this boat for sa...

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$8,200

C & C 35 Mk Iii

Branford, Connect... (United States of America)

35.01 ft.

1984

Used

Accomodations A well layed out, roomy 35 footer. A large V berth with custom inner spring mattress, large forward head, dinette that seats 6 comfortably, forward fac...

$34,900

Beneteau Oceanis 381

Branford, Connect... (United States of America)

38.58 ft.

2001

Used

$79,900

Jeanneau Yachts 65

Essex, CT, (United States of America)

67.91 ft.

2024

New

Description The all new Jeanneau 65 carries on as a succcessor to the JY 64 which was one of the most successful selling boats over 60 ft. The interior of t...

P.O.A.

Marlow Hunter Hunter 34

Bridgeport, Conne... (United States of America)

34.42 ft.

1985

Used

The Hunter 34 was introduced in late 1982 as a fast cruising vessel and more than 800 were sold over the next three years. Hunter’s goal was to produce an entry-level...

$27,500

S2 10.3

Westbrook, Connec... (United States of America)

33.99 ft.

1983

Used

"Painkiller" is a rarely-found S2 10.3 that performs well as a family cruiser, and can be easily set up to race. Her current owners installed a new water storage tank...

$8,999

Pacific Seacraft 34

Guilford, Connect... (United States of America)

33.99 ft.

1994

Used

Truly a Blue Water Cruiser and ready to go. Complete Sail Inventory, Running Rigging and nice electronics. Very well maintained by her present owner and priced to sel...

$95,000

C & C 30

Clinton, Connecticut (United States of America)

29.99 ft.

1972

Used

1972 C&C MK I "INVICTUS" "INVICTUS"is a clean and fun C&C 30. Powered by a fresh water cooled 18hpYanmar, 2GM20F. There havebeen many upg...

$21,900

* Price displayed is based on today's currency conversion rate of the listed sales price.