Chicago, IL
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For Sale in Chicago

Crownline 290CR, 32', for sale in Chicago, Illinois - $44,500

Crownline 32'

Chicago, IL
Twin
250
159594
Stock #
22 photos
$44,500
New
Year
1999
Brand
Crownline
Model
290CR
Type
Express Cruiser
Length
32'
Hours
650
The affordably priced Crownline 290 CR may not win any beauty awards with her high-freeboard profile, but she has a lot to offer when it comes to cabin and cockpit accommodations. Built on a beamy modified-V hull of solid fiberglass construction, the midcabin floorplan of the 290 CR has a forward berth coupled with an L-shaped dinette/lounge across from the galley and a spacious head compartment. With a large U-shaped dinette/double berth forward. Privacy curtains separate the sleeping areas from the main cabin, and four opening ports and three deck hatches allow for plenty of c...
Gulfstar GS-50, 50', for sale in Chicago, Illinois - $235,000

Gulfstar 50'

Chicago, IL
Single
Engine
159223
Stock #
116 photos
$250,000
$235,000
Available
Year
1980
Brand
Gulfstar
Model
GS-50
Type
Ketch
Length
50'
Hours
Low
Gulfstar Yachts was founded in 1970 by Vince Lazzara, an industry pioneer who in the early 1950s helped make a success of Aeromarine, one of the very first fiberglass boatbuilders. In the early 1960s he did the same at Columbia Yachts, which became the world's biggest sailboat builder in its day. Early on Gulfstar emphasized low price and maximum interior space over build quality and sailing ability, but in the mid-1970s the company shifted gears and worked to deliver a more high-end product. The most notable manifestation of this was the Gulfstar 50, a large center-cockpit cruiser fir...
Catalina 42, 41', for sale in Chicago, Illinois - $64,500

Catalina 41'

Chicago, IL
Single
Engine
158178
Stock #
43 photos
$64,500
Available
Year
1991
Brand
Catalina
Model
42
Type
Sloop
Length
41' 10"
Hours
Unknown
Located near Chicago, IL., the 1991 Catalina 42 Sloop appears in good condition. One of the more popular brands and models to hit the sailing world, she has a powerful masthead sloop rig, with double sweptback spreaders, and roller furling. She is popular for her forward stateroom and her two back aft cabins! Her underbody is a wing keel, with lots of initial stability. Cabin area includes an enclosed head, dinette area and a fully equipped and expansive galley area! She is powered by a 57HP Yanmar Diesel! The Great Lakes await!
Regal 400 Commodore, 42', for sale in Chicago, Illinois - $45,000

Regal 42'

Chicago, IL
Twin
310
158400
Stock #
87 photos
$50,000
$45,000
Available
Year
1994
Brand
Regal
Model
400 Commodore
Type
Express Cruiser
Length
42'
Hours
1,000
Located in Chicago, IL., the 1994 Regal 400 Commodore is one impressive Vessel! Regal is one of those manufacturers prone to building a vessel with impressive Cabin Space (including Head Room), generous layouts, features and helm station. Such is the case with this popular family cruiser! She has a modified-V hull with a solid fiberglass bottom and prop pockets to reduce draft. Below deck, the floorplan includes privacy doors for both staterooms, a full galley, and a separate stall shower in the head. A leather chair is a great added touch! The aft galley location makes it eas...

Best Value
Per Foot

Ericson Yachts 29, 28', for sale in Chicago, Illinois - $13,125

Ericson Yachts 28'

Chicago, IL
Single
Engine
155002
Stock #
117 photos
$15,000
$13,125
Available
Year
1971
Brand
Ericson Yachts
Model
29
Type
Cruiser
Length
28' 7"
Hours
188
Check out this 1971 Ericson 29! This is a great sailboat for a beginner or a seasoned mate! Boat comes with Furlex roller furler, and Harken traveler plus barlow winches that appear in good condition. Aluminum mast and boom, stainless steel rails forward and aft, Spinlock sheet blocks, Non-skid deck is to help keep your footing. When you step inside, step down the companionway into the salon and you will find this boat has fresh varnish on all the wood inside and looks like new! A quarter berth starboard aft, one bench seat to starboard, table starboard forward, galley port aft a...
Tracker Targa 18, 18', for sale in Chicago, Illinois - $14,900

Tracker 18'

Chicago, IL
Single
125
135496
Stock #
11 photos
$15,400
$14,900
Available
Year
2000
Brand
Tracker
Model
Targa 18
Type
Aluminum Fish Boat
Length
18' 6"
Hours
Average
Whether battling in fishing competitions or choppy waters, the Tracker Targa 18 offers the perfect solution with its rugged, all-welded two piece hull! Built from tough 100 gauge marine grade alloy, the interior depths and wide beam provides extra stability and greater security. With bow casting decks, 50 inch aft mounted wells, aerated baitwells, custom console, fish finder, foot controlled Minn Kota trolling motor and custom factory trailer this Tracker Targa 18 is a total turn key vessel!
Sea Ray 260 Sundancer, 28', for sale in Chicago, Illinois - $16,000

Sea Ray 28'

Chicago, IL
Single
260
094283
Stock #
62 photos
$24,500
$16,000
Available
Year
2002
Brand
Sea Ray
Model
260 Sundancer
Type
Express Cruiser
Length
28'
Hours
2,010
2002 Sea Ray 260 Sundancer! This Sundancer is powered by the Mercruiser 5.0L EFI and pushes 260 hp. There is no problem coming on plane with the Bravo Three outdrive and dual props! The Sundancer series offers the best of both worlds; it is perfect for the occasional overnight or to spend the day wakeboarding with the family. It is a mostly freshwater boat with zero issues. It has everything you want to spend the weekend at the dock or relaxing on the water. The prestigious Sundancer series comes standard with a comfortable forward and rear berth, full galley, full head and much more ...
Sea Ray 280 Sunsport, 28', for sale in Chicago, Illinois - $22,000

Sea Ray 28'

Chicago, IL
Twin
250
109481
Stock #
152 photos
$30,250
$22,000
Available
Year
1997
Brand
Sea Ray
Model
280 Sunsport
Type
Express Cruiser
Length
28' 6"
Hours
750
Located near Chicago, IL this 1997 Sea Ray 280 Sun Sport is one of the most versatile boats on the water. With an open layout designed for entertaining, this 1997 Sea Ray 280 Sun Sport is packed with outstanding features. The wraparound seating accommodates eight adults, and converts to a full sun lounger. The cockpit entertainment center serves the entire crew with a wet bar, cooler, glass rack and trash receptacle. The large swim platform provides a hatch for concealing the swim ladder. The adjustable captain's chair with fiberglass storage base is both functional as well as ...
Bertram 46 Convertible, 46', for sale in Chicago, Illinois - $74,900

Bertram 46'

Chicago, IL
Twin
585
146884
Stock #
12 photos
$74,900
Available
Year
1984
Brand
Bertram
Model
46 Convertible
Type
Sportfish/Convertible
Length
46' 6"
Hours
5,000
Classic Sportfish Styling with Fantastic Bertram Quality. Powered by 585 horsepower Detroit Diesel 8V92's with only 1100 SMOH this Bertram will get you to your favorite fishing grounds quickly and safely. Freshwater boat since 1998 and ready to fish. Tournament triple spreader outriggers, 6 Electric Big Jon Down trollers and more storage for fishing gear than you will ever see. The boat hasn't been used much in the last few years and is ready for its new caretaker. Twin stateroom/twin head accommodations with Raritan electric heads and three Crusieair reverse cycle A/C's will make...
Rinker Fiesta Vee 270, 27', for sale in Chicago, Illinois - $25,500

Rinker 27'

Chicago, IL
Single
300
158526
Stock #
102 photos
$27,999
$25,500
Available
Year
2003
Brand
Rinker
Model
Fiesta Vee 270
Type
Express Cruiser
Length
27' 10"
Hours
575
Located near Chicago, IL., this 2003 Rinker Fiesta Vee 270 is a classic cruiser. Whether you are day exploring or taking a long weekend to that new favorite location, this vessel will get you there in style. The extensive cabin is normally found on much larger vessels and includes both a V-berth and mid-cabin. Full galley with refrigerator, sink, range and microwave, gives you the ability to cook meals of all types. Dinette area serves your guests in style. Cabin enclosed a fully enclosed head. A transom door leads to an easy flowing layout that includes a wet bar with...

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