Boats for sale in Chicago Illinois - BoatCrazy

1,172 boats found within 100 miles out of 14,810 Boats Found

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2018 Scout 275 LXF

$189,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing
- 27' / 9'
- 2018 / Used
- $189,000
75 hours on 200 Yamahas, all fresh water. The 275LXF dominated that segment, and for good reasons. It's a perfect combo of comfort and performance. The Garmin Radar/Plotter is new,... View Details

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$189,000
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2013 Cruisers 41 CANTIUS

$299,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41' / 13'
- 2013 / Used
- $299,000
Fresh water hours on this popular 41' Cantius, with Volvo IPS 500's, with pods and joystick docking. Notable options on this particular one, starts with a grill at the stern, upgra... View Details

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$299,000
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2022 Ranger 2360 BAY

$124,500

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 23' / 0'
- 2022 / Used
- $124,500
Beautiful Lake Michigan fresh water boat. Indoor heated winter storage, indoor summer storage-in/out service. Boat and trailer ready for immediate use. Trades considered. View Details

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$124,500
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1999 Powerquest 380 AVENGER

$59,995

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Other / Not Classified
- 39' / 9'
- 1999 / Used
- $59,995
1999 Powerquest 38 Avenger for sale. Boat has never seen salt water. This boat has always been stored in doors and has been taken out of water after every use. All systems work wel... View Details

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$59,995
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2016 Regal 2100 SURF

$78,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 0' / 7'
- 2016 / Used
- $78,000
New to the market is a fantastic option from Regal boats for the watersports enthusiast. This boat is loaded to the gills with just about every option you can imagine. This is a ve... View Details

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$78,000
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2000 Rinker 242 FIESTA VEE

$19,950

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 24' / 9'
- 2000 / Used
- $19,950
Fresh water Lake Michigan boat. Clean cruiser with a trailer included. In water ready for sea trial.Trades considered. View Details

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$19,950
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1998 Stamas 29 EXPRESS

$27,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing
- 29' / 0'
- 1998 / Used
- $27,900
Do not miss this fresh water fishing machine. This hard to find boat is maintained and cared for as you would hope when considering a used boat. Not only has it been cared for, the... View Details

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$27,900
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1982 Ericson 36 Ron Holland Edition

$26,500

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Sailboat
- 36' / 0'
- 1982 / Used
- $26,500
Stock #477838 Reason for selling is "Not using it enough.". This Ericson Yachts has now been on the market more than a month. Please submit your offer today! 1982 Ericson 36 Sai... View Details

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$26,500
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2025 Tiara EX54

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser Yacht
- 54' / 0'
- 2025 / New
- Call for price
Embark on Unforgettable Adventures The 2025 Tiara EX54 redefines luxury on the water, offering an exceptional blend of performance and sophistication. This stunning vessel, equippe... View Details

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2026 Sea Ray SDX 250 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 28' / 0'
- 2026 / New
- Call for price
True leisure and maximum comfort. The 2026 Sea Ray SDX 250 Outboard is built for true leisure and comfort. With exceptional storage space, enhanced ergonomic seating, and dual 9" d... View Details

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2026 Sea Ray SLX 400 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 42' / 0'
- 2026 / New
- Call for price
Orchestrated excellence. The 2026 Sea Ray's SLX 400 Outboard, "The Entertainer", is an outboard variant of the Innovation Award-winning SLX 400, with massive capacity, deluxe ameni... View Details

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2026 Sea Ray SLX 350 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Sea Ray SLX 350 Outboard, luxury elevated. The SLX 350 Outboard incorporates top SLX features and enhancements that set the standard for large dayboats. The SL... View Details

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2026 Sea Ray SLX 310 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 34' / 0'
- 2026 / New
- Call for price
Share the thrill. Expansive social areas, a standard wet bar and plenty of available seating means hosting friends and family has been more comfortable. Aboard the 2026 Sea Ray SLX... View Details

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2026 Sea Ray SLX 350

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 36' / 0'
- 2026 / New
- Call for price
Luxury elevated. Sea Ray's SLX 350 hosts an array of features designed for an excellent on-water experience and optimal performance. Powered by twin Mercury MerCruiser 6.2L engines... View Details

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2026 Sea Ray SLX 280

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 29' / 0'
- 2026 / New
- Call for price
Head turning elegance. Make your ultimate getaway in the 2026 Sea Ray SLX 280. Excluding luxury in a single glance, the elegant vessel showcases peak performance, impeccable style... View Details

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2026 Sea Ray SLX 400

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 40' / 0'
- 2026 / New
- Call for price
Adventure awaits with the 2026 Sea Ray SLX 400. Winner of an NMMA Innovation Award, Sea Ray's SLX 400, the "The Entertainer", combines peak performance, superior comfort, incredibl... View Details

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2026 Sea Ray SLX 280 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 31' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Sea Ray SLX 280 Outboard. Experience luxury and performance like never before with the Sea Ray SLX 280 Outboard. This stylish and modern boat is designed to el... View Details

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2026 Sea Ray SDX 290

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 29' / 0'
- 2026 / New
- Call for price
Built for fun, introducing the 2026 Sea Ray SDX 290. When an active family loves water sports, they generall want to share their good times with friends. That's where the SDX 290 c... View Details

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2026 Sea Ray SPX 190 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22' / 0'
- 2026 / New
- Call for price
The ultimate in fun. Discover the water like never before with the 2026 Sea Ray SPX 190 Outboard. Combining sleek aesthetics with advanced technology, this model redefins the moder... View Details

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2026 Sea Ray SDX 270 Surf

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 27' / 0'
- 2026 / New
- Call for price
Elegant design and superior performance. The SDX 270 Surf belongs in a class all its own With the capability to pursue full-day adventures, this exquisite surf-ready model takes fu... View Details

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2026 Sea Ray SDX 270 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 30' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Sea Ray SDX 270 Outboard. Outboard power and Sea Ray style. Category-leadign space, plush seating and Sea Ray's legendary attention to detail make the SDX 270... View Details

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Showing 22 to 42 of 1,172 boats found.

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