Boats for sale in Chicago Illinois - BoatCrazy

1,171 boats found within 100 miles out of 14,788 Boats Found

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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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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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2026 Sea Ray SPX 210 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 24' / 0'
- 2026 / New
- Call for price
Performance and fun. The reimagined 2026 Sea Ray SPX 210 Outboard is designed to be noticed, and delivers the next level of fun, perfect for hosting friends, sharing a casual cruis... View Details

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2026 Sea Ray SPX 210

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22' / 0'
- 2026 / New
- Call for price
Designed to be noticed. The sporty 2026 Sea Ray SPX 210, is powered for effortless performance and well-equipped with upscale amenities and innovative technologies for all-day thri... View Details

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2026 Sea Ray SPX 230 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 26' / 0'
- 2026 / New
- Call for price
Powerful performance, agile handling. The 2026 Sea Ray SPX 230 Outboard is built to thrill. It combines the powerful performance and agile handling you'd expect from a world-class... View Details

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2026 Sea Ray SDX 270

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 27' / 0'
- 2026 / New
- Call for price
Experience Luxury and Performance with the 2026 Sea Ray SDX 270. Introducing the all-new magnificent 2026 Sea Ray SDX 270, setting the standard for style and performance on the wat... View Details

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2026 Sea Ray SDX 290 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 31' / 0'
- 2026 / New
- Call for price
Experience Luxury and Performance with the SDX 290® Outboard. Step aboard the SDX 290® Outboard and immerse yourself in the epitome of luxury and performance. This yacht-certified... View Details

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2026 Sea Ray SPX 190

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 20' / 0'
- 2026 / New
- Call for price
Your companion for endless fun. Discover the epitome of sporty sophistication with the new 2026 Sea Ray SPX 190. Designed to deliver exhilarating thrills and timeless style, this a... 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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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 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 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 Cruisers 50GLS OB

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 50' / 0'
- 2026 / New
- Call for price
Luxury Redefined: 2025 Cruisers Yachts 50 GLS Outboard This masterpiece of craftsmanship, style, and performance - the 2025 Cruisers Yachts 50 GLS Outboard - is the epitome of luxu... View Details

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2004 Doral 360 BOCA GRANDE

$94,995

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 36' / 0'
- 2004 / Used
- $94,995
Experience timeless design and trusted performance with this 2004 Doral 360 Boca Grande, a single owner boat that was meticuously maintained. With 1,500 hours on twin Mercruiser 49... View Details

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$94,995
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2023 Cruisers 390 EXPRESS COUPE

$579,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 42' / 0'
- 2023 / Used
- $579,000
Just listed: A pristine 100% fresh-water, single owner, 2023 Cruisers Yachts 390 Express Coupe, showroom condition, loaded with all the right premium features. Powered by efficient... View Details

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$579,000
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2005 Formula 34 PC

$124,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Express Cruiser
- 35' / 0'
- 2005 / Used
- $124,900
Beautiful fresh water Lake Michigan boat. Indoor heated winter storage. Flagship Imron Graphics. Experience the formula performance. Boat is available to view. View Details

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$124,900
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2026 Azimut Atlantis 45

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 48' / 0'
- 2026 / New
- Call for price
Full of athletic splendor with a chic design appeal, the 2026 Azimut Atlantis 45 is optimized for peak performance, top comfort and effortless elegance. Well-organized living space... View Details

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2026 Azimut Verve 48

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 49' / 0'
- 2026 / New
- Call for price
A phenomenon of performance and the sea born of immersive DNA, the Verve 48 favors the most authentic emotions and superior comfort. With the power to travel over the water up to 5... View Details

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2011 Cobalt 296

$84,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 30' / 0'
- 2011 / Used
- $84,900
What an absolute creampuff!! This indoor-kept/rack-stored (summer & winter) fresh water 2011 Cobalt 296 is the discerning shopper's dream. The pictures do not deceive; in fact... View Details

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$84,900
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2025 Sea Ray SDX 270 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 27' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Sea Ray SDX 270 Outboard: Step aboard the all-new Sea Ray SDX 270 Outboard and elevate your boating experience to new heights. This 27-foot deck boat is a luxu... View Details

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2000 Sea Ray 340 Sundancer

$48,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 36' / 0'
- 2000 / Used
- $48,900
Clean SeaRay 340 Sundancer with Upgraded Mercruiser Horizon 380 HP engines, Low hour generator. Water Ready! Call to schedule a showing and make an offer! View Details

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$48,900
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Showing 43 to 63 of 1,171 boats found.

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