Boats for sale in Chicago Illinois - BoatCrazy

733 boats found within 100 miles out of 11,589 Boats Found

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2026 Scout 277 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 28'
- 2026 / New
- Call for price
The all-new Scout 277 LXF is a performance machine that outpaces the competitive models in its class. It's loaded with standard features such as a fully walkable transom swim platf... View Details

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2026 Scout 305 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 30'
- 2026 / New
- Call for price
Step aboard the only 30-footer in its class with a console berth down below and optional air conditioning: Scout's 305 LXF. Enjoy the convenience of a removable bow table while enj... View Details

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2026 Scout 330 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 33'
- 2026 / New
- Call for price
The remarkable 2026 Scout 330 LXF, a true masterpiece in the world of boating. Crafted with precision and designed for ultimate performance, this luxury fisherman's dream boat will... View Details

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2026 Scout 261 XSS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 26'
- 2026 / New
- Call for price
The 261 XSS is an inshore/offshore crossover and is loaded with notable features such as the large casting fore and rear deck; port and starboard aerated baitwells; ample rod stora... View Details

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2026 Galeon 400 FLY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41'
- 2026 / New
- Call for price
The 2026 Galeon 400 FLY provides unrivaled entertainment space for a yacht in its class. Innovative side balconies on either side of the cockpit fold out to create massive amounts... View Details

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2009 Sea Ray 520 SUNDANCER

$439,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 52'
- 2009 / Used
- $439,900
2009 Sea Ray 520 SUNDANCER View Details

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$439,900
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2026 Scout 215 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22'
- 2026 / New
- Call for price
Looking for a dual console with a beautiful frameless wrap around windshield that further adds to the sleekness of the boat? Then you've found it within Scout's 215 Dorado. Loaded... View Details

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2026 Scout 255 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 26'
- 2026 / New
- Call for price
The 255 Dorado us a dual console family-friendly sportfishing model ideal for fishing, cruising, entertaining, and watersports. One of the unique innovations onboard the model is a... View Details

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2026 Scout 240 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 24'
- 2026 / New
- Call for price
Scout's 2026 240 Dorado showcases their NuV3 fuel efficient hull technology which effords you tremendous savings throughout your ownership. Loaded with family-friendly fishing feat... View Details

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2026 Scout 277 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 28'
- 2026 / New
- Call for price
The 2026 Scout 277 Dorado raises the bar for a family-friendly coastal fishing vessel. The custom fiberglass built-in hardtop adds to the stunning look and functionality of the mod... View Details

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2026 Galeon 410 HTC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41'
- 2026 / New
- Call for price
Galeon's 2026 410 HTC has the same, tried-and-true hull as the builder's popular 400 FLY model, but in a sleek and sporty coupe package. The 410 combines a mega-yacht-quality inter... View Details

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2026 Galeon 375 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 38'
- 2026 / New
- Call for price
Whether you like to race around in open water at 50 mph or raft up on a lazy Sunday afternoon, the 2026 Galeon 375 GTO is the boat for you. This sleek, sporty, and versatile cruise... View Details

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2026 Sea Ray SPX 230 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 26'
- 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 SPX 190 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22'
- 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 SPX 190

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 20'
- 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 Galeon 435 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 45'
- 2026 / New
- Call for price
Galeon's new 2026 Galeon 435 GTO is the yacht that can do everything you ask of her and more. This no-compromise model benefits from an entertainment-friendly layout, including a p... View Details

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2026 Sea Ray SDX 270

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 27'
- 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 SPX 210 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 24'
- 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 SDX 250 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 28'
- 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 SDX 270 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 30'
- 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 290 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 31'
- 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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Showing 64 to 84 of 733 boats found.

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