Boats for sale in Chicago Illinois - BoatCrazy

1,233 boats found within 100 miles out of 14,736 Boats Found

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2025 Scout 195 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Scout 195 Sportfish Experience the ultimate luxury on the water with the 2025 Scout 195 Sportfish. Crafted with precision and elegance by Scout, this vessel... View Details

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2025 Scout 215 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 215 Dorado Luxurious Design Step aboard the stunning 2025 Scout 215 Dorado and experience the epitome of luxury on the water. Crafted with precision and... View Details

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2025 Scout 330 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 33' / 0'
- 2025 / New
- Call for price
The remarkable 2025 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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2025 Scout 377 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 38' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 377 LXF Experience the epitome of luxury with the all-new 2025 Scout 377 LXF. Crafted with precision by Scout, this vessel promises unparalleled performa... View Details

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2025 Scout 305 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 30' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 305 LXF Step aboard the luxurious 2025 Scout 305 LXF and experience a new level of boating excellence. Crafted for those who demand the best, this vessel... View Details

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2025 Scout 400 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 39' / 0'
- 2025 / New
- Call for price
The revolutionary 400 LXF, a true masterpiece of innovation in the world of boating. This stunning model combines exceptional technology, unmatched performance, and luxurious styli... View Details

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2025 Scout 240 XSF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 24' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Scout 240 XSF Embark on an unparalleled aquatic adventure with the exquisite 2025 Scout 240 XSF. Crafted for those who demand nothing but the best, this luxu... View Details

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2025 Scout 425 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 42' / 0'
- 2025 / New
- Call for price
The 425 LXF, the epitome of superior performance and luxury in the boating world. This exceptional model boasts unparalleled structural stability, strength, and a flawless Class A... View Details

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2025 Scout 260 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 260 LXF Step into luxury and adventure with the 2025 Scout 260 LXF, a masterpiece of craftsmanship and performance. Unmatched Performance Powered by a Me... View Details

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2025 Scout 177 Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 18' / 0'
- 2025 / New
- Call for price
Introducing the sleek and sporty 2025 Scout 177 Sport! Perfectly blending style and performance, this versatile boat is designed to enhance your on-water adventures. Its compact ye... View Details

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2025 Scout 277 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 28' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 277 LXF Experience the epitome of luxury and performance with the 2025 Scout 277 LXF. Crafted to perfection by Scout, this vessel combines superior craft... View Details

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2025 Scout 357 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 0' / 0'
- 2025 / New
- Call for price
Experience Luxury and Performance with the 2024 Scout 357 LXF Discover the ultimate combination of luxury and performance with the 2025 Scout 357 LXF. This exceptional vessel is de... View Details

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2025 Aviara AV40

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 41' / 0'
- 2025 / New
- Call for price
Experience Luxury on Water with the 2025 Aviara AV40 Step into the future of boating with the Aviara AV40, a masterpiece of design and performance. This sleek vessel is the perfect... View Details

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2025 Aviara AV36 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 39' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Aviara AV36 Outboard Sleek Elegance and Unmatched PerformanceExperience the pinnacle of luxury boating with the Aviara AV36 Outboard. The cutting-edge design... View Details

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2025 Aviara AV28

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Aviara AV28 Step into luxury and performance with the sleek and sophisticated 2025 Aviara AV28. This breathtaking vessel combines style and power for the ultim... View Details

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2025 Aviara AV28 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Aviara AV28 Outboard Experience luxury and performance like never before with the Aviara AV28 Outboard. This sleek beauty combines style, power, and precision... View Details

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2025 Aviara AV28S

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Experience Luxury on the Water with the 2025 Aviara AV28S Step aboard the Aviara AV28S and elevate your boating adventures to new levels of luxury and performance. Crafted with pre... View Details

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2008 Regal 2860 WINDOW EXPRESS

$49,995

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 29' / 0'
- 2008 / Used
- $49,995
Loved by its only owners since new, this exclusively fresh water and locally serviced Regal is awaiting a new home. She boasts a ton of space for her size with the ability to sleep... View Details

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$49,995
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2005 Regal COMMODORE 4260

$199,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 45' / 0'
- 2005 / Used
- $199,900
Regal's beloved 4260 Commodore! The lay out was one of Regal's best, and package with this boat with rebuilt Yanmars with less than 250 hours since rebuild, it will be perfect for... View Details

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$199,900
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2002 Crownline 215 CCR

$15,495

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cuddy Cabin
- 22' / 0'
- 2002 / Used
- $15,495
2002 Crownline 215 CCR View Details

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$15,495
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1984 Hatteras 60 CONTERTIBLE

$324,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Sportfish / Convertible
- 60' / 0'
- 1984 / Used
- $324,900
A Flagship Hatteras with a rich history, and way too many upgrades to list. The 2nd owner bought the boat in 1988, and brought it to Southern Wisconsin. It was pampered and service... View Details

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$324,900
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Showing 169 to 189 of 1,233 boats found.

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