Boats for sale in Chicago Illinois - BoatCrazy

1,637 boats found within 100 miles from Chicago, Illinois

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2025 Scout 255 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 26'
- 2025 / New
- Call for price
Experience Luxury On Water with the 2025 Scout 255 Dorado Step aboard the breathtaking 2025 Scout 255 Dorado, a pinnacle of maritime excellence. Equipped with dual Yamaha engines,... View Details

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2025 Scout 277 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 28'
- 2025 / New
- Call for price
Experience Luxury with the 2025 Scout 277 Dorado Step into a world of opulence with the Scout 277 Dorado, a masterpiece of marine engineering that promises unmatched performance an... View Details

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2025 Scout 240 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 24'
- 2025 / New
- Call for price
Introducing the 2025 Scout 240 Dorado Experience the epitome of luxury and performance with the Scout 240 Dorado, a masterpiece crafted for the ultimate boating enthusiast. Luxurio... View Details

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2025 Scout 195 Sport Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 19'
- 2025 / New
- Call for price
Introducing the 2025 Scout 195 Sport Dorado - the perfect fusion of sportiness and versatility, designed to make your boating experience thrilling and unforgettable. This remarkabl... View Details

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2025 Scout 281 XSS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 28'
- 2025 / New
- Call for price
Introducing the 2025 Scout 281 XSS: Step aboard the luxurious 2025 Scout 281 XSS, a masterpiece of performance and craftsmanship that promises unrivaled excitement on the water. Un... View Details

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2025 Scout 261 XSS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 0'
- 2025 / New
- Call for price
Experience Luxury on the Water with the 2025 Scout 261 XSS Step aboard the 2025 Scout 261 XSS and embrace a world of luxury and adventure. This new vessel from Scout promises unpar... View Details

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2025 Aviara AV32 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 34'
- 2025 / New
- Call for price
Experience Luxury with the 2025 Aviara AV32 Outboard Step aboard the epitome of sophistication and performance with the 2025 Aviara AV32 Outboard. Crafted to perfection by Aviara,... View Details

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2025 Aviara AV36

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37'
- 2025 / New
- Call for price
Introducing the 2025 Aviara AV36: Experience the ultimate luxury on water with the Aviara AV36, a masterpiece of design and performance. Luxurious Craftsmanship: An exquisite blend... View Details

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2025 Aviara AV40 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 42'
- 2025 / New
- Call for price
2025 Aviara AV40 Outboard Experience the epitome of luxury and performance with the 2025 Aviara AV40 Outboard. Crafted with meticulous attention to detail, this stunning vessel is... View Details

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2024 Aviara AV32

$369,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 32'
- 2024 / New
- $369,000
Contact us to find out ALL available savings! Aviara has redefined the modern day boat to bring you true luxury. This is the fusion of progressive design and effortless comfort, th... View Details

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$369,000
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2016 Regal 2100 SURF

$78,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 0'
- 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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2026 Saxdor 320 GTC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 32'
- 2026 / New
- Call for price
Act fast on this limited-time offer! Experience Ultimate Luxury with the 2025 Saxdor 320 GTC! Introducing the breathtaking 2025 Saxdor 320 GTC, where impeccable design meets exhila... View Details

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2026 Cruisers 50 Cantius

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 49'
- 2026 / New
- Call for price
Seize this exclusive opportunity! Complimentary Turbojet 325 Tender Included. The 2026 Cruisers Yachts 50 Cantius represents the perfect balance of luxury, performance, and innovat... View Details

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2002 Crownline 215 CCR

$15,495

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

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$15,495
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2026 Galeon 335 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 33'
- 2026 / New
- Call for price
2026 Galeon 335 GTO Experience the ultimate in luxury with the 2026 Galeon 335 GTO, where performance meets sophistication. This stunning vessel is powered by two Mercury Verado 35... View Details

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2026 Azimut Verve 48

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 49'
- 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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2026 Azimut Atlantis 45

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 48'
- 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 Sea Ray SLX 260 Surf

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 26'
- 2026 / New
- Call for price
Introducing the SLX 260 Surf. Discover the SLX 260 Surf, where luxury meets innovation in wakesurfing technology. This exceptional boat combines the elegance of the SLX 260 with cu... View Details

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2026 Sea Ray SLX 260

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 26'
- 2026 / New
- Call for price
Your companion for endless fun. Experience an escape from the day-to-day in a model that steals the spotlight with sophisticated style, luxury details and easy-to-use amenities. Th... View Details

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2026 Sea Ray Sundancer 370

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38'
- 2026 / New
- Call for price
Step into luxury with the Sea Ray Sundancer 370: Indulge in the ultimate on-water experience aboard the Sea Ray Sundancer 370. This magnificent boat offers a perfect blend of luxur... View Details

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2026 Cruisers 42 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 42'
- 2026 / New
- Call for price
Navigate waters with ease in the 2026 Crusiers Yachts 42 GLS. Powered by Mercury engines reach speeds up to 48 mph. With dual beach doors, a full galley, comfortable seating, and s... View Details

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Showing 64 to 84 of 1,637 boats found.

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