Boats for sale in Chicago Illinois - BoatCrazy

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2025 Aviara AV36

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37' / 0'
- 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' / 0'
- 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' / 10'
- 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' / 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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2001 Sea Ray 310 SUNDANCER

$49,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 31' / 0'
- 2001 / Used
- $49,900
This is a great opportunity for a new home. Fresh water, with 340 pampered Lake Michigan hours on 350MAG. MPI V drives (300 HP each) The boat boasts newer Garmin radar/plotter as w... View Details

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$49,900
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2025 Tige 22RZX

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 24' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Tige 22RZX Prepare to be captivated by the sheer opulence and thrilling capabilities of the 2025 Tige 22RZX. This masterpiece of nautical engineering is the... View Details

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2025 Scout 231 XSB

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 23' / 0'
- 2025 / New
- Call for price
Introducing the 231 XSB - The Ultimate Fishing Machine The 231 XSB is the latest addition to our bay boat/inshore lineup, designed to take your fishing experience to the next level... View Details

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2025 Tige Ultré 23ZX

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 0' / 0'
- 2025 / New
- Call for price
Experience Luxury and Performance with the 2025 Tige Ultré 23ZX Step into a world of opulence and thrill with the 2025 Tige Ultré 23ZX. This luxury boat combines cutting-edge techn... View Details

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2025 Tige Z5

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Tige Z5 - Luxury Redefined Prepare to elevate your boating experience with the stunning 2025 Tige Z5, a masterpiece of performance and luxury. Unleash Power an... View Details

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2026 Azimut Verve 42

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 42' / 0'
- 2026 / New
- Call for price
Rebellious energy and excitement come to life in the Verve 42. Forward-facing and adrenalinic, this performance-driven outboard yacht incorporates a fast and compact nature, while... View Details

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2025 Bayliner VR6 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 23' / 0'
- 2025 / New
- Call for price
The largest model in our bowrider family, the VR6 is also all about space and unparalleled roominess. It combines Bayliner category-leading BeamForward design and our signature Aft... View Details

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2025 Bayliner Element E18

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 18' / 0'
- 2025 / New
- Call for price
2025 Bayliner Element E18 Experience the ultimate aquatic adventure with the stunning 2025 Bayliner Element E18. This luxury vessel combines exceptional performance with exquisite... View Details

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2025 Bayliner VR5

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 20' / 0'
- 2025 / New
- Call for price
The VR5 builds on Bayliner’s proven V-bottom bowrider heritage, while adding form AND function. Forward, the boat employs Bayliner’s category-leading BeamForward™ design, which car... View Details

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2025 Bayliner VR5 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 21' / 0'
- 2025 / New
- Call for price
The VR5 builds on Bayliner proven V-bottom bowrider heritage while adding form AND function. Forward the boat employs Bayliner category-leading BeamForward design which carries the... View Details

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2025 Bayliner T24CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 24' / 0'
- 2025 / New
- Call for price
Introducing the latest game-changer in our Trophy series, the T24CC. This innovative center console boat takes performance and capabilities to new heights, offering an array of exc... View Details

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2025 Bayliner T22CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 23' / 0'
- 2025 / New
- Call for price
Experience the ultimate blend of fishing versatility and cruising comfort with the T22. This exceptional boat offers a deep V-hull and a spacious bow, providing ample space for bot... View Details

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2025 Bayliner VR4 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 19' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Bayliner VR4 Outboard, where style, performance, and versatility come together seamlessly. This stunning boat is designed to elevate your boating experience an... View Details

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2025 Bayliner M19

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 18' / 0'
- 2025 / New
- Call for price
The 2025 Bayliner M19, a true masterpiece of engineering and design. This versatile bowrider is perfect for those seeking endless thrills on the water. Crafted with precision and e... View Details

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2025 Bayliner T20CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 21' / 0'
- 2025 / New
- Call for price
Introducing the T20, the ultimate fusion of functionality and luxury. This exceptional boat effortlessly combines excellent fishability with unrivaled comfort. With a sleek deep V-... View Details

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2025 Bayliner VR6

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22' / 0'
- 2025 / New
- Call for price
A larger version of our new VR5, the VR6 is also all about space and unparalleled roominess. It combines Bayliner’s category-leading BeamForward™ design and new AftAdvantage™ conce... View Details

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2025 Bayliner Element E16

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 16' / 0'
- 2025 / New
- Call for price
2025 Bayliner Element E16 Introducing the stunning 2025 Bayliner Element E16, designed for those who crave adventure on the open water. This new luxury vessel guarantees superior p... View Details

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Showing 43 to 63 of 1,702 boats found.

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