Boats for sale in Chicago Illinois - BoatCrazy

1,207 boats found within 100 miles out of 14,768 Boats Found

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2026 Yamaha 195 FSH Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 195 FSH Sport, style and performance at an affordable price. With it's sleek t-top design, powerful supercharged engine, innovative fishing features, an... View Details

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2026 Yamaha 252SD

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 25' / 0'
- 2026 / New
- Call for price
The future is now with the 2026 Yamaha 252SD. Introducing DRiVE X, the next evolution of Yamaha's DRiVE technology, revolutionizing boat maneuverability. With this advanced system,... View Details

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2026 Yamaha 220 FSH Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 22' / 0'
- 2026 / New
- Call for price
Fish to wake on the 2026 Yamaha 220 FSH Sport. Enjoy the perfect blend of versatility and affordability with the 220 FSH Sport. Whether you're wakesurfinhg, fishing, cruising or en... View Details

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2026 Yamaha 222 FSH Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 22' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 222 FSH Sport, the perfect catch. The 222 FSH Sport redefines excellence in 22-foot center console boats with its powerful twin-engine setup, offering s... View Details

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2026 Mastercraft XT23

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 23' / 0'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft XT23. With head-turning looks, serious wave-making power, and comfort to keep everyone happy, the XT23 is built to take over the lake-not just hand... View Details

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2026 Mastercraft ProStar

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 20' / 0'
- 2026 / New
- Call for price
The 2026 MasterCraft Prostar is a purpose-obsession wakeski boat-refined for today's skiers and ready for the next generation. With perfected ergonomics, a meticulously designed hu... View Details

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2026 Mastercraft XT22 T

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 22' / 0'
- 2026 / New
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Introducing the 2026 MasterCraft XT22 T, pairing iconic style with modern muscle, delivering proven performance in a package that looks as good as it rides. With a traditional bow... View Details

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2026 Mastercraft XT22

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 22' / 0'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft XT22-all about great waves, plenty of room, and style that fits your vibe. At 22 feet, it holds up to 16 people and comes with smart features like... View Details

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2026 Mastercraft NXT24

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 24' / 0'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft NXT24. It is the biggest and boldest in the NXT family, now with standout style and thoughtful upgrades throughout. Premium vinyl pleating, powder-... View Details

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2026 Mastercraft XT24

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Ski & Wake
- 24' / 0'
- 2026 / New
- Call for price
The 2026 MasterCraft XT24-big, bold, and built to deliver-waves, comfort, and style all in one serious package. At 24 feet, it's the largest in the XT lineup with room for 17 and 3... View Details

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2026 Yamaha 255 FSH Sport E

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 0' / 0'
- 2026 / New
- Call for price
Go where the fish are 2026 Yamaha 255 FSH Sport E. Equipped with twin 1.8L supercharged engines delivering a combined 500 horsepower, the 255 FSH Sport E promises exceptional perfo... View Details

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2026 Harris Crowne 250

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 29' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Crowne 250, luxury redefined. User-friendly boating technology is standard on the Crowne. You'll enjoy dual Simrad NSX12 screens and live-data connectiv... View Details

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2026 Yamaha 252 FSH Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 0' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 252 FSH Sport, built to unleash your adventure. The 252 FSH Sport is built to tackle big waves, big fish, and your biggest aspirations, providing the pe... View Details

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2026 Sailfish 360 CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 39' / 0'
- 2026 / New
- Call for price
The flagship 360 center console combines unsurpassed quality and state-of-the-art technology with a layout and features designed for maximum versatility. Fish, play, cruise or ente... View Details

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2026 Saxdor 270 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2026 / New
- Call for price
Experience the epitome of luxury and performance with the Saxdor 270 GTO. Designed for those who demand the best on the water, this sleek vessel embodies sophistication and style.... View Details

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2026 Sailfish 232 CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 23' / 0'
- 2026 / New
- Call for price
Center consolde spaciousness meets family-friendly versatility in the Sailfish 232 center console. With an array of features and options for fishing trips and fun-filled outings, t... View Details

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2026 Yamaha SX190

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 19' / 0'
- 2026 / New
- Call for price
A perfect welcome to the water. The 2026 Yamaha SX190 can promise hassle-free ownership with innovative features and sleek design at an afforable price. The Yamaha SX190 is easy to... View Details

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2026 Yamaha SX195

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 19' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha SX195, built to elevate your weekends. Experience unrivaled supercharged performance, striking styling, and exceptional value in its class. Key Features... View Details

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2026 Yamaha 195S

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 19' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 195S, affordable luxury features at 19-feet. High-tech features, sleek design, and top-notch performance create the ultimate affordable 19-foot boat pac... View Details

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2026 Sailfish 276 DC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 29' / 0'
- 2026 / New
- Call for price
Incredible versatility and comfort are hallmarks of the 276 dual console. A 6th-generation VDS hull ensures a soft, dry ride, while the spacious, ergonomic deck design and an array... View Details

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2026 Sailfish 312 CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 31' / 0'
- 2026 / New
- Call for price
The all-new 2026 Sailfish center console offers an incredible VDS hull design for fuel efficiency and comfort, a striking appearance, ample space, and prioritized safety. It has ev... View Details

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Showing 85 to 105 of 1,207 boats found.

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