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Available Boats for sale in Winthrop Harbor Illinois

  • The 2026 Sea Ray SLX 310: Luxury and Style Redefined. The 2026 Sea Ray SLX 310 sets the standard for luxury and style on the water. This exceptional boat combines cutting-edge desi... View Details

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  • 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

    $199,900
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  • 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

    $49,995
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  • JUST LISTED!!! Exclusively FRESH WATER since new, single owner, LOW HOUR (<85 origninal hours!), twin-engine Sea Ray 290 Bow Rider! Yes, everything in that opening statement is... View Details

    $42,500
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  • 2000 Sea Ray 460 SUNDANCER View Details

    $209,900
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  • Yamaha's most affordable center console boat, the 2026 Yamaha 190 FSH Sport. Enjoy all your favorite features combined in one, making this the most budget-friendly center console b... View Details

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  • Introducing the 2026 Yamaha 252XE, made with superior design meets function. The 252XE, with its combined 400 horsepower, seamlessly integrates top watersports features with advanc... View Details

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  • 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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  • Introducing the 2026 Yamaha 255XD, the ultimate jet-powered wakesurfer. The 255XD, with its combined 500 horsepower, features cutting-edge DRiVE X technology, exceptional wakesurf... View Details

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  • The 2026 Yamaha 222XD, where wakesurf fun meets advanced technology. The 222XD is a powerhouse of versatility and performance, delivering exhilarating wakesurfing experiences and u... View Details

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  • 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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  • 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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  • 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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  • Unleashed power, wake technology, and style-all decribe the 2026 Yamaha 255XE. The 255XE, with a combined 500 horsepower, showcases advanced technology for exceptional wakesurf per... View Details

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  • Just landed and ready to make waves! The Saxdor 340 GTWA is designed to offer both accessibility and comfort, creating an expansive space perfect for leisure activities and providi... View Details

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  • Ready for viewing, , Upgraded, Cleaned, 680 Engine Hours, Turn Key!!! Experience timeless styling, impressive performance, and exceptional care with this 1996 Sea Ray 290 Sundancer... View Details

    $34,900
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  • 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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  • 2012 Monterey 264FS Enjoy Lake Michigan’s fresh air and the lively scene around North Point Marina aboard this 2012 Monterey 264FS—a sport boat designed for big fun and premium com... View Details

    $37,034
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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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  • Introducing the 2026 MasterCraft NXT24-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 lineip with room... View Details

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  • Introducing the 2026 MasterCraft NXT 22. Fresh style and proven performance in one dialed-in package-that's the NXT22. SurfStar and ample ballast mean you get clean, consistent wav... View Details

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1 to 21 of 1,558 boats found.