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Available Boats for sale in Chicago Illinois

  • Finished in a bold Ebony and Arctic White exterior with refined Wakesetter graphics, this 22LSV delivers unmistakable presence from every angle. Step onboard and you’re welcomed by... View Details

    $222,898
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  • Step into the next generation of luxury boating with this 2026 Cobalt R8, powered by the impressive Volvo V8 430hp engine. Known for its refined performance, quiet power delivery,... View Details

    $277,599
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  • Get ready for endless thrills with this 2023 Axis A20, a top-tier wake boat built for performance, comfort, and style.Powered by the Malibu Monsoon M5Di 360hp engine and boasting o... View Details

    $89,990
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  • Price Drop 2023 Malibu Response TXi

    Step into world-class waterskiing performance with this very gently used 2023 Malibu Response TXi, complete with a matching trailer. Known as the pinnacle of precision in the water... View Details

    $87,990
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  • Finished in a bold Graphite Gray, Ebony, and White exterior, this R6 Surf carries an unmistakable presence on the water. Step aboard and you’re welcomed by a refined Summit/Frost i... View Details

    $273,153
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  • Stretching nearly 28 feet with a deep, confident profile, the R8 is designed to feel larger, more refined, and more capable than anything else in its class. Its spacious layout, hi... View Details

    $260,622
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  • At the heart of the 23LSV is Malibu’s proven Monsoon M5Di engine, delivering smooth, confident torque and precision control whether you’re dialing in a competition-level surf wave... View Details

    $243,493
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  • At the heart of this R8 Surf is the Volvo V8-430CE forward-facing engine, delivering next-level performance with deep reserves of torque and precision control. Whether you’re build... View Details

    $338,985
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  • From the moment you step aboard, the R8 Surf showcases the meticulous attention to detail that has made Cobalt one of the most respected names in boating. Rich wood interior accent... View Details

    $328,535
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  • Eye-catching Maya Blue exterior with a beautifully appointed Cool Sepia Brown and Maya Blue interior, this M230 delivers the perfect balance of luxury, innovation, and legendary Ma... View Details

    $351,507
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  • Powered by a dependable 260 HP Mercury V8 with just 580 hours, this well-maintained sport boat delivers the smooth ride, responsive performance, and premium fit and finish that hav... View Details

    $9,490
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  • 2026 Malibu 23 LSV is powered by the proven Malibu Monsoon M5Di 360HP engine and includes a matching custom trailer. Engineered to create championship-caliber waves, this 23 LSV c... View Details

    $247,184
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  • Powered by the renowned Malibu Monsoon M5Di engine, the A200 provides responsive power, exceptional reliability, and the performance needed to create unforgettable days on the wate... View Details

    $130,075
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  • Powered by the proven Malibu Monsoon M5Di engine, the A245 delivers exhilarating performance, responsive handling, and the confidence to spend more time making memories and less ti... View Details

    $151,987
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  • Discover the thrilling combination of sport and luxury with the 2026 Sea Ray SDX 230 Surf (Stock #220482), a high-performance surf boat engineered for exceptional wave riding and u... View Details

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  • Experience the pinnacle of luxury and performance with the 2026 Sea Ray Sundancer 320 (Stock #220953), an elegant express cruiser designed for extended cruising and stylish enterta... View Details

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  • Experience unmatched luxury and performance with the 2026 Sea Ray SLX 280 (Stock #220954), a premier sport boat designed for exhilarating on-water adventures and stylish entertaini... View Details

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  • Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any participating SkipperBud's locati... View Details

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  • Easy does it with the 2026 Harris Breeze 210. No frills, all fun. Harris made a simple boat that covers all your needs without the costly extra features. The Breeze is for those wh... View Details

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  • Introducing the 2026 Harris Cruiser 250, built without compromise. Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line.... View Details

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  • Introducing the 2026 Harris Cruiser 190, made without compromise. Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line.... View Details

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Showing 358 to 378 of 480 boats found.