Boats for sale in Chicago Illinois - BoatCrazy

1,148 boats found within 100 miles out of 13,568 Boats Found

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2026 Scout 255 Dorado

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 26'
- 2026 / New
- Call for price
The 255 Dorado us a dual console family-friendly sportfishing model ideal for fishing, cruising, entertaining, and watersports. One of the unique innovations onboard the model is a... View Details

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2026 Scout 357 LXF

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 35'
- 2026 / New
- Call for price
The 357 LXF S-Class will surpass all of your expectations. When you step abpard and experience the extended space designed into this model, coupled with the performance, innovation... View Details

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2026 Scout 400 LXF

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 40'
- 2026 / New
- Call for price
The revolutionary 2026 Scout 400 LXF, a true masterpiece of innovation in the world of boating. This stunning model combines exceptional technology, unmatched performance, and luxu... View Details

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2026 Scout 330 LXF

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 33'
- 2026 / New
- Call for price
The remarkable 2026 Scout 330 LXF, a true masterpiece in the world of boating. Crafted with precision and designed for ultimate performance, this luxury fisherman's dream boat will... View Details

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2026 Galeon 440 FLY

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Pewaukee, WI
- Pewaukee, WI
- Yacht
- 46'
- 2026 / New
- Call for price
Galeon has leverage all of its storied boatbuilding experience to create the 440 FLY, a medium-sized motoryacht packed with intelligent innovations and a fresh approach to onboard... View Details

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2026 Galeon 425 HTS

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Pewaukee, WI
- Pewaukee, WI
- Yacht
- 44'
- 2026 / New
- Call for price
The 2026 Galeon 425 HTS is a 44-foot, classic express-style cruiser with options usually seen on much larger vessels. Specificall, the salon and cockpit can convert into a single,... View Details

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2026 Harris 230 Grand Mariner

$157,465

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2026 / New
- $157,465
Act fast on this limited-time offer! Luxurious Performance Awaits Introducing the stunning 2026 Harris 230 Grand Mariner, where elegance meets unparalleled performance. This premiu... View Details

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$157,465
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2026 Harris 230 Grand Mariner

$153,559

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2026 / New
- $153,559
Act fast on this limited-time offer! Experience Unmatched Luxury Step aboard the 2026 Harris 230 Grand Mariner, where sophisticated design meets unparalleled comfort. This luxuriou... View Details

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$153,559
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2026 Mastercraft X24

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Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24'
- 2026 / New
- Call for price
The Mastercraft X24: Experience the epitome of adrenaline-fueled excitement and aquatic thrills with the Mastercraft X24. A powerhouse vessel designed to create unforgettable momen... View Details

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2025 Harris 230 Cruiser

$69,523

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23'
- 2025 / New
- $69,523
Contact us to find out ALL available savings! Luxurious Adventures Await with the 2025 Harris 230 Cruiser Embark on opulent escapades aboard the prestigious 2025 Harris 230 Cruiser... View Details

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$69,523
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2011 Regal 1900

$14,995

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 19'
- 2011 / Used
- $14,995
Experience the 2011 Regal 1900. Whether you're cruising the open waters or enjoying watersports with friends and family, the Regal 1900 delivers an unparalleled experience. With it... View Details

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$14,995
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2026 Yamaha AR220

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 22'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha AR220, value-packed watersports fun. Offering the perfect blend of value, versatility, and convenience in an affordable 22-foot package. Key Features Pe... View Details

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2024 Tiara 38LS

$699,995

Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 38'
- 2024 / Used
- $699,995
2024 Tiara Yachts 38LS View Details

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$699,995
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2022 Mastercraft XT 24

$152,187

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24'
- 2022 / Used
- $152,187
This is a Skipperbud’s Certified Pre-Owned Vessel. Every Skipperbud’s Certified Pre-Owned boat undergoes a 360° bow-to-stern inspection by Skipperbud’s Certified technicians, and i... View Details

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$152,187
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2026 Yamaha SX195

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 19'
- 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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2000 Bayliner 5288 PILOTHOUSE MOTORHOUSE

$299,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 52'
- 2000 / Used
- $299,995
The "Live Aboard Lifestyle" simply does not get any better than this. Exclusively used in Fresh Water since new, this one owner Bayliner 5288 has been meticulously maintained since... View Details

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$299,995
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2022 Mastercraft NXT22

$89,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2022 / Used
- $89,995
This 2022 NXT22 really well equipped with DockStar, Surfstar, advamced audio package, convertible rear seat, convenience package, removable ski pylon and tandom axle trailer. Intro... View Details

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$89,995
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2026 Yamaha AR195

$54,962

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 19'
- 2026 / New
- $54,962
Act fast on this limited-time offer! Introducing your 2026 Yamaha AR195, supercharge your Saturdays. Enjoy unparalleled supercharged performance, standout styling, and incredible v... View Details

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$54,962
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2026 Yamaha 252S

$102,487

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 25'
- 2026 / New
- $102,487
Act fast on this limited-time offer! Experience the Ultimate Luxury on Water Step aboard the 2026 Yamaha 252S, where unparalleled performance meets exquisite craftsmanship. This ne... View Details

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$102,487
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2025 Cruisers 60 CANTIUS

$2,549,000

Pewaukee, WI
- Pewaukee, WI
- Yacht
- 60'
- 2025 / Used
- $2,549,000
Just Listed: 2025 Cruisers Yachts 60 Cantius – Virtually New. Freshwater. Fully Loaded. Step aboard this titled, never-used 2025 Cruisers Yachts 60 Cantius — a yacht that has never... View Details

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$2,549,000
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2026 Yamaha SX190

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Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 19'
- 2026 / New
- Call for price
Immerse Yourself in Luxury Introducing the 2026 Yamaha 190SX, a stunning blend of performance and elegance that invites you to embark on unforgettable water adventures. With its sl... View Details

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Showing 925 to 945 of 1,148 boats found.

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