Boats for sale in Chicago Illinois

1,166 boats found within 100 miles out of 14,841 Boats Found

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2026 Galeon 335 GTO

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 33' / 0'
- 2026 / New
- Call for price
2026 Galeon 335 GTO Experience the ultimate in luxury with the 2026 Galeon 335 GTO, where performance meets sophistication. This stunning vessel is powered by two Mercury Verado 35... View Details

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2026 Azimut Verve 42

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Pewaukee, WI
- Pewaukee, WI
- 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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2019 Tige R20

$59,900

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2019 / Used
- $59,900
2019 Tige R20 View Details

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$59,900
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2025 Harris 230 Cruiser

$53,477

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2025 / New
- $53,477
Take advantage of limited-time savings on in-stock boats!Act fast on this limited-time offer! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or es... View Details

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$53,477
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1989 Carver 30 SANTEGO

$20,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 30' / 0'
- 1989 / Used
- $20,995
Carver has long been well known for comfort, quality and styling. The 30 Santego was in its day a staple of the Carver family for being an affordable Cruiser. This well-maintained... View Details

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$20,995
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2026 Azimut Atlantis 45

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Pewaukee, WI
- Pewaukee, WI
- Yacht
- 48' / 0'
- 2026 / New
- Call for price
Full of athletic splendor with a chic design appeal, the 2026 Azimut Atlantis 45 is optimized for peak performance, top comfort and effortless elegance. Well-organized living space... View Details

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2025 Yamaha 190AR

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Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 19' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Yamaha 190AR Step into the world of luxury with the stunning 2025 Yamaha 190AR, available now at SkipperBud's Pewaukee in Pewaukee, WI. This remarkable vessel... View Details

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2025 Yamaha 220AR

$61,102

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 22' / 0'
- 2025 / New
- $61,102
2025 Yamaha 220AR Step into the world of luxury boating with the brand-new 2025 Yamaha 220AR, where performance meets elegance. Experience the thrill of cutting through the water w... View Details

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$61,102
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2025 Mastercraft NXT24

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Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24' / 0'
- 2025 / New
- Call for price
Discover the MasterCraft NXT24 Experience the epitome of spaciousness and thrill with the all-new NXT24 from MasterCraft. This impressive addition to our lineup boasts a generous 2... View Details

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2025 Sea Ray SPX 210

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 22' / 0'
- 2025 / New
- Call for price
Discover the Sea Ray SPX 210 Embark on thrilling aquatic adventures with the Sea Ray SPX 210, a vessel designed for pure excitement and unforgettable experiences on the water. This... View Details

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2025 Bayliner M15

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 15' / 0'
- 2025 / New
- Call for price
Introducing the stunning and highly versatile 2025 Bayliner M15! Crafted to perfection, this compact bowrider boat is perfect for both beginners and experienced boaters alike. With... View Details

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2025 Sea Ray SDX 290

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 29' / 0'
- 2025 / New
- Call for price
Experience Luxury and Performance with the 2025 Sea Ray SDX 290 Step aboard the 2025 Sea Ray SDX 290 and enter a world of opulence and excitement. Crafted with precision and innova... View Details

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2008 Centurion FALCON

$19,968

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2008 / Used
- $19,968
The 2008 Centurion Falcon is the ultimate combination of performance, style, and versatility, designed for water sports enthusiasts who demand excellence. Featuring Centurion's leg... View Details

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$19,968
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2011 Axis A20

$29,344

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2011 / Used
- $29,344
Luxury Awaits: 2011 AXIS A20 Embark on a voyage of unparalleled luxury with the striking 2011 AXIS A20 at SkipperBud's Pewaukee. Performance Redefined Experience pure exhilaration... View Details

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$29,344
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2022 Heyday H22

$69,964

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22' / 0'
- 2022 / Used
- $69,964
Sale Price: $69,900 View Details

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$69,964
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2025 Mastercraft XSTAR

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Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23' / 0'
- 2025 / New
- Call for price
Experience Unmatched Performance Introducing the 2025 Mastercraft XSTAR, where cutting-edge engineering meets exhilarating performance. This stunning vessel is powered by a robust... View Details

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2015 Axis A20

$49,636

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2015 / Used
- $49,636
Experience Luxury on Water Introducing the 2015 Axis A20, where elegance meets adventure. This stunning vessel is designed to impress, boasting sleek lines and a robust hull that p... View Details

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$49,636
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2025 Sailfish 226 DC

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
2025 Sailfish 226 DC Experience the thrill of the open water with the remarkable 2025 Sailfish 226 DC, expertly crafted for luxury and performance. This stunning dual console boat... View Details

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2025 Sailfish 276 DC

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 29' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Sailfish 276 DC Step aboard the prestigious 2025 Sailfish 276 DC and elevate your boating experience to new heights. This luxury vessel boasts impeccable cra... View Details

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2025 Sailfish 220 WA

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 21' / 0'
- 2025 / New
- Call for price
Experience Luxury on the Water with the 2025 Sailfish 220 WA This 2025 Sailfish 220 WA is the epitome of luxury on the water, promising unparalleled experiences for the discerning... View Details

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2025 Sailfish 316 DC

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 33' / 0'
- 2025 / New
- Call for price
Experience Luxury on Water with the 2025 Sailfish 316 DC Indulge in the epitome of marine luxury with the 2025 Sailfish 316 DC, crafted for those who seek unparalleled performance... View Details

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