Boats for sale in Chicago Illinois

1,206 boats found within 100 miles out of 14,774 Boats Found

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2025 Sea Ray SDX 250 Outboard

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Walworth, WI
- Walworth, WI
- Runabout
- 25' / 0'
- 2025 / New
- Call for price
Introducing the remarkable 2024 Sea Ray SDX 250 Outboard - the epitome of luxury and performance on the water. This stunning boat is designed to exceed your expectations and offers... View Details

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2025 Sea Ray SDX 270 Outboard

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Walworth, WI
- Walworth, WI
- Runabout
- 27' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Sea Ray SDX 270 Outboard: Step aboard the all-new Sea Ray SDX 270 Outboard and elevate your boating experience to new heights. This 27-foot deck boat is a luxu... View Details

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2025 Sea Ray SLX 350

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Walworth, WI
- Walworth, WI
- Runabout
- 35' / 0'
- 2025 / New
- Call for price
The 2025 Sea Ray SLX 350: Embark on a journey of luxury, power, and performance with the 2025 Sea Ray SLX 350. This exceptional boat is the perfect combination of style and functio... View Details

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2019 Supra SA400

$115,000

Delavan, WI
- Delavan, WI
- Ski & Wake
- 25' / 0'
- 2019 / Used
- $115,000
Stock #360586 Reason for selling is "Plans changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! 350HP INDMAR! TRAILER INCLUDED!! READY TO PL... View Details

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$115,000
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2016 Chaparral 290 Signature

$138,900

South Bend, IN
- South Bend, IN
- Cruiser
- 29' / 9'
- 2016 / Used
- $138,900
Stored Off Site, Shown By Appointment ONLY please! Most cruisers in this size range require you to wake up and disassemble the forward berth if you want to use the dinette for an e... View Details

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$138,900
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1999 Sea Ray 500 Sundancer

$199,000

South Haven, MI
- South Haven, MI
- Express Cruiser
- 50' / 0'
- 1999 / Used
- $199,000
Stock #471094 Video of this vessel available at www [dot] popsells [dot] com/view/471094 Reason for selling is "Has not used enough". ANY and ALL offers will be put in front of... View Details

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$199,000
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2023 Custom Built 25 Hadlee Houseboat

$69,000

South Haven, MI
- South Haven, MI
- Houseboat
- 25' / 8'
- 2023 / Used
- $69,000
Custom Built Houseboat Immerse yourself in stylish and comfortable houseboat living with this newly built 2023 Hadley Houseboat, only the third one built, the other two have b... View Details

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$69,000
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2021 Sylvan L3 LZ

$38,700

Edwardsburg, MI
- Edwardsburg, MI
- Pontoon
- 24' / 0'
- 2021 / Used
- $38,700
Stock #452780 Video of this vessel available at www [dot] popsells [dot] com/view/452780 Reason for selling is "Doesn't use it. Came with the home.". ANY and ALL offers will be... View Details

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$38,700
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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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2026 Barletta Aria 22 QC

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Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 21' / 0'
- 2026 / New
- Call for price
2026 Barletta ARIA22QC Experience the epitome of luxury with the 2026 Barletta ARIA22QC, a masterpiece meticulously crafted for those who demand nothing but the best. This new beau... View Details

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2026 Barletta Cabrio 24 UE

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Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 25' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Barletta CABRIO24UE Experience unparalleled luxury on the water with the stunning 2026 Barletta CABRIO24UE. Designed with meticulous attention to detail, this... View Details

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