Boats for sale in Chicago Illinois

1,166 boats found within 100 miles out of 14,821 Boats Found

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2025 Harris 250 Cruiser

$78,863

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26' / 9'
- 2025 / New
- $78,863
Take advantage of limited-time savings on in-stock boats!Act fast on this limited-time offer! Embark on Luxury Adventures with the 2025 Harris 250 Cruiser SL Tri-Toon Experience ef... View Details

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$78,863
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2025 Mastercraft XT23

$184,295

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23' / 9'
- 2025 / New
- $184,295
Take advantage of limited-time savings on in-stock boats!Act fast on this limited-time offer! Thanks to a unique hull design paired with MasterCraft's integrated SurfStar system, t... View Details

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$184,295
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2025 Barletta Cabrio

$96,801

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 24' / 9'
- 2025 / New
- $96,801
Act fast on this limited-time offer! BARLETTA CABRIO 24 UC Is Cabrio right for you? Spend time with family on the water in the price conscious Cabrio. The same fit and finish, inno... View Details

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$96,801
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2006 Formula 330 SS

$83,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 33' / 0'
- 2006 / Used
- $83,995
2006 Formula 330 SS View Details

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$83,995
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2025 Bayliner V20I

$57,354

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 20' / 0'
- 2025 / New
- $57,354
2025 Bayliner V20I Experience the pinnacle of luxury boating with the exquisite 2025 Bayliner V20I, now available at SkipperBud's Pewaukee in Pewaukee, WI. This new vessel is desig... View Details

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$57,354
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2023 Starcraft CX23E

$45,500

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 24' / 0'
- 2023 / Used
- $45,500
2023 Starcraft CX23E Pontoon – Like New! Experience luxuryon the water with the 2023 Starcraft CX23E Pontoon! Whether you’re planning apeaceful day of swimming and lounging, a fami... View Details

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$45,500
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2020 Mastercraft X22

$114,694

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22' / 0'
- 2020 / Used
- $114,694
The X22 is an absolute surf beast and has a wave that is right for everyone. Whether you are a surf enthusiast, or just a weekend warrior, the X22 won't disappoint. Give us a call... View Details

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$114,694
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2022 Sea Doo SWITCHSPORT21

$32,995

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 21' / 0'
- 2022 / Used
- $32,995
2022 Sea-Doo SWITCHSPORT21 View Details

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$32,995
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2025 Starcraft 211SVX OB

$64,198

Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 21' / 9'
- 2025 / New
- $64,198
Act fast on this limited-time offer! The SVX series proves that fun on the water doesn't have to come with a big price tag. SVX comes loaded with value, including features like a f... View Details

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$64,198
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2000 Sunseeker PREDATOR

$790,000

Pewaukee, WI
- Pewaukee, WI
- Yacht
- 75' / 0'
- 2000 / Used
- $790,000
Step aboard the Sunseeker 75 Predator, a masterpiece of luxury and performance. This 75-foot yacht, with a 17'4" draft, is powered by twin, 1200 horsepower diesel engines with just... View Details

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$790,000
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2021 Tige Z3

$99,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23' / 0'
- 2021 / Used
- $99,995
2021 Tige Z3 View Details

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$99,995
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