Boats for sale in Chicago Illinois

1,609 boats found within 100 miles out of 14,296 Boats Found

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2026 Barletta Cabrio 24 UE

$99,995

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $99,995
Act fast on this limited-time offer! Introducing the 2026 Barletta CABRIO24UE Experience unparalleled luxury on the water with the stunning 2026 Barletta CABRIO24UE. Designed with... View Details

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$99,995
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2005 Bentley 240 CRUISE

$10,097

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 24'
- 2005 / Used
- $10,097
2005 Bentley 240 CRUISE Step aboard the 2005 Bentley 240 CRUISE and experience the perfect blend of performance and luxury on the water. This stunning vessel, with its elegant desi... View Details

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$10,097
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1997 Sea Ray 330 EXPRESS CRUISER

$59,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 33'
- 1997 / Used
- $59,995
1997 Sea Ray 330 EXPRESS CRUISER View Details

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$59,995
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2023 Starcraft 211 SVX

$49,995

Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 21'
- 2023 / Used
- $49,995
2023 Starcraft 211 SVX View Details

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$49,995
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2016 Sea Ray 190 SPX

$18,995

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 19'
- 2016 / Used
- $18,995
2016 Sea Ray 190 SPX, powered by Mercruiser 4.3L 190HP. This boat has had only two previous owners and is in Immaculate condition, always stored indoors and ready for the water. Eq... View Details

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$18,995
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2004 Centurion AVALANCHE C4

$24,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2004 / Used
- $24,995
Thie Centurion will put a smile on your face as soon as you hear the big V8 with the thru hull exhaust! Get into a great performance tow boat without breaking the bank. Come on dow... View Details

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$24,995
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2026 Barletta Corsa

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 0'
- 2026 / New
- Call for price
Introducing the 2026 Barletta Corsa Luxury Boat Experience the epitome of luxury and performance with the 2026 Barletta Corsa, a masterpiece of craftsmanship and innovation. Luxuri... View Details

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2022 Heyday H22

$68,086

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2022 / Used
- $68,086
Sale Price: $69,900 View Details

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$68,086
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2026 Barletta Lusso

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 0'
- 2026 / New
- Call for price
Introducing the 2026 Barletta Lusso Experience the epitome of luxury on the water with the 2026 Barletta Lusso. Luxurious Craftsmanship Step aboard and immerse yourself in the stun... View Details

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2026 Yamaha SX195

$54,858

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 19'
- 2026 / New
- $54,858
Act fast on this limited-time offer! 2026 Yamaha 195SX Step into the world of luxury and adventure with the brand-new 2026 Yamaha 195SX, available at SkipperBud's Pewaukee in Pewau... View Details

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$54,858
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2003 Sea Ray 550 SUNDANCER

$334,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 55'
- 2003 / Used
- $334,995
2003 Sea Ray 550 Sundancer – Turn-Key Luxury with Extensive Upgrades This impeccably maintained 2003 Sea Ray 550 Sundancer combines proven performance, refined comfort, and timel... View Details

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$334,995
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2020 Mastercraft X22

$106,421

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2020 / Used
- $106,421
2020 Mastercraft X22 Enjoy next-level wakesurfing and family fun on Pewaukee Lake with the 2020 MasterCraft X22. Powered by the Ilmor 6.0L MPI inboard engine, this boat delivers ef... View Details

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$106,421
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2002 Larson 210 SEI

$12,508

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 21'
- 2002 / Used
- $12,508
This 2002 Larson 210 looking for a new home! This pre-owned bowrider has 600 engine hours and is ready for another 400 with you and your family. This boat features a Yamaha 175HP O... View Details

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$12,508
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