Boats for sale in Chicago Illinois

1,752 boats found within 100 miles out of 16,410 Boats Found

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2024 Mastercraft X24

$204,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24' / 9'
- 2024 / New
- $204,995
Contact us to find out ALL available savings! All Sale and/or Clearance Prices include all rebates and incentives. Command the surf with the machine that was named most innovative... View Details

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$204,995
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2024 Mastercraft XT25

$173,240

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 25' / 9'
- 2024 / New
- $173,240
Contact us to find out ALL available savings! All Sale and/or Clearance Prices include all rebates and incentives. Introducing the all-new XT25. Completely redesigned from the hull... View Details

View 11 Photos and Details Contact Seller

$173,240
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2025 Mastercraft NXT20

$109,114

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 8'
- 2025 / New
- $109,114
Contact us to find out ALL available savings! Explore the Waves in Style with the NXT20 Discover the perfect combination of affordability and excitement with the NXT20 boat. Measur... View Details

View 30 Photos and Details Contact Seller

$109,114
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2025 Mastercraft XT22

$176,058

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22' / 9'
- 2025 / New
- $176,058
Contact us to find out ALL available savings! Versatility and flexibility are important when you want to please the crowd. The XT22 has you covered with seating for 16 and a spacio... View Details

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$176,058
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2025 Mastercraft NXT21

$122,068

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 21' / 8'
- 2025 / New
- $122,068
Contact us to find out ALL available savings! The fresh new MasterCraft NXT22 is big news. One of our most popular boats ever has a brand new design and updates from tip to tail. T... View Details

View 15 Photos and Details Contact Seller

$122,068
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2025 Harris 250 Cruiser

$77,167

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26' / 9'
- 2025 / New
- $77,167
Contact us to find out ALL available savings! Embark on Luxury Adventures with the 2025 Harris 250 Cruiser SL Tri-Toon Experience effortless power and performance with the MERCRUIS... View Details

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$77,167
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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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2017 Palm Beach 220 Ultra RRE

$81,900

Lake Mills, WI
- Lake Mills, WI
- Pontoon
- 22' / 0'
- 2017 / Used
- $81,900
Stock #257210 Reason for selling is "Plans changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! Rare double-decker tritoon with a waterslide... View Details

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$81,900
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2005 Sea Ray 500 Sundancer

$340,000

Holland, MI
- Holland, MI
- Yacht
- 50' / 0'
- 2005 / Used
- $340,000
02/22/2026 PRICE REDUCED TO $340,000| Motivated Seller Presenting this 2005 Sea Ray 500 Sundancer, a well-maintained freshwater express cruiser located on the Great Lakes and curr... View Details

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$340,000
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