Boats for sale in Chicago Illinois

1,753 boats found within 100 miles out of 16,010 Boats Found

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2026 Yamaha SX195

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 19' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha SX195, built to elevate your weekends. Experience unrivaled supercharged performance, striking styling, and exceptional value in its class. Key Features... View Details

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2025 Harris Cruiser 210

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 24' / 0'
- 2025 / New
- Call for price
Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you decide, the Cruiser has the amenities to make t... View Details

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2022 Barletta 25 U TT

$99,995

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2022 / Used
- $99,995
2022 Barletta 25 U TT View Details

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$99,995
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2018 Mastercraft XT 20

$75,580

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2018 / Used
- $75,580
**245 Hours** Experience Ultimate Luxury Step aboard the 2018 Mastercraft XT 20, a perfect fusion of luxury and performance. Crafted for those who demand the best, this stunning ve... View Details

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$75,580
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2015 Mastercraft X20

$85,900

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2015 / Used
- $85,900
Features: Premium Audio and Touchscreen Pkg Gen2 Surf System ZFT-4 Tower w/Swivel Clamping Board Racks Hull Metal Flake JL Audio Speakers 2-ZFT-4 BTS Windshield Convertible Center... View Details

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$85,900
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1998 Four Winns 190 RS

$9,500

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 19' / 0'
- 1998 / Used
- $9,500
1998 Four Winns 190 RS View Details

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$9,500
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2019 Quest ADVENTURE 816

$17,421

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 16' / 0'
- 2019 / Used
- $17,421
2019 Quest ADVENTURE 816: A Testament to Luxury and Performance Experience life on the water like never before with the 2019 Quest ADVENTURE 816. Built with precision, this luxurio... View Details

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$17,421
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2026 Bayliner E16LE

$26,633

Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 16' / 0'
- 2026 / New
- $26,633
Act fast on this limited-time offer! Experience Elegance on Water Introducing the stunning 2026 Bayliner E16LE, a luxurious vessel that redefines your aquatic adventures. Nestled a... View Details

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$26,633
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2016 Mastercraft X20

$79,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2016 / Used
- $79,995
66 Hours! The 2016 MasterCraft X20 is the perfect blend of style, performance, and versatility for water enthusiasts. With a sleek design and compact size, this boat is built to de... View Details

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$79,995
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2015 Yamaha AR210

$33,657

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 21' / 0'
- 2015 / Used
- $33,657
2015 Yamaha AR210: Experience the Thrill of the Water Introducing the 2015 Yamaha AR210, a powerhouse on the waves designed for those who seek adventure and exhilaration. This luxu... View Details

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$33,657
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2019 Glastron 225 GTS

$43,995

Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 22' / 0'
- 2019 / Used
- $43,995
2019 Glastron 225 GTS View Details

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$43,995
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2015 Starcraft STARDECK 236

$19,900

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2015 / Used
- $19,900
The 2015 StarCraft StarDeck 236 offers the perfect combination of comfort, stability, and fishing-ready design. With its open layout this model provides a smooth, confident ride an... View Details

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$19,900
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2015 Chaparral SUNESTA 264

$62,652

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 26' / 0'
- 2015 / Used
- $62,652
2015 Chaparral SUNESTA 264 Embark on unforgettable adventures with the stunning 2015 Chaparral SUNESTA 264. This luxurious vessel offers you the perfect blend of performance and st... View Details

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$62,652
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2019 Barletta LUSSO 23UC

$68,909

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2019 / Used
- $68,909
2019 Barletta LUSSO 23UC: Experience Luxury on the Water Step aboard the exceptional 2019 Barletta LUSSO 23UC, where luxury meets performance. This stunning vessel is designed for... View Details

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$68,909
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2009 Sea Ray 175

$11,995

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 17' / 0'
- 2009 / Used
- $11,995
The 2009 Sea Ray 175 is a solid entry point into boating—perfect for anyone looking to get out on the water without the price tag of something brand new. This is a used boat in goo... View Details

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$11,995
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2026 Yamaha 222SE

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Pewaukee, WI
- Pewaukee, WI
- Fishing
- 22' / 0'
- 2026 / New
- Call for price
Just landed and ready to make waves! Introducing 2026 Yamaha 222SE, the flagship features in a mid-sized platform. Experience unparalleled convenience, control, and enjoyment as yo... View Details

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2012 Harris 230 GRAND MARINER

$20,334

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2012 / Used
- $20,334
2012 Harris 230 GRAND MARINER Experience the pinnacle of luxury on the water with the 2012 Harris 230 GRAND MARINER. This exquisite vessel combines cutting-edge performance with el... View Details

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$20,334
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2020 ATX Surf Boats ATX 22

$79,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22' / 0'
- 2020 / Used
- $79,995
2020 ATX Surf Boats ATX 22 View Details

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$79,995
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2014 Starcraft 2000 LIMITED

$21,995

Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 20' / 0'
- 2014 / Used
- $21,995
The 2014 Starcraft 2000 LIMITED is a versatile and well-equipped deck boat designed for a wide range of recreational activities on the water. Combining stylish aesthetics with robu... View Details

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$21,995
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2021 Scarab 195 ID

$32,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 19' / 0'
- 2021 / Used
- $32,995
Take advantage of limited-time savings on in-stock boats!2021 Scarab 195 ID: A Vessel of Adventure Step aboard the 2021 Scarab 195 ID and immerse yourself in a world of luxury and... View Details

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$32,995
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2022 Sea Ray 250 SDX

$119,500

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 25' / 0'
- 2022 / Used
- $119,500
The 2022 Sea Ray 250 SDX is the perfect blend of luxury, performance, and versatility. Whether you’re looking for a high-performance boat for watersports or a comfortable vessel fo... View Details

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$119,500
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