Boats for sale in Chicago Illinois - BoatCrazy

1,148 boats found within 100 miles out of 13,568 Boats Found

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2004 Chaparral 280 SSi

$44,000

Waterford, WI
- Waterford, WI
- Bowrider
- 28'
- 2004 / Used
- $44,000
Stock #487201 Video of this vessel available at www [dot] popsells [dot] com/view/487201 Reason for selling is "Buying a smaller boat". This Chaparral has been on the market for... View Details

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$44,000
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2020 Scout 195 Sportfish

$39,000

Benton Harbor, MI
- Benton Harbor, MI
- Fishing
- 19'
- 2020 / Used
- $39,000
(ORIGINAL OWNER) NICELY EQUIPPED THIS 2020 SCOUT 195 SPORTFISH CENTER CONSOLE OFFERS AN EXCELLENT CONSIDERATION -- PLEASE SEE FULL SPECS FOR COMPLETE LISTING DETAILS. Freshwater/... View Details

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$39,000
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1988 Sea Ray 230

$7,500

Benton Harbor, MI
- Benton Harbor, MI
- Cuddy Cabin
- 23'
- 1988 / Used
- $7,500
Stock #494622 This is a new advertisement, on the market just this week (Jun 15th). Always accepting offers! Added options are Garmin, spotlight, Porta potty with deck pump out,... View Details

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$7,500
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2019 Supra SA400

$115,000

Delavan, WI
- Delavan, WI
- Ski & Wake
- 25'
- 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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1999 Sea Ray 500 Sundancer

$199,000

South Haven, MI
- South Haven, MI
- Express Cruiser
- 50'
- 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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2025 Sea Ray SDX 270

$182,584

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 27'
- 2025 / New
- $182,584
Contact us to find out ALL available savings! Act fast on this limited-time offer! The SDX 270 delivers on maximum capability to make a full day on the water easy to enjoy. With pl... View Details

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$182,584
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2026 Harris Solstice 250

$149,615

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2026 / New
- $149,615
Act fast on this limited-time offer! Pursue adventure with the 2026 Harris Solistice 250. Reimagined and ready for action, the Solstice has more power, more luxury comfort and more... View Details

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$149,615
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2024 Bayliner M19

$33,995

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 19'
- 2024 / Used
- $33,995
This is a Skipperbud’s Certified Pre-Owned Vessel. Every Skipperbud’s Certified Pre-Owned boat undergoes a 360° bow-to-stern inspection by Skipperbud’s Certified technicians, and i... View Details

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$33,995
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2026 Harris Solstice 230

$110,781

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $110,781
Act fast on this limited-time offer! Embrace Luxury on the Water Introducing the 2026 Harris 230SOL, where sophistication meets performance. Sail into your next adventure with unpa... View Details

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$110,781
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2023 Malibu 20 VTX

$114,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2023 / Used
- $114,995
Take advantage of limited-time savings on in-stock boats!2023 Malibu 20 VTX Experience Adventure on the Water Unleash your passion for adrenaline and water sports with the 2023 Mal... View Details

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$114,995
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2008 Glastron SX175

$9,995

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 17'
- 2008 / Used
- $9,995
Take advantage of limited-time savings on in-stock boats!Embark on Unforgettable Adventures Imagine gliding across the serene waters of Pewaukee, WI, with the sleek and stylish 200... View Details

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$9,995
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2025 Barletta LUSSO25UE

$141,296

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2025 / New
- $141,296
Contact us to find out ALL available savings! BARLETTA LUSSO 25 UE Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

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$141,296
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2025 Harris 230 Cruiser

$66,745

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23'
- 2025 / New
- $66,745
Contact us to find out ALL available savings! Experience Unmatched Adventure Introducing the 2025 Harris 230 Cruiser CWDH, where luxury meets performance on the water. Crafted for... View Details

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$66,745
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2026 Mastercraft XT23

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Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft XT23. With head-turning looks, serious wave-making power, and comfort to keep everyone happy, the XT23 is built to take over the lake-not just hand... View Details

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2026 Mastercraft XT24

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Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24'
- 2026 / New
- Call for price
The 2026 MasterCraft XT24-big, bold, and built to deliver-waves, comfort, and style all in one serious package. At 24 feet, it's the largest in the XT lineup with room for 17 and 3... View Details

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2026 Mastercraft NXT23

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Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2026 / New
- Call for price
Introducing the 2026 Mastercraft NXT23. Built to keep things simple-without sacrificing an ounce of performance. With SurfStar and ample ballast, the NXT23 delivers clean, consiste... View Details

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2026 Mastercraft XT20

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Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20'
- 2026 / New
- Call for price
Introducing the 2026 Mastercraft XT20. At 20 feet, the XT20 is compact and garage-friendly-but still delivers everything you'd expect from a MasterCraft: SurfStar performance, prem... View Details

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2026 Yamaha 222 FSH Sport

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 22'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 222 FSH Sport, the perfect catch. The 222 FSH Sport redefines excellence in 22-foot center console boats with its powerful twin-engine setup, offering s... View Details

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2026 Mastercraft XT22 T

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Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft XT22 T, pairing iconic style with modern muscle, delivering proven performance in a package that looks as good as it rides. With a traditional bow... View Details

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2026 Yamaha 220 FSH Sport

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Pewaukee, WI
- Pewaukee, WI
- Fishing Center Console
- 22'
- 2026 / New
- Call for price
Fish to wake on the 2026 Yamaha 220 FSH Sport. Enjoy the perfect blend of versatility and affordability with the 220 FSH Sport. Whether you're wakesurfinhg, fishing, cruising or en... View Details

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2026 Yamaha 255XE

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 25'
- 2026 / New
- Call for price
Unleashed power, wake technology, and style-all decribe the 2026 Yamaha 255XE. The 255XE, with a combined 500 horsepower, showcases advanced technology for exceptional wakesurf per... View Details

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Showing 862 to 882 of 1,148 boats found.

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