Boats for sale in Chicago Illinois - BoatCrazy

1,630 boats found within 100 miles out of 14,137 Boats Found

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2026 Sea Ray SPX 190 Outboard

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Walworth, WI
- Walworth, WI
- Runabout
- 22'
- 2026 / New
- Call for price
The ultimate in fun. Discover the water like never before with the 2026 Sea Ray SPX 190 Outboard. Combining sleek aesthetics with advanced technology, this model redefins the moder... View Details

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2026 Sea Ray SDX 290 Outboard

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Walworth, WI
- Walworth, WI
- Runabout
- 31'
- 2026 / New
- Call for price
Experience Luxury and Performance with the SDX 290® Outboard. Step aboard the SDX 290® Outboard and immerse yourself in the epitome of luxury and performance. This yacht-certified... View Details

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2026 Sea Ray SPX 190

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Walworth, WI
- Walworth, WI
- Runabout
- 20'
- 2026 / New
- Call for price
Your companion for endless fun. Discover the epitome of sporty sophistication with the new 2026 Sea Ray SPX 190. Designed to deliver exhilarating thrills and timeless style, this a... View Details

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2026 Sea Ray SDX 290

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Walworth, WI
- Walworth, WI
- Runabout
- 29'
- 2026 / New
- Call for price
Built for fun, introducing the 2026 Sea Ray SDX 290. When an active family loves water sports, they generall want to share their good times with friends. That's where the SDX 290 c... View Details

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2026 Sea Ray SDX 270 Surf

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Walworth, WI
- Walworth, WI
- Runabout
- 27'
- 2026 / New
- Call for price
Elegant design and superior performance. The SDX 270 Surf belongs in a class all its own With the capability to pursue full-day adventures, this exquisite surf-ready model takes fu... View Details

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2026 Sea Ray SDX 270 Outboard

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Walworth, WI
- Walworth, WI
- Runabout
- 30'
- 2026 / New
- Call for price
Introducing the 2026 Sea Ray SDX 270 Outboard. Outboard power and Sea Ray style. Category-leadign space, plush seating and Sea Ray's legendary attention to detail make the SDX 270... View Details

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2026 Sea Ray SDX 250 Surf

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 25'
- 2026 / New
- Call for price
The 2026 Sea Ray SDX 250 Surf stands in singular excellence, offering a full suite of optimized features. This model features a spacious layout, abundant seating, and ample storage... View Details

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2026 Sea Ray SDX 230 Surf

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 23'
- 2026 / New
- Call for price
2026 Sea Ray SDX 230 Surf Experience the thrill of endless adventure with the 2026 Sea Ray SDX 230 Surf, a premier vessel designed for those who crave performance and luxury on the... View Details

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2026 Sea Ray Sundancer 320

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Walworth, WI
- Walworth, WI
- Cruiser
- 32'
- 2026 / New
- Call for price
Luxurious and practical, introducing the 2026 Sea Ray Sundancer 320. Experience the difference that comes from design that's equal parts luxurious and practical. From the spacious... View Details

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2026 Sea Ray SLX 280

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Walworth, WI
- Walworth, WI
- Cruiser
- 28'
- 2026 / New
- Call for price
Head turning elegance. Make your ultimate getaway in the 2026 Sea Ray SLX 280. Excluding luxury in a single glance, the elegant vessel showcases peak performance, impeccable style... View Details

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2026 Mastercraft XT24

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Walworth, WI
- Walworth, 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 X24

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 24'
- 2026 / New
- Call for price
The Mastercraft X24: Experience the epitome of adrenaline-fueled excitement and aquatic thrills with the Mastercraft X24. A powerhouse vessel designed to create unforgettable momen... View Details

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2026 Sea Ray SDX 270

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Walworth, WI
- Walworth, WI
- Deck Boat
- 27'
- 2026 / New
- Call for price
Experience Elegance on Water Introducing the stunning 2026 Sea Ray 270SD, where luxury meets performance. Designed for those who cherish the thrill of adventure, this masterpiece p... View Details

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2026 Sylvan L5 RLZ

$101,994

Walworth, WI
- Walworth, WI
- Pontoon
- 26'
- 2026 / New
- $101,994
Act fast on this limited-time offer! The Sylvan L5 RLZ pontoon epitomizes the essence of a family-friendly pontoon, featuring two convenient flip-back rear lounges that flip for fo... View Details

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$101,994
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2020 Scout 195 Sportfish

$43,000

Benton Harbor, MI
- Benton Harbor, MI
- Fishing
- 19'
- 2020 / Used
- $43,000
(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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$43,000
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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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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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2023 Custom Built 25 Hadlee Houseboat

$69,000

South Haven, MI
- South Haven, MI
- Houseboat
- 25'
- 2023 / Used
- $69,000
Custom Built Houseboat Immerse yourself in stylish and comfortable houseboat living with this newly built 2023 Hadley Houseboat, only the third one built, the other two have b... View Details

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$69,000
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2021 Sylvan L3 LZ

$38,700

Edwardsburg, MI
- Edwardsburg, MI
- Pontoon
- 24'
- 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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2024 Mastercraft X24

$204,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24'
- 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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Showing 1324 to 1344 of 1,630 boats found.

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