Boats for sale in Chicago Illinois - BoatCrazy

1,659 boats found within 100 miles from Chicago, Illinois

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2025 Aviara AV40

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Walworth, WI
- Walworth, WI
- Cruiser
- 41'
- 2025 / New
- Call for price
Experience Luxury on Water with the 2025 Aviara AV40 Step into the future of boating with the Aviara AV40, a masterpiece of design and performance. This sleek vessel is the perfect... View Details

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2021 Godfrey 235 SFL

$63,995

Walworth, WI
- Walworth, WI
- Pontoon
- 23'
- 2021 / Used
- $63,995
2021 Godfrey 235 SFL View Details

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$63,995
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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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2025 Harris 230 Sunliner

$81,368

Walworth, WI
- Walworth, WI
- Pontoon
- 25'
- 2025 / New
- $81,368
Contact us to find out ALL available savings! With flexible seating arrangements and easy style, Sunliner is the pontoon built to fit your family. The all-new Sunliner delivers the... View Details

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$81,368
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2026 Mastercraft NXT24

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 24'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft NXT24. It is the biggest and boldest in the NXT family, now with standout style and thoughtful upgrades throughout. Premium vinyl pleating, powder-... 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 NXT20

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 20'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft NXT24-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 lineip with room... 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 Mastercraft NXT22

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Walworth, WI
- Walworth, WI
- Ski & Wake
- 22'
- 2026 / New
- Call for price
Introducing the 2026 MasterCraft NXT 22. Fresh style and proven performance in one dialed-in package-that's the NXT22. SurfStar and ample ballast mean you get clean, consistent wav... View Details

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2026 Mastercraft NXT23

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Walworth, WI
- Walworth, 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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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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2025 Mastercraft NXT22

$128,525

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2025 / New
- $128,525
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

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$128,525
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Showing 1324 to 1344 of 1,659 boats found.

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