Boats for sale in Chicago Illinois - BoatCrazy

1,568 boats found within 100 miles out of 15,515 Boats Found

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2025 Scout 277 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 28' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 277 LXF Experience the epitome of luxury and performance with the 2025 Scout 277 LXF. Crafted to perfection by Scout, this vessel combines superior craft... View Details

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2025 Scout 357 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 0' / 0'
- 2025 / New
- Call for price
Experience Luxury and Performance with the 2024 Scout 357 LXF Discover the ultimate combination of luxury and performance with the 2025 Scout 357 LXF. This exceptional vessel is de... View Details

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2025 Aviara AV40

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 41' / 0'
- 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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2025 Aviara AV36 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 39' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Aviara AV36 Outboard Sleek Elegance and Unmatched PerformanceExperience the pinnacle of luxury boating with the Aviara AV36 Outboard. The cutting-edge design... View Details

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2025 Aviara AV28

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Aviara AV28 Step into luxury and performance with the sleek and sophisticated 2025 Aviara AV28. This breathtaking vessel combines style and power for the ultim... View Details

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2025 Aviara AV28 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Aviara AV28 Outboard Experience luxury and performance like never before with the Aviara AV28 Outboard. This sleek beauty combines style, power, and precision... View Details

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2025 Aviara AV28S

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Experience Luxury on the Water with the 2025 Aviara AV28S Step aboard the Aviara AV28S and elevate your boating adventures to new levels of luxury and performance. Crafted with pre... View Details

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2026 Sea Ray SDX 290

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 29' / 0'
- 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 SLX 260 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 28' / 0'
- 2026 / New
- Call for price
Discover the Sea Ray SLX 260 Outboard - An Award-Winning Masterpiece Step aboard the Sea Ray SLX 260 Outboard and prepare to be amazed. Winner of the 2023 Miami Innovation Award in... View Details

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2026 Sea Ray Sundancer 320 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 32' / 0'
- 2026 / New
- Call for price
The value of a cruiser and a sport-combined. Introducing the 2026 Sea Ray Sundancer 320 Outboard. Combining the values of a cruiser and a sport-boat/bowrider in a brilliant package... View Details

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2026 Sea Ray SDX 290

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 29' / 0'
- 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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2022 Harris HCX 230 SL

$30,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Other / Not Classified
- 23' / 0'
- 2022 / Used
- $30,000
2022 Harris HCX 230 SL View Details

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$30,000
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2010 Sea Ray 610 SUNDANCER

$849,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 61' / 0'
- 2010 / Used
- $849,900
Fresh water, 2 owner, Lake Michigan boat! Less than 700 pampered hours on 1100 MAN engines. Seller equipped this beauty with a Yacht Controller for fearless docking. 3 staterooms c... View Details

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$849,900
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2021 Crownline 264 CR

$98,500

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 26' / 0'
- 2021 / Used
- $98,500
FRESHLY DETAILED, BUFFED & WAXED! Turn heads next season with this beautiful 2021 Crownline 264 CR — a perfect combination of luxury, performance, and comfort. With only 150 ho... View Details

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$98,500
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2026 Barletta Corsa

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 0' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Barletta Corsa Luxury Boat Experience the epitome of luxury and performance with the 2026 Barletta Corsa, a masterpiece of craftsmanship and innovation. Luxuri... View Details

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2006 Sea Ray 38 Sundancer

$169,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 39' / 0'
- 2006 / Used
- $169,000
Just listed! The timeless lines of the 2005-2010 Sea Ray Sundancer units can't be mistaken, and this all fresh water gem has many more wonderful years remaining to help provide her... View Details

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$169,000
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2021 Sea Ray 270 SDX

$114,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Deck Boat
- 27' / 0'
- 2021 / Used
- $114,900
This is a great opportunity for a pre owned, fresh water, popular 270SDX. I can furnish you with the original Sea Ray factory options, we sold it to the folks when it was new and a... View Details

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$114,900
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2026 Barletta Cabrio

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 0' / 0'
- 2026 / New
- Call for price
Introducing the 2025 Barletta Cabrio Experience the epitome of luxury and style with the 2026 Barletta Cabrio. Crafted with precision and attention to detail, this masterpiece prom... View Details

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2026 Harris Cruiser 230

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 23' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Cruiser 230, built without compromise. Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line.... View Details

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2026 Harris Cruiser 190

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 20' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Cruiser 190, made without compromise. Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line.... View Details

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2026 Harris Cruiser 250

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 26' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Cruiser 250, built without compromise. Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line.... View Details

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Showing 85 to 105 of 1,568 boats found.

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