Boats for sale in Chicago Illinois

1,197 boats found within 100 miles out of 14,823 Boats Found

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2023 Sea Ray 310 SLX

$324,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 31' / 0'
- 2023 / Used
- $324,900
Boat Description: This stunning boat has only 28 hours of use, making it practically brand new! Maintained with meticulous care and dealer service, it is in like-new condition. Con... View Details

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$324,900
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2025 Cruisers 46 Cantius

$1,356,489

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 46' / 15'
- 2025 / New
- $1,356,489
Introducing the 2025 Cruisers Yachts 46 Cantius Experience luxury on the open waters with this stunning beauty from Cruisers Yachts. Crafted with precision and elegance, the 46 Can... View Details

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$1,356,489
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2024 Aviara AV32

$369,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 32' / 10'
- 2024 / New
- $369,000
Contact us to find out ALL available savings! Take advantage of limited-time savings on in-stock boats!Aviara has redefined the modern day boat to bring you true luxury. This is th... View Details

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$369,000
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1997 Mainship 350 PT

$159,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Commercial
- 39' / 0'
- 1997 / Used
- $159,900
100% fresh water!!!! Maybe the only one of the market that can say that. There are 940 pampered hours on a 3116 Cat diesel engine. All by the original owner, who has taken lovin' c... View Details

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$159,900
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2025 Tiara 43LS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 43' / 13'
- 2025 / New
- Call for price
Seize this exclusive opportunity! Luxury abounds aboard the 43 LS. A variety of social zones, ample seating and refined yacht aesthetics provide comfort for everyone. Entertain fro... View Details

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2018 Scout 275 LXF

$189,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing
- 27' / 9'
- 2018 / Used
- $189,000
75 hours on 200 Yamahas, all fresh water. The 275LXF dominated that segment, and for good reasons. It's a perfect combo of comfort and performance. The Garmin Radar/Plotter is new,... View Details

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$189,000
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2013 Cruisers 41 CANTIUS

$299,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41' / 13'
- 2013 / Used
- $299,000
Fresh water hours on this popular 41' Cantius, with Volvo IPS 500's, with pods and joystick docking. Notable options on this particular one, starts with a grill at the stern, upgra... View Details

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$299,000
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2022 Ranger 2360 BAY

$124,500

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 23' / 0'
- 2022 / Used
- $124,500
Beautiful Lake Michigan fresh water boat. Indoor heated winter storage, indoor summer storage-in/out service. Boat and trailer ready for immediate use. Trades considered. View Details

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$124,500
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1999 Powerquest 380 AVENGER

$59,995

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Other / Not Classified
- 39' / 9'
- 1999 / Used
- $59,995
1999 Powerquest 38 Avenger for sale. Boat has never seen salt water. This boat has always been stored in doors and has been taken out of water after every use. All systems work wel... View Details

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$59,995
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2016 Regal 2100 SURF

$78,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 0' / 7'
- 2016 / Used
- $78,000
New to the market is a fantastic option from Regal boats for the watersports enthusiast. This boat is loaded to the gills with just about every option you can imagine. This is a ve... View Details

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$78,000
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2000 Rinker 242 FIESTA VEE

$19,950

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 24' / 9'
- 2000 / Used
- $19,950
Fresh water Lake Michigan boat. Clean cruiser with a trailer included. In water ready for sea trial.Trades considered. View Details

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$19,950
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1998 Stamas 29 EXPRESS

$27,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing
- 29' / 0'
- 1998 / Used
- $27,900
Do not miss this fresh water fishing machine. This hard to find boat is maintained and cared for as you would hope when considering a used boat. Not only has it been cared for, the... View Details

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$27,900
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2025 Cruisers 38 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Cruisers Yachts 38 GLS: Luxury Redefined:Cruise the open waters in unparalleled style with the Cruisers Yachts 38 GLS, the epitome of luxury and performance. C... View Details

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2025 Scout 195 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Scout 195 Sportfish Experience the ultimate luxury on the water with the 2025 Scout 195 Sportfish. Crafted with precision and elegance by Scout, this vessel... View Details

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2025 Scout 215 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 215 Dorado Luxurious Design Step aboard the stunning 2025 Scout 215 Dorado and experience the epitome of luxury on the water. Crafted with precision and... View Details

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2025 Scout 330 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 33' / 0'
- 2025 / New
- Call for price
The remarkable 2025 Scout 330 LXF, a true masterpiece in the world of boating. Crafted with precision and designed for ultimate performance, this luxury fisherman's dream boat will... View Details

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2025 Scout 377 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 38' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 377 LXF Experience the epitome of luxury with the all-new 2025 Scout 377 LXF. Crafted with precision by Scout, this vessel promises unparalleled performa... View Details

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2025 Scout 305 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 30' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Scout 305 LXF Step aboard the luxurious 2025 Scout 305 LXF and experience a new level of boating excellence. Crafted for those who demand the best, this vessel... View Details

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2025 Scout 400 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 39' / 0'
- 2025 / New
- Call for price
The revolutionary 400 LXF, a true masterpiece of innovation in the world of boating. This stunning model combines exceptional technology, unmatched performance, and luxurious styli... View Details

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2025 Scout 240 XSF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 24' / 0'
- 2025 / New
- Call for price
Luxury Redefined: 2025 Scout 240 XSF Embark on an unparalleled aquatic adventure with the exquisite 2025 Scout 240 XSF. Crafted for those who demand nothing but the best, this luxu... View Details

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2025 Scout 425 LXF

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 42' / 0'
- 2025 / New
- Call for price
The 425 LXF, the epitome of superior performance and luxury in the boating world. This exceptional model boasts unparalleled structural stability, strength, and a flawless Class A... View Details

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