Boats for sale in Winthrop Harbor Illinois - BoatCrazy

1,091 boats found within 100 miles from Winthrop Harbor, Illinois

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2026 Cruisers 34 GLS Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 36'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 34 GLS Outboard for sale near you offers all of the excitement of the 34 GLS I/O with the unsurpassed ease of maintenance of outboard engines. THe 34 GLS'... View Details

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2026 Cruisers 38 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37'
- 2026 / New
- Call for price
Introducing the 2026 Cruisers Yachts 38 GLS. With a drop-down beach door, hydraulic swim platform, and spacious bow lounge, the 38 GLS I/O for sale near you brings your day boating... View Details

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2026 Cruisers 38 GLS Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 38'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 38 GLS Outboard combines the unmatched performance and entertainment capabilities of the 38 GLS with powerful, easy-to-maintain outboards. Expand your swim... View Details

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2026 Cruisers 34 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 34 GLS inboard includes open bow seating, a spacious cockpit with galley, and joystick piloting allowing you to navigate at speeds up to 47 mph. Feel the p... View Details

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1982 Ericson 36 Ron Holland Edition

$22,500

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Sailboat
- 36'
- 1982 / Used
- $22,500
Stock #477838 Reason for selling is "Not using it enough.". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1982 Ericson 36 Sailboat (Ron Holland... View Details

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$22,500
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2021 Crownline 264 CR

$88,500

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 26'
- 2021 / Used
- $88,500
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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$88,500
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2026 Sailfish 245 DC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 24'
- 2026 / New
- Call for price
With comfortable seating for 12, a spacious step-down head and an optiona cockpit galley, the 245 dual console is designed for active families as well as serious offshore anglers.... View Details

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2026 Sailfish 360 CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 39'
- 2026 / New
- Call for price
The flagship 360 center console combines unsurpassed quality and state-of-the-art technology with a layout and features designed for maximum versatility. Fish, play, cruise or ente... View Details

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2026 Sailfish 242 CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 24'
- 2026 / New
- Call for price
Designed and built for offshore anglers, the 242 center console features the Sailfish VDS hull, ensuring smooth, powerful performance. With its larger console headspace, ample seat... View Details

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2026 Sailfish 272 CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 27'
- 2026 / New
- Call for price
The 2026 Sailfish 272 center console offers next-level comfort with ample fish-fighting room. Enjoy smooth, powerful performance courtesy of the 6th-generation VDS hull design, and... View Details

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2008 Regal 2860 WINDOW EXPRESS

$49,995

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 29'
- 2008 / Used
- $49,995
Loved by its only owners since new, this exclusively fresh water and locally serviced Regal is awaiting a new home. She boasts a ton of space for her size with the ability to sleep... View Details

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$49,995
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2005 Regal COMMODORE 4260

$199,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 45'
- 2005 / Used
- $199,900
Regal's beloved 4260 Commodore! The lay out was one of Regal's best, and package with this boat with rebuilt Yanmars with less than 250 hours since rebuild, it will be perfect for... View Details

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$199,900
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1978 Bertram 31

$119,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 31'
- 1978 / Used
- $119,900
1978 Bertram 31 View Details

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$119,900
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1999 Silverton 322AFTCABIN

$49,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 32'
- 1999 / Used
- $49,900
Great opportunity to own a fresh water, 32' Silverton aft cabin. 460 hours on upgraded 454 EFI Crusaders. Newer canvas and radar/plotter, and fantastic staterooms, and salon/galley... View Details

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$49,900
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1983 Sea Ray 390 Sportfish

$36,500

Waukegan, IL
- Waukegan, IL
- Fishing Sportfish / Convertible
- 39'
- 1983 / Used
- $36,500
Stock #490810 Video of this vessel available at www [dot] popsells [dot] com/view/490810 Reason for selling is "No longer using it enough". This is a new advertisement, on the m... View Details

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$36,500
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2000 Sea Ray 280 Sun Sport

$29,800

Waukegan, IL
- Waukegan, IL
- Express Cruiser
- 28'
- 2000 / Used
- $29,800
Stock #489713 Video of this vessel available at www [dot] popsells [dot] com/view/489713 Reason for selling is "No longer using it enough". This Sea Ray has now been on the mark... View Details

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$29,800
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2026 Sea Ray SDX 270 Outboard

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Antioch, IL
- Antioch, IL
- 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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2025 Mastercraft XT23

$184,295

Antioch, IL
- Antioch, IL
- Ski & Wake
- 23'
- 2025 / New
- $184,295
Contact us to find out ALL available savings! Thanks to a unique hull design paired with MasterCraft's integrated SurfStar system, the XT23 leads the industry in the performance of... View Details

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$184,295
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2025 Mastercraft X22

$231,815

Antioch, IL
- Antioch, IL
- Ski & Wake
- 22'
- 2025 / New
- $231,815
Contact us to find out ALL available savings! MSRP: $327,542 Sale Price: $289,270 All Sale and/or Clearance Prices include all rebates and incentives. Now is the time and luxury pe... View Details

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$231,815
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2025 Sea Ray SDX 270

$176,855

Antioch, IL
- Antioch, IL
- Runabout
- 27'
- 2025 / New
- $176,855
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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$176,855
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2025 Barletta CORSA23M

$125,020

Antioch, IL
- Antioch, IL
- Pontoon
- 23'
- 2025 / New
- $125,020
Contact us to find out ALL available savings! BARLETTA CORSA 23 M Is the Corsa right for you? Built for those who want everything that makes Barletta great, with a sporty, aggressi... View Details

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$125,020
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Showing 106 to 126 of 1,091 boats found.

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