Boats for sale in Winthrop Harbor Illinois

1,018 boats found within 100 miles out of 11,741 Boats Found

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2026 Sailfish 312 CC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 31'
- 2026 / New
- Call for price
The all-new 2026 Sailfish center console offers an incredible VDS hull design for fuel efficiency and comfort, a striking appearance, ample space, and prioritized safety. It has ev... 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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2002 Crownline 215 CCR

$15,495

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cuddy Cabin
- 22'
- 2002 / Used
- $15,495
2002 Crownline 215 CCR View Details

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$15,495
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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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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 316 DC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 33'
- 2026 / New
- Call for price
The new 316 dual console is a versatile family fishing boat that checks all the boxes: comfort, safety, quality and reliability. Well-equipped for a range of activities, the 316 DC... View Details

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2026 Scout 188 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19'
- 2026 / New
- Call for price
From the company that has brough many firsts to the coastal fishin boat segment, they introduce their new 188 Sportfish. This model sets a new bar by incorporating many features no... View Details

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2026 Scout 195 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 19'
- 2026 / New
- Call for price
This 19-footer measures 19'5" in length with a wide beam of 8'6" offering vast space to not only move around freely onboard but to also land the big catch of the day. Standard swim... View Details

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2027 Tiara EX60

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 60'
- 2027 / New
- Call for price
2027 Tiara EX60 (Stock #222103) sets the benchmark for luxury, performance, and advanced cruising features in its class. Designed for extended adventures and effortless entertainin... View Details

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2026 Sea Ray SDX 290

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 29'
- 2026 / New
- Call for price
Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any participating SkipperBud's locati... View Details

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2027 Azimut Fly 53

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 53'
- 2027 / New
- Call for price
2027 Azimut Fly 53 (Stock #218099) blends Italian style, advanced engineering, and luxurious comfort for exceptional on-water living. Designed for cruising and entertaining, this 5... View Details

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2008 Cruisers 390 SPORTS COUPE

$189,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 40'
- 2008 / Used
- $189,900
The Cruisers 390 Sports Coupe is a luxury-class express with more going for her than styling alone. One of the first builders of the era to combine a modern hardtop styling with an... View Details

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$189,900
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2025 Scout 277 Dorado

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 28'
- 2025 / New
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Experience Luxury with the 2025 Scout 277 Dorado Step into a world of opulence with the Scout 277 Dorado, a masterpiece of marine engineering that promises unmatched performance an... View Details

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2022 Cruisers 338 SOUTH BEACH

$314,995

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 32'
- 2022 / Used
- $314,995
2022 Cruisers Yachts 338 South Beach – Luxury, Performance & Style, ONLY 45 HOURS ON THE ENGINES Turn heads wherever you go in this stunning 2022 Cruisers Yachts 338 South Beac... View Details

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$314,995
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2026 Saxdor 340 GTWA

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Performance
- 34'
- 2026 / New
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Just landed and ready to make waves! 2026 Saxdor 340 GTWA (Stock #218345) delivers bold style, thrilling outboard power, and versatile luxury for adventure seekers. With innovative... View Details

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2026 Scout 175 Sportfish

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 17'
- 2026 / New
- Call for price
Take home a piece of engineering genius: the 2026 Scout 175 Sportfish. This stylishly-polished model delivers a vast array of fishing features, including a 94-quart removable coole... View Details

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2025 Aviara AV40

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 41'
- 2025 / New
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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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2026 Cruisers 34 GLS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37'
- 2026 / New
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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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2026 Galeon 335 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 33'
- 2026 / New
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2026 Galeon 335 GTO Experience the ultimate in luxury with the 2026 Galeon 335 GTO, where performance meets sophistication. This stunning vessel is powered by two Mercury Verado 35... View Details

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2025 Aviara AV28 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0'
- 2025 / New
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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 AV36 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 39'
- 2025 / New
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Luxury Redefined: 2025 Aviara AV36 Outboard Sleek Elegance and Unmatched Performance Experience the pinnacle of luxury boating with the Aviara AV36 Outboard. The cutting-edge desig... View Details

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