Boats for sale in Chicago Illinois - BoatCrazy

1,703 boats found within 100 miles out of 15,166 Boats Found

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2026 Sea Ray SLX 310 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 34' / 0'
- 2026 / New
- Call for price
Share the thrill. Expansive social areas, a standard wet bar and plenty of available seating means hosting friends and family has been more comfortable. Aboard the 2026 Sea Ray SLX... View Details

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2026 Sea Ray Sundancer 320

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 33' / 0'
- 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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2016 Cruisers 380 EXPRESS

$279,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38' / 0'
- 2016 / Used
- $279,900
Just listed: Fresh water since new, low hours (under 320!), Axius joystick w/SkyHook & more!!! A leader in-class for a decade, Cruisers Yachts set a high bar with their 380 Exp... View Details

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$279,900
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2022 Cruisers 38 GLS

$604,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37' / 0'
- 2022 / Used
- $604,900
The ultimate family or entertainer's day boat! This stunning 2022 Cruisers Yachts 38 GLS is perfect for those who love to spend time on the water, offering luxurious amenities and... View Details

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$604,900
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2017 Formula 350 CBR

$249,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 35' / 0'
- 2017 / Used
- $249,900
100% Fresh water, with 515 hours on 3 pampered Merc 350 HP Verado JPO engines (joystick operated) It has a Garmin 7610 GPS plotter, shore power, heat and air in the cabin, vacuflus... View Details

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$249,900
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2026 Barletta Lusso

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 0' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Barletta Lusso Experience the epitome of luxury on the water with the 2026 Barletta Lusso. Luxurious Craftsmanship Step aboard and immerse yourself in the stun... View Details

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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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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 Breeze 210

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 0' / 0'
- 2026 / New
- Call for price
Easy does it with the 2026 Harris Breeze 210. No frills, all fun. Harris made a simple boat that covers all your needs without the costly extra features. The Breeze is for those wh... 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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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 Sunliner 230

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 23' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Sunliner 230, crafted for adventure. With flexible seating arrangements and easy style, Sunliner is the pontoon built to fit your family. Make a splash.... View Details

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2026 Harris Sunliner 210

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 22' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Sunliner 210, crafted for adventure. With flexible seating arrangements and easy style, Sunliner is the pontoon built to fit your family. Make a splash.... View Details

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2026 Harris Solstice 250

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 26' / 0'
- 2026 / New
- Call for price
Pursue adventure with the 2026 Harris Solistice 250. Reimagined and ready for action, the Solstice has more power, more luxury comfort and more standard features than ever before.... View Details

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2026 Harris Sunliner 230 Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 23' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Sunliner 230 Sport, crafted for adventure. With flexible seating arrangements and easy style, Sunliner is the pontoon built to fit your family. Make a s... View Details

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1998 Viking 52 FLYBRIDGE

$249,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 51' / 0'
- 1998 / Used
- $249,900
For sale: A stunning 1998 Viking Yachts 52 Flybridge (VSC 52 Flybridge), a rare gem and precursor to today’s Princess Yachts. Powered by robust CAT 3196TA engines with their 2,000-... View Details

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$249,900
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2026 Harris Sunliner 250 Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 26' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Sunliner 250 Sport, crafted for adventure. With flexible seating arrangements and easy style, Sunliner is the pontoon built to fit your family. Make a s... View Details

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2026 Harris Solstice 230

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 24' / 0'
- 2026 / New
- Call for price
Pursue adventure with the 2026 Harris Solistice 230. Reimagined and ready for action, the Solstice has more power, more luxury comfort and more standard features than ever before.... View Details

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2026 Harris Grand Mariner 270

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 29' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Grand Mariner 270. Innovative, powerful, and sleek. Show your friends the true meaning of "luxury" aboard the gorgeously styled Grand Mariner. Spectacul... View Details

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2026 Harris Cruiser 210

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 22' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Cruiser 210, 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 211 to 231 of 1,703 boats found.

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