Boats for sale in Chicago Illinois - BoatCrazy

1,233 boats found within 100 miles out of 14,774 Boats Found

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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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2026 Cruisers 38 VTR

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38' / 0'
- 2026 / New
- Call for price
Act fast on this limited-time offer! The all-new Cruisers Yachts 38 VTR redefines adventure on the water with a perfect balance of performance, comfort, and versatility. Crafted fo... 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 Sea Ray Sundancer 320

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 32' / 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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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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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 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 Harris Sunliner 250

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 26' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Harris Sunliner 250, 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 Sea Ray SDX 250 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 28' / 0'
- 2026 / New
- Call for price
True leisure and maximum comfort. The 2026 Sea Ray SDX 250 Outboard is built for true leisure and comfort. With exceptional storage space, enhanced ergonomic seating, and dual 9" d... View Details

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2026 Sea Ray SLX 400 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 42' / 0'
- 2026 / New
- Call for price
Orchestrated excellence. The 2026 Sea Ray's SLX 400 Outboard, "The Entertainer", is an outboard variant of the Innovation Award-winning SLX 400, with massive capacity, deluxe ameni... View Details

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2026 Sea Ray SLX 350 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 38' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Sea Ray SLX 350 Outboard, luxury elevated. The SLX 350 Outboard incorporates top SLX features and enhancements that set the standard for large dayboats. The SL... View Details

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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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Showing 211 to 231 of 1,233 boats found.

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