Boats for sale in Chicago Illinois - BoatCrazy

1,728 boats found within 100 miles out of 15,593 Boats Found

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2026 Sea Ray SPX 190

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 20' / 0'
- 2026 / New
- Call for price
Your companion for endless fun. Discover the epitome of sporty sophistication with the new 2026 Sea Ray SPX 190. Designed to deliver exhilarating thrills and timeless style, this a... View Details

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2026 Sea Ray SDX 270 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 30' / 0'
- 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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2026 Sea Ray SDX 270 Surf

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 27' / 0'
- 2026 / New
- Call for price
Elegant design and superior performance. The SDX 270 Surf belongs in a class all its own With the capability to pursue full-day adventures, this exquisite surf-ready model takes fu... View Details

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2026 Sea Ray SPX 190 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 22' / 0'
- 2026 / New
- Call for price
The ultimate in fun. Discover the water like never before with the 2026 Sea Ray SPX 190 Outboard. Combining sleek aesthetics with advanced technology, this model redefins the moder... View Details

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2026 Sea Ray SLX 280 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 31' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Sea Ray SLX 280 Outboard. Experience luxury and performance like never before with the Sea Ray SLX 280 Outboard. This stylish and modern boat is designed to el... View Details

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2026 Sea Ray SLX 400

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 40' / 0'
- 2026 / New
- Call for price
Adventure awaits with the 2026 Sea Ray SLX 400. Winner of an NMMA Innovation Award, Sea Ray's SLX 400, the "The Entertainer", combines peak performance, superior comfort, incredibl... View Details

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2026 Sea Ray SLX 280

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 29' / 0'
- 2026 / New
- Call for price
Head turning elegance. Make your ultimate getaway in the 2026 Sea Ray SLX 280. Excluding luxury in a single glance, the elegant vessel showcases peak performance, impeccable style... View Details

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2026 Sea Ray SLX 350

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 36' / 0'
- 2026 / New
- Call for price
Luxury elevated. Sea Ray's SLX 350 hosts an array of features designed for an excellent on-water experience and optimal performance. Powered by twin Mercury MerCruiser 6.2L engines... 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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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 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 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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2025 Bayliner VR5 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 21' / 0'
- 2025 / New
- Call for price
The VR5 builds on Bayliner proven V-bottom bowrider heritage while adding form AND function. Forward the boat employs Bayliner category-leading BeamForward design which carries the... View Details

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2025 Aviara AV28S

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Runabout
- 0' / 0'
- 2025 / New
- Call for price
Experience Luxury on the Water with the 2025 Aviara AV28S Step aboard the Aviara AV28S and elevate your boating adventures to new levels of luxury and performance. Crafted with pre... View Details

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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! Aviara has redefined the modern day boat to bring you true luxury. This is the fusion of progressive design and effortless comfort, th... View Details

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$369,000
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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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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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2017 Formula 350 CBR

$275,000

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 35' / 0'
- 2017 / Used
- $275,000
!00% Fresh water, with 515 hours on pampered Merc 300 HP Verado JPO engines (joystick operated) It has a Garmin 7610 GPS plotter, shore power, heat and air in the cabin, vacuflush... View Details

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$275,000
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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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2025 Aviara AV40 Outboard

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 42' / 0'
- 2025 / New
- Call for price
2025 Aviara AV40 Outboard Experience the epitome of luxury and performance with the 2025 Aviara AV40 Outboard. Crafted with meticulous attention to detail, this stunning vessel is... View Details

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2025 Aviara AV36

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 37' / 0'
- 2025 / New
- Call for price
Introducing the 2025 Aviara AV36: Experience the ultimate luxury on water with the Aviara AV36, a masterpiece of design and performance. Luxurious Craftsmanship: An exquisite blend... View Details

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Showing 22 to 42 of 1,728 boats found.

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