Boats for sale in Chicago Illinois - BoatCrazy

1,174 boats found within 100 miles from Chicago, Illinois

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2026 Galeon 450 HTC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 46'
- 2026 / New
- Call for price
Created for those who are active on the water, the Galeon 450 HTC includes all the essentials for fun and more. This stunning 45'8" state-of-the-art model, crafted in collaboration... View Details

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2026 Aquila 42 Yacht

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Catamaran
- 42'
- 2026 / New
- Call for price
This is the life the award-winning Aquila 42 Yacht power catamaran is made forL accessible luxury, effortless entertaining, and those special moments when intelligent design transf... View Details

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2026 Aquila 47 Molokai

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 49'
- 2026 / New
- Call for price
Some chase fish. Others chase freedom. With the Aquila 47 Molokai power catamaran, you don't have to choose. The 2026 Aquila 47 Molokai is the first catamaran of its kind. Until no... View Details

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2026 Galeon 375 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 38'
- 2026 / New
- Call for price
Whether you like to race around in open water at 50 mph or raft up on a lazy Sunday afternoon, the 2026 Galeon 375 GTO is the boat for you. This sleek, sporty, and versatile cruise... View Details

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2026 Galeon 435 GTO

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 45'
- 2026 / New
- Call for price
Galeon's new 2026 Galeon 435 GTO is the yacht that can do everything you ask of her and more. This no-compromise model benefits from an entertainment-friendly layout, including a p... View Details

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2026 Galeon 425 HTS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 44'
- 2026 / New
- Call for price
The 2026 Galeon 425 HTS is a 44-foot, classic express-style cruiser with options usually seen on much larger vessels. Specificall, the salon and cockpit can convert into a single,... View Details

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2026 Galeon 440 FLY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 46'
- 2026 / New
- Call for price
Galeon has leverage all of its storied boatbuilding experience to create the 440 FLY, a medium-sized motoryacht packed with intelligent innovations and a fresh approach to onboard... View Details

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2026 Galeon 410 HTC

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41'
- 2026 / New
- Call for price
Galeon's 2026 410 HTC has the same, tried-and-true hull as the builder's popular 400 FLY model, but in a sleek and sporty coupe package. The 410 combines a mega-yacht-quality inter... View Details

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2026 Galeon 470 SKY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 47'
- 2026 / New
- Call for price
The Galeon 470 SKY is a versatile cruiser that handles with grace and verve. She features a top deck with incredible viwes and a helm station will impress any captain. This cessel... View Details

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2026 Aquila 28 Molokai Cuddy

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pilothouse
- 31'
- 2026 / New
- Call for price
Born from the Pacific. Built for wherever "Out There" takes you. All-weather protection. Offshore performance. Profession capability. The 2026 Aquila 28 Molokai Cuddy merges intell... View Details

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2026 Cruisers 46 Cantius

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Cruiser
- 47'
- 2026 / New
- Call for price
Step aboard the pinnacle of maritime luxury where tranquility and timelessness converge seamlessly. From the expansive master suite to the gorgeous VIP stateroom, every corner of t... View Details

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2026 Scout 261 XSS

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Fishing Center Console
- 26'
- 2026 / New
- Call for price
The 261 XSS is an inshore/offshore crossover and is loaded with notable features such as the large casting fore and rear deck; port and starboard aerated baitwells; ample rod stora... View Details

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2026 Galeon 400 FLY

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Yacht
- 41'
- 2026 / New
- Call for price
The 2026 Galeon 400 FLY provides unrivaled entertainment space for a yacht in its class. Innovative side balconies on either side of the cockpit fold out to create massive amounts... View Details

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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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2017 Formula 350 CBR

$249,900

Winthrop Harbor, IL
- Winthrop Harbor, IL
- Bowrider
- 35'
- 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 Harris Cruiser 250

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 26'
- 2026 / New
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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'
- 2026 / New
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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 Sunliner 250 Sport

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 26'
- 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 Barletta Corsa

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 0'
- 2026 / New
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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 Lusso

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Winthrop Harbor, IL
- Winthrop Harbor, IL
- Pontoon
- 0'
- 2026 / New
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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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Showing 106 to 126 of 1,174 boats found.

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