Boats for sale in Chicago Illinois

1,171 boats found within 100 miles out of 14,803 Boats Found

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2026 Sea Ray SLX 260 Outboard

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 29' / 0'
- 2026 / New
- Call for price
Discover the Sea Ray SLX 260 Outboard - An Award-Winning Masterpiece Step aboard the Sea Ray SLX 260 Outboard and prepare to be amazed. Winner of the 2023 Miami Innovation Award in... View Details

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2026 Sea Ray Sundancer 370 Outboard

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 40' / 0'
- 2026 / New
- Call for price
Introducing the 2025 Sea Ray Sundancer 370 Outboard Experience the perfect blend of luxury and performance with the 2026 Sea Ray Sundancer 370 Outboard. This stunning cruiser boast... View Details

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2026 Sea Ray Sundancer 370

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 38' / 0'
- 2026 / New
- Call for price
Step into luxury with the Sea Ray Sundancer 370: Indulge in the ultimate on-water experience aboard the Sea Ray Sundancer 370. This magnificent boat offers a perfect blend of luxur... View Details

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2026 Sea Ray Sundancer 320 Outboard

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 35' / 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 Cruisers 42 GLS Outboard

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 44' / 0'
- 2026 / New
- Call for price
If adventure is your main goal when it comes to boating, look no further than the fast, stylish, and fun 42 GLS Outboard. With dual beach doors, a U-shaped dinette, galley with a r... View Details

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2026 Cruisers 38 GLS Outboard

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 38' / 0'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 38 GLS Outboard combines the unmatched performance and entertainment capabilities of the 38 GLS with powerful, easy-to-maintain outboards. Expand your swim... View Details

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2026 Sea Ray Sundancer 320

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Pewaukee, WI
- Pewaukee, WI
- 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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2026 Cruisers 34 GLS Outboard

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Pewaukee, WI
- Pewaukee, WI
- Runabout
- 36' / 0'
- 2026 / New
- Call for price
The 2026 Cruisers Yachts 34 GLS Outboard for sale near you offers all of the excitement of the 34 GLS I/O with the unsurpassed ease of maintenance of outboard engines. THe 34 GLS'... View Details

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2026 Cruisers 38 GLS

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 37' / 0'
- 2026 / New
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Introducing the 2026 Cruisers Yachts 38 GLS. With a drop-down beach door, hydraulic swim platform, and spacious bow lounge, the 38 GLS I/O for sale near you brings your day boating... View Details

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2026 Cruisers 42 Cantius

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 43' / 0'
- 2026 / New
- Call for price
Handcrafted American legacy. With a rich history and unrivaled passion, Cruisers Yachts creates American-made boats for the world. With 360 degree windows and an open-plan main dec... View Details

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2026 Cruisers 42 GLS

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 42' / 0'
- 2026 / New
- Call for price
Navigate waters with ease in the 2026 Crusiers Yachts 42 GLS. Powered by Mercury engines reach speeds up to 48 mph. With dual beach doors, a full galley, comfortable seating, and s... View Details

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2026 Cruisers 46 Cantius

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 47' / 0'
- 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 Cruisers 34 GLS

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Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 37' / 0'
- 2026 / New
- Call for price
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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2021 Yarcraft 219TFX

$78,500

Mattawan, MI
- Mattawan, MI
- Fish & Ski
- 21' / 0'
- 2021 / Used
- $78,500
Stock #474316 Reason for selling is "Doesn't Use". This Yarcraft has now been on the market a couple months. Looking for any offers! Well-equipped 2021 Yarcraft 219TFX with only... View Details

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$78,500
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2021 Ranger VS1782WT Angler

$36,000

Hennepin, IL
- Hennepin, IL
- Fishing
- 17' / 8'
- 2021 / Used
- $36,000
2021 Ranger VS1782 walk thru console. in excellent to like new condition. bought in Oct of 2023 on a consignment at Inland Marine in Barnhart, MO. the boat had never seen water or... View Details

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$36,000
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2005 Sea Ray 500 Sundancer

$340,000

Holland, MI
- Holland, MI
- Yacht
- 50' / 0'
- 2005 / Used
- $340,000
02/22/2026 PRICE REDUCED TO $340,000| Motivated Seller Presenting this 2005 Sea Ray 500 Sundancer, a well-maintained freshwater express cruiser located on the Great Lakes and curr... View Details

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$340,000
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