Boats for sale in Chicago Illinois - BoatCrazy

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2026 Sea Ray SDX 290 Outboard

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Walworth, WI
- Walworth, WI
- Runabout
- 31'
- 2026 / New
- Call for price
Experience Luxury and Performance with the SDX 290® Outboard. Step aboard the SDX 290® Outboard and immerse yourself in the epitome of luxury and performance. This yacht-certified... View Details

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2026 Sea Ray SLX 310

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Walworth, WI
- Walworth, WI
- Cruiser
- 32'
- 2026 / New
- Call for price
The 2026 Sea Ray SLX 310: Luxury and Style Redefined. The 2026 Sea Ray SLX 310 sets the standard for luxury and style on the water. This exceptional boat combines cutting-edge desi... View Details

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2026 Sea Ray SLX 280 Outboard

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Walworth, WI
- Walworth, WI
- Cruiser
- 31'
- 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 310 Outboard

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Walworth, WI
- Walworth, WI
- Cruiser
- 34'
- 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 SDX 250 Outboard

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Walworth, WI
- Walworth, WI
- Runabout
- 28'
- 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 350

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Walworth, WI
- Walworth, WI
- Runabout
- 36'
- 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 SPX 230 Outboard

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Walworth, WI
- Walworth, WI
- Runabout
- 26'
- 2026 / New
- Call for price
Powerful performance, agile handling. The 2026 Sea Ray SPX 230 Outboard is built to thrill. It combines the powerful performance and agile handling you'd expect from a world-class... View Details

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2026 Sea Ray Sundancer 370 Outboard

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Walworth, WI
- Walworth, WI
- Cruiser
- 40'
- 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 320 Outboard

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Walworth, WI
- Walworth, WI
- Cruiser
- 35'
- 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 SLX 260

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Walworth, WI
- Walworth, WI
- Runabout
- 26'
- 2026 / New
- Call for price
Your companion for endless fun. Experience an escape from the day-to-day in a model that steals the spotlight with sophisticated style, luxury details and easy-to-use amenities. Th... View Details

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2026 Sea Ray SLX 260 Outboard

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Walworth, WI
- Walworth, WI
- Cruiser
- 29'
- 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

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Walworth, WI
- Walworth, WI
- Cruiser
- 38'
- 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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2004 Chaparral 280 SSi

$39,995

Waterford, WI
- Waterford, WI
- Bowrider
- 28'
- 2004 / Used
- $39,995
Stock #487201 Video of this vessel available at www [dot] popsells [dot] com/view/487201 Reason for selling is "Buying a smaller boat". This Chaparral has now been on the market... View Details

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$39,995
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2019 Supra SA400

$115,000

Delavan, WI
- Delavan, WI
- Ski & Wake
- 25'
- 2019 / Used
- $115,000
Stock #360586 Reason for selling is "Plans changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! 350HP INDMAR! TRAILER INCLUDED!! READY TO PL... View Details

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$115,000
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1999 Sea Ray 500 Sundancer

$197,000

South Haven, MI
- South Haven, MI
- Express Cruiser
- 50'
- 1999 / Used
- $197,000
Stock #471094 Video of this vessel available at www [dot] popsells [dot] com/view/471094 Reason for selling is "Has not used enough". ANY and ALL offers will be put in front of... View Details

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$197,000
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2023 Other 18TL by Forest River Marine

$29,000

Elkhart, IN
- Elkhart, IN
- Pontoon
- 18'
- 2023 / Used
- $29,000
Stock #502763 Reason for selling is "Did not Use enough". This is a new advertisement, on the market just this week (Aug 18th). Always accepting offers! Pontoon Boat with more t... View Details

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$29,000
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2014 Crestliner 1650 Fish Hawk SC

$16,500

Brookfield, WI
- Brookfield, WI
- Fishing
- 16'
- 2014 / Used
- $16,500
Crestliner 1650 Fish Hawk SC - Your Ultimate Fishing Companion Experience the thrill of fishing with the Crestliner 1650 Fish Hawk SC, a boat designed for anglers who demand perfo... View Details

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$16,500
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2026 Harris Solstice 250

$149,615

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2026 / New
- $149,615
Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

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$149,615
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2024 Bayliner M19

$33,995

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 19'
- 2024 / Used
- $33,995
This is a Skipperbud’s Certified Pre-Owned Vessel. Every Skipperbud’s Certified Pre-Owned boat undergoes a 360° bow-to-stern inspection by Skipperbud’s Certified technicians, and i... View Details

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$33,995
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2026 Harris Solstice 230

$110,781

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $110,781
Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

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$110,781
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2023 Malibu 20 VTX

$114,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2023 / Used
- $114,995
Take advantage of limited-time savings on in-stock boats!2023 Malibu 20 VTX Experience unmatched luxury and performance with the 2023 Malibu 20 VTX, the ultimate vessel for water e... View Details

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$114,995
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Showing 442 to 462 of 769 boats found.

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