Boats for sale in Winthrop Harbor Illinois

995 boats found within 100 miles out of 11,706 Boats Found

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2026 Sea Ray Sundancer 370

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Madison, WI
- Madison, 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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2026 Cruisers 34 GLS Outboard

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Madison, WI
- Madison, WI
- Cruiser
- 36'
- 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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2025 Bayliner VR6 Outboard

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Madison, WI
- Madison, WI
- Runabout
- 23'
- 2025 / New
- Call for price
The largest model in our bowrider family, the VR6 is also all about space and unparalleled roominess. It combines Bayliner category-leading BeamForward design and our signature Aft... View Details

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2025 Bayliner Element E16

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Madison, WI
- Madison, WI
- Runabout
- 16'
- 2025 / New
- Call for price
2025 Bayliner Element E16 Introducing the stunning 2025 Bayliner Element E16, designed for those who crave adventure on the open water. This new luxury vessel guarantees superior p... View Details

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2015 Starcraft 220 STARSTEP

$21,000

Madison, WI
- Madison, WI
- Pontoon
- 22'
- 2015 / Used
- $21,000
2015 Starcraft 220 STARSTEP View Details

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$21,000
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2026 Yamaha 195S

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Madison, WI
- Madison, WI
- Cruiser
- 19'
- 2026 / New
- Call for price
Introducing the 2026 Yamaha 195S, affordable luxury features at 19-feet. High-tech features, sleek design, and top-notch performance create the ultimate affordable 19-foot boat pac... View Details

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2025 Bayliner VR5 Outboard

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Madison, WI
- Madison, WI
- Runabout
- 21'
- 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 Bayliner T22CC

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Madison, WI
- Madison, WI
- Fishing Center Console
- 23'
- 2025 / New
- Call for price
Experience the ultimate blend of fishing versatility and cruising comfort with the T22. This exceptional boat offers a deep V-hull and a spacious bow, providing ample space for bot... View Details

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2026 Harris Grand Mariner 250

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Madison, WI
- Madison, WI
- Pontoon
- 28'
- 2026 / New
- Call for price
Innovative, powerful, and sleek-the 2026 Harris Grand Mariner 250. Show your friends the true meaning of "luxury" aboard the gorgeously styled Grand Mariner. Spectacular power and... View Details

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2026 Harris Grand Mariner 230

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Madison, WI
- Madison, WI
- Pontoon
- 28'
- 2026 / New
- Call for price
Innovative, powerful, and sleek-the 2026 Harris Grand Mariner 230. Show your friends the true meaning of "luxury" aboard the gorgeously styled Grand Mariner. Spectacular power and... View Details

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2026 Barletta Aria 22 QC

$61,862

Madison, WI
- Madison, WI
- Pontoon
- 21'
- 2026 / New
- $61,862
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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$61,862
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2026 Barletta Cabrio 22 U

$84,476

Madison, WI
- Madison, WI
- Pontoon
- 23'
- 2026 / New
- $84,476
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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$84,476
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2026 Barletta Cabrio 24 UE

$92,223

Madison, WI
- Madison, WI
- Pontoon
- 25'
- 2026 / New
- $92,223
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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$92,223
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2026 Barletta Cabrio 24 UE

$85,327

Madison, WI
- Madison, WI
- Pontoon
- 25'
- 2026 / New
- $85,327
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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$85,327
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2023 Bayliner VR4 Bowrider

$29,996

Madison, WI
- Madison, WI
- Bowrider
- 18'
- 2023 / Used
- $29,996
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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$29,996
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2026 Barletta Lusso 25 M

$145,542

Madison, WI
- Madison, WI
- Pontoon
- 27'
- 2026 / New
- $145,542
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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$145,542
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2017 Four Winns H180 SS

$26,999

Madison, WI
- Madison, WI
- Cruiser
- 18'
- 2017 / Used
- $26,999
2017 Four Winns H180 SS View Details

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$26,999
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2005 Sea Ray 240 SUNDECK

$19,995

Madison, WI
- Madison, WI
- Cruiser
- 24'
- 2005 / Used
- $19,995
2005 Sea Ray 240 SUNDECK View Details

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$19,995
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2014 Glastron HF GT205 BR

$25,000

Madison, WI
- Madison, WI
- Bowrider
- 20'
- 2014 / Used
- $25,000
2014 Glastron HF GT205 BR View Details

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$25,000
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2026 Sylvan L3 LZ DH

$80,000

Madison, WI
- Madison, WI
- Pontoon
- 24'
- 2026 / Used
- $80,000
The Sylvan pontoon L3 LZ elevates your on-water experience with its ingenious design, maximizing seating comfort with four wrap-around couches without compromising on luxury. This... View Details

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$80,000
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2023 Bayliner VR6 Bowrider

$43,999

Madison, WI
- Madison, WI
- Runabout
- 20'
- 2023 / Used
- $43,999
A larger version of our new VR5, the VR6 is also all about space and unparalleled roominess. It combines Bayliner’s category-leading BeamForward™ design and new AftAdvantage™ conce... View Details

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$43,999
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