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    Winthrop Harbor, Illinois

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Boats for sale in Winthrop Harbor Illinois

There are 1638 new and used boats for sale in Winthrop Harbor, Illinois. Browse Cruiser, Runabout, Pontoon, Fishing, Center Console, and Ski & Wake from brands like Sea Ray, Scout, Harris, Bayliner, Cruisers, and Mastercraft on BoatCrazy. View a wide selection of boats from $300 to $4,690,000.
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  • Boats
  • Within 100 Miles Of
    Winthrop Harbor, Illinois
1,638 boats found within 100 miles from Winthrop Harbor, Illinois
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  • 2024 Robalo R180 Center Console

    2024 Robalo R180 Center Console

    $66,244
    Saint Joseph, MI

    On Display Now, see this Robalo R180 Center Console -- Loaded with our favorite factory options! Packed with features, durable quality and paired with Yamaha dependability.  Enjoy... View Details

    View 27 Photos and Details Contact Seller
    $66,244
    VIEW DETAILS
  • 2025 Robalo R202 Explorer

    2025 Robalo R202 Explorer

    $83,728
    Saint Joseph, MI

    Robalo's R202 Explorer offers the convenience of a center console layout and ease of maintenance, plus expanded seating comfort for a full day of on-water family fun. Well-padded f... View Details

    View 33 Photos and Details Contact Seller
    $83,728
    VIEW DETAILS
  • 2025 Robalo R160 Center Console

    2025 Robalo R160 Center Console

    $41,430
    Saint Joseph, MI

    The R160 makes every on-water adventure more fun in a size that's easy to trailer and store. But don't think that it isn't designed with performance in-mind. Featuring the same on-... View Details

    View 26 Photos and Details Contact Seller
    $41,430
    VIEW DETAILS
  • 2025 Chaparral 307 SSX

    2025 Chaparral 307 SSX

    Call for price
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 30' / 9'
    • 2025 / New
    • Call for price

    Now in stock! Step aboard one of Chaparral's most innovative designs - the spacious, sleek and powerful 307 SSX. With an abundance of comfortably contoured cockpit seating, lot of... View Details

    View 37 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2004 Bayliner 245

    2004 Bayliner 245

    $23,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Cruiser
    • 24' / 8'
    • 2004 / Used
    • $23,900

    Bayliner's 245 Cruiser sports a comfortable cockpit and convenient cabin arrangement. The cockpit area includes a reversible portside companion seat -- converting from a forward fa... View Details

    View 25 Photos and Details Contact Seller
    $23,900
    VIEW DETAILS
  • Price Drop 2006 Chaparral 310 Signature

    2006 Chaparral 310 Signature

    $64,900
    Saint Joseph, MI

    This 2006 Chaparral 310 Signature is a sleek and luxurious cruiser designed for thosewho appreciate both performance and comfort on the water. With a length overall of 33 feet and... View Details

    View 35 Photos and Details Contact Seller
    $64,900
    VIEW DETAILS
  • Price Drop 1995 Sea Ray 400 Express Cruiser

    1995 Sea Ray 400 Express Cruiser

    $62,900
    Saint Joseph, MI

    Nicely maintained fresh-water Sea Ray 400 Express. Twin Merc 454's with 537 engine hours, original. This classic express cruiser helped usher in the new era mid-'90's Sea Ray desig... View Details

    View 45 Photos and Details Contact Seller
    $62,900
    VIEW DETAILS
  • Price Drop 2018 Regal 28 Express

    2018 Regal 28 Express

    $119,900
    Newark, IL

    Stock #470421 Video of this vessel available at www [dot] popsells [dot] com/view/470421 Reason for selling is "not using enough". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $119,900
    VIEW DETAILS
  • 2011 Sea Ray 260 Sundeck

    2011 Sea Ray 260 Sundeck

    $30,000
    Valparaiso, IN
    • Valparaiso, IN
    • Deck Boat
    • 26' / 0'
    • 2011 / Used
    • $30,000

    Stock #457805 Video of this vessel available at www [dot] popsells [dot] com/view/457805 Reason for selling is "Not using.". ANY and ALL offers will be put in front of our selle... View Details

    View 10 Photos and Details Contact Seller
    $30,000
    VIEW DETAILS
  • 1999 Sea Ray 500 Sundancer

    1999 Sea Ray 500 Sundancer

    $199,000
    South Haven, MI

    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

    View 10 Photos and Details Contact Seller
    $199,000
    VIEW DETAILS
  • Price Drop 2023 Custom Built 25 Hadlee Houseboat

    2023 Custom Built 25 Hadlee Houseboat

    $69,000
    South Haven, MI
    • South Haven, MI
    • Houseboat
    • 25' / 8'
    • 2023 / Used
    • $69,000

    Custom Built Houseboat Immerse yourself in stylish and comfortable houseboat living with this newly built 2023 Hadley Houseboat, only the third one built, the other two have b... View Details

    View 25 Photos and Details Contact Seller
    $69,000
    VIEW DETAILS
  • Price Drop 1994 Rinker 190 CAPTIVA (175 HP MCM)

    1994 Rinker 190 CAPTIVA (175 HP MCM)

    $1,496
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 19' / 8'
    • 1994 / Used
    • $1,496

    ️ 1994 Rinker 190 Captiva – Affordable Bowrider Opportunity Turn heads on the water with this classic 19-foot Rinker Captiva—an ideal platform for restoration or repower. With its... View Details

    View 12 Photos and Details Contact Seller
    $1,496
    VIEW DETAILS
  • 2018 Coach 230C

    2018 Coach 230C

    $34,900
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 24' / 8'
    • 2018 / Used
    • $34,900

    The Coach Cruise series is based on a timeless classic in the pontoon industry, only Coach brought it up a notch. With suspension foam seats, soft touch vinyl, standard chaise loun... View Details

    View 21 Photos and Details Contact Seller
    $34,900
    VIEW DETAILS
  • 2026 Viaggio LAGO V20S TRITOON

    2026 Viaggio LAGO V20S TRITOON

    $51,052
    La Porte, IN

    New 2026 Viaggio Lago V20S TRITOON with BF 140 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. Upgrades Include: Tube Protectant Pontoon Side Keel (Port & Starboar... View Details

    View 15 Photos and Details Contact Seller
    $51,052
    VIEW DETAILS
  • 2026 Viaggio LAGO V22S TRITOON

    2026 Viaggio LAGO V22S TRITOON

    $54,573
    La Porte, IN

    The 2026 Viaggio Lago V22S Tritoon blends modern styling, upgraded comfort, and proven Viaggio performance—now available at Fay’s Marina in La Porte, Indiana 46350. Powered by the... View Details

    View 13 Photos and Details Contact Seller
    $54,573
    VIEW DETAILS
  • 2023 Manitou EXPLORE BENCH 22MAX STANDARD STEALTH

    2023 Manitou EXPLORE BENCH 22MAX STANDARD STEALTH

    $49,899
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $49,899

    2023 Manitou Explore Bench 22 MAX – Standard Stealth only 23 HOURS!! Redefine your time on the water with the 2023 Manitou Explore Bench 22 MAX Standard Stealth. Engineered for thr... View Details

    View 19 Photos and Details Contact Seller
    $49,899
    VIEW DETAILS
  • Price Drop 2026 Viaggio LAGO V 22U TRITOON

    2026 Viaggio LAGO V 22U TRITOON

    $49,995
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 9'
    • 2026 / New
    • $49,995

    New 2026 Viaggio Lago V22U TRITOON with BF 150 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. Upgrades include: Honda Pre-rig Cable Steering w/ Tilt Steering... View Details

    View 17 Photos and Details Contact Seller
    $49,995
    VIEW DETAILS
  • Price Drop 2026 Viaggio LAGO Z 22U TRITOON

    2026 Viaggio LAGO Z 22U TRITOON

    $68,749
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 9'
    • 2026 / New
    • $68,749

    New 2026 Viaggio Lago Z22U Pontoon with BF 200 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. Upgrades include: Tube Protectant Pontoon Side Keel (Port & Starb... View Details

    View 14 Photos and Details Contact Seller
    $68,749
    VIEW DETAILS
  • Price Drop 2026 Viaggio LAGO X 22Q TRITOON

    2026 Viaggio LAGO X 22Q TRITOON

    $51,939
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 9'
    • 2026 / New
    • $51,939

    New 2026 Viaggio Lago X22Q TRITOON with BF 140 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. ** Boat Show Savings + Honda Buyers Choice Sales Event Upgrades inc... View Details

    View 33 Photos and Details Contact Seller
    $51,939
    VIEW DETAILS
  • Price Drop 2026 Viaggio LAGO Z24U

    2026 Viaggio LAGO Z24U

    $85,399
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 24' / 9'
    • 2026 / New
    • $85,399

    New 2026 Viaggio Lago Z24U Tritoon with Honda BF250 for sale at Fay’s Marina in La Porte, Indiana. Loaded upgrades, premium Z Trim features, and performance Tritoon package. The 2... View Details

    View 1 Photo and Details Contact Seller
    $85,399
    VIEW DETAILS
  • Price Drop 2026 Viaggio LAGO X 22D TRITOON

    2026 Viaggio LAGO X 22D TRITOON

    $56,099
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 9'
    • 2026 / New
    • $56,099

    New 2026 Viaggio Lago X22D TRITOON with BF 150 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. ** Boat Show Sale + :Honda Buyers Choice Sales Event Upgrades includ... View Details

    View 16 Photos and Details Contact Seller
    $56,099
    VIEW DETAILS
Showing 1114 to 1134 of 1,638 boats found.
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