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  • Pontoon
    Within 100 Miles Of
    Winthrop Harbor, Illinois

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Pontoon boats for sale in Winthrop Harbor Illinois

There are 222 new and used Pontoon boats for sale in Winthrop Harbor, Illinois. Explore Pontoon brands like Harris, Barletta, Starcraft, Viaggio, Sylvan, and Coach on BoatCrazy. View a wide selection of Pontoon boats from $9,500 to $268,360.
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  • Boats
  • Pontoon
    Within 100 Miles Of
    Winthrop Harbor, Illinois
222 boats found within 100 miles from Winthrop Harbor, Illinois
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  • 2026 Barletta Lusso

    2026 Barletta Lusso

    Call for price
    Walworth, WI
    • Walworth, WI
    • Pontoon
    • 0' / 0'
    • 2026 / New
    • Call for price

    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

    View 30 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2026 Barletta Cabrio

    2026 Barletta Cabrio

    Call for price
    Walworth, WI
    • Walworth, WI
    • Pontoon
    • 0' / 0'
    • 2026 / New
    • Call for price

    Introducing the 2025 Barletta Cabrio Experience the epitome of luxury and style with the 2026 Barletta Cabrio. Crafted with precision and attention to detail, this masterpiece prom... View Details

    View 30 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2026 Harris Cruiser 250

    2026 Harris Cruiser 250

    Call for price
    Walworth, WI
    • Walworth, WI
    • Pontoon
    • 26' / 0'
    • 2026 / New
    • Call for price

    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

    View 24 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • Price Drop 2025 Harris 250 Cruiser

    2025 Harris 250 Cruiser

    $77,167
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 26' / 9'
    • 2025 / New
    • $77,167

    Contact us to find out ALL available savings! Embark on Luxury Adventures with the 2025 Harris 250 Cruiser SL Tri-Toon Experience effortless power and performance with the MERCRUIS... View Details

    View 4 Photos and Details Contact Seller
    $77,167
    VIEW DETAILS
  • Price Drop 2025 Harris 230 Cruiser

    2025 Harris 230 Cruiser

    $48,765
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $48,765

    Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

    View 4 Photos and Details Contact Seller
    $48,765
    VIEW DETAILS
  • 2025 Harris 230 Cruiser

    2025 Harris 230 Cruiser

    $51,427
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $51,427

    Take advantage of limited-time savings on in-stock boats!Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter... View Details

    View 4 Photos and Details Contact Seller
    $51,427
    VIEW DETAILS
  • Price Drop 2025 Harris 230 Cruiser

    2025 Harris 230 Cruiser

    $49,300
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $49,300

    Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

    View 7 Photos and Details Contact Seller
    $49,300
    VIEW DETAILS
  • Price Drop 2025 Harris 230 Cruiser

    2025 Harris 230 Cruiser

    $49,867
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $49,867

    Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

    View 11 Photos and Details Contact Seller
    $49,867
    VIEW DETAILS
  • Price Drop 2025 Harris 230 Cruiser

    2025 Harris 230 Cruiser

    $50,187
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $50,187

    Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

    View 7 Photos and Details Contact Seller
    $50,187
    VIEW DETAILS
  • Price Drop 2025 Harris 210 Cruiser

    2025 Harris 210 Cruiser

    $55,022
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 23' / 0'
    • 2025 / New
    • $55,022

    Contact us to find out ALL available savings! Invite your friends waterskiing, take the kids for a sun-soaked day of cruising, or escape alone and cast a line. No matter what you d... View Details

    View 5 Photos and Details Contact Seller
    $55,022
    VIEW DETAILS
  • 2025 Barletta LUSSO25UE

    2025 Barletta LUSSO25UE

    $135,131
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $135,131

    Contact us to find out ALL available savings! BARLETTA LUSSO 25 UE Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

    View 30 Photos and Details Contact Seller
    $135,131
    VIEW DETAILS
  • 2025 Harris 230 Cruiser

    2025 Harris 230 Cruiser

    $69,615
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 23' / 0'
    • 2025 / New
    • $69,615

    Act fast on this limited-time offer! Experience Unmatched Adventure Introducing the 2025 Harris 230 Cruiser CWDH, where luxury meets performance on the water. Crafted for those who... View Details

    View 16 Photos and Details Contact Seller
    $69,615
    VIEW DETAILS
  • 2025 Barletta LUSSO25UE

    2025 Barletta LUSSO25UE

    $141,296
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $141,296

    Contact us to find out ALL available savings! BARLETTA LUSSO 25 UE Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

    View 30 Photos and Details Contact Seller
    $141,296
    VIEW DETAILS
  • 2025 Barletta LUSSO25UC

    2025 Barletta LUSSO25UC

    $137,288
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $137,288

    Contact us to find out ALL available savings! BARLETTA LUSSO 25 UC Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

    View 7 Photos and Details Contact Seller
    $137,288
    VIEW DETAILS
  • 2025 Barletta LUSSO23UC

    2025 Barletta LUSSO23UC

    $114,732
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 23' / 0'
    • 2025 / New
    • $114,732

    Contact us to find out ALL available savings! BARLETTA LUSSO 25 UC Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

    View 30 Photos and Details Contact Seller
    $114,732
    VIEW DETAILS
  • 2025 Barletta ARIA20CC

    2025 Barletta ARIA20CC

    $48,131
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 20' / 0'
    • 2025 / New
    • $48,131

    Contact us to find out ALL available savings! BARLETTA ARIA 20 CC Everything you love about the Barletta DNA with a price conscious approach. Is the Aria right for you? Designed to... View Details

    View 30 Photos and Details Contact Seller
    $48,131
    VIEW DETAILS
  • 2025 Barletta LUSSO23UC

    2025 Barletta LUSSO23UC

    $137,834
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2025 / New
    • $137,834

    Contact us to find out ALL available savings! BARLETTA LUSSO 23 UC Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

    View 7 Photos and Details Contact Seller
    $137,834
    VIEW DETAILS
  • 2025 Barletta ARIA20CC

    2025 Barletta ARIA20CC

    $50,001
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 20' / 0'
    • 2025 / New
    • $50,001

    Contact us to find out ALL available savings! Everything you love about the Barletta DNA with a price conscious approach. Is the Aria right for you? Designed to be obtainable witho... View Details

    View 30 Photos and Details Contact Seller
    $50,001
    VIEW DETAILS
  • 2026 Starcraft EX 20 Q DH

    2026 Starcraft EX 20 Q DH

    Call for price
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 20' / 0'
    • 2026 / New
    • Call for price

    Just landed and ready to make waves! The Starcraft EX 20 Q DH pontoon boat offers the perfect blend of relaxation and versatility for creating lasting memories on the water. Up fro... View Details

    View 3 Photos and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 2026 Barletta Cabrio 24 UE

    2026 Barletta Cabrio 24 UE

    $97,333
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 25' / 0'
    • 2026 / New
    • $97,333

    Is the Cabrio right for you/ Spend time with family on the water in the price sonscious Cabrio. The same fit and finish, innovation, performance adn superior construction that Barl... View Details

    View 10 Photos and Details Contact Seller
    $97,333
    VIEW DETAILS
  • 2026 Starcraft GX 18 R

    2026 Starcraft GX 18 R

    $30,214
    Pewaukee, WI
    • Pewaukee, WI
    • Pontoon
    • 18' / 0'
    • 2026 / New
    • $30,214

    The Starcraft Pontoon GX 18 R offers a perfect blend of style and functionality, making it an ideal choice for water enthusiasts. Built on robust 23-inch diameter tubes, this ponto... View Details

    View 13 Photos and Details Contact Seller
    $30,214
    VIEW DETAILS
Showing 85 to 105 of 222 boats found.
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Pontoon Boats on Boatcrazy

Pontoon boats are an exceptionally customizable boat type that can provide for a wide variety of boating activities. Often these boats are configured with a large flat deck that rests on multiple pontoons.

Pontoons are usually very spacious and allow for passengers to move about quite a bit. Some pontoons come with powerful outboard motors which can handle towing tubes and wake surfers.

Pontoon Boats manufacturers on Boatcrazy

When looking to buy a quality Pontoon boat, consider these top Pontoon Manufacturers

Harris, Bennington, Manitou, Barletta, Godfrey, Sun Tracker, G3, Fun Country and Avalon.

Pontoon Boats For Sale by State

Pontoon Boats Frequently Asked Questions

How fast will a 20 foot Pontoon boat go?

On average, a 20ft Pontoon boat will reach speeds of around 23mph. Pontoons 20 to 22-foot, are well suited for lakes and rivers that do not have large waves.

Mid-sized boats are well equipped to seat up to 13 passengers. The larger 23 to 28-foot boats are capable of cruising through rough waters and offer enough space for up to 15 people to enjoy a day on the lake.

For beginners, towing a Pontoon boat for the first time can be a very daunting experience, but actually loading and towing your pontoon boat onto the correct trailer and accessories can be fairly easy. Ensure you move it to shallower waters first before attempting to load.

There is no magical time to buy a Pontoon boat, as we always have plenty of listings all year round. But winter seems to be a better time to buy a pontoon boat, as this is the season when many boat shows are held. During this period, boat dealers tend to go to great lengths to come up with the best deals to catch the attention of people who watch the shows.

A Pontoon boat mpg will vary depending on the weather and conditions, but 3.5 miles per gallon is not too far from average. Weight and specifications also play a part on fuel consumption.

The average cost of a new pontoon boat ranges from $15,000 to upwards of $175,000. The price will vary greatly depending on factors like size and accessories. Obviously, buying a new pontoon boat instead of a used version does carry a significantly higher price tag, but it will come with a full warranty. You can also get a good deal on used Pontoons though, and there are plenty for sale on Boatcrazy, for as little as $5,000 you can start having fun on the water!