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  • Pontoon
    Within 100 Miles Of
    Winter Garden, Florida

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Pontoon boats for sale in Winter Garden Florida

There are 192 new and used Pontoon boats for sale in Winter Garden, Florida. Explore Pontoon brands like Godfrey, Bennington, Sun Tracker, Sweetwater, Sea Doo, and Barletta on BoatCrazy. View a wide selection of Pontoon boats from $4,977 to $250,000.
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  • Boats
  • Pontoon
    Within 100 Miles Of
    Winter Garden, Florida
192 boats found within 100 miles from Winter Garden, Florida
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  • Price Drop 2023 Harris Cruiser 230

    2023 Harris Cruiser 230

    $34,975
    Tampa, FL
    • Tampa, FL
    • Pontoon
    • 23'
    • 2023 / Used
    • $34,975

    The Harris 230 Cruiser is a sporty yet versatile tritoon that deliver a smooth ride, classic comfort and style. Entertain your friends, escape to your happy place, and find your id... View Details

    View 10 Photos and Details Contact Seller
    $34,975
    VIEW DETAILS
  • Price Drop 2026 Princecraft Sportfisher 21

    2026 Princecraft Sportfisher 21

    $44,621
    Tampa, FL
    • Tampa, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $44,621

    a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } This Brand-New 2026 Princecraft Sportfisher 21 paired... View Details

    View 10 Photos and Details Contact Seller
    $44,621
    VIEW DETAILS
  • 2025 Veranda VX27DCRC

    2025 Veranda VX27DCRC

    $139,975
    Tampa, FL
    • Tampa, FL
    • Pontoon
    • 29'
    • 2025 / Used
    • $139,975

    Beautiful 2025 DEMO model Veranda VX27DCRC powered by a Mercury 500 Racing Outboard! Factory Warranty! DEMO MODEL: VX27DCRC Triple Toon 27" High HP Flooring - Woven Pewter Rail Col... View Details

    View 10 Photos and Details Contact Seller
    $139,975
    VIEW DETAILS
  • 2026 Princecraft Vectra 23 QL Tritoon

    2026 Princecraft Vectra 23 QL Tritoon

    $77,067
    Tampa, FL
    • Tampa, FL
    • Pontoon
    • 23'
    • 2026 / New
    • $77,067

    The Princecraft Vectra 23 QL is a 2026 model tritoon designed for comfort, versatility, and style, making it ideal for family outings, picnics, and social gatherings. We have sever... View Details

    View 10 Photos and Details Contact Seller
    $77,067
    VIEW DETAILS
  • Price Drop 2026 Bennington 20 S Fishing

    2026 Bennington 20 S Fishing

    $39,971
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2026 / New
    • $39,971

    If your perfect Saturday involves a dawn patrol for bass and a sunset cruise with the crew, the Bennington 20 S 4 Point Fishing is your new best friend. This vessel is the ultimate... View Details

    View 23 Photos and Details Contact Seller
    $39,971
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S Fish and Cruise

    2026 Bennington 21 S Fish and Cruise

    $54,801
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $54,801

    Step aboard the Bennington 21SFCSF, the ultimate party-and-pontoon-fishing hybrid! This is the boat for the family or friend group that can never quite agree on the day's activ... View Details

    View 18 Photos and Details Contact Seller
    $54,801
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S Cruise

    2026 Bennington 21 S Cruise

    $59,754
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $59,754

    If your ideal weekend involves a seamless blend of adrenaline and pure relaxation, this 21 S Cruise is your match. Dressed to impress in Luminous Blue with sleek Matte Black accent... View Details

    View 21 Photos and Details Contact Seller
    $59,754
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S SWINGBACK

    2026 Bennington 21 S SWINGBACK

    $68,472
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $68,472

    If you’re the kind of person who believes a Saturday isn't complete without a sun-soaked gathering, the Bennington 21SSB is your new best friend. This pontoon is a social butte... View Details

    View 22 Photos and Details Contact Seller
    $68,472
    VIEW DETAILS
  • Price Drop 2026 Bennington 21 S FISH AND CRUISE

    2026 Bennington 21 S FISH AND CRUISE

    $67,973
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21'
    • 2026 / New
    • $67,973

    For the angler who refuses to choose between a serious fishing trip and a lively social hour, the Bennington 21SFC is the ultimate multipurpose escape. This isn't just a pontoo... View Details

    View 23 Photos and Details Contact Seller
    $67,973
    VIEW DETAILS
  • Price Drop 2026 Bennington 22 S Swingback

    2026 Bennington 22 S Swingback

    $69,791
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2026 / New
    • $69,791

    Step aboard the Bennington 22 S Swingback and you will immediately notice that this is a craft built for the ultimate socialite. If you are the person who loves being the "hos... View Details

    View 20 Photos and Details Contact Seller
    $69,791
    VIEW DETAILS
  • Price Drop 2026 Bennington 22 S STERN RADIUS

    2026 Bennington 22 S STERN RADIUS

    $77,691
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2026 / New
    • $77,691

    The Bennington 22SSR is the ultimate companion for the social butterfly who believes the best days are spent surrounded by friends and family. This pontoon is masterfully designed... View Details

    View 24 Photos and Details Contact Seller
    $77,691
    VIEW DETAILS
  • Price Drop 2026 Bennington 26 M STERN LOUNGE

    2026 Bennington 26 M STERN LOUNGE

    $169,714
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 28'
    • 2026 / New
    • $169,714

    Imagine the ultimate social hub that doesn't just sit on the water—it commands it. This Bennington 26 M Stern Lounge is the dream vessel for the consummate host who believes th... View Details

    View 24 Photos and Details Contact Seller
    $169,714
    VIEW DETAILS
  • Price Drop 2026 Bennington 20 S CRUISE

    2026 Bennington 20 S CRUISE

    $58,971
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2026 / New
    • $58,971

    Imagine a Saturday where the hardest decision you have to make is whether to lounge on the sunpad or take another lap around the lake. The Bennington 20SL is the ultimate "yes... View Details

    View 19 Photos and Details Contact Seller
    $58,971
    VIEW DETAILS
  • Price Drop 2026 Bennington 22 S 4 PT FISHING

    2026 Bennington 22 S 4 PT FISHING

    $64,971
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2026 / New
    • $64,971

    The Bennington 22SF is the ultimate "choose your own adventure" vessel, perfectly blurring the lines between a serious angling machine and a high-end entertainment lounge... View Details

    View 21 Photos and Details Contact Seller
    $64,971
    VIEW DETAILS
  • 2027 Starcraft J7 JET SUPER SPORT

    2027 Starcraft J7 JET SUPER SPORT

    $43,363
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 17'
    • 2027 / New
    • $43,363

    Performance Redefined: The Starcraft SV J7 Super SportWhile the standard J7 is a practical workhorse, the Starcraft SV J7 Super Sport is its high-octane, aggressive sibling. Draped... View Details

    View 15 Photos and Details Contact Seller
    $43,363
    VIEW DETAILS
  • 2027 Starcraft SV 16 OB

    2027 Starcraft SV 16 OB

    $34,478
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 16'
    • 2027 / New
    • $34,478

    If you are looking to level up your weekend adventures, the Starcraft SV 16 OB is the perfect companion for your next escape. Designed for active families and tight-knit friend gro... View Details

    View 1 Photo and Details Contact Seller
    $34,478
    VIEW DETAILS
  • 2027 Starcraft SVX 210 OB

    2027 Starcraft SVX 210 OB

    $67,340
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $67,340

    If you’re looking to crowd-source your next weekend adventure, the Starcraft SVX 210 OB is your ticket to the ultimate day on the water. Built with expansive space that practically... View Details

    View 1 Photo and Details Contact Seller
    $67,340
    VIEW DETAILS
  • Price Drop 2022 Cypress Cay 232 Seabreeze

    2022 Cypress Cay 232 Seabreeze

    $23,500
    Merritt Island, FL
    • Merritt Island, FL
    • Pontoon
    • 24'
    • 2022 / Used
    • $23,500

    The Cypress Cay 232 Seabreeze is the perfect choice of ponbtoon boat for you and up to 11 family & friends to cruise the waterways creating life long memories. View Details

    View 8 Photos and Details Contact Seller
    $23,500
    VIEW DETAILS
  • Price Drop 2022 Cypress Cay 232 Seabreeze

    2022 Cypress Cay 232 Seabreeze

    $22,500
    Merritt Island, FL
    • Merritt Island, FL
    • Pontoon
    • 23'
    • 2022 / Used
    • $22,500

    Confidence comes from intuitive ease of use, reliability and safety. The Seabreeze 232 packs those features and more on a 23-foot pontoon platform. The single-piece fiberglass helm... View Details

    View 8 Photos and Details Contact Seller
    $22,500
    VIEW DETAILS
  • 2022 Godfrey Sweetwater 2286

    2022 Godfrey Sweetwater 2286

    $34,900
    Merritt Island, FL
    • Merritt Island, FL
    • Pontoon
    • 23'
    • 2022 / Used
    • $34,900

    Put down the welcome mat and kick off your shoes, there’s just something about a Sweetwater Cruise that feels right. With nearly unlimited customization options, you'll feel right... View Details

    View 9 Photos and Details Contact Seller
    $34,900
    VIEW DETAILS
  • 2022 Godfrey Sweetwater 2286

    2022 Godfrey Sweetwater 2286

    $32,705
    Merritt Island, FL
    • Merritt Island, FL
    • Pontoon
    • 23'
    • 2022 / Used
    • $32,705

    The Sweetwater 2286 is the perfect choice of vessel for up to 12 friends and family to spend a lazy day on the river, creating life-long memories. View Details

    View 10 Photos and Details Contact Seller
    $32,705
    VIEW DETAILS
Showing 43 to 63 of 192 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!