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New Bennington Boats for Sale in Winter Park, FL: Shop New Bennington Pontoons

Showing 39 Results
    StatusCall for Price
    LocationOrlando, FL
    Stock #ETWR6134

    2025 Bennington 23L CALL OR TEXT 407-425-2628 Going well beyond premium both inside and out, the L Line offers many of our most popular ... READ MORE

    View Boat
    Engine Horsepower200
    Length23
    Engine Hours0
    Beam8.5
    Interior ColorDIAMOND PRESSED SILVER SIMTEX
    Exterior ColorZEBRA SLATE BLK SM/ACCENT METALLIC SILVER
    Fuel TypeGas
    Fuel Capacity21
    StatusCall for Price
    LocationOrlando, FL
    Stock #FINX0387

    2025 SUPREME S240 CALL OR TEXT 407-425-2628. The introduction of the new S-Series is reshaping the Supreme Boats brand and propelling it... READ MORE

    View Boat
    Engine Horsepower409
    Length24
    Hull ConstructionFIBERGLASS
    Engine Hours0
    Beam8.5
    Draft36
    Dry Weight0
    Passengers0
    Interior ColorWHISPER GREY/FROST WHITE
    Exterior ColorWHITE FROST/STONE GRAY
    Fuel Type81
    StatusCall for Price
    LocationOrlando, FL
    Stock #ETWR6147

    2025 Bennington 20S CALL OR TEXT 407-425-2628 The 2025 S series allows you to have it your way. From the bold look of the optional black... READ MORE

    View Boat
    Engine Horsepower150
    Length20.4
    Engine Hours0
    Beam8.6
    Passengers0
    Interior ColorSHADOW GREY/ICE WHITE
    Exterior ColorLUMINOUS BLUE SM/ACCENT METALLIC WHITE SM
    Fuel TypeGas
    Fuel Capacity32
    Draft0
    StatusCall for Price
    LocationOrlando, FL
    Stock #FINF0162

    2025 Centurion Fe23 CALL OR TEXT: 407-425-2628 The Fe23 is the ideal wake surf boat for both professionals and weekend enthusiasts. With... READ MORE

    View Boat
    Engine Horsepower450
    Length23
    Hull ConstructionFIBERGLASS
    Engine Hours0
    Beam8.6
    Draft36
    Passengers14
    Interior ColorWHITE FROST/STONE GRAY/MARINA BLUE
    Exterior ColorMARINA BLUE MF/WHITE FROST
    Fuel TypeGas
    Fuel Capacity89
    StatusCall for Price
    LocationOrlando, FL
    Stock #FINH0307

    2025 Centurion NV213 2025 Centurion NV213 CALL OR TEXT 407-425-2628 The Nv213 is your entry point to Centurion Boats with a performance ... READ MORE

    View Boat
    Engine Horsepower409
    Length21.3
    Hull ConstructionFIBERGLASS
    Engine Hours0
    Beam8'6 ft
    Draft36
    Dry Weight0
    Passengers12
    Interior ColorWHITE FROST/TAN
    Exterior ColorWHITE FROST/TAN
    Fuel TypeGas
    Fuel Capacity70
    StatusCall for Price
    LocationOrlando, FL
    Stock #FINH0316

    2025 Centurion NV213 2025 Centurion NV213 CALL OR TEXT 407-425-2628 The Nv213 is your entry point to Centurion Boats with a performance ... READ MORE

    View Boat
    Engine Horsepower409
    Length21.3
    Hull ConstructionFIBERGLASS
    Beam8'6 ft
    Draft36
    Passengers12
    Interior ColorWHITE FROST/ONYX BLACK
    Exterior ColorSILVER MF/WHITE FROST
    Fuel TypeGas
    Fuel Capacity70
    StatusCall for Price
    LocationOrlando, FL
    Stock #RGMDX355

    2025 REGAL LX4 2025 REGAL LX4 Optimized for incredible performance, functionality, and luxury, the LX4 doesn’t compromise. Brilliantly d... READ MORE

    View Boat
    Engine Horsepower250
    Length24.4
    Hull ConstructionFIBERGLASS
    Engine Hours0
    Beam8.5
    Draft18.75
    Dry Weight 4400
    Passengers0
    Interior ColorTITANIUM
    Exterior ColorSTEEL GREY/BLACH/TAHITI BEACH WHITE
    Fuel TypeGas
    Fuel Capacity74
    StatusCall for Price
    LocationOrlando, FL
    Stock #FINJ0275

    2025 Centurion NV233 2025 Centurion NV233 CALL OR TEXT 407-425-2628 The Nv233 takes it up a notch from the entry Centurion Nv213, with t... READ MORE

    View Boat
    Engine Horsepower409
    Length23' 3"
    Hull ConstructionFIBERGLASS
    Engine Hours0
    Beam8'6 ft
    Draft36
    Dry Weight0
    Passengers14
    Interior ColorCASTANO BROWN/SPEARMINT
    Exterior ColorSILVERMF/SPEARMINT
    Fuel TypeGas
    Fuel Capacity70
  • StatusCall for Price
    LocationOrlando, FL
    Stock #67036

    The Nautique S21 delivers premium wake performance in a versatile 21.5-ft package, powered for up to 355 HP and designed for serious wate... READ MORE

    View Boat
    StatusCall for Price
    LocationOrlando
    Stock #67036
  • StatusAvailable
    LocationOrlando, FL
    Year2026

    The 2026 Ski Nautique isa completely redesigned, lightweight tournament-ready three-event boatcelebrating its 65th anniversary with a "fo... READ MORE

    View Boat
    Engine Hours0
    Engine Power450
    Beam94"
    length20
    ColorAnthracite flake/masters blue
    Fuel TypeGas
    StatusCall for Price
    LocationOrlando, FL
    Year2026

    Checkout the 2026 Regal LS2 by Regal and Nautique of Orlando at Orlando, FL location... READ MORE

    View Boat
    Engine Hours0
    Engine Power250
    length20
    ColorBlack/Graphite
    Fuel TypeGAS
    StatusAvailable
    LocationOrlando, FL
    Year2026

    Introducing the 2026 Regal LX2 Bowrider, a remarkable vessel that embodies modern design and exceptional performance. With an overall len... READ MORE

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    Engine Hours0
    Engine Power150
    Beam8.6
    length20
    Color
    StatusCall for Price
    LocationOrlando, FL
    Year2026

    Checkout the 2026 Nautique P25 by Regal and Nautique of Orlando at Orlando, FL location... READ MORE

    View Boat
    StatusCall for Price
    LocationOrlando
    Year2026
    StatusCall for Price
    LocationOrlando, FL
    Stock #67031

    The Nautique S21 delivers premium wake performance in a versatile 21.5-ft package, powered for up to 355 HP and designed for serious wate... READ MORE

    View Boat
    Engine Hours0
    Engine Power355
    Beam8.5
    length21
    Colorblack/reef flake
    Fuel TypeGas
    StatusCall for Price
    LocationOrlando, FL
    Stock #64010

    The G23 is the undisputed boat of choice for professional riders looking to redefine what’s possible on the water but can also cater to b... READ MORE

    View Boat
    Engine Hours0
    Engine Power450
    Beam8.6
    length23
    Fuel TypeGas
    StatusCall for Price
    LocationOrlando, FL
    Stock #CF900

    Make the water your playground in a model that leads the pack—literally and figuratively. With deceptively spacious seating and storage c... READ MORE

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    Engine Hours0
    Engine Power280
    Colormed blue/white/graphite
    Fuel TypeGAS
    Status
    LocationOrlando, FL
    Stock #MX394

    Get ready to embark on your next adventure. The Regal LX6 will take you wherever you want to go—and do it all with elegance and style. Th... READ MORE

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    Engine Hours0
    Engine Power350
    Beam8.6
    length26' 3"
    Fuel TypeGas
    Fuel Capacity95
    StatusCall for Price
    LocationOrlando, FL
    Stock #63039

    The 2026 Super Air Nautique S23 offers modern innovation with timeless lines of a traditional bow Nautique, delivering pure performance i... READ MORE

    View Boat
    Engine Hours0
    Beam8.3
    length23
    Colorblack/anthracite
    Fuel TypeGAS
    StatusCall for Price
    LocationOrlando, FL
    Stock #60051

    The super Air Nautique GS20 blends the innovative hull characteristics of the record-setting Ski Nautique and the award-winning G-Series ... READ MORE

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    StatusCall for Price
    LocationOrlando
    Stock #60051
    StatusCall for Price
    LocationOrlando, FL
    Stock #CTC60061K52

    2026 SUPER AIR NAUTIQUE GS20 CALL OR TEXT 407-425-2628. The super Air Nautique GS20 blends the innovative hull characteristics of the re... READ MORE

    View Boat
    Engine Hours0
    Beam8.3
    length20
    ColorMasters blue flake/black
    Fuel TypeGAS

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Bennington has long been the gold standard in luxury pontoon and tritoon boating, offering an unmatched combination of performance, comfort, and elegance in Winter Park, FL. With over two decades of design excellence and industry-leading construction, Bennington boats are crafted to deliver an exceptional on-water experience. From plush seating to cutting-edge performance features, every detail reflects the brand’s commitment to quality. In Winter Park, FL, where water adventures are part of the lifestyle, our lineup of new pontoon boats for sale and new tritoon boats for sale at Regal & Nautique of Orlando brings that Bennington excellence directly to local boaters. Whether you're looking to relax with family or entertain friends in Winter Park, FL, Bennington offers the perfect ride.

  • The Difference Between Pontoons & Tritoons

    Before selecting your next boat in Winter Park, FL, it’s essential to understand what sets pontoons and tritoons apart. A traditional pontoon features two aluminum tubes beneath a flat deck, offering stability and smooth cruising ideal for casual outings. A tritoon, on the other hand, includes a third tube in the center, which improves weight distribution, speed, and handling for those who want enhanced performance on Winter Park, FL’s lakes. When browsing our inventory of new pontoon boats for sale and new tritoon boats for sale, consider how you plan to use your boat, whether it be relaxed cruising, towing water toys, or navigating rougher conditions. With Bennington, both options offer premium craftsmanship in Winter Park, FL, but tritoons give you that little extra in performance.

  • Your Guide to Choosing the Ideal Pontoon or Tritoon Boat in Winter Park, FL

    Choosing a new boat is more than just picking a model. Rather, it’s about finding the right fit for your lifestyle. Our team in Winter Park, FL takes time to understand your boating habits, preferences, and budget before guiding you through our selection of new pontoon boats for sale and new tritoon boats for sale. We’ll help you evaluate seating capacity, horsepower needs, and onboard features to make sure your Bennington matches your expectations perfectly in Winter Park, FL. Every new Bennington boat Regal & Nautique of Orlando carries is backed by impressive warranties and the support of a knowledgeable local team. Visit our dealership in Winter Park, FL and see why so many local boating families trust us when it comes to selecting their perfect new pontoon or tritoon.

Your Journey on the Winter Park,FL Water Begins Here


As an award-winning Regal and Nautique dealership, we’re more than just a destination for premium boats, we’re your trusted partner in Winter Park,FL, creating lifelong memories and cherished family traditions on the water. Our mission is to deliver an unparalleled buying and ownership experience, backed by a commitment to excellence in every detail.

From the moment you walk through our doors, you’ll be welcomed by a team of friendly, passionate, and highly knowledgeable professionals dedicated to helping you find the perfect boat for your lifestyle. Whether you're a first-time buyer or a seasoned boater, we strive to provide an exceptional experience that extends far beyond the sale.

We take pride in offering:

  • A world-class boat buying experience tailored to your needs and preferences
  • Top-tier boat service and maintenance to keep you on the water with confidence
  • A wide selection of premium boating accessories to enhance every adventure
  • Genuine care and personalized support from a team that truly values your satisfaction

At the heart of everything we do is a simple promise, to serve you with integrity, expertise, and a passion for the boating lifestyle. We are here in Winter Park,FL to ensure that every step of your boating journey is smooth, enjoyable, and unforgettable.

Let us help you create experiences that will be treasured for generations.

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*Financing offered through the Regal & Nautique of Orlando Financial Services and our lending partners. Available rates are dependent on many factors including credit score, down payment, loan term, loan amount, vessel value and vessel age. Minimum credit history and down payment requirements will dictate final approval. Rates are subject to change without notice. Financing is available with approved credit (W.A.C.).The Regal & Nautique of Orlando reserves the right to withdraw any offer of financing.

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