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    Within 100 Miles Of
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Bennington boats for sale in Homosassa Florida

There are 27 new and used Bennington boats for sale in Homosassa, Florida. Browse Bennington boat types like Pontoon on BoatCrazy. View a wide selection of Bennington boats from $24,977 to $175,714.
Homosassa, Florida Boats For Sale
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  • Boats
  • Bennington
    Within 100 Miles Of
    Homosassa, Florida
27 boats found within 100 miles from Homosassa, Florida
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  • 2023 Bennington 22 SS

    2023 Bennington 22 SS

    $25,000
    Homosassa, FL
    • Homosassa, FL
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $25,000

    Stock #455724 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Affordable 2023 Bennington S22 Saltwater Se... View Details

    View 10 Photos and Details Contact Seller
    $25,000
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  • 2023 Bennington 22 SSR

    2023 Bennington 22 SSR

    $25,000
    Homosassa, FL
    • Homosassa, FL
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $25,000

    Stock #455721 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Affordable 2023 Bennington S22 SSR Saltwate... View Details

    View 10 Photos and Details Contact Seller
    $25,000
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  • 2023 Bennington 22 SS

    2023 Bennington 22 SS

    $25,000
    Homosassa, FL
    • Homosassa, FL
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $25,000

    Stock #455732 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Affordable 2023 Bennington 22 SS Saltwater... View Details

    View 10 Photos and Details Contact Seller
    $25,000
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  • 2023 Bennington 22 SX

    2023 Bennington 22 SX

    $25,000
    Spring Hill, FL
    • Spring Hill, FL
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $25,000

    Stock #455744 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! The 2023 Bennington 22 SX - Where Comfort M... View Details

    View 10 Photos and Details Contact Seller
    $25,000
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  • 2023 Bennington 22 S

    2023 Bennington 22 S

    $25,000
    Spring Hill, FL
    • Spring Hill, FL
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $25,000

    Stock #455739 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Affordable Late Model 2023 Bennington S22 S... View Details

    View 10 Photos and Details Contact Seller
    $25,000
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  • 2023 Bennington 22 S

    2023 Bennington 22 S

    $29,000
    Spring Hill, FL
    • Spring Hill, FL
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $29,000

    Stock #455745 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Affordable 2023 Bennington 22S Saltwater Se... View Details

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    $29,000
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  • 2023 Bennington 22 S

    2023 Bennington 22 S

    $25,000
    Spring Hill, FL
    • Spring Hill, FL
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $25,000

    Stock #455737 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! The 2023 Bennington 22 S - Where Great Comf... View Details

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    $25,000
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  • 2016 Bennington 2550 RS FASTBACK

    2016 Bennington 2550 RS FASTBACK

    $49,995
    Hudson, FL
    • Hudson, FL
    • Pontoon
    • 27' / 8'
    • 2016 / Used
    • $49,995

    PRE-OWNED 2016 BENNINGTON 2550 RS FASTBACKPOWERED BY A 2021 300HP YAMAHA 4-STROKE w/ ONLY 116 HOURSTRAILER IS INCLUDEDNEVER ANY DEALER FEES!• ANTONIETTI DISCOUNTED PRICE: $49,995•... View Details

    View 23 Photos and Details Contact Seller
    $49,995
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  • 2023 Bennington 22 SSR

    2023 Bennington 22 SSR

    $29,000
    Tampa, FL
    • Tampa, FL
    • Pontoon
    • 22' / 0'
    • 2023 / Used
    • $29,000

    Stock #445564 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! The 2023 Bennington 22 SSR - Where Comfort... View Details

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    $29,000
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  • 2016 Bennington 22 SSX

    2016 Bennington 22 SSX

    $26,500
    Mount Dora, FL
    • Mount Dora, FL
    • Pontoon
    • 22' / 0'
    • 2016 / Used
    • $26,500

    2016 Bennington 22 SSX with Yamaha 115 22' Pontoon This well-maintained 2016 Bennington 22 SSX offers the perfect blend of comfort, reliability, and performance. Powered by a... View Details

    View 17 Photos and Details Contact Seller
    $26,500
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  • 2023 Bennington 24lxsr

    2023 Bennington 24lxsr

    $71,500
    Clearwater, FL
    • Clearwater, FL
    • Pontoon
    • 24' / 0'
    • 2023 / Used
    • $71,500

    Stock #488889 Reason for selling is "Lack of use". This is a new advertisement, on the market just this week (Apr 30th). Always accepting offers! ONLY 26 hours! 2023 Bennington... View Details

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    $71,500
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  • 2021 Bennington 20 SVF

    2021 Bennington 20 SVF

    $24,977
    Bradenton, FL
    • Bradenton, FL
    • Pontoon
    • 21' / 0'
    • 2021 / Used
    • $24,977

    2021 Bennington SV20Discover laid-back cruising and family-friendly fun with this pre-owned 2021 Bennington SV20, now available at Boater’s World Bradenton. If you’ve been searchin... View Details

    View 11 Photos and Details Contact Seller
    $24,977
    VIEW DETAILS
  • Price Drop 2019 Bennington 23 SPDX

    2019 Bennington 23 SPDX

    $38,977
    Bradenton, FL
    • Bradenton, FL
    • Pontoon
    • 25' / 8'
    • 2019 / Used
    • $38,977

    2019 Bennington 23 SPDXExperience the perfect blend of comfort, performance, and style with this pre-owned 2019 Bennington 23 SPDX, now available at Boater’s World Bradenton. If yo... View Details

    View 46 Photos and Details Contact Seller
    $38,977
    VIEW DETAILS
  • 2026 Bennington 26MSLSF

    2026 Bennington 26MSLSF

    $175,714
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 28' / 0'
    • 2026 / New
    • $175,714

    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
    $175,714
    VIEW DETAILS
  • 2026 Bennington 22SF

    2026 Bennington 22SF

    $65,693
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $65,693

    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

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    $65,693
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  • 2026 Bennington 20SL

    2026 Bennington 20SL

    $59,378
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20' / 0'
    • 2026 / New
    • $59,378

    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
    $59,378
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  • 2026 Bennington 22SSSE

    2026 Bennington 22SSSE

    $64,972
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $64,972

    Step aboard the Bennington 22 S Stern Fishing boat, an ideal choice for anyone who loves spending time on the water, whether it's for serious angling or just cruising with love... View Details

    View 22 Photos and Details Contact Seller
    $64,972
    VIEW DETAILS
  • 2026 Bennington 22SSR

    2026 Bennington 22SSR

    $78,692
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $78,692

    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
    $78,692
    VIEW DETAILS
  • 2026 Bennington 22SSBSF

    2026 Bennington 22SSBSF

    $74,452
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22' / 0'
    • 2026 / New
    • $74,452

    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
    $74,452
    VIEW DETAILS
  • 2026 Bennington 21SFC

    2026 Bennington 21SFC

    $69,210
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $69,210

    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
    $69,210
    VIEW DETAILS
  • 2026 Bennington 21SSB

    2026 Bennington 21SSB

    $69,072
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 21' / 0'
    • 2026 / New
    • $69,072

    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
    $69,072
    VIEW DETAILS
1 to 21 of 27 boats found.
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Bennington Boats For Sale By Model (by popularity)

Bennington Boats For Sale

New and Used Bennington Boats

Bennington Boats On Boatcrazy

Bennington, a luxurious line of Pontoon and Tritoon boats, is a company that sets the design trend exceeding the industry standard.

Founded in 1997 in Indiana, the company takes pride in using only the best materials and never cutting corners. With meticulous attention to detail and quality, Bennington is a leader in innovation and design for boating. Building their boats using a fully welded aluminum construction, Bennington pontoons are able to give you a safe and stable boating experience, and their Furniture is the perfect combination of comfort and support through their ergonomic design. With plenty of space and seating Bennington Pontoons are perfect for Fishing, Cruising and Entertaining.

Find your next Bennington boat on Boatcrazy.com

Bennington Boats Frequently Asked Questions

They have a good selection of models, options, and price points, depending on what model yo choose. They also have a lifetime structural and decking warranty on all their boats. You can view a wide selection of Bennington boats on Boatcrazy from $14,995 to $179,990.

Bennington's luxury Pontoon and Tritoon boats are known for their high-quality design and performance. Their Tritoons are able to handle rough and choppy waters because of the third toon. This helps to stabilize the boat and give a smoother ride.

Their extensive model series line-up is the Q, R, L, and S, Series. Some of the more popular models include; 23LSB, 20SLG, 21LL, and 21SXL.

Bennington pontoons are good for all water activities, day cruising on lakes and waterways, but they are also a great boat for fishing and even some water sports.