Boats for sale in Brooksville Florida - BoatCrazy

920 boats found within 100 miles from Brooksville, Florida

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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

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$67,973
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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

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$69,791
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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

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$77,691
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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

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$169,714
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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

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$58,971
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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

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$64,971
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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

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$68,472
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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

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$54,801
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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

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$39,971
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2021 Bennington 20 SVF

$24,977

Bradenton, FL
- Bradenton, FL
- Pontoon
- 21'
- 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

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$24,977
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2023 Bennington 22 SSR

$29,000

Tampa, FL
- Tampa, FL
- Pontoon
- 22'
- 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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2023 Bennington 22 S

$25,000

Spring Hill, FL
- Spring Hill, FL
- Pontoon
- 22'
- 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

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$25,000
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2023 Bennington 22 S

$25,000

Spring Hill, FL
- Spring Hill, FL
- Pontoon
- 22'
- 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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2023 Bennington 22 S

$29,000

Spring Hill, FL
- Spring Hill, FL
- Pontoon
- 22'
- 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 Bentley 243 Legacy Swingback

$49,999

Hudson, FL
- Hudson, FL
- Pontoon
- 24'
- 2023 / Used
- $49,999
PRE-OWNED 2023 BENTLEY 243 SWINGBACKPOWERED BY A 200HP SUZUKI 4-STROKE w/ only 28 hours and warranty thru 6-22-2028Trailer available if needed.NEVER ANY DEALER FEES!• ANTONIETTI DI... View Details

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$49,999
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2023 Bentley 220 FNC

$29,900

Tarpon Springs, FL
- Tarpon Springs, FL
- Pontoon
- 22'
- 2023 / Used
- $29,900
Stock #426942 Video of this vessel available at www [dot] popsells [dot] com/view/426942 Reason for selling is "Owner is not able to use enough.". This Bentley has now been on t... View Details

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$29,900
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2026 Bentley 243 Fish-N-Cruise

$58,922

Hudson, FL
- Hudson, FL
- Pontoon
- 23'
- 2026 / New
- $58,922
2026 BENTLEY 243 FISH-N-CRUISEPOWERED BY A 200HP SUZUKI 4-STROKETrailer available if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $77,222• ANTONIETTI DISCOUNTED PRICE: $58,922F... View Details

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$58,922
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2026 Bentley Fish 203

$61,409

Saint Cloud, FL
- Saint Cloud, FL
- Pontoon
- 20'
- 2026 / New
- $61,409
Get the best of both worlds—fishing functionality and cruising comfort—with this 2026 Bentley Fish 203 Pontoon. Designed for versatility and powered by a dependable 115 HP Mercury,... View Details

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$61,409
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2026 Bentley LE 180 Cruise

$39,900

Saint Cloud, FL
- Saint Cloud, FL
- Pontoon
- 18'
- 2026 / New
- $39,900
Cruise in comfort and style with this 2026 Bentley LE 180 Cruise Pontoon, a perfect entry-level option for relaxing days on the water. Powered by a reliable 90 HP Mercury 4-Stroke,... View Details

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$39,900
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2026 Bentley 223 Swingback

$74,802

Saint Cloud, FL
- Saint Cloud, FL
- Pontoon
- 22'
- 2026 / New
- $74,802
Make a statement on the water with this 2026 Bentley 223 Swingback Pontoon, a premium setup loaded with power, comfort, and eye-catching style. Equipped with a 200 HP Mercury, this... View Details

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$74,802
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2019 Berkshire 25E STS 2.0

$39,977

Bradenton, FL
- Bradenton, FL
- Pontoon
- 25'
- 2019 / Used
- $39,977
2019 Berkshire Pontoons 25E STS 2.0Berkshire STS SeriesHere you’ll discover the direct result of what happens when we listen to what our customer’s demand in a luxury performance p... View Details

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$39,977
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Showing 85 to 105 of 920 boats found.

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