Boats for sale in Winter Haven Florida

1,479 boats found within 100 miles from Winter Haven, Florida

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2026 Hurricane SunDeck 187 OB

$56,777

Lake Placid, FL
- Lake Placid, FL
- Deck Boat
- 18'
- 2026 / New
- $56,777
2026 Hurricane SunDeck 187 OBThe 2026 Hurricane SunDeck 187 OB is a versatile Florida deck boat built for boaters who want to enjoy the state’s wide range of waterways, including l... View Details

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$56,777
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2023 Trophy T24 CC

$56,900

Merritt Island, FL
- Merritt Island, FL
- Fishing Center Console
- 24'
- 2023 / Used
- $56,900
The newest addition to the Trophy series innovation expands our center console capabilities with increased fuel capacity, rugged fishability, increased storage and amplified cruisi... View Details

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$56,900
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2026 Bayliner D22

$57,477

Lake Placid, FL
- Lake Placid, FL
- Deck Boat
- 21'
- 2026 / New
- $57,477
*TRAILER SOLD SEPARATE*2026 Bayliner D22Introducing the revamped D22, now ready to shine in the spotlight and impress the next generation of boaters! The new outboard version combi... View Details

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$57,477
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2021 Hurricane 235 SD

$57,500

North Fort Myers, FL
- North Fort Myers, FL
- Deck Boat
- 23'
- 2021 / Used
- $57,500
Stock #389147 Video of this vessel available at www [dot] popsells [dot] com/view/389147 Reason for selling is "Selling their home, do not need a boat". ANY and ALL offers will... View Details

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$57,500
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2007 Sea Ray 270 Amberjack

$57,500

Silver Springs, FL
- Silver Springs, FL
- Express Cruiser
- 27'
- 2007 / Used
- $57,500
Stock #492822 Reason for selling is "Not Using anymore". This Sea Ray has recently been added to market (May 29th). Submit your offer today! Versatile 2007 Sea Ray 270 Amberjack... View Details

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$57,500
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2008 Four Winns V288

$57,800

Cape Coral, FL
- Cape Coral, FL
- Express Cruiser
- 28'
- 2008 / Used
- $57,800
Stock #446288 Video of this vessel available at www [dot] popsells [dot] com/view/446288 Reason for selling is "They want a bigger boat". ANY and ALL offers will be put in front... View Details

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$57,800
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2018 Regal 2300

$57,800

Cape Coral, FL
- Cape Coral, FL
- Bowrider
- 23'
- 2018 / Used
- $57,800
Stock #476099 ANY and ALL offers will be put in front of our seller! Submit your offer today! GORGEOUS 2018 Bowrider with Trailer! Super Low Hours! Powerful Volvo V8 350 Engine!... View Details

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$57,800
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2026 Sun Tracker Party Barge® 22 RF XP3

$57,850

Lake Placid, FL
- Lake Placid, FL
- Pontoon
- 24'
- 2026 / New
- $57,850
2026 Sun Tracker Party Barge® 22 RF XP3The 2026 SUN TRACKER® PARTY BARGE® 22 RF XP3 delivers the same amount of thrilling power as the third-log 22 XP3 but makes some changes to th... View Details

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$57,850
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2025 Ranger RB210

$57,995

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 22'
- 2025 / New
- $57,995
2025 Ranger® Z185 w/ Mercury® 175L Pro XS FourStroke & Custom Ranger® TrailerSummer Savings – Tournament-Ready Ranger Performance at an Incredible Value!Holiday Marine Special Pric... View Details

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$57,995
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2026 Ranger RB200

$58,090

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 21'
- 2026 / New
- $58,090
2026 Ranger RB200 w/ Mercury 150L Pro XS FourStroke & RangerTrail Custom TrailerTotal Package As Shown: $58,090Financing ExampleEstimated Payment: Approx. $555/month*7.99% APR for... View Details

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$58,090
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2019 Manitou MB 27 SHP II

$58,300

Sarasota, FL
- Sarasota, FL
- Pontoon
- 27'
- 2019 / Used
- $58,300
Stock #487619 Reason for selling is "Not Using enough". This Manitou has been on the market for more than 30 days (Apr 25th). If you are thinking of making an offer, submit it to... View Details

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$58,300
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2027 Stingray 206 CC

$58,500

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 20'
- 2027 / New
- $58,500
2027 STINGRAY 206CC The all-new 2027 Stingray 206CC delivers the perfect blend of serious fishing capability and family-friendly comfort. Built on Stingray's renowned Z-Plane Hull... View Details

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$58,500
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2025 Avalon LSZ Rear Fish 25 FT

$58,777

Lake Placid, FL
- Lake Placid, FL
- Pontoon
- 25'
- 2025 / Used
- $58,777
2025 Avalon LSZ Rear Fish 25 FTGrab the wheel of the Avalon LSZ from our Signature Collection and hold on tight, because this will be the ride of a lifetime. This affordable yet el... View Details

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$58,777
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2026 Bayliner V20

$58,777

Lake Placid, FL
- Lake Placid, FL
- Bowrider
- 20'
- 2026 / New
- $58,777
2026 Bayliner V20A BETTER BOWRIDERDesigning a better bowrider for the next-generation Bayliner owner is no easy feat, but we've found the perfect balance. This boat offers an abund... View Details

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$58,777
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2022 Crownline E235 XS

$58,860

Merritt Island, FL
- Merritt Island, FL
- Bowrider
- 23'
- 2022 / Used
- $58,860
The E235 is the perfect choice for active families that enjoy a multitude of on-the-water activities including skiing, wakeboarding, kneeboarding and cruising. This sporty model is... View Details

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$58,860
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2024 Sea Ray SPX 230

$58,900

Merritt Island, FL
- Merritt Island, FL
- Bowrider
- 23'
- 2024 / Used
- $58,900
The SPX 230 delivers even more of what boaters love about the popular SPX series: Effortless operation, head-turning style, tons of seating and a remarkable amount of space, all in... View Details

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$58,900
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2024 Sea Ray SPX 230

$58,900

Merritt Island, FL
- Merritt Island, FL
- Bowrider
- 23'
- 2024 / Used
- $58,900
A day out on the water aboard the SPX® 230 is one thrill after another. Showcasing powerful performance, agile handling and a remarkable amount of space, it delivers even more of w... View Details

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$58,900
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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 Xpress H22B

$58,977

Bradenton, FL
- Bradenton, FL
- Fishing Center Console
- 22'
- 2026 / New
- $58,977
2026 Xpress H22BDiscover the perfect combination of rugged durability, exceptional fishability, and family-friendly versatility with this brand-new 2026 Xpress H22B, available now... View Details

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$58,977
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2025 Ranger Z185

$58,995

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 19'
- 2025 / New
- $58,995
2025 Ranger® Z185 w/ Mercury® 175L Pro XS FourStroke & Custom Ranger® TrailerSummer Savings – Tournament-Ready Ranger Performance at an Incredible Value!Holiday Marine Special Pric... View Details

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$58,995
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2018 Hurricane SD 2400

$59,000

Merritt Island, FL
- Merritt Island, FL
- Bowrider
- 24'
- 2018 / Used
- $59,000
Versatile, spacious deck boat with comfortable seating and a beautiful exterior View Details

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$59,000
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