Boats for sale in Winter Haven Florida

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

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2022 Cobia 237 CC

$52,900

Merritt Island, FL
- Merritt Island, FL
- Fishing Center Console
- 23'
- 2022 / Used
- $52,900
Tried and true, the venerable 237 CC gives you all you need in fishability and family cruising comfort. A stem to stern level deck, flush mount hardware, recessed bow rail, and hid... View Details

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$52,900
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2022 Cobia 237 CC

$52,900

Tampa, FL
- Tampa, FL
- Fishing Center Console
- 23'
- 2022 / Used
- $52,900
Tried and true, the venerable 237 CC gives you all you need in fishability and family cruising comfort. A stem to stern level deck, flush mount hardware, recessed bow rail, and hid... View Details

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$52,900
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2023 Trophy T22 CC

$52,937

Merritt Island, FL
- Merritt Island, FL
- Fishing Center Console
- 22'
- 2023 / Used
- $52,937
The T22 offers the perfect balance of fishing adventure and cruising comfort. Highlights include a deep V-hull a broad bow for casting or lounging comfortable aft bench seat livewe... View Details

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$52,937
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2021 Sea Hunt Ultra 229

$52,977

Lake Placid, FL
- Lake Placid, FL
- Fishing Center Console
- 23'
- 2021 / Used
- $52,977
*TRAILER SOLD SEPARATE*2021 Sea Hunt Ultra 229ULTRA 229The name says it all! Our Ultra Series was created for families desiring the "Ultra" experience on the water! Sea Hunt delive... View Details

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$52,977
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2026 Hurricane FunDeck 198 RE OB

$52,995

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19'
- 2026 / New
- $52,995
2026 Hurricane® FD198RE-OB w/ Yamaha® F150 & Preferred Option GroupThe 2026 Hurricane FD198RE-OB combines the spacious comfort of a deck boat with Yamaha reliability and premium fa... View Details

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$52,995
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2024 Starcraft SVX 211 OB

$52,999

Winter Garden, FL
- Winter Garden, FL
- Deck Boat
- 21'
- 2024 / New
- $52,999
"*Vehicles are subject to prior sale. Unit is WHITE/BLACK. Offer can be terminated without notice and images are for illustration purposes only, accessories shown in pictures are n... View Details

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$52,999
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2026 Mako 18 Pro Skiff

$53,855

Lake Placid, FL
- Lake Placid, FL
- Fishing Bay / Flats / Skiff
- 18'
- 2026 / New
- $53,855
2026 Mako 18 Pro Skiff OverviewThe all-new MAKO® 18 Pro Skiff is built for anglers who demand stealth, stability, and peak performance in shallow water. Its advanced hull design is... View Details

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$53,855
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2022 Bayliner Trophy T24

$53,900

Tampa, FL
- Tampa, FL
- Fishing Center Console
- 24'
- 2022 / Used
- $53,900
a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } The 2022 Bayliner Trophy T24CC is the perfect blend of... View Details

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$53,900
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2024 Manitou Cruise Max 22 SGP 575

$53,900

Port Charlotte, FL
- Port Charlotte, FL
- Pontoon
- 22'
- 2024 / Used
- $53,900
Stock #475600 Video of this vessel available at www [dot] popsells [dot] com/view/475600 Reason for selling is "No time to enjoy". ANY and ALL offers will be put in front of our... View Details

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$53,900
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2026 Trophy T20CC Center Console

$53,922

Hudson, FL
- Hudson, FL
- Fishing Center Console
- 20'
- 2026 / New
- $53,922
2026 TROPHY T20 CENTER CONSOLEPOWERED BY A 150HP MERCURY 4-STROKEKARAVAN TRAILER is available for an extra $2,750 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $65,047• ANTON... View Details

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$53,922
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2026 Hurricane SunDeck Sport 188 OB

$54,077

Lake Placid, FL
- Lake Placid, FL
- Deck Boat
- 18'
- 2026 / New
- $54,077
2026 Hurricane SunDeck Sport 188 OBThe 2026 Hurricane SunDeck Sport 188 OB is a versatile, easy-to-own deck boat ideal for exploring Florida’s diverse waterways, from inland lakes... View Details

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$54,077
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2023 Trophy T24 CC

$54,445

Merritt Island, FL
- Merritt Island, FL
- Fishing Center Console
- 24'
- 2023 / Used
- $54,445
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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$54,445
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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 Sweetwater 2286 QS

$54,900

Leesburg, FL
- Leesburg, FL
- Pontoon
- 24'
- 2026 / New
- $54,900
2026 Godfrey® Sweetwater 2286QS Pontoon w/ Suzuki® DF150ATL & Midnight Package Huge Summer Savings on All Sweetwater Pontoons!The 2026 Godfrey Sweetwater 2286QS combines luxury cru... View Details

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$54,900
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2021 Triton 20 TrX

$54,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing
- 20'
- 2021 / Used
- $54,900
Step into tournament-level performance with this 2021 Triton 20 TRX, a 20.42-foot premium bass boat built for anglers who demand speed, precision, and all-day fishability. With a s... View Details

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$54,900
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2022 Caymas CX 20 PRO

$54,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bass Boat
- 20'
- 2022 / Used
- $54,900
Introducing the 2022 Caymas CX 20 PRO, a remarkable bass boat that combines performance and style. With an impressive overall length of 20.33 feet, this used vessel is crafted from... View Details

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$54,900
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2026 Key West 189 FS

$54,977

Bradenton, FL
- Bradenton, FL
- Fishing Center Console
- 18'
- 2026 / New
- $54,977
2026 Key West 189 FSStep into versatility, comfort, and performance with this brand new 2026 Key West 189 FS, now available at Boater’s World Bradenton. As an Authorized Dealer of... View Details

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$54,977
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2026 Key West 188 BR

$54,977

Bradenton, FL
- Bradenton, FL
- Fishing Center Console
- 18'
- 2026 / New
- $54,977
2026 Key West 188 BRDiscover family-friendly versatility, impressive performance, and legendary Key West quality with this brand-new 2026 Key West 188 BR, available now at Boater’s... View Details

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$54,977
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2025 Bulls Bay 2000

$54,977

Bradenton, FL
- Bradenton, FL
- Fishing Center Console
- 20'
- 2025 / Used
- $54,977
2025 Bulls Bay 2000Discover exceptional versatility, shallow-water capability, and family-friendly performance with this 2025 Bulls Bay 2000, now available at Boater’s World Braden... View Details

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$54,977
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2018 Four Winns HD240 OB

$54,995

Saint Petersburg, FL
- Saint Petersburg, FL
- Deck Boat
- 300'
- 2018 / Used
- $54,995
2018 Four Winns HD240 — Mint Condition — Only 225 Hours — Recent Yamaha Service This 2018 Four Winns HD240 is a clean, well-maintained, mint-condition bowrider w... View Details

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$54,995
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2023 Starcraft SVX OB 210 OB DC

$54,999

Winter Garden, FL
- Winter Garden, FL
- Deck Boat
- 21'
- 2023 / New
- $54,999
*Vehicles are subject to prior sale. Unit is WHITE. Offer can be terminated without notice and images are for illustration purposes only, accessories shown in pictures are not incl... View Details

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$54,999
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