Boats for sale in Winter Haven Florida

1,522 boats found within 100 miles from Winter Haven, Florida

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2004 Regal 3880 Commodore

$75,000

Fort Pierce, FL
- Fort Pierce, FL
- Yacht
- 38'
- 2004 / Used
- $75,000
Stock #510338 Reason for selling is "Getting out of boating". This is a new advertisement, on the market just this week (Oct 29th). Always accepting offers! Very Nice 2004 Regal... View Details

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$75,000
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2016 Hurricane 19cc

$27,800

Morriston, FL
- Morriston, FL
- Fishing Center Console
- 19'
- 2016 / Used
- $27,800
Stock #433165 Reason for selling is "No longer using it". ANY and ALL offers will be put in front of our seller! Submit your offer today! Good and Clean Condition! Well Maintain... View Details

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$27,800
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2006 Regal 2120 Destiny

$9,500

Cape Coral, FL
- Cape Coral, FL
- Deck Boat
- 21'
- 2006 / Used
- $9,500
Stock #443711 Reason for selling is "Ready to sell". ANY and ALL offers will be put in front of our seller! Submit your offer today! Regal 2120 Destiny! Upgrades throughout! Reb... View Details

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$9,500
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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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2020 Sea Cat 260

$149,900

Cape Coral, FL
- Cape Coral, FL
- Catamaran
- 26'
- 2020 / Used
- $149,900
FOR QUESTIONS CONTACT: BRYAN 239-224-2698 or bryan.belopotosky@gmail.com2020 Sea Cat 260SPECIFICATIONS:-Length: 26ft-Beam: 8ft-6in-Draft: 14in-Fuel: 120galDETAILS AND EQUIPMENT:-Tw... View Details

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$149,900
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2018 Sea Fox 206 Commander

$44,500

Cape Coral, FL
- Cape Coral, FL
- Fishing Center Console
- 20'
- 2018 / Used
- $44,500
2018 Sea Fox 206 Commander DETAILS AND EQUIPMENT-Yamaha F150 Four Stroke-Yamaha fuel management gauges-Only 346 Hours!-Boat just fully detailed-Infinity PRV-350 radio -Ritchie Flus... View Details

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$44,500
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2024 Cape Horn 31T

$233,000

Fort Pierce, FL
- Fort Pierce, FL
- Fishing Center Console
- 31'
- 2024 / Used
- $233,000
2024 Cape Horn 31TBoat was purchased new from the Dealer 1 year ago on Sept 5 2025. I just had the 100hr/1 year service done. There are only 26 hours on the motors. I keep it at th... View Details

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$233,000
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2025 Twin Vee 240 GFX2 CC

$124,900

Fort Pierce, FL
- Fort Pierce, FL
- Fishing Catamaran Center Console
- 24'
- 2025 / New
- $124,900
🌊 Twin Vee 240 GFX2 CC - Adventure Awaits! Get ready to elevate your island hopping/fishing experiences with the all-new Twin Vee 240 GFX2 CC! This sleek and stylish catamaran is... View Details

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$124,900
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1987 Anacapri 25

$55,600

Lehigh Acres, FL
- Lehigh Acres, FL
- Fishing Center Console
- 25'
- 1987 / Used
- $55,600
Stock #465471 Reason for selling is "No longer fishing". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1987 ANACAPRI 25' CC! TWIN YAMAHA 250s,... View Details

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$55,600
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2020 Sea Ray SPX 190

$34,999

Ormond Beach, FL
- Ormond Beach, FL
- Bowrider
- 19'
- 2020 / Used
- $34,999
Stock #486129 Video of this vessel available at www [dot] popsells [dot] com/view/486129 Reason for selling is "Not using enough to justify keeping it.". ANY and ALL offers will... View Details

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$34,999
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2019 Regal 26 XO

$125,000

Cape Coral, FL
- Cape Coral, FL
- Express Cruiser
- 26'
- 2019 / Used
- $125,000
Stock #442052 Reason for selling is "Time for change". ANY and ALL offers will be put in front of our seller! Submit your offer today! Brand new! 3 hrs Four-stroke outboard, gen... View Details

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$125,000
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2015 Chaparral 264 Sunesta

$63,000

Cape Coral, FL
- Cape Coral, FL
- Bowrider
- 26'
- 2015 / Used
- $63,000
FOR QUESTIONS CONTACT: JERRY 651-341-2578 or Jerryramlet@hotmail.com2015 Chaparral 264 SunestaSPECIFICATIONS-Length: 26ft-4in-Beam: 8ft-6in-Deadrise: 22*-Fuel: 80gal-Draft: 24in-We... View Details

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$63,000
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2008 Northern Bay 25 Center Console

$60,000

Cape Coral, FL
- Cape Coral, FL
- Fishing
- 25'
- 2008 / Used
- $60,000
FOR QUESTIONS CONTACT: DAN 267-228-0640 or Oilmandan@msn.com2008 Northern Bay 25 DowneastSPECIFICATIONS:-Length: 25ft-Beam: 9ft-Fuel: 115 gal-Weight: 7600lbsDETAILD AND EQUIPMENT:-... View Details

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$60,000
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2026 Velocity 290SC

$325,000

Cape Coral, FL
- Cape Coral, FL
- Performance
- 29'
- 2026 / Used
- $325,000
Stock #496373 Video of this vessel available at www [dot] popsells [dot] com/view/496373 Reason for selling is "Time for a Change". This Velocity has now been on the market a co... View Details

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$325,000
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2021 Grady White Canyon 336

$324,995

Cape Coral, FL
- Cape Coral, FL
- Fishing Center Console
- 33'
- 2021 / Used
- $324,995
2021 Grady-White Canyon 336 — Loaded, Low Hours, Kept UndercoverThe Grady-White Canyon 336 is the best 33-foot center console for the sportfishing family. Its advanced helm and win... View Details

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$324,995
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2012 Southwind 2200SD

$30,000

Cape Coral, FL
- Cape Coral, FL
- Deck Boat
- 22'
- 2012 / Used
- $30,000
Stock #499157 Reason for selling is "Not using enough". This Southwind has now been on the market more than a month. Please submit your offer today! Well-kept, well-built Southw... View Details

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$30,000
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2007 Cobalt 343

$99,900

Cape Coral, FL
- Cape Coral, FL
- Cuddy Cabin
- 34'
- 2007 / Used
- $99,900
Stock #506293 Video of this vessel available at www [dot] popsells [dot] com/view/506293 Reason for selling is "Looking for outboards". This Cobalt has been on the market for mo... View Details

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$99,900
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2013 Southwind 2600 SD

$25,999

Cape Coral, FL
- Cape Coral, FL
- Deck Boat
- 26'
- 2013 / Used
- $25,999
Stock #504604 Reason for selling is "Updating Fleet". This Southwind has recently been added to market (Oct 20th). Submit your offer today! Your day on the water just got a lot... View Details

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$25,999
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2018 Rinker Q5

$25,999

Cape Coral, FL
- Cape Coral, FL
- Bowrider
- 25'
- 2018 / Used
- $25,999
Stock #504605 Reason for selling is "Updating Fleet". This Rinker has recently been added to market (Oct 23rd). Submit your offer today! Family-ready 25-foot Rinker Q5 bowrider... View Details

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$25,999
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2021 Key Largo 2100

$41,900

Port Saint Lucie, FL
- Port Saint Lucie, FL
- Fishing Center Console
- 21'
- 2021 / Used
- $41,900
Stock #428573 Video of this vessel available at www [dot] popsells [dot] com/view/428573 Reason for selling is "finished boating". ANY and ALL offers will be put in front of our... View Details

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$41,900
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1994 Pro Line 2700 Sportsman

$45,000

Port Saint Lucie, FL
- Port Saint Lucie, FL
- Fishing Center Console
- 27'
- 1994 / Used
- $45,000
Stock #327317 Video of this vessel available at www [dot] popsells [dot] com/view/327317 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller... View Details

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$45,000
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