Boats for sale in Winter Haven Florida

1,275 boats found within 100 miles from Winter Haven, Florida

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2027 Sea Pro 265FLX Sandbar

$169,977

Lake Placid, FL
- Lake Placid, FL
- Fishing Center Console
- 26'
- 2027 / New
- $169,977
*TRAILER SOLD SEPARATE*Brand-New Sea Pro 265FLX Sandbar – Built for Florida BoatingLooking for a versatile, brand-new boat that is ready for everything from relaxing family days to... View Details

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$169,977
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2011 Regal 2565 Windows Express

$45,997

Saint Petersburg, FL
- Saint Petersburg, FL
- Express Cruiser
- 25'
- 2011 / Used
- $45,997
Stock #476198 Video of this vessel available at www [dot] popsells [dot] com/view/476198 ANY and ALL offers will be put in front of our seller! Submit your offer today! Extended... View Details

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$45,997
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2006 Key West 268

$79,900

Brooksville, FL
- Brooksville, FL
- Fishing Center Console
- 26'
- 2006 / Used
- $79,900
FOR QUESTIONS CONTACT: ASHTON 813-900-3774 or cuzinquinta@hotmail.com2006 Key West 268Kept covered and very well taken care of. In 2015 I had a 10k trailer built for it by Peterson... View Details

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$79,900
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1987 Fountain 10M Sport

$30,000

Spring Hill, FL
- Spring Hill, FL
- Performance
- 33'
- 1987 / Used
- $30,000
Stock #470503 Reason for selling is "No longer use". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1987 10 Meter Fountain with Tri-Axle Trailer... View Details

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$30,000
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2023 Pathfinder 2005 TRS

$29,000

Saint Petersburg, FL
- Saint Petersburg, FL
- Fishing Center Console
- 20'
- 2023 / Used
- $29,000
Stock #445011 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our seller! Submit your offer today! Adventure Awaits - Fish, Cruise, and Explor... View Details

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$29,000
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2005 Four Winns 288 Vista

$30,000

Saint Petersburg, FL
- Saint Petersburg, FL
- Express Cruiser
- 28'
- 2005 / Used
- $30,000
Stock #472077 Video of this vessel available at www [dot] popsells [dot] com/view/472077 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

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$30,000
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2012 Boston Whaler 230 Dauntless

$51,900

Saint Petersburg, FL
- Saint Petersburg, FL
- Fishing Center Console
- 23'
- 2012 / Used
- $51,900
2012 Boston Whaler 230 Dauntless powered with Mercury 250 Verado L6 326 hours. Garmin GPS updated by Garmin 8/26, Mercury Gauges refinished 8/26. All annual maintenance perfor... View Details

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$51,900
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1997 Sea Ray 290 Sundancer

$48,500

Leesburg, FL
- Leesburg, FL
- Express Cruiser
- 29'
- 1997 / Used
- $48,500
Stock #451815 Reason for selling is "No longer use". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1997 Sea Ray Sundancer 290 well cared for. N... View Details

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$48,500
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2017 Hurricane FunDeck 196 OB

$17,995

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19'
- 2017 / Used
- $17,995
2017 Hurricane 196 REw/ Yamaha 115 HP FourStrokePrice: $16,995YAMAHA 115 HP • HUMMINBIRD GPS/FISHFINDER • BIMINI TOP • FIXED SKI-TOW BARThe 2017 Hurricane 196 RE is a 19'6" deck bo... View Details

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$17,995
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2026 Hurricane SunDeck 2050 OB

$62,500

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 21'
- 2026 / New
- $62,500
2026 Hurricane® SD2050 w/ Yamaha® F200 & Yamaha Helm Master® DESThe 2026 Hurricane SD2050-OB delivers the perfect combination of luxury, performance, and versatility in a spacious... View Details

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$62,500
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2025 Hurricane FunDeck 2260 RE

$65,500

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 22'
- 2025 / New
- $65,500
2025 Hurricane® FD226RE3-OB w/ Yamaha® F200LC & Deluxe Cage Ski TowThe 2025 Hurricane FD226RE3-OB is a premium 22'2" deck boat designed for families who want the perfect combinatio... View Details

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$65,500
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2025 Sweetwater 2286 CSE

$49,995

Leesburg, FL
- Leesburg, FL
- Pontoon
- 22'
- 2025 / New
- $49,995
Easy Financing Available! 2025 Sweetwater SW2286CSE Triple Tube Pontoon This sleek and versatile black Sweetwater SW2286CSE pontoon boat is built for comfort, performance, and styl... View Details

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$49,995
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2025 Sweetwater 1886 CX

$28,995

Leesburg, FL
- Leesburg, FL
- Pontoon
- 18'
- 2025 / New
- $28,995
2025 Godfrey® EX 1886 CX Pontoon w/ Suzuki® DF75ATL Summer Clearance Pricing – Save Over $14,000 Off MSRP!Now Only $28,995The 2025 Godfrey EX 1886 CX is the perfect entry into the... View Details

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$28,995
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2026 Triton 179 TrX

$49,710

Leesburg, FL
- Leesburg, FL
- Fishing
- 18'
- 2026 / New
- $49,710
2026 Triton® 179 TrX w/ Mercury® 115 ELPT Pro XS FourStroke & Custom TrailerThe 2026 Triton 179 TrX delivers tournament-ready performance in a nimble 18’6” fiberglass bass platform... View Details

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$49,710
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2025 Hurricane Center Console 24 OB

$109,995

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 24'
- 2025 / New
- $109,995
2026 Hurricane® 24CC-OB w/ Mercury® 400XL V10 VeradoThe 2026 Hurricane 24CC-OB is Hurricane's flagship center console, delivering true offshore performance, tournament-ready fishin... View Details

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$109,995
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2026 Ranger 2510 Bay

$167,885

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 25'
- 2026 / New
- $167,885
2026 Ranger Boats 2510 Bay Boat w/ Mercury Verado 400XL V10 & Custom TrailerThe 2026 Ranger Boats 2510 Bay Boat delivers offshore capability, shallow-water versatility, and premiu... View Details

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$167,885
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2026 Bayliner Trophy T22CC

$69,895

Leesburg, FL
- Leesburg, FL
- Bowrider
- 23'
- 2026 / New
- $69,895
2026 BAYLINER TROPHY 22w/ 200hp XL Mercury Four Stroke Warm Fusion WhiteStock Status: NewManufacturer: BaylinerModel: Trophy 22Engine: 200hp XL Mercury Four Stroke Warm Fusion Whit... View Details

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$69,895
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2022 Sweetwater 2086 CX

$20,995

Leesburg, FL
- Leesburg, FL
- Pontoon
- 20'
- 2022 / Used
- $20,995
2022 Godfrey Sweetwater 2086CXw/ Yamaha F90LB Four StrokeWholesale Price: $20,995YAMAHA F90LB • 20' PONTOON • BLUE EXTERIOR • AS-IS, WHERE-ISThe 2022 Godfrey Sweetwater 2086CX is a... View Details

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$20,995
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2026 Ranger Z518

$73,995

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 19'
- 2026 / New
- $73,995
2026 Ranger Boats Z518 Bass Boat Cup-Equipped w/ Mercury 200L Pro XS Torque Master & Custom TrailerThe 2026 Ranger Boats Z518 Bass Boat Cup-Equipped delivers tournament-ready perfo... View Details

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$73,995
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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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2026 Vexus Defender 181

$34,995

Leesburg, FL
- Leesburg, FL
- Bay / Flats / Skiff
- 18'
- 2026 / New
- $34,995
2026 Vexus® 181 Defender w/ Suzuki® DF75ATL5 FourStroke & TrailerThe 2026 Vexus 181 Defender delivers all-welded aluminum durability, smart deck layout, and efficient four-stroke p... View Details

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$34,995
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