Boats for sale in Winter Haven Florida

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

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2026 Bayliner M17

$35,806

Leesburg, FL
- Leesburg, FL
- Bowrider
- 17'
- 2026 / New
- $35,806
2026 BAYLINER ELEMENT E17w/ 90hp EFI Mercury Four Stroke OutboardStock Status: NewManufacturer: BaylinerModel: Element E17Engine: 90hp EFI Mercury Four Stroke OutboardDeck Width: 7... View Details

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$35,806
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2013 Nitro Z-6

$17,495

Leesburg, FL
- Leesburg, FL
- Fishing
- 17'
- 2013 / Used
- $17,495
2013 Nitro Z-6w/ Mercury 115 Pro XS – TrailStar TrailerPrice: $18,500MERCURY 115 PRO XS • TOURNAMENT-STYLE FISHING LAYOUT • TRAILSTAR TRAILER INCLUDEDThe 2013 Nitro Z-6 is a 17'4"... View Details

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$17,495
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2023 Ranger Z521R

$82,995

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 21'
- 2023 / Used
- $82,995
2023 Ranger Z521Rw/ Mercury 250 Pro XS Four Stroke – Ranger Trail Tandem Axle TrailerPrice: $82,99580 ENGINE HOURS • ONE OWNER • FRESHWATER ONLY • MERCURY FACTORY WARRANTY THROUGH... View Details

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$82,995
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2025 Bayliner Trophy T23 Pilothouse

$99,995

Leesburg, FL
- Leesburg, FL
- Bowrider
- 21'
- 2025 / New
- $99,995
2025 BAYLINER T23 PILOTHOUSEw/ Mercury 225XL DTS V6Stock Status: NewManufacturer: BaylinerModel: T23 PilothouseEngine: Mercury 225XL DTS V6Deck Width: 8'4"Overall Length: 21'3"Pric... View Details

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$99,995
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2025 Other TOPPER 1036 JON BOAT

$1,370

Leesburg, FL
- Leesburg, FL
- Other / Not Classified
- 10'
- 2025 / New
- $1,370
2026 White River® Topper 1036 – 10' Riveted Aluminum Jon BoatUltra-Light Utility Jon Boat | Electric or Gas Ready | Boat OnlyHuge Summer Savings – Get on the Water for Less!Price:... View Details

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$1,370
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2025 Ranger RT188C

$45,995

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 18'
- 2025 / New
- $45,995
2025 Ranger® RT188C w/ Yamaha VF115 V MAX SHO FourStroke – Ranger Trail® TrailerDealer-Installed Performance Package | Yamaha V MAX SHO Power | In Stock at Holiday MarineThe 2025 R... View Details

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$45,995
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2026 Bayliner Trophy T22SC

$77,895

Leesburg, FL
- Leesburg, FL
- Bowrider
- 23'
- 2026 / New
- $77,895
2026 BAYLINER T22SCw/ 200hp Black Mercury Four Stroke OutboardStock Status: NewManufacturer: BaylinerModel: T22SCEngine: 200hp Black Mercury Four Stroke OutboardDeck Width: 8'6"Ove... View Details

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$77,895
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2027 Bayliner VR4 Bowrider OB

$50,107

Leesburg, FL
- Leesburg, FL
- Bowrider
- 19'
- 2027 / New
- $50,107
2027 BAYLINER VR4 OUTBOARDw/ 150 HP EFI Mercury Four Stroke OutboardStock Status: NewManufacturer: BaylinerModel: VR4 OutboardEngine: 150 HP EFI Mercury Four Stroke OutboardDeck Wi... View Details

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$50,107
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2027 Bayliner Trophy T18

$38,340

Leesburg, FL
- Leesburg, FL
- Bowrider
- 18'
- 2027 / New
- $38,340
2027 BAYLINER T18 LIMITED EDITIONw/ 115HP XL EFI Mercury Four Stroke OutboardStock Status: NewManufacturer: BaylinerModel: T18 Limited EditionEngine: 115HP XL EFI Mercury Four Stro... View Details

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$38,340
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2022 Sweetwater 2286 SBX

$21,500

Leesburg, FL
- Leesburg, FL
- Pontoon
- 22'
- 2022 / Used
- $21,500
2022 Sweetwater 2286 SBX Tritoonw/ Suzuki 140 HP Four StrokeBlowout Price: $21,500SUZUKI 140 HP • 1,595 ENGINE HOURS • TRITOON • 12-PERSON CAPACITY • 6-MONTH GOLD ENGINE WARRANTYTh... View Details

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$21,500
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2025 Other TOPPER 1542 JON BOAT

$2,270

Leesburg, FL
- Leesburg, FL
- Other / Not Classified
- 15'
- 2025 / New
- $2,270
2026 White River® Topper 1542 – 15' Riveted Aluminum Jon BoatHeavy-Duty Jon Boat | Electric or Gas Ready | Built for Fishing, Hunting & UtilityHuge Summer Savings – Get on the Wate... View Details

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$2,270
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2025 Other TOPPER 1236 JON BOAT

$1,670

Leesburg, FL
- Leesburg, FL
- Other / Not Classified
- 12'
- 2025 / New
- $1,670
2026 White River® Topper 1236 – 12' Riveted Aluminum Jon Boat Lightweight Jon Boat | Electric or Gas Ready | Built for Fishing, Hunting & Utility Huge Summer Savings – Get on the W... View Details

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$1,670
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2025 Other TOPPER 1436 JON BOAT

$1,970

Leesburg, FL
- Leesburg, FL
- Other / Not Classified
- 14'
- 2025 / New
- $1,970
2025 White River® Topper 1436 – 13'10" Riveted Aluminum Jon BoatLightweight Jon Boat | Electric or Gas Ready | More Capacity for Fishing, Hunting & UtilityHuge Summer Savings – Get... View Details

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$1,970
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2018 Regal 1900 ES Bowrider

$23,995

Leesburg, FL
- Leesburg, FL
- Cruiser
- 20'
- 2018 / Used
- $23,995
2018 Regal 1900 ESw/ Volvo Penta 4.3L V6 – TrailerPrice: $23,995354 ENGINE HOURS • VOLVO PENTA V6 • OPEN-BOW SEATING • TRAILER INCLUDEDThe 2018 Regal 1900 ES is a 19'10" fiberglass... View Details

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$23,995
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2017 Triton 18 C TX

$18,995

Leesburg, FL
- Leesburg, FL
- Fishing
- 18'
- 2017 / Used
- $18,995
2017 Triton 18 CTXw/ Mercury 90 HP ELPT – TrailStar Trailer236 ENGINE HOURS • MINN KOTA TROLLING MOTOR • VINYL DECKING • TRAILER INCLUDEDThis 2017 Triton 18 CTX is an aluminum fish... View Details

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$18,995
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2024 Hurricane SunDeck Sport 188 OB

$40,495

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19'
- 2024 / New
- $40,495
2024 Hurricane SS188-OBw/ Suzuki DF150ATXW – Coastal EditionSeasonal Sale Price: $40,495OVER $14,000 OFF MSRP • SUZUKI DF150ATXW • COASTAL EDITION • PREFERRED OPTION GROUP • HYDRAU... View Details

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$40,495
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2016 Nautic Star 211 Angler

$29,995

Leesburg, FL
- Leesburg, FL
- Bay / Flats / Skiff
- 21'
- 2016 / Used
- $29,995
2016 NauticStar 211 Hybridw/ Yamaha 150XB Four Stroke – Magic Tilt TrailerPrice: $29,995798 ENGINE HOURS • YAMAHA 150 HP • MINN KOTA RIPTIDE • TRAILER INCLUDEDThe 2016 NauticStar 2... View Details

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$29,995
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2025 Sun Tracker Party Barge 24 DLX

$33,995

Leesburg, FL
- Leesburg, FL
- Pontoon
- 26'
- 2025 / Used
- $33,995
2025 SUN TRACKER PARTY BARGE 24 DLX w/ Mercury 90HP FourStrokePrice $33,995Package Price with Mercury 90HP FourStroke — ALTERNATE ENGINE OPTIONS AVAILABLEAVAILABLE IN 3 COLORS WHIL... View Details

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$33,995
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2025 Sun Tracker Fishin' Barge 22 DLX

$32,995

Leesburg, FL
- Leesburg, FL
- Pontoon
- 24'
- 2025 / New
- $32,995
2025 SUN TRACKER FISHIN' BARGE 22 DLX w/ Mercury 90HP FourStrokePrice $32,995Package Price with Mercury 90HP FourStroke — ALTERNATE ENGINE OPTIONS AVAILABLEFinancing ExampleEstimat... View Details

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$32,995
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2025 Sun Tracker Fishin' Barge 22 DLX

$32,995

Leesburg, FL
- Leesburg, FL
- Pontoon
- 24'
- 2025 / Used
- $32,995
2025 SUN TRACKER FISHIN' BARGE 22 DLX w/ Mercury 90HP FourStrokePrice $32,995Package Price with Mercury 90HP FourStroke — ALTERNATE ENGINE OPTIONS AVAILABLEFinancing ExampleEstimat... View Details

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$32,995
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2025 Sun Tracker Fishin' Barge 22 DLX

$33,495

Leesburg, FL
- Leesburg, FL
- Pontoon
- 24'
- 2025 / New
- $33,495
2025 SUN TRACKER FISHIN' BARGE 22 DLX w/ Mercury 115HP FourStrokePrice $33,495Package Price with Mercury 115HP FourStroke — ALTERNATE ENGINE OPTIONS AVAILABLEFinancing ExampleEstim... View Details

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$33,495
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