Boats for sale in Winter Haven Florida

1,889 boats found within 100 miles from Winter Haven, Florida

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1987 Fountain 10M Sport

$37,000

Spring Hill, FL
- Spring Hill, FL
- Performance
- 33' / 0'
- 1987 / Used
- $37,000
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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$37,000
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2023 Chaparral 23SSI

$80,000

Oviedo, FL
- Oviedo, FL
- Bowrider
- 23' / 0'
- 2023 / Used
- $80,000
Stock #466382 Video of this vessel available at www [dot] popsells [dot] com/view/466382 Reason for selling is "Ready to sell". ANY and ALL offers will be put in front of our se... View Details

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$80,000
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1989 Jefferson 37 Convertible

$74,900

Saint Petersburg, FL
- Saint Petersburg, FL
- Yacht
- 37' / 0'
- 1989 / Used
- $74,900
Stock #467808 Video of this vessel available at www [dot] popsells [dot] com/view/467808 Reason for selling is "Moving on". ANY and ALL offers will be put in front of our seller... View Details

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$74,900
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2005 Four Winns 288 Vista

$37,700

Saint Petersburg, FL
- Saint Petersburg, FL
- Express Cruiser
- 28' / 0'
- 2005 / Used
- $37,700
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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$37,700
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2023 Trophy T24CC

$49,000

Saint Petersburg, FL
- Saint Petersburg, FL
- Fishing Center Console
- 24' / 0'
- 2023 / Used
- $49,000
Stock #479943 Reason for selling is "Updating Fleet". This is a new advertisement, on the market just this week (Mar 18th). Always accepting offers! 2023 Trophy T24CC in the wat... View Details

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$49,000
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1997 Sea Ray 290 Sundancer

$49,000

Leesburg, FL
- Leesburg, FL
- Express Cruiser
- 29' / 0'
- 1997 / Used
- $49,000
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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$49,000
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2024 Nitro ZV21

$52,999

Leesburg, FL
- Leesburg, FL
- Fishing
- 21' / 8'
- 2024 / Used
- $52,999
WE HAVE A 2024 VZ21 WITH NO MOTOR YOU CAN BUY WITH A MOTOR WE ADD OR ADD ONE YOURSELFNEVER BEEN IN SALT WATEROur revamped flagship refines the standard in Deep V performance, stren... View Details

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$52,999
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2024 Sun Tracker Fishin' Barge 22 DLX

$31,995

Leesburg, FL
- Leesburg, FL
- Other / Not Classified
- 24' / 9'
- 2024 / Used
- $31,995
2024 Sun Tracker Fishin' Barge 22 DLX – Pre-Owned Boat, Brand New Motor!Location:Holiday Marine, 1126 North Blvd E, Leesburg, FLDescription:Get ready for the perfect blend of fishi... View Details

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$31,995
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2017 Hurricane FunDeck 196 OB

$18,500

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19' / 8'
- 2017 / Used
- $18,500
2017 Hurricane 196 RE – Yamaha 115HP Four-StrokeOnly $199/month (based on 12-year term, 10% down, W.A.C.) Terms May VeryThis 2017 Hurricane 196 RE delivers the perfect mix of comfo... View Details

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$18,500
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2024 Sun Tracker Fishin' Barge 22 DLX

$31,995

Leesburg, FL
- Leesburg, FL
- Other / Not Classified
- 24' / 9'
- 2024 / Used
- $31,995
Brand New 2024 Tracker Fishing Barge 22 DLX – Your Choice of Mercury NEW Motor!This Fishing Barge 22 DLX is built for fun, space, and serious fishing. Even better—you get to choose... View Details

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$31,995
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2018 Stott Craft SCV202

$19,995

Leesburg, FL
- Leesburg, FL
- Other / Not Classified
- 20' / 8'
- 2018 / Used
- $19,995
2018 Stott Craft SCV202 Bay BoatClean and well-maintained 2018 Stott Craft SCV202 powered by a reliable Yamaha F115XB with only 566 hours. This versatile bay boat delivers a smooth... View Details

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$19,995
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2018 Nitro Z17

$23,995

Leesburg, FL
- Leesburg, FL
- Fishing
- 17' / 8'
- 2018 / Used
- $23,995
2018 Nitro Z17 – Red – Mercury 115HP – Trailstar Trailer Hours: 168 (Low Hours) Condition: Excellent, well-maintained Extras: Matching Trailstar trailerThis Nitro Z17 is in great c... View Details

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$23,995
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2026 Hurricane FunDeck 1960 RE OB

$58,995

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19' / 8'
- 2026 / New
- $58,995
2026 Hurricane® FD1960RE3-OB w/ Yamaha® F150 & Preferred Option GroupThe 2026 Hurricane FD1960RE3-OB delivers upscale deck boat versatility with refined styling and confident perfo... View Details

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$58,995
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2024 Hurricane SunDeck Sport 188 OB

$42,900

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19' / 8'
- 2024 / New
- $42,900
2024 Hurricane® SS188-OB w/ Suzuki® DF150ATXW & Coastal Edition PackageThe 2024 Hurricane SS188-OB delivers premium deck boat versatility in an 18’10” platform designed for cruisin... View Details

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$42,900
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2024 Ranger RT188P

$44,365

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 19' / 8'
- 2024 / New
- $44,365
Introducing the 2024 Ranger RT188P, an evolution of excellence in aluminum bass rigs designed to elevate your tournament performance to the next level. Building upon the legacy of... View Details

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$44,365
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2025 Hurricane SunDeck Sport 185 OB

$42,995

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19' / 7'
- 2025 / New
- $42,995
2025 Hurricane® SS185-OB w/ Yamaha® F115LBThe 2025 Hurricane SS185-OB delivers sporty deck boat versatility in a highly maneuverable 18’10” platform. Powered by a Yamaha F115LB, th... View Details

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$42,995
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2025 Ranger ALPHA 208

$77,950

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 20' / 8'
- 2025 / New
- $77,950
2024 Ranger Alpha 208 Cup PKG 3 Configuration: Console: Dual Console Atlas: 6" Atlas Power Poles: Dual 8' Power Poles Additional Feature: Coin Box Description: The 2024 Ranger Al... View Details

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$77,950
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2025 Ranger ALPHA 208

$68,999

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 21' / 8'
- 2025 / New
- $68,999
2024 Ranger Z518 - Fully Equipped with Customizable OptionsYamaha Sho 250HPColor: WhiteThis 2024 Ranger Z518 comes fully equipped with the following features: Cover Manual JP Elite... View Details

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$68,999
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2026 Hurricane SunDeck 2050 OB

$73,900

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 21' / 9'
- 2026 / New
- $73,900
2026 Hurricane® SD2050-OB w/ Yamaha® F200 & Stainless Upgrade PackageThe 2026 Hurricane SD2050-OB delivers elevated deck boat versatility with Yamaha performance and premium stylin... View Details

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$73,900
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2025 Ranger Z185

$51,020

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 19' / 8'
- 2025 / New
- $51,020
2025 Ranger® Z185 w/ Mercury® 150L Pro XS FourStroke & Custom TrailerThe 2025 Ranger Z185 delivers fiberglass tournament performance in a balanced 18’8” platform designed for effic... View Details

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$51,020
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2025 Bayliner Trophy T25 Pilothouse

$129,999

Leesburg, FL
- Leesburg, FL
- Bowrider
- 25' / 10'
- 2025 / New
- $129,999
2026 Bayliner T25 PilothouseThe 2026 Bayliner T25 Pilothouse delivers true all-weather versatility in a trailerable 25-foot platform. Designed for serious fishing, coastal cruising... View Details

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$129,999
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