Boats for sale in Winter Haven Florida

1,909 boats found within 100 miles from Winter Haven, Florida

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2014 Everglades 295 Pilot House

$184,999

Brooksville, FL
- Brooksville, FL
- Fishing Center Console
- 28' / 0'
- 2014 / Used
- $184,999
2014 Everglades 295 Pilot House SPECIFICATIONS:-LOA: 30ft-3in-Hull length: 28ft-7in-Beam: 9ft-9in-Draft: 20in-Dry weight: 7100 pounds-Deadrise: 21* DETAILS AND EQUIPMENT-True enclo... View Details

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$184,999
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2024 Nautic Star 252 Legacy

$129,000

Sarasota, FL
- Sarasota, FL
- Fishing Center Console
- 25' / 0'
- 2024 / Used
- $129,000
Stock #486103 This is a new advertisement, on the market just this week (Apr 14th). Always accepting offers! Like new NauticStar 252 Legacy! Immaculate! Loaded and ready to hit t... View Details

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$129,000
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2007 Regal 2000

$13,500

Holiday, FL
- Holiday, FL
- Bowrider
- 20' / 0'
- 2007 / Used
- $13,500
Stock #441026 Reason for selling is "No longer use". ANY and ALL offers will be put in front of our seller! Submit your offer today! Great family boat with trailer, low hours, m... View Details

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$13,500
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2000 Grady White 272 SAILFISH

$49,500

Hudson, FL
- Hudson, FL
- Walkaround
- 27' / 0'
- 2000 / Used
- $49,500
Stock #352318 Video of this vessel available at www [dot] popsells [dot] com/view/352318 ANY and ALL offers will be put in front of our seller! Submit your offer today! 2000 GRA... View Details

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$49,500
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2018 Sylvan Mirage 8522 Fish

$30,000

Hudson, FL
- Hudson, FL
- Pontoon
- 24' / 0'
- 2018 / Used
- $30,000
Stock #385427 Reason for selling is "Life changes". ANY and ALL offers will be put in front of our seller! Submit your offer today! Good and Clean Condition! Low Hours! Garmin a... View Details

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$30,000
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1988 Catalina 30

$15,000

Hudson, FL
- Hudson, FL
- Sailboat
- 30' / 10'
- 1988 / Used
- $15,000
The 1988 Catalina 30 is a classic cruising sailboat that has long been appreciated for its combination of performance, comfort, and affordability. With a length overall (LOA) of 30... View Details

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$15,000
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2020 Tidewater 320 CC Adventure

$199,900

Hudson, FL
- Hudson, FL
- Fishing Center Console
- 32' / 0'
- 2020 / Used
- $199,900
Stock #480369 Reason for selling is "No longer use". This Tidewater has been on the market for more than 30 days (Mar 6th). If you are thinking of making an offer, submit it toda... View Details

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$199,900
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2026 Bayliner M17

$31,964

Hudson, FL
- Hudson, FL
- Deck Boat
- 17' / 7'
- 2026 / New
- $31,964
2026 BAYLINER M17POWERED BY A 90HP MERCURY EFI 4-STROKEKARAVAN TRAILER is available for an extra $1,000 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $36,466• ANTONIETTI DISC... View Details

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$31,964
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2025 Bayliner D20 Deck

$34,940

Hudson, FL
- Hudson, FL
- Deck Boat
- 19' / 19'
- 2025 / New
- $34,940
2025 BAYLINER D20POWERED BY A 115HP MERCURY XL EFI 4-STROKEKARAVAN TRAILER is available for an extra $1,500 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $48,940• ANTONIETTI... View Details

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$34,940
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2026 Nautic Star 222 Offshore

$77,952

Hudson, FL
- Hudson, FL
- Fishing Center Console
- 21' / 8'
- 2026 / New
- $77,952
2026 NAUTICSTAR 222 OFFSHOREPOWERED BY A 200HP SUZUKI 4-STROKEALUMINUM MAGIC TILT TRAILER is available for an extra $4,900 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $120,... View Details

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$77,952
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2026 Trophy T25 Explorer

$149,901

Hudson, FL
- Hudson, FL
- Pilothouse
- 25' / 9'
- 2026 / New
- $149,901
2026 TROPHY T25 EXPLORERPOWERED BY A 225HP MERCURY XL V6 DTSTrailer available if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $170,901• ANTONIETTI DISCOUNTED PRICE: $149,901Fea... View Details

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$149,901
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2022 Bayliner VR6 Bowrider - Outboard

$41,995

Hudson, FL
- Hudson, FL
- Bowrider
- 22' / 0'
- 2022 / Used
- $41,995
PRE-OWNED 2022 BAYLINER VR6POWERED BY A 200HP MERCURY 4-STROKETRAILER IS INCLUDEDNEVER ANY DEALER FEES!• NATIONAL PRICING: $60,375• ANTONIETTI DISCOUNTED PRICE: $41,995• TRAILER IS... View Details

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$41,995
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2026 Clearwater 2800 CC

$124,444

Hudson, FL
- Hudson, FL
- Fishing Center Console
- 27' / 9'
- 2026 / New
- $124,444
2026 CLEARWATER 2800 CCPOWERED BY TWIN SUZUKI 200'sALUMINUM MAGIC TILT TRAILER is available for an extra $8,738 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $156,311• ANTON... View Details

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$124,444
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2026 Bentley 243 Fish-N-Cruise

$58,922

Hudson, FL
- Hudson, FL
- Other / Not Classified
- 23' / 8'
- 2026 / New
- $58,922
2026 BENTLEY 243 FISH-N-CRUISEPOWERED BY A 200HP SUZUKI 4-STROKETrailer available if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $77,222• ANTONIETTI DISCOUNTED PRICE: $58,922F... View Details

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$58,922
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2026 Bayliner D22

$59,768

Hudson, FL
- Hudson, FL
- Deck Boat
- 21' / 8'
- 2026 / New
- $59,768
2026 BAYLINER D22POWERED BY A 200HP MERCURY 4-STROKEALUMINUM MAGIC TILT TRAILER is available for an extra $6,468 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $79,310• ANTONI... View Details

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$59,768
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2026 ALK2 Powerboats 23 CRX

$54,947

Hudson, FL
- Hudson, FL
- Fishing Center Console
- 21' / 8'
- 2026 / New
- $54,947
2026 ALK2 POWERBOATS 23 CRXPOWERED BY A 200HP SUZUKI 4-STROKEALUMINUM MAGIC TILT TRAILER is available for an extra $4,565 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $70,58... View Details

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$54,947
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2026 Nautic Star 251 Hybrid

$109,865

Hudson, FL
- Hudson, FL
- Fishing Center Console
- 25' / 25'
- 2026 / New
- $109,865
2026 NAUTIC STAR 251 HYBRIDPOWERED BY A 350HP SUZUKI 4-STROKEALUMINUM TRAILER is available for an extra $8,807 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $172,080• ANTONIE... View Details

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$109,865
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2026 Bayliner V20

$56,842

Hudson, FL
- Hudson, FL
- Bowrider
- 20' / 8'
- 2026 / New
- $56,842
2026 BAYLINER V20POWERED BY A 150HP MERCURY 4-STROKEKARAVN TRAILER is available for an extra $1,500 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $65,592• ANTONIETTI DISCOUNT... View Details

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$56,842
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2026 Bentley 203 LEGACY SWINGBACK

$51,838

Hudson, FL
- Hudson, FL
- Other / Not Classified
- 20' / 8'
- 2026 / New
- $51,838
2026 BENTLEY 203 LEGACY SWINGBACKPOWERED BY A 150HP SUZUKI 4-STROKETrailer available if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $70,631• ANTONIETTI DISCOUNTED PRICE: $51,8... View Details

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$51,838
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2016 Carolina Skiff 178 DLV

$24,900

Hudson, FL
- Hudson, FL
- Fishing Center Console
- 17' / 8'
- 2016 / Used
- $24,900
PRE-OWNED 2016 CAROLINA SKIFF 178 DLVPOWERED BY A NEW 2024 90HP YAMAHA 4-STROKE w/ WARRANTY THRU 2029TRAILER IS INCLUDEDNEVER ANY DEALER FEES!• ANTONIETTI DISCOUNTED PRICE: $24,900... View Details

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$24,900
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2026 Stingray 23 OSX

$89,767

Hudson, FL
- Hudson, FL
- Bowrider
- 23' / 8'
- 2026 / New
- $89,767
2026 STINGRAY 23 OSX SPORT BOATPOWERED BY A 250HP YAMAHA VMAX SHOMAGIC TILT ALUMINUM TRAILER is available for an extra $6,262 if needed.NEVER ANY DEALER FEES!• NATIONAL PRICING: $1... View Details

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$89,767
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