Boats for sale in Winter Haven Florida

1,910 boats found within 100 miles from Winter Haven, Florida

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2026 Starcraft SV 16 OB

$33,494

Port Orange, FL
- Port Orange, FL
- Deck Boat
- 16' / 0'
- 2026 / New
- $33,494
This is the boat for boaters who love keeping things simple, social, and active. Compact, open, and easygoing, this deck-style outboard is made for small families, first-time boat... View Details

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$33,494
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2026 World Cat 230DC

$175,980

Port Orange, FL
- Port Orange, FL
- 22' / 0'
- 2026 / New
- $175,980
If you're seeking a versatile vessel that's perfect for a day of fun on the water, the 230DC from Bluewater Marine is an excellent choice. This boat is ideal for a group of... View Details

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$175,980
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2026 Bennington 20SL

$59,378

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20' / 0'
- 2026 / New
- $59,378
Imagine a Saturday where the hardest decision you have to make is whether to lounge on the sunpad or take another lap around the lake. The Bennington 20SL is the ultimate "yes... View Details

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$59,378
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2020 Bossman Xtreme 20

$40,800

Daytona Beach, FL
- Daytona Beach, FL
- Fishing Bay / Flats / Skiff
- 20' / 0'
- 2020 / Used
- $40,800
Stock #448557 Video of this vessel available at www [dot] popsells [dot] com/view/448557 Reason for selling is "Not using enough to keep it.". ANY and ALL offers will be put in... View Details

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$40,800
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2015 Bass Cat Eyra

$48,500

Port Orange, FL
- Port Orange, FL
- Fishing Bass Boat
- 20' / 0'
- 2015 / Used
- $48,500
Stock #395111 Video of this vessel available at www [dot] popsells [dot] com/view/395111 Reason for selling is "No Longer Needed.". ANY and ALL offers will be put in front of ou... View Details

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$48,500
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2005 Regal 2450

$21,000

Port Orange, FL
- Port Orange, FL
- Cuddy Cabin
- 24' / 0'
- 2005 / Used
- $21,000
Stock #477660 Video of this vessel available at www [dot] popsells [dot] com/view/477660 Reason for selling is "Not using it enough". This Regal has now been on the market a cou... View Details

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$21,000
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2021 Hurricane 235 SD

$57,500

North Fort Myers, FL
- North Fort Myers, FL
- Deck Boat
- 23' / 0'
- 2021 / Used
- $57,500
Stock #389147 Video of this vessel available at www [dot] popsells [dot] com/view/389147 Reason for selling is "Selling their home, do not need a boat". ANY and ALL offers will... View Details

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$57,500
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1998 Catamaran Cruisers Aqua 62

$278,000

North Fort Myers, FL
- North Fort Myers, FL
- Houseboat
- 62' / 0'
- 1998 / Used
- $278,000
Stock #429702 Video of this vessel available at www [dot] popsells [dot] com/view/429702 Reason for selling is "After 15 years they want to travel in thieir motor home". ANY and... View Details

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$278,000
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1996 Bayliner 4788 Pilothouse

$75,000

North Fort Myers, FL
- North Fort Myers, FL
- Yacht
- 47' / 0'
- 1996 / Used
- $75,000
Stock #443120 Reason for selling is "Time to go ashore.". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1996 Bayliner 4788 Pilot House Motoryac... View Details

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$75,000
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2021 Bayliner VR5

$38,000

North Fort Myers, FL
- North Fort Myers, FL
- Bowrider
- 20' / 0'
- 2021 / Used
- $38,000
Stock #471442 Reason for selling is "Time for a change". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2021 Bayliner VR5 bowrider, 60 hours, ha... View Details

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$38,000
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1992 Mako 210

$13,800

Fort Myers, FL
- Fort Myers, FL
- Walkaround
- 21' / 0'
- 1992 / Used
- $13,800
Stock #346553 Reason for selling is "Not Using, Downsizing Boats". ANY and ALL offers will be put in front of our seller! Submit your offer today! Great condition 210! Loaded wi... View Details

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$13,800
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2020 Yellowfin 39 Offshore

$499,000

Fort Myers, FL
- Fort Myers, FL
- Fishing Center Console
- 39' / 0'
- 2020 / Used
- $499,000
2020 Yellowfin 39 OffshoreQuad Mercury 350HP Four Strokes Only 700 HoursHull Side Color Black Hull Bottom Color Black Rub Rail Color BlackCONSOLE 39 Console Solid Windshield 2 Cup... View Details

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$499,000
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2016 Yamaha limited 242

$44,500

Cape Coral, FL
- Cape Coral, FL
- Jet boat
- 24' / 0'
- 2016 / Used
- $44,500
Stock #394131 Reason for selling is "Time for a Change". ANY and ALL offers will be put in front of our seller! Submit your offer today! Engines have less than 300 hours The 20... View Details

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$44,500
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2021 Cobalt A29

$155,000

Daytona Beach, FL
- Daytona Beach, FL
- Bowrider
- 29' / 0'
- 2021 / Used
- $155,000
Stock #443773 Video of this vessel available at www [dot] popsells [dot] com/view/443773 Reason for selling is "Not using". This Cobalt has been on the market for more than 30 d... View Details

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$155,000
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2022 Godfrey Sweetwater 2086 F

$37,987

Daytona Beach, FL
- Daytona Beach, FL
- Pontoon
- 20' / 0'
- 2022 / Used
- $37,987
The 2022 Godfrey Sweetwater 2086 F is the kind of pontoon that reminds people why laid-back days on the water never go out of style. At just under 22 feet in overall length with an... View Details

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$37,987
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2026 Starcraft SV 18 OB

$39,815

Daytona Beach, FL
- Daytona Beach, FL
- Deck Boat
- 18' / 0'
- 2026 / New
- $39,815
There’s something refreshingly simple about the Starcraft SV 18, and that’s exactly what makes it so much fun. Built on a wide, stable 18 ft 11 in platform with room for a full cre... View Details

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$39,815
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2026 Stingray 172DC

$40,619

Daytona Beach, FL
- Daytona Beach, FL
- 17' / 0'
- 2026 / New
- $40,619
Are you ready to make waves and create unforgettable memories on the water? Look no further than this fantastic dual console boat! It's the perfect companion for anyone who lov... View Details

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$40,619
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2026 Barletta S22QC

$55,936

Daytona Beach, FL
- Daytona Beach, FL
- Other / Not Classified
- 21' / 0'
- 2026 / New
- $55,936
The Barletta Sanza S22QC is a masterclass in versatile fun, designed for the social butterfly who believes the best days are spent surrounded by friends, family, and perhaps a furr... View Details

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$55,936
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2026 Barletta A22QC

$63,117

Daytona Beach, FL
- Daytona Beach, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $63,117
Ready for fun in the sun? The Barletta Aria A22QC is perfect for those who want a blend of comfort, style, and practicality. With its Tempest Gray furniture and Amore Gray flooring... View Details

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$63,117
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2026 Barletta A22UC

$65,850

Daytona Beach, FL
- Daytona Beach, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $65,850
The Barletta Aria A22UC is a masterclass in the "Intro to Luxury" lifestyle, perfectly blending Barletta’s refined DNA with a layout built for socializing. Designed with... View Details

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$65,850
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2026 Barletta A22CC

$67,971

Daytona Beach, FL
- Daytona Beach, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $67,971
For those who love to fish and entertain, the Barletta Aria A22CC is a perfect match. This pontoon boat is designed for casual anglers in the family, offering a fishing center with... View Details

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$67,971
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