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    Winter Haven, Florida

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Boats for sale in Winter Haven Florida

There are 1513 new and used boats for sale in Winter Haven, Florida. Browse Fishing, Center Console, Bowrider, Pontoon, Outboard Motors, and Deck Boat from brands like Yamaha, Bayliner, Sea Doo, Hurricane, Sea Ray, and Key West on BoatCrazy. View a wide selection of boats from $819 to $1,535,977.
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  • Boats
  • Within 100 Miles Of
    Winter Haven, Florida
1,513 boats found within 100 miles from Winter Haven, Florida
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  • Price Drop 2026 Bennington 20 S CRUISE

    2026 Bennington 20 S CRUISE

    $58,971
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2026 / New
    • $58,971

    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

    View 19 Photos and Details Contact Seller
    $58,971
    VIEW DETAILS
  • 2026 Tidewater 2110 Bay Max

    2026 Tidewater 2110 Bay Max

    $72,027
    Port Orange, FL

    Looking for the ultimate all-in-one vessel for shallow-water angling and sunny weekend cruising? The Tidewater 2110 Bay Max is built for inshore anglers and adventure-loving famili... View Details

    View 19 Photos and Details Contact Seller
    $72,027
    VIEW DETAILS
  • 2027 Starcraft SV 16 OB

    2027 Starcraft SV 16 OB

    $34,478
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 16'
    • 2027 / New
    • $34,478

    If you are looking to level up your weekend adventures, the Starcraft SV 16 OB is the perfect companion for your next escape. Designed for active families and tight-knit friend gro... View Details

    View 17 Photos and Details Contact Seller
    $34,478
    VIEW DETAILS
  • 2027 Starcraft SVX 210 OB

    2027 Starcraft SVX 210 OB

    $67,340
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $67,340

    If you’re looking to crowd-source your next weekend adventure, the Starcraft SVX 210 OB is your ticket to the ultimate day on the water. Built with expansive space that practically... View Details

    View 28 Photos and Details Contact Seller
    $67,340
    VIEW DETAILS
  • Price Drop 2026 Starcraft SVX 231 OB DH

    2026 Starcraft SVX 231 OB DH

    $74,971
    Port Orange, FL
    • Port Orange, FL
    • Deck Boat
    • 23'
    • 2026 / New
    • $74,971

    This is the boat for boaters who want it all turned up a notch. Big water confidence, serious social space, and a polished look that feels just as right pulling into a busy sandbar... View Details

    View 25 Photos and Details Contact Seller
    $74,971
    VIEW DETAILS
  • 2026 World Cat 265CC

    2026 World Cat 265CC

    $219,979
    Port Orange, FL

    Are you ready to experience the ultimate on-water adventure? Look no further than the 265CC at Bluewater Marine! This beauty is designed for the avid boater who loves to do it all... View Details

    View 30 Photos and Details Contact Seller
    $219,979
    VIEW DETAILS
  • 2027 Starcraft SVX 211 OB

    2027 Starcraft SVX 211 OB

    $65,473
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $65,473

    If you’re looking to pack your weekends with non-stop excitement, the Starcraft SVX 211 OB deck boat is your ultimate ticket to the water. Built for big families and lively friend... View Details

    View 24 Photos and Details Contact Seller
    $65,473
    VIEW DETAILS
  • 2027 Starcraft SVX 211 OB

    2027 Starcraft SVX 211 OB

    $65,473
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2027 / New
    • $65,473

    If your ideal weekend involves gathering a big crew of friends and family for non-stop lake action, the Starcraft SVX 211 OB is practically calling your name. This deckboat is a ma... View Details

    View 23 Photos and Details Contact Seller
    $65,473
    VIEW DETAILS
  • 2027 Starcraft SV 16 OB

    2027 Starcraft SV 16 OB

    $34,478
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 16'
    • 2027 / New
    • $34,478

    Ready to elevate your weekend getaways? The Starcraft SV 16 OB deckboat is the ultimate passport to endless summer fun, perfectly tailored for friend groups and active families who... View Details

    View 15 Photos and Details Contact Seller
    $34,478
    VIEW DETAILS
  • 2024 Bennington 20 SVL

    2024 Bennington 20 SVL

    $39,761
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 20'
    • 2024 / Used
    • $39,761

    Ready for the ultimate weekend escape with zero compromises? The 2024 Bennington 20 SVL is a masterclass in elegant, comfortable pontoon cruising designed to elevate your family do... View Details

    View 12 Photos and Details Contact Seller
    $39,761
    VIEW DETAILS
  • 2027 Starcraft SV 18 OB

    2027 Starcraft SV 18 OB

    $41,537
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 18'
    • 2027 / New
    • $41,537

    View Details

    View 18 Photos and Details Contact Seller
    $41,537
    VIEW DETAILS
  • 2027 Tidewater 180CC

    2027 Tidewater 180CC

    $48,637
    Port Orange, FL

    For anglers and adventurous couples seeking effortless days on the water, the Tidewater 180 CC packs huge energy into a nimble 17-foot 8-inch frame. With a generous 7-foot 9-inch b... View Details

    View 22 Photos and Details Contact Seller
    $48,637
    VIEW DETAILS
  • 2027 Bennington 22 S1 STERN RADIUS

    2027 Bennington 22 S1 STERN RADIUS

    $69,872
    Port Orange, FL
    • Port Orange, FL
    • Pontoon
    • 22'
    • 2027 / New
    • $69,872

    If your idea of a perfect weekend involves gathering your favorite crew for sunshine, loud laughter, and endless water activities, this Bennington build is practically calling your... View Details

    View 4 Photos and Details Contact Seller
    $69,872
    VIEW DETAILS
  • 2020 Bossman Xtreme 20

    2020 Bossman Xtreme 20

    $40,800
    Daytona Beach, FL

    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

    View 10 Photos and Details Contact Seller
    $40,800
    VIEW DETAILS
  • 2015 Yamaha 242 Limited S

    2015 Yamaha 242 Limited S

    $44,350
    Daytona Beach, FL
    • Daytona Beach, FL
    • Jet boat
    • 24'
    • 2015 / Used
    • $44,350

    Stock #494098 Video of this vessel available at www [dot] popsells [dot] com/view/494098 Reason for selling is "No longer uses the vessel.". This Yamaha has recently been added... View Details

    View 10 Photos and Details Contact Seller
    $44,350
    VIEW DETAILS
  • Price Drop 2005 Regal 2450

    2005 Regal 2450

    $19,000
    Port Orange, FL

    Stock #477660 Video of this vessel available at www [dot] popsells [dot] com/view/477660 Reason for selling is "Not using it enough". ANY and ALL offers will be put in front of... View Details

    View 10 Photos and Details Contact Seller
    $19,000
    VIEW DETAILS
  • Price Drop 2024 Sea Fox Commander 228

    2024 Sea Fox Commander 228

    $34,900
    Port Orange, FL

    Stock #484681 Reason for selling is "Selling to replace with new boat". This Sea Fox has been on the market for more than 30 days (May 16th). If you are thinking of making an off... View Details

    View 10 Photos and Details Contact Seller
    $34,900
    VIEW DETAILS
  • 2021 Hurricane 235 SD

    2021 Hurricane 235 SD

    $57,500
    North Fort Myers, FL
    • North Fort Myers, FL
    • Deck Boat
    • 23'
    • 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

    View 10 Photos and Details Contact Seller
    $57,500
    VIEW DETAILS
  • Price Drop 1998 Catamaran Cruisers Aqua 62

    1998 Catamaran Cruisers Aqua 62

    $149,900
    North Fort Myers, FL
    • North Fort Myers, FL
    • Houseboat
    • 62'
    • 1998 / Used
    • $149,900

    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

    View 10 Photos and Details Contact Seller
    $149,900
    VIEW DETAILS
  • Price Drop 1991 Parker 23 WA

    1991 Parker 23 WA

    $19,999
    North Fort Myers, FL
    • North Fort Myers, FL
    • Walkaround
    • 23'
    • 1991 / Used
    • $19,999

    Stock #488014 Reason for selling is "Time for change". This Parker Marine has been on the market for more than 30 days (May 4th). If you are thinking of making an offer, submit... View Details

    View 10 Photos and Details Contact Seller
    $19,999
    VIEW DETAILS
  • 1992 Mako 210

    1992 Mako 210

    $13,800
    Fort Myers, FL
    • Fort Myers, FL
    • Walkaround
    • 21'
    • 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

    View 10 Photos and Details Contact Seller
    $13,800
    VIEW DETAILS
Showing 1408 to 1428 of 1,513 boats found.
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