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    Winter Garden, Florida

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Boats for sale in Winter Garden Florida

There are 1390 new and used boats for sale in Winter Garden, Florida. Browse Fishing, Center Console, Pontoon, Bowrider, PWC / Waverunner, and Deck Boat from brands like Yamaha, Bayliner, Sea Doo, Hurricane, Sea Pro, and Key West on BoatCrazy. View a wide selection of boats from $1,370 to $1,535,977.
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  • Boats
  • Within 100 Miles Of
    Winter Garden, Florida
1,390 boats found within 100 miles from Winter Garden, Florida
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  • 2016 Bennington 22 SSX

    2016 Bennington 22 SSX

    $26,500
    Mount Dora, FL
    • Mount Dora, FL
    • Pontoon
    • 22'
    • 2016 / Used
    • $26,500

    2016 Bennington 22 SSX with Yamaha 115 22' Pontoon This well-maintained 2016 Bennington 22 SSX offers the perfect blend of comfort, reliability, and performance. Powered by a... View Details

    View 17 Photos and Details Contact Seller
    $26,500
    VIEW DETAILS
  • 2000 Sea Ray 230

    2000 Sea Ray 230

    $9,500
    Mount Dora, FL
    • Mount Dora, FL
    • Bowrider
    • 24'
    • 2000 / Used
    • $9,500

    2000 SeaRay 230 Bow Rider with Mercruiser 350 Mag Repower (2014) 23' SeaRay Bow Rider If you’re looking for a proven, family-friendly bowrider with serious power and Sea Ray qu... View Details

    View 15 Photos and Details Contact Seller
    $9,500
    VIEW DETAILS
  • Price Drop 2026 Starcraft

    2026 Starcraft

    $37,950
    Mount Dora, FL
    • Mount Dora, FL
    • Deck Boat
    • 0'
    • 2026 / New
    • $37,950

    Starcraft SV 18/ Yamaha 115 HP/ Single Axle Aluminum Trailer 18' Starcraft Deck boat The newly released fiberglass Starcraft SV 18 delivers the classic Starcraft layout with a mo... View Details

    View 14 Photos and Details Contact Seller
    $37,950
    VIEW DETAILS
  • 2015 Monterey 204 FSX

    2015 Monterey 204 FSX

    $22,900
    Mount Dora, FL
    • Mount Dora, FL
    • Bowrider
    • 21'
    • 2015 / Used
    • $22,900

    2015 Monterey 204 FSX with Volvo Penta 225 2015 21' Monterey Bowrider If you’re looking for a versatile, stylish bowrider that delivers performance, comfort, and reliability, t... View Details

    View 17 Photos and Details Contact Seller
    $22,900
    VIEW DETAILS
  • Price Drop 2026 Starcraft EXS 3 Q DH

    2026 Starcraft EXS 3 Q DH

    $62,853
    Mount Dora, FL
    • Mount Dora, FL
    • Pontoon
    • 24'
    • 2026 / New
    • $62,853

    2026 Starcraft EXS 3 Q DH with Yamaha 200 HP outboard 23' Starcraft Tri-toon This tritoon delivers an excellent combination of comfort, performance, and versatility which is pe... View Details

    View 18 Photos and Details Contact Seller
    $62,853
    VIEW DETAILS
  • 2016 Monterey 196 MS

    2016 Monterey 196 MS

    $20,000
    Mount Dora, FL
    • Mount Dora, FL
    • Bowrider
    • 20'
    • 2016 / Used
    • $20,000

    2016 Monterey 196 MS/ Volvo V6 200 HP/ Tandem Axle Galv Trailer 19' Monterey Bowrider This clean, well-maintained 2016 Monterey 196 MS is the perfect family runabout for cruisi... View Details

    View 26 Photos and Details Contact Seller
    $20,000
    VIEW DETAILS
  • 2022 Sea Ray SPX 190

    2022 Sea Ray SPX 190

    $50,500
    Kissimmee, FL
    • Kissimmee, FL
    • Deck Boat
    • 19'
    • 2022 / Used
    • $50,500

    Stock #459818 Reason for selling is "No time to use( hence low hours)". ANY and ALL offers will be put in front of our seller! Submit your offer today! Excellent condition SPX 1... View Details

    View 10 Photos and Details Contact Seller
    $50,500
    VIEW DETAILS
  • Price Drop 1990 Pacemaker 37

    1990 Pacemaker 37

    $36,999
    Orlando, FL

    Stock #392646 Reason for selling is "not using it.". ANY and ALL offers will be put in front of our seller! Submit your offer today! Nice sport fishing boat This beautiful 1990... View Details

    View 10 Photos and Details Contact Seller
    $36,999
    VIEW DETAILS
  • 2006 Regal Commodore 2665

    2006 Regal Commodore 2665

    $18,500
    Orlando, FL

    Stock #458812 Video of this vessel available at www [dot] popsells [dot] com/view/458812 Reason for selling is "No longer using". ANY and ALL offers will be put in front of our... View Details

    View 11 Photos and Details Contact Seller
    $18,500
    VIEW DETAILS
  • 2007 Crownline 240 LS

    2007 Crownline 240 LS

    $25,500
    Lake Mary, FL
    • Lake Mary, FL
    • Bowrider
    • 24'
    • 2007 / Used
    • $25,500

    Stock #447737 Video of this vessel available at www [dot] popsells [dot] com/view/447737 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $25,500
    VIEW DETAILS
  • 1979 Formula Thunderbird F-20 Cuddy

    1979 Formula Thunderbird F-20 Cuddy

    $12,900
    Lake Mary, FL

    1979 Formula Thunderbird F-20 CuddySelling a classic 1979 Thunderbird Formula F20CL cuddy with clear Florida title and galvanized Baron tandem axle trailer. This is a complete orig... View Details

    View 31 Photos and Details Contact Seller
    $12,900
    VIEW DETAILS
  • 2007 Regal Commodore 2665

    2007 Regal Commodore 2665

    $33,000
    Saint Cloud, FL

    Stock #347499 Video of this vessel available at www [dot] popsells [dot] com/view/347499 Reason for selling is "Seller does not have time to use". ANY and ALL offers will be put... View Details

    View 10 Photos and Details Contact Seller
    $33,000
    VIEW DETAILS
  • 2026 Phoenix 721 ZXL

    2026 Phoenix 721 ZXL

    $84,650
    Saint Cloud, FL

    Check out this beautiful 2026 Phoenix 721 ZXL, powered by a proven Mercury 250 Pro XS—built to get you to the fishing spot first and fish with confidence all day long. This is a f... View Details

    View 20 Photos and Details Contact Seller
    $84,650
    VIEW DETAILS
  • 2026 Phoenix 721 ZXL

    2026 Phoenix 721 ZXL

    $84,918
    Saint Cloud, FL

    Get ready to dominate the water with this 2026 Phoenix 721 ZXL, a top-tier bass boat paired with a powerful Mercury 250 Pro XS. Built for serious anglers and tournament performance... View Details

    View 16 Photos and Details Contact Seller
    $84,918
    VIEW DETAILS
  • Price Drop 2021 Achilles HB 350DX Rigid Inflatable

    2021 Achilles HB 350DX Rigid Inflatable

    $15,400
    Okahumpka, FL

    Stock #455197 Reason for selling is "No longer use". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2021 Rigid Inflatable Boat by Achilles Low-H... View Details

    View 10 Photos and Details Contact Seller
    $15,400
    VIEW DETAILS
  • 2008 Sea Ray 240 Sundancer

    2008 Sea Ray 240 Sundancer

    $29,800
    Orlando, FL

    Stock #330063 Reason for selling is "New Baby". ANY and ALL offers will be put in front of our seller! Submit your offer today! low hours, trailer included, ready for the water... View Details

    View 10 Photos and Details Contact Seller
    $29,800
    VIEW DETAILS
  • 2001 Monterey 220 Explorer Sport

    2001 Monterey 220 Explorer Sport

    $13,000
    Leesburg, FL
    • Leesburg, FL
    • Deck Boat
    • 22'
    • 2001 / Used
    • $13,000

    Stock #354189 ANY and ALL offers will be put in front of our seller! Submit your offer today! EXCELLENT DECK BOAT, MAINTAINED AND READY FOR ENDLESS RECREATION. Introducing the m... View Details

    View 10 Photos and Details Contact Seller
    $13,000
    VIEW DETAILS
  • 1997 Sea Ray 290 Sundancer

    1997 Sea Ray 290 Sundancer

    $49,000
    Leesburg, FL

    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

    View 10 Photos and Details Contact Seller
    $49,000
    VIEW DETAILS
  • 2024 Sun Tracker Fishin' Barge 22 DLX

    2024 Sun Tracker Fishin' Barge 22 DLX

    $31,995
    Leesburg, FL
    • Leesburg, FL
    • Pontoon
    • 24'
    • 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

    View 63 Photos and Details Contact Seller
    $31,995
    VIEW DETAILS
  • Price Drop 2017 Hurricane FunDeck 196 OB

    2017 Hurricane FunDeck 196 OB

    $17,995
    Leesburg, FL
    • Leesburg, FL
    • Deck Boat
    • 19'
    • 2017 / Used
    • $17,995

    2017 Hurricane® 196 RE w/ Yamaha® 115HP FourStroke Summer Savings – Family Fun Starts at Just $16,995!The 2017 Hurricane 196 RE delivers the perfect blend of comfort, versatility,... View Details

    View 10 Photos and Details Contact Seller
    $17,995
    VIEW DETAILS
  • 2024 Sun Tracker Fishin' Barge 22 DLX

    2024 Sun Tracker Fishin' Barge 22 DLX

    $31,995
    Leesburg, FL
    • Leesburg, FL
    • Pontoon
    • 24'
    • 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

    View 9 Photos and Details Contact Seller
    $31,995
    VIEW DETAILS
Showing 127 to 147 of 1,390 boats found.
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