Boats for sale in Winter Garden Florida

1,437 boats found within 100 miles from Winter Garden, Florida

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2026 Bennington S Series 21

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Rockledge, FL
- Rockledge, FL
- Pontoon
- 21'
- 2026 / New
- Call for price
2026 Bennington 21SSB Luxury, Performance & Ultimate Family Fun! Experience the perfect combination of comfort, performance, and versatility with the **2026 Bennington 21SSB**. T... View Details

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2026 Bennington S Series 20

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Rockledge, FL
- Rockledge, FL
- Pontoon
- 20'
- 2026 / New
- Call for price
2026 Bennington 20SSRSE Premium Comfort, Performance & Family Fun! Experience the perfect combination of luxury, comfort, and versatility with the **2026 Bennington 20SSRSE**. Th... View Details

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2025 Everglades Center Console

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Rockledge, FL
- Rockledge, FL
- Fishing
- 26'
- 2025 / New
- Call for price
2025 Everglades 253 Center Console Premium Offshore Performance, Luxury & Versatility! Experience the perfect combination of offshore fishing performance, premium craftsmanship,... View Details

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2026 Bennington S Series 20

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Rockledge, FL
- Rockledge, FL
- Pontoon
- 20'
- 2026 / New
- Call for price
Accent Panel (Smooth - Metallic White) upgradeMercury 90Exlpt4CT - 90 HP 4 Stroke Command Thrust 25 in 90HPMercury Mechanical Pre-Rig (Sundeck Privacy StationConsole Wireless Charg... View Details

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2026 Bennington S Series 21

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Rockledge, FL
- Rockledge, FL
- Pontoon
- 21'
- 2026 / New
- Call for price
Mercury 150 HP 4 Stroke EFI 25 in CL 150HP911171 - Mercury Mechanical Pre-Rig (150-) (S)921033 - Analog Veethree Gauges with Garmin Echomap 52CV ChartplotterDimensional Brushed Sil... View Details

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2026 Bennington S Series 21

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Rockledge, FL
- Rockledge, FL
- Pontoon
- 21'
- 2026 / New
- Call for price
Mercury 150 HP 4 Stroke 25 in 150HP911171 - Mercury Mechanical Pre-Rig (150-) (S)921008 - 12 Button Digital Switching921025 - 5" Vivid UX Digital Gauges with 7" Garmin Echomap 52CV... View Details

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2026 Cobia Dual Console

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Rockledge, FL
- Rockledge, FL
- Fishing
- 25'
- 2026 / New
- Call for price
Powder Coating Package (White Dual Console) upgradeRub Rails (White Rub Rail with Stainless Stell Insert Upgrade) upgradeYamaha F300NSB2 (White) 300HPHelm Master, EX Des OnlyDigita... View Details

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2010 Hurricane Sundeck SD 2200

$37,596

Rockledge, FL
- Rockledge, FL
- Deck Boat
- 0'
- 2010 / Used
- $37,596
2016 Hurricane SunDeck 220 ONLY 41 HOURS! Yamaha 150HP Trailer Included! Exceptionally Low Hours Clean Boat Garmin GPS Tandem Axle Trailer Don't miss this opportunity to own... View Details

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$37,596
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2003 Hydra Sports 230 WA

$38,000

Merritt Island, FL
- Merritt Island, FL
- Walkaround
- 23'
- 2003 / Used
- $38,000
FOR QUESTIONS CONTACT: ARIEL 305-546-9198 or arielmartz@gmail.com2003 Hydra-Sports 230 WAGreat boat with a new engine and only 268 hours! This is a second private owner with a very... View Details

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$38,000
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2007 Sea Ray 270 Amberjack

$54,500

Silver Springs, FL
- Silver Springs, FL
- Express Cruiser
- 27'
- 2007 / Used
- $54,500
Stock #492822 Reason for selling is "Not Using anymore". ANY and ALL offers will be put in front of our seller! Submit your offer today! Versatile 2007 Sea Ray 270 Amberjack wit... View Details

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$54,500
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2014 Everglades 295 Pilot House

$175,000

Brooksville, FL
- Brooksville, FL
- Fishing Center Console
- 28'
- 2014 / Used
- $175,000
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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$175,000
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2020 Sea Fox 228 Commander

$55,900

Brandon, FL
- Brandon, FL
- Fishing Center Console
- 22'
- 2020 / Used
- $55,900
2020 Sea Fox 228 Commander Center Console, 200 Yamaha 268 Hours, Tandem Aluminum Trailer. This boat is ready for Fall boating ! At the Helm. you'll find: Simrad Color GPS Fish... View Details

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$55,900
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1999 Chaparral Sunesta 233

$17,500

Tampa, FL
- Tampa, FL
- Deck Boat
- 23'
- 1999 / Used
- $17,500
Chaparral Sunesta 233 Deck Boat - Perfect for Family Adventures Experience the open waters with the 1999 Chaparral Sunesta 233, a versatile deck boat designed to deliver both fun... View Details

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$17,500
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2022 Regal 26 XO

$129,900

Tampa, FL
- Tampa, FL
- Cruiser Express Cruiser
- 26'
- 2022 / New
- $129,900
Regal 26 XO - Reliable and Efficient Cruising The Regal 26 XO is a versatile cruiser designed for those who value performance and comfort. This 2022 model is crafted with precisio... View Details

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$129,900
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2008 Starcraft Aurora Star Step 229 CC

$21,000

Lutz, FL
- Lutz, FL
- Fishing Center Console
- 22'
- 2008 / Used
- $21,000
Stock #463187 Reason for selling is "I'm". ANY and ALL offers will be put in front of our seller! Submit your offer today! Freshly serviced, ready for the water! Low hours! 200... View Details

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$21,000
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2018 Sea Ray SPX 190

$28,000

Lithia, FL
- Lithia, FL
- Deck Boat
- 19'
- 2018 / Used
- $28,000
Stock #383821 Video of this vessel available at www [dot] popsells [dot] com/view/383821 Reason for selling is "Does Not Use Anymore". ANY and ALL offers will be put in front of... View Details

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$28,000
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1999 Sea Ray 290 Sundancer

$24,900

Port Orange, FL
- Port Orange, FL
- Express Cruiser
- 29'
- 1999 / Used
- $24,900
Stock #481384 Video of this vessel available at www [dot] popsells [dot] com/view/481384 Reason for selling is "Cannot use boat anymore.". ANY and ALL offers will be put in fron... View Details

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$24,900
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2026 Bennington 21 S Fish and Cruise

$56,802

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $56,802
Step aboard the Bennington 21SFCSF, the ultimate party-and-pontoon-fishing hybrid! This is the boat for the family or friend group that can never quite agree on the day's activ... View Details

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$56,802
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2026 Bennington 22 S Swingback

$74,452

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22'
- 2026 / New
- $74,452
Step aboard the Bennington 22 S Swingback and you will immediately notice that this is a craft built for the ultimate socialite. If you are the person who loves being the "hos... View Details

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$74,452
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2027 Starcraft SV 16 OB

$34,971

Port Orange, FL
- Port Orange, FL
- Pontoon
- 16'
- 2027 / New
- $34,971
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

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$34,971
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2027 Starcraft SVX 210 OB

$67,975

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20'
- 2027 / New
- $67,975
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

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$67,975
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