Boats for sale in Leesburg Florida - BoatCrazy

1,250 boats found within 100 miles out of 15,223 Boats Found

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2026 Tidewater 2210 Carolina Bay

$92,488

Fleming Island, FL
- Fleming Island, FL
- Fishing Bay / Flats / Skiff
- 22' / 0'
- 2026 / New
- $92,488
If you're in the market for a versatile vessel that's perfect for a variety of on-the-water fun, look no further than the Tidewater 2210 CB. With a length of 22' 4"... View Details

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$92,488
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2026 Stingray 231DC

$82,517

Fleming Island, FL
- Fleming Island, FL
- Deck Boat
- 23' / 0'
- 2026 / New
- $82,517
Crafted for unforgettable days on the water, this dual-console dayboat is the ideal choice for anyone who loves to play and relax on the lake. The Z-Plane hull design delivers thri... View Details

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$82,517
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2026 Tidewater 2300 Carolina Bay

$118,149

Fleming Island, FL
- Fleming Island, FL
- Fishing Bay / Flats / Skiff
- 23' / 0'
- 2026 / New
- $118,149
The Tidewater 2300 CB is the ultimate choice for the family that loves to mix serious fishing with serious fun on the water. With a robust 8'8" beam and a substantial 3200... View Details

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$118,149
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2026 Tidewater 232LXF

$122,670

Fleming Island, FL
- Fleming Island, FL
- Fishing Center Console
- 23' / 0'
- 2026 / New
- $122,670
Ready for a boat that works as hard as you play? Meet the Tidewater 232 LXF, a center console that’s truly designed for your whole crew. If your idea of a perfect weekend is a morn... View Details

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$122,670
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2026 Tidewater 232CC

$124,906

Fleming Island, FL
- Fleming Island, FL
- Fishing Center Console
- 23' / 0'
- 2026 / New
- $124,906
Imagine hitting the open water in a vessel designed for pure exhilaration and endless fun. The Tidewater 232 CC is your ticket to adventure, perfectly suited for the angler who lov... View Details

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$124,906
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2026 Tidewater 2500 Carolina Bay

$135,059

Fleming Island, FL
- Fleming Island, FL
- Fishing Center Console
- 25' / 0'
- 2026 / New
- $135,059
Imagine gliding across the water, the sun on your face, in the 2500 CB Tidewater boat. This beauty is designed for those who love to be on the water and entertain, offering a perfe... View Details

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$135,059
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2026 Bennington 26LXSSBASF

$165,997

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 28' / 0'
- 2026 / New
- $165,997
Imagine the ultimate day on the water where the only thing more striking than the sunset is your ride. This Bennington 26 LXS is the dream vessel for the social butterfly who refus... View Details

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$165,997
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2026 Bennington 26MSLSF

$172,802

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 25' / 0'
- 2026 / New
- $172,802
Imagine a sunset cruise where the conversation flows as effortlessly as the water beneath you. The M Series Stern Lounge is the ultimate sanctuary for social butterflies and relaxa... View Details

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$172,802
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2026 Tidewater 272CC

$186,715

Fleming Island, FL
- Fleming Island, FL
- Fishing Center Console
- 27' / 0'
- 2026 / New
- $186,715
The Tidewater 272 CC is making waves, ready to elevate your on-the-water lifestyle. This boat is the perfect match for the adventurous family or the dedicated offshore angler who w... View Details

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$186,715
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2026 World Cat 265CC

$261,661

Fleming Island, FL
- Fleming Island, FL
- Fishing Center Console
- 25' / 0'
- 2026 / New
- $261,661
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

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$261,661
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2022 Bennington 22 SXSR

$48,971

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 22' / 0'
- 2022 / Used
- $48,971
Built for laid back days that effortlessly turn into full on memory makers, the 2022 Bennington 22 SXSR is all about versatility and comfort. With its popular S Series design, this... View Details

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$48,971
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2026 Bennington 20SL

$58,482

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 20' / 0'
- 2026 / New
- $58,482
Ready to swap the daily grind for some serious sunshine? The Bennington 20SL is the ultimate ticket to a permanent vacation. This boat is a social butterfly’s dream, designed for t... View Details

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$58,482
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2026 Tidewater 2500 Carolina Bay

$131,907

Fleming Island, FL
- Fleming Island, FL
- Fishing Bay / Flats / Skiff
- 25' / 0'
- 2026 / New
- $131,907
If you live for the thrill of a tournament morning but still want a boat that rewards you with a sunset cruise, the Tidewater 2500 CB is your new best friend. This hybrid powerhous... View Details

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$131,907
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2026 Bennington 21SFC

$61,330

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $61,330
For the "pro-social" angler who refuses to choose between a serious morning catch and a premium afternoon lounge, the Bennington 21SFC is your ultimate dual-threat. This... View Details

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$61,330
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2026 Bennington 22SSB

$82,143

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 22' / 0'
- 2026 / New
- $82,143
Ready to elevate your weekend hosting game? The Bennington 22SSB is a social butterfly’s dream, trading traditional layouts for an ultra-versatile Swingback stern lounger. Whether... View Details

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$82,143
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2026 Bennington 22MSB

$101,852

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 24' / 0'
- 2026 / New
- $101,852
Ready for the ultimate weekend getaway? Imagine a boat that adapts to your mood as quickly as the tide changes. This Bennington 22MSB is the perfect match for the social butterfly... View Details

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$101,852
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2019 Sportsman Masters 267

$114,772

Fleming Island, FL
- Fleming Island, FL
- Fishing Center Console
- 0' / 0'
- 2019 / Used
- $114,772
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$114,772
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2027 Starcraft J7 JET STANDARD

$37,876

Fleming Island, FL
- Fleming Island, FL
- Deck Boat
- 17' / 0'
- 2027 / New
- $37,876
In a market often dominated by oversized price tags, the Starcraft SV J7 emerges as a masterclass in "more for less." At 17 feet, this jet-powered dynamo proves that you... View Details

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$37,876
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2027 Starcraft J7 JET SUPER SPORT

$43,363

Fleming Island, FL
- Fleming Island, FL
- Deck Boat
- 17' / 0'
- 2027 / New
- $43,363
Performance Redefined: The Starcraft SV J7 Super SportIf the standard J7 is a value-driven workhorse, the Starcraft SV J7 Super Sport is its high-octane, vibrant sibling. Drenched... View Details

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$43,363
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2026 Tidewater 2110 Bay Max

$55,229

Fleming Island, FL
- Fleming Island, FL
- Fishing Bay / Flats / Skiff
- 21' / 0'
- 2026 / New
- $55,229
The Tidewater 2110 BM is a masterclass in versatility, perfect for the coastal explorer who wants to pivot from a serious sunrise fishing session to a breezy afternoon sandbar part... View Details

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$55,229
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2026 Tidewater 2700 Carolina Bay

$214,921

Fleming Island, FL
- Fleming Island, FL
- Fishing Bay / Flats / Skiff
- 27' / 0'
- 2026 / New
- $214,921
Imagine gliding across the water, the sun on your face, and the perfect soundtrack setting the mood! The Tidewater 2700 CB is designed for those who live for on-the-water excitemen... View Details

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$214,921
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Showing 904 to 924 of 1,250 boats found.

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