Boats for sale in Leesburg Florida

1,266 boats found within 100 miles from Leesburg, Florida

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2026 Bennington 26 LXS SWINGBACK ARCH

$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 26 M STERN LOUNGE

$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 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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2026 Bennington 20 S CRUISE

$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 21 S FISH AND CRUISE

$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 22 S SWINGBACK

$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 22 M SWINGBACK

$97,717

Fleming Island, FL
- Fleming Island, FL
- Pontoon
- 24' / 0'
- 2026 / New
- $97,717
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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$97,717
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2019 Sportsman Masters 267

$114,772

Fleming Island, FL
- Fleming Island, FL
- Fishing Center Console
- 26' / 0'
- 2019 / Used
- $114,772
The second station on this 2019 Sportsman Masters 267 isn’t just an upgrade; it’s your new favorite vantage point. This boat, which includes a trailer and has just undergone a full... View Details

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$114,772
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2027 Starcraft J7 JET

$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

$199,989

Fleming Island, FL
- Fleming Island, FL
- Fishing Bay / Flats / Skiff
- 27' / 0'
- 2026 / New
- $199,989
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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$199,989
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2023 Starcraft SVX 21 OB

$39,900

Melbourne, FL
- Melbourne, FL
- Cruiser Deck Boat Fish & Ski
- 21' / 0'
- 2023 / Used
- $39,900
NEW $57,000+ Tax Starcraft 21 W/Walk Thru Windshield, Full Snap On Boat Covers, Extra Large Bimini, Blue/White Color Scheme, Stereo+Speakers, Hummingbird, Great Warranty! Less than... View Details

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$39,900
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1993 Beneteau First 35.5

$52,200

Melbourne, FL
- Melbourne, FL
- Sailboat
- 35' / 0'
- 1993 / Used
- $52,200
Stock #454865 Reason for selling is "not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Elegant And Fast 1993 Beneteau First 35.5 Racer/... View Details

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$52,200
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2006 Tige 22VE

$26,000

Melbourne, FL
- Melbourne, FL
- Ski & Wake
- 22' / 0'
- 2006 / Used
- $26,000
Stock #469500 Video of this vessel available at www [dot] popsells [dot] com/view/469500 Reason for selling is "Ready to sell". ANY and ALL offers will be put in front of our se... View Details

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$26,000
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2006 Albin CAPE COD

$125,000

Melbourne, FL
- Melbourne, FL
- Fishing Center Console
- 26' / 8'
- 2006 / Used
- $125,000
2006 26’ Albin / Cape Cod Center ConsoleA Masterpiece of Restoration & Performance“If You Know, You Know.”Step aboard a legend—meticulously restored, reimagined, and elevated t... View Details

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$125,000
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2020 Yamaha 212X

$55,000

Saint Petersburg, FL
- Saint Petersburg, FL
- Jet boat
- 21' / 0'
- 2020 / Used
- $55,000
Stock #468291 Video of this vessel available at www [dot] popsells [dot] com/view/468291 Reason for selling is "Not Using". ANY and ALL offers will be put in front of our seller... View Details

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$55,000
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2023 Trophy T24CC

$49,000

Saint Petersburg, FL
- Saint Petersburg, FL
- Fishing Center Console
- 24' / 0'
- 2023 / Used
- $49,000
Stock #479944 This Trophy has been on the market for more than 30 days (Mar 18th). If you are thinking of making an offer, submit it today and let's make a deal! 2023 Trophy T24C... View Details

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$49,000
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2009 Regal 2860 Windows Express

$49,750

Orange Park, FL
- Orange Park, FL
- Express Cruiser
- 28' / 0'
- 2009 / Used
- $49,750
Stock #486930 This is a new advertisement, on the market just this week (May 7th). Always accepting offers! Turnkey twin-engine cruiser, fresh maintenance, new batteries, trailer... View Details

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$49,750
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2018 Shearwater 25 LTZ Limited Edition

$106,000

Indialantic, FL
- Indialantic, FL
- Fishing Bay / Flats / Skiff
- 25' / 0'
- 2018 / Used
- $106,000
Stock #425867 Video of this vessel available at www [dot] popsells [dot] com/view/425867 Reason for selling is "Ready to sell". ANY and ALL offers will be put in front of our se... View Details

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$106,000
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