Boats for sale in Leesburg Florida - BoatCrazy

1,074 boats found within 100 miles from Leesburg, Florida

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1998 Boston Whaler Outrage 20

$21,900

Lakeland, FL
- Lakeland, FL
- Fishing Center Console
- 20'
- 1998 / Used
- $21,900
FOR QUESTIONS CONTACT: PHILLIP 863-698-2621 or Pebayt@gmail.com1998 Boston Whaler Outrage 20 SPECIFICATIONS-Length: 20ft-3in-Beam: 8ft-4in-Draft 14in-Weight: 2200lbs-Fuel: 80galDET... View Details

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$21,900
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2025 Crestliner Fish Hawk 2050 WT

$44,000

Highland City, FL
- Highland City, FL
- Fishing
- 20'
- 2025 / Used
- $44,000
THIS BOAT PACKAGE AVAILABLE FALL 2026, CONTACT IF INTERESTED!DOMINANT FROM HULL TO HELMThe flagship of the Fish Hawk family is a true big water beast, with advanced performance and... View Details

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$44,000
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1986 Munson 32

$38,000

Lutz, FL
- Lutz, FL
- Pilothouse
- 32'
- 1986 / Used
- $38,000
Stock #373037 ANY and ALL offers will be put in front of our seller! Submit your offer today! Welded Aluminum Vessel Perfect for Dive Charters or Personal Use Around the Islands!... View Details

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$38,000
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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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2014 Centurion Enzo SV233

$55,000

Lutz, FL
- Lutz, FL
- Ski & Wake
- 23'
- 2014 / Used
- $55,000
Stock #458115 Reason for selling is "No longer use". ANY and ALL offers will be put in front of our seller! Submit your offer today! Well maintained 2014 Centurion Enzo SV233! R... View Details

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$55,000
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2004 Glastron GX185

$11,200

Ponce Inlet, FL
- Ponce Inlet, FL
- Bowrider
- 18'
- 2004 / Used
- $11,200
2004 VEC fiberglass Glastron GX185 I/O 3.0 Volvo engine Garage Kept, Hydraulic steering, stern drive replaced with used SX in 2024, new prop, new marine battery, new impeller May 2... View Details

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$11,200
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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 20 S Fishing

$39,971

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20'
- 2026 / New
- $39,971
If your perfect Saturday involves a dawn patrol for bass and a sunset cruise with the crew, the Bennington 20 S 4 Point Fishing is your new best friend. This vessel is the ultimate... View Details

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$39,971
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2026 Bennington 21 S Fish and Cruise

$54,801

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $54,801
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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$54,801
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2026 Bennington 21 S Cruise

$59,754

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $59,754
If your ideal weekend involves a seamless blend of adrenaline and pure relaxation, this 21 S Cruise is your match. Dressed to impress in Luminous Blue with sleek Matte Black accent... View Details

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$59,754
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2026 Starcraft SVX 211 OB

$59,793

Port Orange, FL
- Port Orange, FL
- Deck Boat
- 21'
- 2026 / New
- $59,793
This is the kind of boat that turns a “what should we do today?” into an easy decision. Built for families and friend groups who want one platform that can do a little bit of every... View Details

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$59,793
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2026 Bennington 21 S SWINGBACK

$68,472

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $68,472
If you’re the kind of person who believes a Saturday isn't complete without a sun-soaked gathering, the Bennington 21SSB is your new best friend. This pontoon is a social butte... View Details

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$68,472
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2026 Bennington 21 S FISH AND CRUISE

$67,973

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21'
- 2026 / New
- $67,973
For the angler who refuses to choose between a serious fishing trip and a lively social hour, the Bennington 21SFC is the ultimate multipurpose escape. This isn't just a pontoo... View Details

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$67,973
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2026 Bennington 22 S Swingback

$69,791

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22'
- 2026 / New
- $69,791
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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$69,791
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2026 Bennington 22 S STERN RADIUS

$77,691

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22'
- 2026 / New
- $77,691
The Bennington 22SSR is the ultimate companion for the social butterfly who believes the best days are spent surrounded by friends and family. This pontoon is masterfully designed... View Details

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$77,691
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2026 Tidewater 2300 Carolina Bay

$121,524

Port Orange, FL
- Port Orange, FL
- Fishing Bay / Flats / Skiff
- 23'
- 2026 / New
- $121,524
Looking for the ultimate weekend warrior that can handle a fun-filled family day or a serious fishing trip? The Tidewater 2300 CB is your answer. This versatile center console is p... View Details

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$121,524
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2026 Tidewater 232 LXF

$117,979

Port Orange, FL
- Port Orange, FL
- Fishing Center Console
- 23'
- 2026 / New
- $117,979
If you're looking for a boat that's ready for adventure, the Tidewater 232 LXF is calling your name! This beauty is perfectly suited for those who love to spend their days... View Details

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$117,979
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2026 Bennington 26 M STERN LOUNGE

$169,714

Port Orange, FL
- Port Orange, FL
- Pontoon
- 28'
- 2026 / New
- $169,714
Imagine the ultimate social hub that doesn't just sit on the water—it commands it. This Bennington 26 M Stern Lounge is the dream vessel for the consummate host who believes th... View Details

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$169,714
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2026 Tidewater 220CC

$87,462

Port Orange, FL
- Port Orange, FL
- Fishing Center Console
- 22'
- 2026 / New
- $87,462
The Tidewater 220 CC is the ultimate "yes" boat for the coastal adventurer who refuses to be pinned down to one activity. Boasting a generous 8' 10" beam, this c... View Details

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$87,462
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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

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$58,971
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2026 Bennington 22 S 4 PT FISHING

$64,971

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22'
- 2026 / New
- $64,971
The Bennington 22SF is the ultimate "choose your own adventure" vessel, perfectly blurring the lines between a serious angling machine and a high-end entertainment lounge... View Details

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$64,971
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Showing 358 to 378 of 1,074 boats found.

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