Boats for sale in Winter Garden Florida - BoatCrazy

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2026 Bennington 22SSBSF

$74,452

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22' / 0'
- 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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2026 Bennington 22SSR

$78,692

Port Orange, FL
- Port Orange, FL
- Other / Not Classified
- 22' / 0'
- 2026 / New
- $78,692
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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$78,692
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2026 Starcraft SVX 231 OB DH

$84,994

Port Orange, FL
- Port Orange, FL
- Deck Boat
- 23' / 0'
- 2026 / New
- $84,994
This is the boat for boaters who want it all turned up a notch. Big water confidence, serious social space, and a polished look that feels just as right pulling into a busy sandbar... View Details

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$84,994
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2026 Tidewater 2300 Carolina Bay

$121,524

Port Orange, FL
- Port Orange, FL
- Fishing Bay / Flats / Skiff
- 23' / 0'
- 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 232LXF

$128,439

Port Orange, FL
- Port Orange, FL
- Fishing Center Console
- 23' / 0'
- 2026 / New
- $128,439
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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$128,439
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2026 Bennington 26MSLSF

$175,714

Port Orange, FL
- Port Orange, FL
- Pontoon
- 28' / 0'
- 2026 / New
- $175,714
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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$175,714
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2026 Tidewater 2700 Carolina Bay

$213,780

Port Orange, FL
- Port Orange, FL
- Fishing Bay / Flats / Skiff
- 27' / 0'
- 2026 / New
- $213,780
Imagine hitting the open water with a vessel designed for pure exhilaration and endless fun! The Tidewater 2700 CB is calling your name, especially if you're an avid angler or... View Details

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$213,780
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2026 World Cat 280DC

$330,475

Port Orange, FL
- Port Orange, FL
- 27' / 0'
- 2026 / New
- $330,475
Here’s a look at the latest from World Cat, a versatile boat that's ready for any adventure you throw its way. The 280DC offers an aggressive bow design with integrated LED doc... View Details

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$330,475
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2026 Bennington 22SSSE

$64,972

Port Orange, FL
- Port Orange, FL
- Pontoon
- 22' / 0'
- 2026 / New
- $64,972
Step aboard the Bennington 22 S Stern Fishing boat, an ideal choice for anyone who loves spending time on the water, whether it's for serious angling or just cruising with love... View Details

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$64,972
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2026 Tidewater 220CC

$87,462

Port Orange, FL
- Port Orange, FL
- Fishing Center Console
- 22' / 0'
- 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 Starcraft SV 16 OB

$33,494

Port Orange, FL
- Port Orange, FL
- Deck Boat
- 16' / 0'
- 2026 / New
- $33,494
This is the boat for boaters who love keeping things simple, social, and active. Compact, open, and easygoing, this deck-style outboard is made for small families, first-time boat... View Details

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$33,494
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2026 World Cat 230DC

$175,980

Port Orange, FL
- Port Orange, FL
- 22' / 0'
- 2026 / New
- $175,980
If you're seeking a versatile vessel that's perfect for a day of fun on the water, the 230DC from Bluewater Marine is an excellent choice. This boat is ideal for a group of... View Details

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$175,980
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2026 Bennington 20SL

$59,378

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20' / 0'
- 2026 / New
- $59,378
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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$59,378
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2018 Hurricane SD 2400

$59,000

Merritt Island, FL
- Merritt Island, FL
- Bowrider
- 24' / 0'
- 2018 / Used
- $59,000
Versatile, spacious deck boat with comfortable seating and a beautiful exterior View Details

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$59,000
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2019 Bryant Speranza

$25,900

Merritt Island, FL
- Merritt Island, FL
- Bowrider
- 21' / 0'
- 2019 / Used
- $25,900
Bigtime summer savings alert! View Details

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$25,900
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2020 Sea Fox 226 Traveler

$33,000

Merritt Island, FL
- Merritt Island, FL
- Fishing
- 22' / 0'
- 2020 / Used
- $33,000
The Sea Fox 226 Traveler is a sporty duel console set for 8 to enjoy a day out on the water! Call 833-BOATEKA to set up your SeaTrial today! View Details

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$33,000
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2021 Bayliner DX 2200

$25,800

Merritt Island, FL
- Merritt Island, FL
- Deck Boat
- 21' / 0'
- 2021 / Used
- $25,800
The Perfect Bowrider Boat To Create Life Long Memories With Friends And Family! View Details

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$25,800
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2019 Regal 21 OBX

$25,900

Merritt Island, FL
- Merritt Island, FL
- Bowrider
- 21' / 0'
- 2019 / Used
- $25,900
This 2019 Regal 21 OBX is the perfect Bowrider for up to 10 friend and family memers to cruise the water or relax at the sandbar. This boat is rigged with a Mercury 150 hp that is... View Details

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$25,900
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2018 Bryant Calandra

$34,900

Merritt Island, FL
- Merritt Island, FL
- Ski & Wake
- 23' / 0'
- 2018 / Used
- $34,900
You and up to 12 friends and family will be having a BLAST on this Bryant Calandra! Crank up the tunes and get to skiing or tubing, making life long memories! View Details

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$34,900
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2021 Scout 210 Dorado

$32,500

Merritt Island, FL
- Merritt Island, FL
- Bowrider
- 20' / 0'
- 2021 / Used
- $32,500
THe Scout 210 Dorado is the perfect boat for you and up to 7 friends and family to cruise the waterways creating life long memories. View Details

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$32,500
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2022 Cypress Cay 232 Seabreeze

$22,720

Merritt Island, FL
- Merritt Island, FL
- Pontoon
- 24' / 0'
- 2022 / Used
- $22,720
The Cypress Cay 232 Seabreeze is the perfect choice of ponbtoon boat for you and up to 11 family & friends to cruise the waterways creating life long memories. View Details

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$22,720
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Showing 568 to 588 of 1,796 boats found.

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