Boats for sale in Winter Park Florida

1,395 boats found within 100 miles from Winter Park, Florida

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2026 Skeeter FXR20 FLEX

$95,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bass Boat
- 21' / 0'
- 2026 / New
- $95,900
SUMMER SIZZLING SALES - APRIL 27- MAY 31,2026 INSTANT REBATE $5000 2026 FXR20 FLEX in color option 4: Hull Color- White Gel/ Hull Accent Stripe Color-White Gel/ Hull Pro Stripe-G... View Details

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$95,900
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2026 Blazer PureBay 2400

$101,732

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 24' / 0'
- 2026 / New
- $101,732
That’s a seriously well-specked bay boat—you’re basically looking at a top-tier custom-style build of the Blazer Bay Pure Bay 2400. Power & Performance Mercury 300XL PXSThis... View Details

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$101,732
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2019 Aquasport 224 Bay

$39,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 22' / 0'
- 2019 / Used
- $39,900
2019 Aquasport 224 Bay – Fully Loaded & Meticulously Maintained Don’t miss this well-kept 2019 Aquasport 224 Bay, powered by a reliable Suzuki 4-Stroke engine with only 120 hours.... View Details

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$39,900
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1978 Boston Whaler 17 Montauk

$34,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 17' / 0'
- 1978 / Used
- $34,900
1978 Boston Whaler – Fully Equipped & Turnkey (2011 Honda 90HP) Classic, reliable 1978 Boston Whaler in excellent running condition with tons of recent upgrades and maintenance. T... View Details

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$34,900
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2026 Blazer PureBay 2200

$85,158

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bay / Flats / Skiff
- 21' / 0'
- 2026 / New
- $85,158
2026 Blazer Boats PureBay 2200 Upgraded Options Livewell Recirculating System (2) Trim Tabs Trim Tab LED Switch Fiberglass Hardtop Bobs 10in Gen3 Jack Plate Garmi... View Details

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$85,158
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2017 Nitro Z18

$25,000

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bass Boat
- 18' / 0'
- 2017 / Used
- $25,000
2017 Nitro Z18 paired with a Mercury Marine 175 Dual 8' Minn Kota Talon shallow-water anchors Minn Kota Ultrex Trolling Motor Humminbird HELIX 9 and Lowrance Units at th... View Details

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$25,000
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2019 Skeeter ZX225

$49,900

Saint Cloud, FL
- Saint Cloud, FL
- Fishing Bass Boat
- 19' / 0'
- 2019 / Used
- $49,900
Come check out this clean and well-equipped Skeeter ZX225 with a Yamaha 225. ONLY 135 HoursReady for the water and loaded with great upgrades: Power-Pole II Manual jack plate... View Details

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$49,900
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2021 Achilles HB 350DX Rigid Inflatable

$16,400

Okahumpka, FL
- Okahumpka, FL
- Rigid Inflatable
- 144' / 0'
- 2021 / Used
- $16,400
Stock #455197 Reason for selling is "No longer use". ANY and ALL offers will be put in front of our seller! Submit your offer today! 2021 Rigid Inflatable Boat by Achilles Low-H... View Details

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$16,400
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2015 Regal 2100 Bowrider

$33,500

New Smyrna Beach, FL
- New Smyrna Beach, FL
- Bowrider
- 21' / 0'
- 2015 / Used
- $33,500
Stock #432050 Video of this vessel available at www [dot] popsells [dot] com/view/432050 Reason for selling is "Going bigger". ANY and ALL offers will be put in front of our sel... View Details

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$33,500
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2003 Four Winns 378 Vista

$64,900

New Smyrna Beach, FL
- New Smyrna Beach, FL
- Express Cruiser
- 37' / 0'
- 2003 / Used
- $64,900
Stock #480866 Reason for selling is "Health reason". This Four Winns has been on the market for more than 30 days (Apr 13th). If you are thinking of making an offer, submit it to... View Details

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$64,900
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1997 Sea Ray 290 Sundancer

$49,000

Leesburg, FL
- Leesburg, FL
- Express Cruiser
- 29' / 0'
- 1997 / Used
- $49,000
Stock #451815 Reason for selling is "No longer use". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1997 Sea Ray Sundancer 290 well cared for. N... View Details

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$49,000
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2024 Nitro ZV21

$50,999

Leesburg, FL
- Leesburg, FL
- Fishing
- 21' / 8'
- 2024 / Used
- $50,999
WE HAVE A 2024 VZ21 WITH NO MOTOR YOU CAN BUY WITH A MOTOR WE ADD OR ADD ONE YOURSELFNEVER BEEN IN SALT WATEROur revamped flagship refines the standard in Deep V performance, stren... View Details

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$50,999
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2024 Sun Tracker Fishin' Barge 22 DLX

$31,995

Leesburg, FL
- Leesburg, FL
- Pontoon
- 24' / 9'
- 2024 / Used
- $31,995
2024 Sun Tracker Fishin' Barge 22 DLX – Pre-Owned Boat, Brand New Motor!Location:Holiday Marine, 1126 North Blvd E, Leesburg, FLDescription:Get ready for the perfect blend of fishi... View Details

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$31,995
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2017 Hurricane FunDeck 196 OB

$18,500

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19' / 8'
- 2017 / Used
- $18,500
2017 Hurricane 196 RE – Yamaha 115HP Four-StrokeOnly $199/month (based on 12-year term, 10% down, W.A.C.) Terms May VeryThis 2017 Hurricane 196 RE delivers the perfect mix of comfo... View Details

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$18,500
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2024 Sun Tracker Fishin' Barge 22 DLX

$31,995

Leesburg, FL
- Leesburg, FL
- Pontoon
- 24' / 9'
- 2024 / Used
- $31,995
Brand New 2024 Tracker Fishing Barge 22 DLX – Your Choice of Mercury NEW Motor!This Fishing Barge 22 DLX is built for fun, space, and serious fishing. Even better—you get to choose... View Details

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$31,995
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2026 Hurricane FunDeck 1960 RE OB

$58,995

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 18' / 7'
- 2026 / New
- $58,995
2026 Hurricane® FD1960RE3-OB w/ Yamaha® F150 & Preferred Option GroupThe 2026 Hurricane FD1960RE3-OB delivers upscale deck boat versatility with refined styling and confident perfo... View Details

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$58,995
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2024 Hurricane SunDeck Sport 188 OB

$39,995

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19' / 8'
- 2024 / New
- $39,995
2024 Hurricane® SS188-OB w/ Suzuki® DF150ATXW & Coastal Edition PackageThe 2024 Hurricane SS188-OB delivers premium deck boat versatility in an 18’10” platform designed for cruisin... View Details

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$39,995
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2025 Hurricane SunDeck Sport 185 OB

$34,900

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 19' / 7'
- 2025 / New
- $34,900
2025 Hurricane® SS185-OB w/ Yamaha® F115LBThe 2025 Hurricane SS185-OB delivers sporty deck boat versatility in a highly maneuverable 18’10” platform. Powered by a Yamaha F115LB, th... View Details

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$34,900
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2025 Ranger ALPHA 208

$68,999

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 21' / 8'
- 2025 / New
- $68,999
2024 Ranger Z518 - Fully Equipped with Customizable OptionsYamaha Sho 250HPColor: WhiteThis 2024 Ranger Z518 comes fully equipped with the following features: Cover Manual JP Elite... View Details

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$68,999
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2026 Hurricane SunDeck 2050 OB

$73,900

Leesburg, FL
- Leesburg, FL
- Deck Boat
- 21' / 9'
- 2026 / New
- $73,900
2026 Hurricane® SD2050-OB w/ Yamaha® F200 & Stainless Upgrade PackageThe 2026 Hurricane SD2050-OB delivers elevated deck boat versatility with Yamaha performance and premium stylin... View Details

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$73,900
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2025 Ranger Z185

$47,995

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 19' / 8'
- 2025 / New
- $47,995
2025 Ranger® Z185 w/ Mercury® 150L Pro XS FourStroke & Custom TrailerThe 2025 Ranger Z185 delivers fiberglass tournament performance in a balanced 18’8” platform designed for effic... View Details

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$47,995
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