Boats for sale in Winter Park Florida

1,285 boats found within 100 miles from Winter Park, Florida

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2021 Scarab 215

$54,900

Green Cove Springs, FL
- Green Cove Springs, FL
- Jet boat
- 21' / 8'
- 2021 / Used
- $54,900
Experience excitement on the water with this 2021 Scarab 215, a stunning jet boat powered by twin 200 HP Rotax engines that deliver a combined 400 horsepower. With only 163 hours o... View Details

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$54,900
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1979 Hughes 40

$69,900

Green Cove Springs, FL
- Green Cove Springs, FL
- Sailboat
- 40' / 13'
- 1979 / Used
- $69,900
This one is not going to last long! Hughes boats have been recognized for years for their battleship-like construction, strength, and "sailability". They certainly aren't the faste... View Details

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$69,900
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1986 Oceanic null

$69,900

Green Cove Springs, FL
- Green Cove Springs, FL
- Sailboat
- 46' / 13'
- 1986 / Used
- $69,900
1986 Pan-Oceanic 46 – Proven Bluewater CruiserOffered for sale is a 1986 Pan-Oceanic 46, a classic, heavy-displacement offshore cruising sailboat known for strength, comfort, and o... View Details

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$69,900
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2020 Yamaha Wake Series 242X

$64,900

Green Cove Springs, FL
- Green Cove Springs, FL
- Ski & Wake
- 24' / 0'
- 2020 / Used
- $64,900
Stock #479384 Video of this vessel available at www [dot] popsells [dot] com/view/479384 Reason for selling is "No longer using it enough". This Yamaha has now been on the marke... View Details

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$64,900
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1993 Carver 350 Aft Cabin

$49,750

Green Cove Springs, FL
- Green Cove Springs, FL
- Aft Cabin
- 35' / 0'
- 1993 / Used
- $49,750
Stock #482168 Video of this vessel available at www [dot] popsells [dot] com/view/482168 Reason for selling is "Moved out of the area and bought a house in NY.". This Carver has... View Details

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$49,750
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1976 Valiant Valiant 40

$69,900

Green Cove Springs, FL
- Green Cove Springs, FL
- Cruiser
- 40' / 11'
- 1976 / Used
- $69,900
The Brick House is far more than just a 1976 Valiant 40 sailboat; it is a legendary symbol of the modern cruising lifestyle, brought to life by the global adventures and DIY master... View Details

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$69,900
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1991 Catalina MKI

$74,900

Green Cove Springs, FL
- Green Cove Springs, FL
- Sailboat
- 42' / 13'
- 1991 / Used
- $74,900
Experience the perfect blend of performance and legendary accommodations with this 1991 Catalina 42 MKI. Designed by Nelson/Marek, this hull is celebrated for its balanced helm and... View Details

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$74,900
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1991 Sabre 425

$69,900

Green Cove Springs, FL
- Green Cove Springs, FL
- Sailboat
- 43' / 12'
- 1991 / Used
- $69,900
Sunyata is a thoroughly upgraded Sabre 425 built for serious offshore cruising and comfortable long-term living aboard. Her extensive cruising history through 2025–2026, combined w... View Details

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$69,900
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2014 Fiesta Family Fisher

$25,000

Clearwater, FL
- Clearwater, FL
- Pontoon
- 23' / 0'
- 2014 / Used
- $25,000
Stock #398770 Video of this vessel available at www [dot] popsells [dot] com/view/398770 Reason for selling is "Does not use". ANY and ALL offers will be put in front of our sel... View Details

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$25,000
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2024 Bayliner DX2200

$33,500

Clearwater, FL
- Clearwater, FL
- Deck Boat
- 22' / 0'
- 2024 / Used
- $33,500
Stock #445184 Video of this vessel available at www [dot] popsells [dot] com/view/445184 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

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$33,500
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2024 Sea Ray SPX 230 OB

$40,000

Clearwater, FL
- Clearwater, FL
- Bowrider
- 23' / 0'
- 2024 / Used
- $40,000
Stock #445553 Video of this vessel available at www [dot] popsells [dot] com/view/445553 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

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$40,000
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2023 Sailfish 242 CC

$45,000

Clearwater, FL
- Clearwater, FL
- Fishing Center Console
- 24' / 0'
- 2023 / Used
- $45,000
Stock #445183 Video of this vessel available at www [dot] popsells [dot] com/view/445183 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

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$45,000
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1989 Jefferson 37 Convertible

$69,900

Saint Petersburg, FL
- Saint Petersburg, FL
- Yacht
- 37' / 0'
- 1989 / Used
- $69,900
Stock #467808 Video of this vessel available at www [dot] popsells [dot] com/view/467808 Reason for selling is "Moving on". ANY and ALL offers will be put in front of our seller... View Details

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$69,900
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2005 Four Winns 288 Vista

$35,700

Saint Petersburg, FL
- Saint Petersburg, FL
- Express Cruiser
- 28' / 0'
- 2005 / Used
- $35,700
Stock #472077 Video of this vessel available at www [dot] popsells [dot] com/view/472077 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

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$35,700
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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 #479943 Reason for selling is "Updating Fleet". 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... View Details

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$49,000
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1998 Luhrs 320 Open Tournament

$44,900

Clearwater, FL
- Clearwater, FL
- Fishing Sportfish / Convertible
- 32' / 0'
- 1998 / Used
- $44,900
Stock #454895 Video of this vessel available at www [dot] popsells [dot] com/view/454895 ANY and ALL offers will be put in front of our seller! Submit your offer today! Nice con... View Details

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$44,900
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2023 Bennington 24lxsr

$71,500

Clearwater, FL
- Clearwater, FL
- Pontoon
- 24' / 0'
- 2023 / Used
- $71,500
Stock #488889 Reason for selling is "Lack of use". This is a new advertisement, on the market just this week (Apr 30th). Always accepting offers! ONLY 26 hours! 2023 Bennington... View Details

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$71,500
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2021 Sportsman 232 Platinum Center Console

$84,900

Saint Petersburg, FL
- Saint Petersburg, FL
- Fishing Center Console
- 23' / 0'
- 2021 / Used
- $84,900
This 2021 Sportsman 232 Platinum Center Console combines style, performance, and versatility—ideal for fishing and family cruising alike. Powered by a reliable Yamaha 250 outboard,... View Details

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$84,900
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2006 Duffy 37 Downeast

$399,000

Fort Pierce, FL
- Fort Pierce, FL
- Fishing
- 37' / 0'
- 2006 / Used
- $399,000
2006 Duffy/Campbell Custom Yachts - Atlantic 37Built down lobster boat hull designed by Spencer Lincoln and built with a yacht finish forcoastal cruising and recreational fishing.... View Details

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$399,000
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2016 Sea Ray SLX230

$45,000

Largo, FL
- Largo, FL
- Bowrider
- 23' / 0'
- 2016 / Used
- $45,000
Stock #475875 This Sea Ray has now been on the market more than a month. Please submit your offer today! SLX230 powered by a 350 Magnum Mercruiser Chevy 5.7 small block inboard-o... View Details

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$45,000
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2008 Sea Doo 200 Speedster

$22,000

Clearwater Beach, FL
- Clearwater Beach, FL
- Jet boat
- 20' / 0'
- 2008 / Used
- $22,000
Stock #488246 Reason for selling is "Getting out of boating". This is a new advertisement, on the market just this week (May 17th). Always accepting offers! High Output Twin Jet... View Details

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$22,000
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