Boats for sale in Winter Park Florida

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

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2026 Sweetwater EX2086SBX

$49,503

Leesburg, FL
- Leesburg, FL
- Pontoon
- 22' / 9'
- 2026 / New
- $49,503
2026 Godfrey Sweetwater EX2086SBX Pontoon Boat w/ Yamaha F115LB & Custom TrailerThe 2026 Godfrey Sweetwater EX2086SBX Pontoon Boat delivers spacious comfort, upgraded performance,... View Details

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$49,503
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2024 Nautic Star 211 Hybrid

$69,995

Leesburg, FL
- Leesburg, FL
- Bay / Flats / Skiff
- 21' / 8'
- 2024 / Used
- $69,995
2024 NauticStar 211 Hybrid w/ Suzuki 200HP FourStroke – Trailer CLEARANCE PRICING — LIGHTLY USED DEMO Original MSRP with Dealer Added Options $108,921Dealer Clearance Price $69,995... View Details

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$69,995
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2026 Bayliner Trophy T18

$34,600

Leesburg, FL
- Leesburg, FL
- Bowrider
- 18' / 7'
- 2026 / New
- $34,600
2026 Bayliner T18 Limited Edition w/ 115HP Mercury FourStroke & Galvanized TrailerTurn heads on the water with this sleek and versatile 2026 Bayliner T18 Limited Edition powered by... View Details

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$34,600
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2021 Tahoe 2150

$36,900

Leesburg, FL
- Leesburg, FL
- Bowrider
- 21' / 9'
- 2021 / Used
- $36,900
2021 Tahoe 2150 w/ Mercury 150HP FourStroke & Continental TrailerExperience the perfect blend of family comfort, watersports capability, and all-around versatility with this 2021 T... View Details

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$36,900
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2024 Bayliner Element M15

$19,995

Leesburg, FL
- Leesburg, FL
- Bowrider
- 15' / 7'
- 2024 / Used
- $19,995
The versatile and easy-to-own 2024 Bayliner Element M15 delivers everything boaters love about the Bayliner Element series — simple operation, exceptional stability, comfortable se... View Details

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$19,995
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2019 Tracker Pro Team 175 TXW Tournament Edition

$18,995

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 18' / 7'
- 2019 / Used
- $18,995
2019 TRACKER Pro Team 175 TXE w/ Mercury 75HP FourStroke – Trailer IncludedPrice Sale Price: $18,995Financing ExampleEstimated Payment: Approximately $181/mo*Rate: 7.99% APRTerm: 1... View Details

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$18,995
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2026 Tracker Pro Team 170 TX

$23,495

Leesburg, FL
- Leesburg, FL
- Bass Boat
- 17' / 6'
- 2026 / Used
- $23,495
2026 TRACKER Pro Team 170 w/ Mercury 50ELPT FourStroke – Performance Trailer IncludedPrice Sale Price: $23,495Financing ExampleEstimated Payment: Approximately $224/mo*Rate: 7.99%... View Details

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$23,495
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2012 Monterey 204FSX

$32,995

Cocoa, FL
- Cocoa, FL
- Bowrider
- 20' / 0'
- 2012 / Used
- $32,995
Stock #447098 Video of this vessel available at www [dot] popsells [dot] com/view/447098 ANY and ALL offers will be put in front of our seller! Submit your offer today! Serviced... View Details

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$32,995
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2001 Glacier Bay 2640 Renegade

$52,000

Edgewater, FL
- Edgewater, FL
- Catamaran
- 26' / 0'
- 2001 / Used
- $52,000
FOR QUESTIONS CONTACT: STEVE 305-785-8403 or cardoza56@comcast.net2001 Glacier Bay Renegade 2640SPECIFICATIONS:-Length: 26ft-1in-Beam: 8ft-9in-Weight: 4600lbs-Draft: 18in-Fuel: 180... View Details

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$52,000
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2003 Rinker 342 Fiesta Vee

$35,000

New Smyrna Beach, FL
- New Smyrna Beach, FL
- Express Cruiser
- 34' / 0'
- 2003 / Used
- $35,000
Stock #480652 Video of this vessel available at www [dot] popsells [dot] com/view/480652 Reason for selling is "No longer uses the unit.". This Rinker has now been on the market... View Details

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$35,000
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1987 Bayliner Motoryacht 3870

$38,900

Astor, FL
- Astor, FL
- Yacht
- 38' / 0'
- 1987 / Used
- $38,900
Stock #483420 Reason for selling is "Life changes". This Bayliner has recently been added to market (Mar 26th). Submit your offer today! A comfortable motoryach with a lot of po... View Details

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$38,900
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1987 Aquasport 250 CCP

$27,500

Cocoa, FL
- Cocoa, FL
- Fishing Center Console
- 25' / 0'
- 1987 / Used
- $27,500
Stock #393287 Video of this vessel available at www [dot] popsells [dot] com/view/393287 ANY and ALL offers will be put in front of our seller! Submit your offer today! 250 CCP... View Details

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$27,500
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2022 Sea Hunt Gamefish 30 Forward Seating

$205,000

Lake Hamilton, FL
- Lake Hamilton, FL
- Fishing Center Console
- 30' / 0'
- 2022 / Used
- $205,000
Stock #487361 Video of this vessel available at www [dot] popsells [dot] com/view/487361 Reason for selling is "Not using enough". This Sea Hunt has recently been added to marke... View Details

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$205,000
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2003 Hydra Sports 230 WA

$38,000

Merritt Island, FL
- Merritt Island, FL
- Walkaround
- 23' / 0'
- 2003 / Used
- $38,000
FOR QUESTIONS CONTACT: ARIEL 305-546-9198 or arielmartz@gmail.com2003 Hydra-Sports 230 WAGreat boat with a new engine and only 268 hours! This is a second private owner with a very... View Details

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$38,000
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1994 Pro Line 2950

$34,999

Port Orange, FL
- Port Orange, FL
- Walkaround
- 29' / 0'
- 1994 / Used
- $34,999
Stock #462613 Video of this vessel available at www [dot] popsells [dot] com/view/462613 Reason for selling is "Downsizing". ANY and ALL offers will be put in front of our selle... View Details

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$34,999
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1999 Sea Ray 290 Sundancer

$29,900

Port Orange, FL
- Port Orange, FL
- Express Cruiser
- 29' / 0'
- 1999 / Used
- $29,900
Stock #481384 Video of this vessel available at www [dot] popsells [dot] com/view/481384 Reason for selling is "Cannot use boat anymore.". This Sea Ray has now been on the marke... View Details

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$29,900
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2026 Bennington 20 S Stern Radius

$41,729

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20' / 0'
- 2026 / New
- $41,729
If your perfect Saturday involves sun-drenched cruising with a full crew of friends, the Bennington 20 SSR is your floating entertainment pad. This boat is custom-built for the soc... View Details

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$41,729
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2026 Stingray 173CC

$38,762

Port Orange, FL
- Port Orange, FL
- Fishing Center Console
- 17' / 0'
- 2026 / New
- $38,762
Ready to make waves? The 173CC is the perfect entry into the boating life, especially for families or groups of up to seven looking for a versatile day on the water. With its sport... View Details

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$38,762
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2026 Bennington 18 S Fish and Cruise

$42,793

Port Orange, FL
- Port Orange, FL
- Pontoon
- 19' / 0'
- 2026 / New
- $42,793
If your ideal weekend involves a blend of relaxation and reeling in a big one, look no further. This Bennington S-Series, configured as the ultimate Fish and Cruise machine, is cra... View Details

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$42,793
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2026 Bennington 20 S Fishing

$47,510

Port Orange, FL
- Port Orange, FL
- Pontoon
- 20' / 0'
- 2026 / New
- $47,510
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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$47,510
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2026 Bennington 21 S Fish and Cruise

$56,802

Port Orange, FL
- Port Orange, FL
- Pontoon
- 21' / 0'
- 2026 / New
- $56,802
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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$56,802
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