Boats for sale in Winter Haven Florida - BoatCrazy

1,518 boats found within 100 miles from Winter Haven, Florida

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2013 Robalo R260

$79,950

Bradenton, FL
- Bradenton, FL
- Fishing Center Console
- 26'
- 2013 / Used
- $79,950
Roll the throttles forward on the R260 and enjoy the power of a go-anywhere, do-anything fishing machine. Robalo's Hydro-Lift bottom design delivers unmatched performance. At speed... View Details

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$79,950
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2023 Starcraft CX 23 R

$29,900

Mount Dora, FL
- Mount Dora, FL
- Pontoon
- 25'
- 2023 / Used
- $29,900
2023 Starcraft CX 23 RL/ Yamaha 70 HP Looking for a top-tier pontoon boat with unbeatable value? This 2023 Starcraft CX 23 RL, meticulously maintained and previously part of our... View Details

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$29,900
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2020 Premier Sunspree 220

$32,000

Mount Dora, FL
- Mount Dora, FL
- Pontoon
- 22'
- 2020 / Used
- $32,000
22' Premier Pontoon with Yamaha 70 HP Outboard Don't miss the chance to make this boat yours! Premier lives up to their name offering top of the line quality with all of their... View Details

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$32,000
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2024 Starcraft RX 23 DC

$88,000

Mount Dora, FL
- Mount Dora, FL
- Pontoon
- 26'
- 2024 / New
- $88,000
2024 Starcraft RX 23 DC Powered W/ Yamaha 300 HP 2024 23' Tritoon Get ready to make waves in the 2024 Starcraft RX 23 — a bold and versatile Tritoon built for unforgettable da... View Details

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$88,000
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0 Chaparral 235 SSI

$18,900

Mount Dora, FL
- Mount Dora, FL
- Bowrider
- 0'
- 0 / Used
- $18,900
2007 Chaparral 235 SSI Powered with Mercruiser 350 Mag on Tandem Axle Aluminum Trailer 23' Chaparral Cuddy Cabin Enjoy the perfect balance of performance, comfort, and versat... View Details

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$18,900
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2026 Starcraft SLS 5 Q DH

$82,181

Mount Dora, FL
- Mount Dora, FL
- Pontoon
- 25'
- 2026 / New
- $82,181
2026 Starcraft SLS 5 Q DH w/ Yamaha 300 HP 25' Starcraft Tritoon The 2026 Starcraft SLS 5 Q DH delivers the perfect balance of performance, comfort, and style. Powered by a Yam... View Details

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$82,181
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2019 Yamaha AR 210

$36,000

Mount Dora, FL
- Mount Dora, FL
- Deck Boat
- 21'
- 2019 / Used
- $36,000
2019 Yamaha AR 210 w/ twin Yamaha TR- 1 HO on Tandem Axle Trailer Yamaha 21' Deckboat This 2019 Yamaha AR210 is the perfect blend of performance, comfort, and reliability. Powe... View Details

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$36,000
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2016 Bennington 22 SSX

$26,500

Mount Dora, FL
- Mount Dora, FL
- Pontoon
- 22'
- 2016 / Used
- $26,500
2016 Bennington 22 SSX with Yamaha 115 22' Pontoon This well-maintained 2016 Bennington 22 SSX offers the perfect blend of comfort, reliability, and performance. Powered by a... View Details

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$26,500
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2000 Sea Ray 230

$9,500

Mount Dora, FL
- Mount Dora, FL
- Bowrider
- 24'
- 2000 / Used
- $9,500
2000 SeaRay 230 Bow Rider with Mercruiser 350 Mag Repower (2014) 23' SeaRay Bow Rider If you’re looking for a proven, family-friendly bowrider with serious power and Sea Ray qu... View Details

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$9,500
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2026 Starcraft

$37,950

Mount Dora, FL
- Mount Dora, FL
- Deck Boat
- 0'
- 2026 / New
- $37,950
Starcraft SV 18/ Yamaha 115 HP/ Single Axle Aluminum Trailer 18' Starcraft Deck boat The newly released fiberglass Starcraft SV 18 delivers the classic Starcraft layout with a mo... View Details

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$37,950
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2015 Monterey 204 FSX

$22,900

Mount Dora, FL
- Mount Dora, FL
- Bowrider
- 21'
- 2015 / Used
- $22,900
2015 Monterey 204 FSX with Volvo Penta 225 2015 21' Monterey Bowrider If you’re looking for a versatile, stylish bowrider that delivers performance, comfort, and reliability, t... View Details

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$22,900
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2026 Starcraft EXS 3 Q DH

$62,853

Mount Dora, FL
- Mount Dora, FL
- Pontoon
- 24'
- 2026 / New
- $62,853
2026 Starcraft EXS 3 Q DH with Yamaha 200 HP outboard 23' Starcraft Tri-toon This tritoon delivers an excellent combination of comfort, performance, and versatility which is pe... View Details

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$62,853
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2016 Monterey 196 MS

$20,000

Mount Dora, FL
- Mount Dora, FL
- Bowrider
- 20'
- 2016 / Used
- $20,000
2016 Monterey 196 MS/ Volvo V6 200 HP/ Tandem Axle Galv Trailer 19' Monterey Bowrider This clean, well-maintained 2016 Monterey 196 MS is the perfect family runabout for cruisi... View Details

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$20,000
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0 Yamaha F150LC

$11,992

Lake Placid, FL
- Lake Placid, FL
- Outboard Motors
- 4'
- 0 / New
- $11,992
Yamaha Outboards 150 hpThe legendary Yamaha F150 has enjoyed over a decade of unrivaled popularity. Powerful, light, nimble, and compact, boaters know its proven reliability and pe... View Details

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$11,992
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2026 Twin Vee 22 Bay Cat

$89,977

Lake Placid, FL
- Lake Placid, FL
- Fishing Center Console
- 22'
- 2026 / New
- $89,977
2026 Twin Vee PowerCat 22 BayCatThe 2026 Twin Vee PowerCat 22 BayCat is the perfect blend of offshore confidence and inshore versatility, making it an ideal choice for boating thro... View Details

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$89,977
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2026 Twin Vee 260 Center Console GFX

$244,977

Lake Placid, FL
- Lake Placid, FL
- Fishing Center Console
- 26'
- 2026 / New
- $244,977
2026 Twin Vee Powercats 260 Center Console GFXThe Twin Vee 260 Center Console GFX has Arrived!Meet Twin Vee’s NEW 260 GFX. Performance, Fuel efficiency & Stability…the 260 GFX has... View Details

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$244,977
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2026 Twin Vee 400 Center Console GFX

$679,977

Lake Placid, FL
- Lake Placid, FL
- Fishing Center Console
- 40'
- 2026 / New
- $679,977
2026 Twin Vee Powercats 400 Center Console GFXTHE ULTIMATE OFFSHORE MACHINEOver 450 square feet of deck space, 2500 quarts of insulated storage, 150 gallon capacity of our livewell... View Details

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$679,977
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2026 Twin Vee 240 STX CC

$142,977

Lake Placid, FL
- Lake Placid, FL
- Catamaran
- 24'
- 2026 / New
- $142,977
2026 Twin Vee Powercats 240 Center Console STXThe Twin Vee 240 Center Console STX has Arrived!Ultimate performance, fuel efficiency, and stability at a price you’ll love. Meet the... View Details

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$142,977
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0 Yamaha LF300XSB

$20,735

Lake Placid, FL
- Lake Placid, FL
- Outboard Motors
- 4'
- 0 / New
- $20,735
Yamaha Outboards V6 4.2L 300 HPA tangerine sunrise alights the shore as you load up the gear for a morning of coastal fishing. Your buddies are rearing to go—as are your twin V6 O... View Details

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$20,735
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2026 Key West 1720 CC

$39,477

Lake Placid, FL
- Lake Placid, FL
- Fishing Center Console
- 17'
- 2026 / New
- $39,477
*TRAILER SOLD SEPARATE*2026 Key West Boats 1720 CCThe series starts with the 1720CC for the inshore enthusiast, and ranges all the way up to the 244CC which is capable of serious... View Details

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$39,477
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2026 Key West 239 FS

$102,977

Lake Placid, FL
- Lake Placid, FL
- Fishing Center Console
- 23'
- 2026 / New
- $102,977
*TRAILER SOLD SEPARATE*2026 Key West Boats 239 FSFrom the 179FS to the 291FS, the Family Sportsman Series has a model to fit the needs of any modern active family.With emphasis on... View Details

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$102,977
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Showing 274 to 294 of 1,518 boats found.

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