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  • Bowrider
    Within 100 Miles Of
    Winter Garden, Florida

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Bowrider boats for sale in Winter Garden Florida

There are 230 new and used Bowrider boats for sale in Winter Garden, Florida. Explore Bowrider brands like Bayliner, Sea Ray, Hurricane, Regal, Crownline, and Monterey on BoatCrazy. View a wide selection of Bowrider boats from $2,977 to $399,977.
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  • Boats
  • Bowrider
    Within 100 Miles Of
    Winter Garden, Florida
230 boats found within 100 miles from Winter Garden, Florida
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  • Price Drop 2016 Regal 2500

    2016 Regal 2500

    $39,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 25' / 8'
    • 2016 / Used
    • $39,977

    2016 Regal 2500Step into luxury and performance with this pre-owned 2016 Regal 2500, a premium option for buyers searching through used boats for sale in Florida. Now available at... View Details

    View 15 Photos and Details Contact Seller
    $39,977
    VIEW DETAILS
  • 2026 Hurricane SunDeck 2486 OB

    2026 Hurricane SunDeck 2486 OB

    $99,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 24' / 8'
    • 2026 / New
    • $99,977

    2026 Hurricane SunDeck 2486 OBDiscover the perfect combination of comfort, style, and performance with this brand new 2026 Hurricane SunDeck 2486 OB, powered by a reliable Yamaha 2... View Details

    View 18 Photos and Details Contact Seller
    $99,977
    VIEW DETAILS
  • Price Drop 2025 Key West 239 DFS

    2025 Key West 239 DFS

    $89,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 23' / 8'
    • 2025 / New
    • $89,977

    2025 Key West Boats 239 DFSEnjoy comfort, performance, and versatility on the water with the brand-new 2025 Key West 239 DFS, now available at Boater’s World Bradenton. As a truste... View Details

    View 13 Photos and Details Contact Seller
    $89,977
    VIEW DETAILS
  • 2016 Crownline 275 SS

    2016 Crownline 275 SS

    $34,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 28' / 0'
    • 2016 / Used
    • $34,977

    2016 Crownline 275 SSOffering the perfect blend of performance, comfort, and stylish design, this pre-owned 2016 Crownline 275 SS is now available at Boater’s World Bradenton. For... View Details

    View 13 Photos and Details Contact Seller
    $34,977
    VIEW DETAILS
  • 2024 Chaparral 21 SSi OB

    2024 Chaparral 21 SSi OB

    $64,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 21' / 8'
    • 2024 / Used
    • $64,977

    2024 Chaparral 21 SSi OBElevate your time on the water with this pre-owned 2024 Chaparral 21 SSi OB with a 200HP Yamaha outboard, now available at Boater’s World Bradenton. If you’... View Details

    View 10 Photos and Details Contact Seller
    $64,977
    VIEW DETAILS
  • 2020 Nautic Star 203 SC

    2020 Nautic Star 203 SC

    $42,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 20' / 8'
    • 2020 / Used
    • $42,977

    2020 NauticStar 203 SCBoater’s World Bradenton is excited to offer this exceptional 2020 NauticStar 203 SC, a performance-oriented sport center console that’s ideal for Florida boa... View Details

    View 13 Photos and Details Contact Seller
    $42,977
    VIEW DETAILS
  • 2021 Tahoe T16

    2021 Tahoe T16

    $22,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 16' / 7'
    • 2021 / Used
    • $22,977

    2021 Tahoe® T16Compact, versatile, and perfect for fun on the water, this pre-owned 2021 Tahoe® T16 with a 75HP Mercury outboard is an excellent option for buyers exploring used bo... View Details

    View 10 Photos and Details Contact Seller
    $22,977
    VIEW DETAILS
  • 2018 Crownline E24 XS

    2018 Crownline E24 XS

    $61,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 24' / 8'
    • 2018 / Used
    • $61,977

    2018 Crownline E24 XSEnjoy style, comfort, and performance on the water with this pre-owned 2018 Crownline E24 XS, now available at Boater’s World Bradenton. Crownline is known for... View Details

    View 23 Photos and Details Contact Seller
    $61,977
    VIEW DETAILS
  • 2024 Crownline 270 XSS

    2024 Crownline 270 XSS

    $119,977
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 0' / 0'
    • 2024 / Used
    • $119,977

    2024 Crownline 270 XSS Experience upscale comfort and performance on the water with this pre-owned 2024 Crownline 270 XSS, now available at Boater’s World Bradenton. If you’re sear... View Details

    View 1 Photo and Details Contact Seller
    $119,977
    VIEW DETAILS
  • 2021 Sea Ray SPX 210

    2021 Sea Ray SPX 210

    Call for price
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 0' / 0'
    • 2021 / Used
    • Call for price

    2021 Sea Ray SPX 210Turn every day on the water into a premium experience with this pre-owned 2021 Sea Ray SPX 210, now available at Boater’s World Bradenton. Crafted by industry l... View Details

    View 1 Photo and Details Contact Seller
    Call for price
    VIEW DETAILS
  • 1999 Chaparral 2830 SS

    1999 Chaparral 2830 SS

    $12,750
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 28' / 0'
    • 1999 / Used
    • $12,750

    Stock #367431 Video of this vessel available at www [dot] popsells [dot] com/view/367431 ANY and ALL offers will be put in front of our seller! Submit your offer today! Fun in t... View Details

    View 11 Photos and Details Contact Seller
    $12,750
    VIEW DETAILS
  • Price Drop 2023 Crownline E235XS

    2023 Crownline E235XS

    $36,000
    Bradenton, FL
    • Bradenton, FL
    • Bowrider
    • 23' / 0'
    • 2023 / Used
    • $36,000

    Stock #475158 Video of this vessel available at www [dot] popsells [dot] com/view/475158 Reason for selling is "Updating Fleet". This Crownline has now been on the market a coup... View Details

    View 10 Photos and Details Contact Seller
    $36,000
    VIEW DETAILS
  • Price Drop 2005 Regal 2400

    2005 Regal 2400

    $26,500
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 24' / 0'
    • 2005 / Used
    • $26,500

    Stock #457671 Video of this vessel available at www [dot] popsells [dot] com/view/457671 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $26,500
    VIEW DETAILS
  • Price Drop 2015 Regal 24 FasDeck RX

    2015 Regal 24 FasDeck RX

    $48,000
    Saint Augustine, FL
    • Saint Augustine, FL
    • Bowrider
    • 24' / 0'
    • 2015 / Used
    • $48,000

    Stock #465902 Reason for selling is "Not using enough to keep it.". ANY and ALL offers will be put in front of our seller! Submit your offer today! Sleek, Spacious, and Built fo... View Details

    View 10 Photos and Details Contact Seller
    $48,000
    VIEW DETAILS
  • 2011 Monterey 234 FS

    2011 Monterey 234 FS

    $24,999
    Saint Augustine, FL
    • Saint Augustine, FL
    • Bowrider
    • 23' / 0'
    • 2011 / Used
    • $24,999

    Stock #380397 Video of this vessel available at www [dot] popsells [dot] com/view/380397 Reason for selling is "Wants a pontoon boat.". ANY and ALL offers will be put in front o... View Details

    View 10 Photos and Details Contact Seller
    $24,999
    VIEW DETAILS
  • 2017 Chaparral H2O 21 Sport

    2017 Chaparral H2O 21 Sport

    $31,900
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 21' / 0'
    • 2017 / Used
    • $31,900

    Stock #437689 Video of this vessel available at www [dot] popsells [dot] com/view/437689 Reason for selling is "Not using enough". ANY and ALL offers will be put in front of our... View Details

    View 10 Photos and Details Contact Seller
    $31,900
    VIEW DETAILS
  • Price Drop 2024 Bayliner VR6 OB

    2024 Bayliner VR6 OB

    $26,000
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 22' / 0'
    • 2024 / Used
    • $26,000

    Stock #465115 Video of this vessel available at www [dot] popsells [dot] com/view/465115 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

    View 11 Photos and Details Contact Seller
    $26,000
    VIEW DETAILS
  • Price Drop 2024 Bayliner VR6 OB

    2024 Bayliner VR6 OB

    $27,000
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 22' / 0'
    • 2024 / Used
    • $27,000

    Stock #465125 Video of this vessel available at www [dot] popsells [dot] com/view/465125 Reason for selling is "Updating Fleet". ANY and ALL offers will be put in front of our s... View Details

    View 11 Photos and Details Contact Seller
    $27,000
    VIEW DETAILS
  • Price Drop 2023 Crownline E235 XS

    2023 Crownline E235 XS

    $35,000
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 23' / 0'
    • 2023 / Used
    • $35,000

    Stock #475050 Video of this vessel available at www [dot] popsells [dot] com/view/475050 Reason for selling is "Updating Fleet". This Crownline has now been on the market a coup... View Details

    View 10 Photos and Details Contact Seller
    $35,000
    VIEW DETAILS
  • Price Drop 2021 Regal 2300 Bowrider

    2021 Regal 2300 Bowrider

    $61,499
    Sarasota, FL
    • Sarasota, FL
    • Bowrider
    • 23' / 0'
    • 2021 / Used
    • $61,499

    Stock #435254 Video of this vessel available at www [dot] popsells [dot] com/view/435254 Reason for selling is "Not using enough, storage fees went up too high too". ANY and ALL... View Details

    View 10 Photos and Details Contact Seller
    $61,499
    VIEW DETAILS
Showing 211 to 230 of 230 boats found.
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Bowrider Boats on Boatcrazy

Bowriders are versatile, family-friendly boats known for their open bow seating, sporty performance, and all-around fun on the water. With comfortable seating in the front (the “bow”) and plenty of room in the cockpit, bowriders are perfect for cruising, watersports, swimming, or simply relaxing with friends and family. Most models range from 17 to 28 feet and are powered by outboard or sterndrive engines.

Designed for day boating on lakes, rivers, and bays, bowriders offer easy handling, stylish layouts, and a smooth, stable ride. Many include features like sun pads, swim platforms, tow bars, and premium sound systems—making them ideal for tubing, wakeboarding, or casual sightseeing.

Browse our wide selection of new and used bowrider boats from leading brands. Whether you're a first-time buyer or upgrading for more space and power, bowriders deliver a fun, flexible boating experience for everyone on board.

Bowrider Boats manufacturers on Boatcrazy

When looking to buy a versatile and family-friendly Bowrider, consider these top Bowrider boat Manufacturers:

Sea Ray, Bayliner, Chaparral, Regal, Four Winns, Cobalt, Crownline, Monterey, Stingray and Glastron.

Bowrider Boats For Sale by State

Bowrider Boats Frequently Asked Questions

Why is it called a Bowrider?

A Bowrider gets its name from its open bow area, which features additional seating in front of the helm. This design allows passengers to “ride” in the bow, making it a popular choice for recreational boating and water sports.

On average, Bowriders typically range between $25,000 and $60,000 for new models. However, high-end or larger models can exceed $100,000, while used Bowriders can be found starting around $10,000 on Boatcrazy.

Most Bowriders have a top speed ranging from 35 to 60 mph, depending on the engine and model. Performance-oriented models can go even faster.

Sea Ray is one of the most recognized and respected names in the Bowrider segment. Known for their quality, comfort, and innovative design, Sea Ray Bowriders are a favorite among boaters. You can find full listings of Sea Ray boats at Boatcrazy.

Bowriders are ideal for families and day cruising thanks to their open seating, easy handling, and multi-use design. They’re great for watersports, entertaining, and relaxing on the water. Their shallow draft also makes them suitable for lakes and coastal areas.

The best time to buy a new Bowrider is typically in the late summer and fall (August through October), when dealers offer end-of-season deals, manufacturer rebates, and inventory clearance discounts.