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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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  • 2026 Bayliner VR4 Bowrider OB

    2026 Bayliner VR4 Bowrider OB

    $41,585
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 19' / 8'
    • 2026 / New
    • $41,585

    2026 Bayliner® VR4 OB w/ Mercury® 115HP FourStroke & Galvanized TrailerThe 2026 Bayliner VR4 Outboard is one of the most versatile and efficient compact deck boats in its class. De... View Details

    View 13 Photos and Details Contact Seller
    $41,585
    VIEW DETAILS
  • Price Drop 2022 Bayliner Element M17

    2022 Bayliner Element M17

    $19,995
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 17' / 8'
    • 2022 / Used
    • $19,995

    2022 Bayliner M17 | Mercury 75HP | Trailer Included | Only $199/Month*Price: $18,999Location: Leesburg, FL – Holiday MarineFinancing Available: Approx. $199/month* (with approved c... View Details

    View 21 Photos and Details Contact Seller
    $19,995
    VIEW DETAILS
  • 2026 Bayliner Trophy T20CC

    2026 Bayliner Trophy T20CC

    $61,567
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 20' / 8'
    • 2026 / New
    • $61,567

    2026 Bayliner® Trophy 20 w/ Mercury® 150HP FourStroke & Tandem Galvanized TrailerThe 2026 Bayliner Trophy 20 delivers offshore capability in a highly manageable 20’4” walkaround pl... View Details

    View 16 Photos and Details Contact Seller
    $61,567
    VIEW DETAILS
  • Price Drop 2025 Bayliner Element E18

    2025 Bayliner Element E18

    $28,495
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 18' / 7'
    • 2025 / New
    • $28,495

    2025 Bayliner E18 Limited Edition | 115HP Mercury FourStroke | Trailer IncludedBayliner E18 for sale • 18 foot bowrider • Mercury 115HP outboard • Bayliner runabout with trailer •... View Details

    View 27 Photos and Details Contact Seller
    $28,495
    VIEW DETAILS
  • Price Drop 2025 Bayliner Element E18

    2025 Bayliner Element E18

    $28,495
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 18' / 7'
    • 2025 / New
    • $28,495

    2025 Bayliner E18 Limited Edition | 115HP Mercury FourStroke | Trailer IncludedBayliner E18 for sale • 18 foot bowrider • Mercury 115HP outboard • Bayliner runabout with trailer •... View Details

    View 21 Photos and Details Contact Seller
    $28,495
    VIEW DETAILS
  • 2026 Bayliner Element E18

    2026 Bayliner Element E18

    $32,480
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 18' / 7'
    • 2026 / New
    • $32,480

    2026 Bayliner E18 Limited Edition w/ Mercury 115HP FourStroke & TrailerThe Bayliner Element E18 continues to be one of the most widely purchased entry-level deck boats in North Ame... View Details

    View 20 Photos and Details Contact Seller
    $32,480
    VIEW DETAILS
  • 2022 Chaparral 21 SSi OB

    2022 Chaparral 21 SSi OB

    $45,995
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 22' / 8'
    • 2022 / Used
    • $45,995

    Chaparral 21 SSI – Very Clean, Low Hours, Well EquippedIf you are looking for a high-quality bowrider that delivers a smooth ride, strong performance, and a premium feel, this Chap... View Details

    View 17 Photos and Details Contact Seller
    $45,995
    VIEW DETAILS
  • 2025 Bayliner Element M15

    2025 Bayliner Element M15

    $23,995
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 15' / 7'
    • 2025 / New
    • $23,995

    2025 Bayliner® Element E15 w/ Mercury® 60HP | BEST VALUE ENTRY LEVEL BOATThe 2025 Bayliner Element E15 is one of the top-selling entry-level boats in the country — and this one is... View Details

    View 10 Photos and Details Contact Seller
    $23,995
    VIEW DETAILS
  • 2026 Bayliner Element E16

    2026 Bayliner Element E16

    $27,686
    Leesburg, FL
    • Leesburg, FL
    • Bowrider
    • 16' / 8'
    • 2026 / New
    • $27,686

    2026 Bayliner® E16 Limited Edition w/ Mercury® 75HP FourStroke & Galvanized TrailerThe 2026 Bayliner E16 Limited Edition is a compact, easy-to-own deck boat designed for families w... View Details

    View 7 Photos and Details Contact Seller
    $27,686
    VIEW DETAILS
  • Price Drop 2022 Tahoe 185S

    2022 Tahoe 185S

    $31,250
    Zephyrhills, FL
    • Zephyrhills, FL
    • Bowrider
    • 18' / 0'
    • 2022 / Used
    • $31,250

    Stock #475588 Video of this vessel available at www [dot] popsells [dot] com/view/475588 Reason for selling is "Ready to Sell". This Tahoe has now been on the market more than a... View Details

    View 10 Photos and Details Contact Seller
    $31,250
    VIEW DETAILS
  • Price Drop 2011 Regal 2100

    2011 Regal 2100

    $20,500
    Titusville, FL
    • Titusville, FL
    • Bowrider
    • 21' / 0'
    • 2011 / Used
    • $20,500

    Stock #463054 Video of this vessel available at www [dot] popsells [dot] com/view/463054 Reason for selling is "No longer uses the unit.". ANY and ALL offers will be put in fron... View Details

    View 10 Photos and Details Contact Seller
    $20,500
    VIEW DETAILS
  • 2012 Monterey 204FSX

    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

    View 10 Photos and Details Contact Seller
    $32,995
    VIEW DETAILS
  • Price Drop 2015 Regal 2100 Bowrider

    2015 Regal 2100 Bowrider

    $34,000
    New Smyrna Beach, FL
    • New Smyrna Beach, FL
    • Bowrider
    • 21' / 0'
    • 2015 / Used
    • $34,000

    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

    View 10 Photos and Details Contact Seller
    $34,000
    VIEW DETAILS
  • Price Drop 2004 Crownline 240 EX

    2004 Crownline 240 EX

    $21,000
    Merritt Island, FL
    • Merritt Island, FL
    • Bowrider
    • 24' / 0'
    • 2004 / Used
    • $21,000

    Stock #472303 Video of this vessel available at www [dot] popsells [dot] com/view/472303 Reason for selling is "No longer uses the boat.". ANY and ALL offers will be put in fron... View Details

    View 10 Photos and Details Contact Seller
    $21,000
    VIEW DETAILS
  • Price Drop 2008 Four Winns H200

    2008 Four Winns H200

    $17,000
    Land O Lakes, FL
    • Land O Lakes, FL
    • Bowrider
    • 20' / 0'
    • 2008 / Used
    • $17,000

    Stock #376762 Reason for selling is "Not using". ANY and ALL offers will be put in front of our seller! Submit your offer today! Affordable bowrider with Volvo Penta power! Trai... View Details

    View 10 Photos and Details Contact Seller
    $17,000
    VIEW DETAILS
  • Price Drop 2018 Sea Ray SPX 230

    2018 Sea Ray SPX 230

    $29,875
    Tampa, FL
    • Tampa, FL
    • Bowrider
    • 23' / 0'
    • 2018 / Used
    • $29,875

    Ahoy!! Check out this 2018 Sea Ray 230 SPX, the perfect boat for cruising the Gulf and enjoying the Florida sunshine. This sleek and stylish boat offers comfort and versatility for... View Details

    View 10 Photos and Details Contact Seller
    $29,875
    VIEW DETAILS
  • Price Drop 2023 Sea Ray SDX 290

    2023 Sea Ray SDX 290

    $206,000
    Tampa, FL
    • Tampa, FL
    • Bowrider
    • 29' / 0'
    • 2023 / Used
    • $206,000

    Single owner, freshwater ONLY, perfect condition, maintained with an open check book and white glove service. Boat is located in Chicago. No trailer, buyer responsible for any tran... View Details

    View 10 Photos and Details Contact Seller
    $206,000
    VIEW DETAILS
  • 2022 Crownline 260 XSS

    2022 Crownline 260 XSS

    $64,200
    Tampa, FL
    • Tampa, FL
    • Bowrider
    • 25' / 0'
    • 2022 / Used
    • $64,200

    The Crownline 260 XSS outboard model is 25′ 3″ in length, with a 102″ beam and plenty of room for family and friends to enjoy beautiful, fun-filled days on the water. This boat is... View Details

    View 10 Photos and Details Contact Seller
    $64,200
    VIEW DETAILS
  • 2023 Sea Ray SPO 230

    2023 Sea Ray SPO 230

    $64,400
    Tampa, FL
    • Tampa, FL
    • Bowrider
    • 26' / 0'
    • 2023 / Used
    • $64,400

    The SPX® 230 Outboard is built to thrill. It combines the powerful performance and agile handling you’d expect from a world-class sport boat with the spacious, luxurious comforts t... View Details

    View 10 Photos and Details Contact Seller
    $64,400
    VIEW DETAILS
  • 2021 Bayliner Element E18

    2021 Bayliner Element E18

    $24,975
    Tampa, FL
    • Tampa, FL
    • Bowrider
    • 18' / 0'
    • 2021 / Used
    • $24,975

    a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } This boat is a great find with only 145 hours, meaning... View Details

    View 9 Photos and Details Contact Seller
    $24,975
    VIEW DETAILS
  • 2021 Bayliner VR6

    2021 Bayliner VR6

    $29,975
    Tampa, FL
    • Tampa, FL
    • Bowrider
    • 22' / 0'
    • 2021 / Used
    • $29,975

    a { text-decoration: none; color: #464feb; } tr th, tr td { border: 1px solid #e6e6e6; } tr th { background-color: #f5f5f5; } Experience the 2021 Bayliner VR6 equipped with a Mercu... View Details

    View 7 Photos and Details Contact Seller
    $29,975
    VIEW DETAILS
Showing 22 to 42 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.