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  • Bowrider
    Within 100 Miles Of
    Winthrop Harbor, Illinois

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Bowrider boats for sale in Winthrop Harbor Illinois

There are 85 new and used Bowrider boats for sale in Winthrop Harbor, Illinois. Explore Bowrider brands like Other, Bayliner, Cobalt, Chaparral, Crownline, and Glastron on BoatCrazy. View a wide selection of Bowrider boats from $500 to $380,373.
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  • Boats
  • Bowrider
    Within 100 Miles Of
    Winthrop Harbor, Illinois
85 boats found within 100 miles from Winthrop Harbor, Illinois
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  • 2017 Chaparral 227 SSX

    2017 Chaparral 227 SSX

    $44,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 23'
    • 2017 / Used
    • $44,900

    Turn every lake day into a vacation aboard this 2017 Chaparral 227 SSX. Chaparral is known for its premium craftsmanship, sporty performance, and comfortable layout, this versatile... View Details

    View 41 Photos and Details Contact Seller
    $44,900
    VIEW DETAILS
  • 2007 Bayliner 195BR

    2007 Bayliner 195BR

    $9,500
    La Porte, IN
    • La Porte, IN
    • Bowrider
    • 0'
    • 2007 / Used
    • $9,500

    2007 Bayliner 195 Bowrider – Clean, Versatile, and Ready for the Water This 2007 Bayliner 195 BR is a solid, family-friendly bowrider with the power and layout to handle everythin... View Details

    View 18 Photos and Details Contact Seller
    $9,500
    VIEW DETAILS
  • 2010 Other Ray 185 SP/SS

    2010 Other Ray 185 SP/SS

    $14,499
    Madison, WI
    • Madison, WI
    • Bowrider
    • 17'
    • 2010 / Used
    • $14,499

    Listing Title: 2010 Sea Ray 185 SP/SS Unleash Adventure Step aboard the 2010 Sea Ray 185 SP/SS, a vessel designed for those who crave excitement and adventure on the water. With it... View Details

    View 37 Photos and Details Contact Seller
    $14,499
    VIEW DETAILS
  • 2023 Bayliner VR4 Bowrider

    2023 Bayliner VR4 Bowrider

    $29,996
    Madison, WI
    • Madison, WI
    • Bowrider
    • 18'
    • 2023 / Used
    • $29,996

    This is a Skipperbud's Certified Pre-Owned Vessel. Every Skipperbud's Certified Pre-Owned boat undergoes a 360° bow-to-stern inspection by Skipperbud's Certified technicians, and i... View Details

    View 9 Photos and Details Contact Seller
    $29,996
    VIEW DETAILS
  • 2024 Other Winns HD8

    2024 Other Winns HD8

    $115,595
    Madison, WI
    • Madison, WI
    • Bowrider
    • 27'
    • 2024 / New
    • $115,595

    2024 Four Winns HD8 Experience the ultimate in luxury boating with the stunning 2024 Four Winns HD8. This new vessel combines exceptional performance with refined craftsmanship, en... View Details

    View 51 Photos and Details Contact Seller
    $115,595
    VIEW DETAILS
  • 2025 Bayliner V20I

    2025 Bayliner V20I

    $48,068
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2025 / New
    • $48,068

    Act fast on this limited-time offer!Introducing the 2025 Bayliner V20I Embark on your next adventure aboard the 2025 Bayliner V20I, where elegance meets thrilling performance. This... View Details

    View 12 Photos and Details Contact Seller
    $48,068
    VIEW DETAILS
  • 2026 Other Ray SDX 230

    2026 Other Ray SDX 230

    $500
    Madison, WI
    • Madison, WI
    • Bowrider
    • 23'
    • 2026 / New
    • $500

    2026 Sea Ray SDX 230 – Your Next Adventure Awaits Experience the thrill of the open water with the stunning 2026 Sea Ray SDX 230. This new luxury vessel is designed for high-perfor... View Details

    View 18 Photos and Details Contact Seller
    $500
    VIEW DETAILS
  • 2026 Bayliner V20

    2026 Bayliner V20

    $50,385
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2026 / New
    • $50,385

    Free Winterization, Shrink Wrap & Outside Storage Offer Terms: Offer valid with the purchase of an eligible new or pre-owned boat from any participating SkipperBud's location betwe... View Details

    View 18 Photos and Details Contact Seller
    $50,385
    VIEW DETAILS
  • 2005 Other Ray 200 SPORT

    2005 Other Ray 200 SPORT

    $9,999
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2005 / Used
    • $9,999

    2005 Sea Ray 200 SPORT Discover the extraordinary thrill of cruising the shimmering waters with the 2005 Sea Ray 200 SPORT. This stunning vessel combines luxury, performance, and c... View Details

    View 20 Photos and Details Contact Seller
    $9,999
    VIEW DETAILS
  • 2012 Chaparral 206 SSI

    2012 Chaparral 206 SSI

    $27,499
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2012 / Used
    • $27,499

    Experience Luxury on the Water The 2012 Chaparral 206 SSI is the epitome of luxury and performance, designed for the discerning boater. Its sleek lines and elegant design not only... View Details

    View 48 Photos and Details Contact Seller
    $27,499
    VIEW DETAILS
  • 2001 Other Ray 180 BR

    2001 Other Ray 180 BR

    $6,999
    Madison, WI
    • Madison, WI
    • Bowrider
    • 18'
    • 2001 / Used
    • $6,999

    Check out this single-owner 2001 Sea Ray 180 BR (Stock #222863) at SkipperBud’s Madison. Originally purchased directly from SkipperBud's, this classic 18-foot bowrider has been met... View Details

    View 23 Photos and Details Contact Seller
    $6,999
    VIEW DETAILS
  • 2014 Glastron HF GT205 BR

    2014 Glastron HF GT205 BR

    $25,000
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2014 / Used
    • $25,000

    2014 Glastron HF GT205 BR Discover the thrill of the open water with the 2014 Glastron HF GT205 BR, a remarkable fusion of performance, style, and luxury. This stunning vessel is d... View Details

    View 52 Photos and Details Contact Seller
    $25,000
    VIEW DETAILS
  • 2023 Bayliner VR4 Bowrider

    2023 Bayliner VR4 Bowrider

    $30,500
    Madison, WI
    • Madison, WI
    • Bowrider
    • 18'
    • 2023 / Used
    • $30,500

    2023 Bayliner VR4 Bowrider Experience the thrill of the open water with the 2023 Bayliner VR4 Bowrider. This luxury vessel is designed for those who seek adventure without compromi... View Details

    View 19 Photos and Details Contact Seller
    $30,500
    VIEW DETAILS
  • 2014 Other Ray 205

    2014 Other Ray 205

    $24,821
    Madison, WI
    • Madison, WI
    • Bowrider
    • 20'
    • 2014 / Used
    • $24,821

    Experience the Joy of the Open Water Imagine stepping aboard the stunning 2014 Sea Ray 205, a vessel that captures the spirit of luxury and adventure. This elegant boat is designed... View Details

    View 19 Photos and Details Contact Seller
    $24,821
    VIEW DETAILS
  • 2015 Chaparral 257 SSX

    2015 Chaparral 257 SSX

    $67,500
    Grand Haven, MI
    • Grand Haven, MI
    • Bowrider
    • 25'
    • 2015 / Used
    • $67,500

    ­This 2015 Chaparral 257SSX is a fantastic bowrider that has been very well cared for and offers an excellent combination of performance, comfort, and versatility. With only 300 ho... View Details

    View 23 Photos and Details Contact Seller
    $67,500
    VIEW DETAILS
  • 2025 Other Ray SDX 250

    2025 Other Ray SDX 250

    $135,000
    Grand Haven, MI
    • Grand Haven, MI
    • Bowrider
    • 25'
    • 2025 / Used
    • $135,000

    New to Market! Freshwater 2025 Sea Ray 250 SDX with just 20 hours on the MerCruiser 6.2L 300hp V8 and Bravo III outdrive. This boat has been kept in in-and-out storage, has never b... View Details

    View 60 Photos and Details Contact Seller
    $135,000
    VIEW DETAILS
  • 2024 Regal LS6

    2024 Regal LS6

    $129,900
    Grand Haven, MI
    • Grand Haven, MI
    • Bowrider
    • 26'
    • 2024 / Used
    • $129,900

    2024 Regal LS6 – One Owner | Lift Kept | Spring Lake Beautiful, one-owner Regal LS6 that has been lift-kept and well maintained on Spring Lake, MI. Titled at 25'11" making it a per... View Details

    View 29 Photos and Details Contact Seller
    $129,900
    VIEW DETAILS
  • 2025 Bayliner M17

    2025 Bayliner M17

    $28,699
    Grand Haven, MI
    • Grand Haven, MI
    • Bowrider
    • 17'
    • 2025 / New
    • $28,699

    Act fast on this limited-time offer!2025 Bayliner M17 Step into a world of adventure with the luxurious 2025 Bayliner M17, where performance meets style. This stunning vessel is de... View Details

    View 21 Photos and Details Contact Seller
    $28,699
    VIEW DETAILS
  • 2016 Other Ray SLX 250

    2016 Other Ray SLX 250

    $86,995
    Grand Haven, MI
    • Grand Haven, MI
    • Bowrider
    • 25'
    • 2016 / Used
    • $86,995

    One of a kind,like-new, one-owner 2016 Sea Ray 250 SLX. This premium, sophisticated sport boat was specially ordered for luxury cruising as well as high performance with room for t... View Details

    View 23 Photos and Details Contact Seller
    $86,995
    VIEW DETAILS
  • 2024 Crownline 260 XSS

    2024 Crownline 260 XSS

    $139,900
    Grand Haven, MI
    • Grand Haven, MI
    • Bowrider
    • 26'
    • 2024 / Used
    • $139,900

    Listing Title: 2024 Crownline 260 XSS Unmatched Performance Experience the thrill of the open water with the 2024 Crownline 260 XSS, powered by a single Mercury Verado 350 V10 engi... View Details

    View 32 Photos and Details Contact Seller
    $139,900
    VIEW DETAILS
  • 2012 Formula 270 BOWRIDER

    2012 Formula 270 BOWRIDER

    $65,000
    Grand Haven, MI
    • Grand Haven, MI
    • Bowrider
    • 27'
    • 2012 / Used
    • $65,000

    2012 Formula 270 Bowrider – Low Hours, Freshwater & Meticulously Maintained This 2012 Formula 270 Bowrider has been exceptionally well cared for from day one. With only 197 hours o... View Details

    View 32 Photos and Details Contact Seller
    $65,000
    VIEW DETAILS
Showing 64 to 84 of 85 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.