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    Winnetka, Illinois

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Boats for sale in Winnetka Illinois

There are 1172 new and used boats for sale in Winnetka, Illinois. Browse Cruiser, Runabout, Pontoon, Fishing, Ski & Wake, and Center Console from brands like Sea Ray, Scout, Harris, Mastercraft, Cruisers, and Bayliner on BoatCrazy. View a wide selection of boats from $300 to $3,395,000.
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  • Boats
  • Within 100 Miles Of
    Winnetka, Illinois
1,172 boats found within 100 miles from Winnetka, Illinois
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  • 2026 Scarab SB 210 LX

    2026 Scarab SB 210 LX

    $67,395
    La Porte, IN

    2026 Scarab 210 LX – Bold Performance Meets Refined Comfort Step into the next evolution of jet boating with the all-new 2026 Scarab 210 LX. Engineered for adrenaline and styled fo... View Details

    View 4 Photos and Details Contact Seller
    $67,395
    VIEW DETAILS
  • Price Drop 2026 Viaggio LAGO X 22S TRITOON

    2026 Viaggio LAGO X 22S TRITOON

    $57,269
    La Porte, IN
    • La Porte, IN
    • Pontoon
    • 22' / 9'
    • 2026 / New
    • $57,269

    New 2026 Viaggio Lago X22S TRITOON with BF 150 HP Honda Motor for Sale Fay's Marina La Porte Indiana 46350. ** Boat Show Savings + Honda Buyers Choice Sales Sales Event Upgrades... View Details

    View 16 Photos and Details Contact Seller
    $57,269
    VIEW DETAILS
  • 2019 Four Winns FL HD200 OB

    2019 Four Winns FL HD200 OB

    $29,900
    La Porte, IN
    • La Porte, IN
    • Cruiser
    • 20' / 0'
    • 2019 / Used
    • $29,900

    Turn heads with the 2019 Four Winns HD 200 deck boat, Mercury 200HP power, trailer included. Family‑ready, low hours, for sale at Fay’s Marina IN Experience the perfect blend of s... View Details

    View 27 Photos and Details Contact Seller
    $29,900
    VIEW DETAILS
  • 2022 Viaggio LAGO U 22

    2022 Viaggio LAGO U 22

    $35,999
    La Porte, IN

    Low-hour 2022 Viaggio Lago U22 Pontoon with Honda 90HP – only 67 hours! Spacious ‘U’ lounge, premium features, and ready for family fun. Available now at Fay’s Marina in La Porte,... View Details

    View 25 Photos and Details Contact Seller
    $35,999
    VIEW DETAILS
  • 2017 Scout 225 XSF

    2017 Scout 225 XSF

    $64,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Fishing
    • 22' / 0'
    • 2017 / Used
    • $64,900

    !Currently stored offsite, available soon! Turn heads on the water with this clean 2017 Scout 225 XSF, a premium bay/near-shore center console known for its blend of performance,... View Details

    View 14 Photos and Details Contact Seller
    $64,900
    VIEW DETAILS
  • 1999 Sea Ray 370 Express Cruiser

    1999 Sea Ray 370 Express Cruiser

    $79,900
    Saint Joseph, MI

    Available and on display! The superbly designed 370 Express Cruiser features the full realm of Sea Ray luxuries, plus desirable characteristics unique to the EC series -- expansive... View Details

    View 46 Photos and Details Contact Seller
    $79,900
    VIEW DETAILS
  • 2016 Chaparral 287 SSX

    2016 Chaparral 287 SSX

    $74,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 28' / 0'
    • 2016 / Used
    • $74,900

    See this sharp, spacious fun machine, ready to take you to your favorite destinations. This 9-foot beam bow rider offers an abundance of comfortable passenger seating with a double... View Details

    View 42 Photos and Details Contact Seller
    $74,900
    VIEW DETAILS
  • 1998 Sea Ray Sundancer 370

    1998 Sea Ray Sundancer 370

    $74,900
    Saint Joseph, MI

    Take a look at this never salted, fresh water only 1998 Sea Ray 370 Sundancer, a stunning express cruiser that embodies elegance and performance.  Powered by twin MerCruiser 454 MA... View Details

    View 59 Photos and Details Contact Seller
    $74,900
    VIEW DETAILS
  • 2003 Chaparral 260 SSi

    2003 Chaparral 260 SSi

    $34,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 27' / 0'
    • 2003 / Used
    • $34,900

    Arriving at Pier 33 soon! If you are looking for a great value in today's boating market this is it! This lovingly cared for 260 SSi has only 543 freshwater hours on the Mercruiser... View Details

    View 30 Photos and Details Contact Seller
    $34,900
    VIEW DETAILS
  • 2024 Chaparral 267 SSX

    2024 Chaparral 267 SSX

    $140,000
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 26' / 0'
    • 2024 / Used
    • $140,000

    Currently Inside Heated Storage, More Pictures To Come In Spring! The Chaparral 267 SSX is breaking barriers and setting the standard in quality. Equipped with state of the art du... View Details

    View 44 Photos and Details Contact Seller
    $140,000
    VIEW DETAILS
  • 2017 Chaparral 21 H2O Ski & Fish

    2017 Chaparral 21 H2O Ski & Fish

    $34,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Fish & Ski
    • 21' / 8'
    • 2017 / Used
    • $34,900

    Sold new @ Pier 33 in 2017 this boat has lived on its factory trailer and has been garaged since its purchase! With very low freshwater only hours on the motor this little runabout... View Details

    View 21 Photos and Details Contact Seller
    $34,900
    VIEW DETAILS
  • 2026 Chaparral SSX 6

    2026 Chaparral SSX 6

    Call for price
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 26' / 8'
    • 2026 / New
    • Call for price

    Look no further-the SSX 6 is breaking barriers and setting the standard for on-water comfort and performance. Equipped with a state-of-the-art oversized touchscreen display, the he... View Details

    View 44 Photos and Details Contact Seller
    Call for price
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  • 2026 Chaparral SSX 4

    2026 Chaparral SSX 4

    Call for price
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 24' / 8'
    • 2026 / New
    • Call for price

    The SSX 4 packs more elegance, performance, and innovation than boaters have ever experienced at this widely popular length. Its stylish lines, meticulous attention to detail, and... View Details

    View 38 Photos and Details Contact Seller
    Call for price
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  • 2026 Chaparral 21 SSi

    2026 Chaparral 21 SSi

    $73,189
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 21' / 8'
    • 2026 / New
    • $73,189

    See this New 2026 Chaparral 21 SSi! How much fun can you pack into one summer? Plenty, aboard your new Chaparral. Trailerable to your favorite destinations. Nimble, efficient and p... View Details

    View 36 Photos and Details Contact Seller
    $73,189
    VIEW DETAILS
  • 2026 Chaparral 21 SSi OB

    2026 Chaparral 21 SSi OB

    $75,794
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 21' / 8'
    • 2026 / New
    • $75,794

    Now on display, see this new 2026 Chaparral 21 SSi powered by a hearty 200 HP Yamaha 4-stroke outboard. Chaparral's innovative use of space means an abundance of cockpit space, sto... View Details

    View 26 Photos and Details Contact Seller
    $75,794
    VIEW DETAILS
  • 2026 Chaparral 23 SSi

    2026 Chaparral 23 SSi

    $89,259
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 23' / 8'
    • 2026 / New
    • $89,259

    Everything that has made Chaparral's wildly popular SSi Series the talk of the waterways, gets bigger and better with the amazing 23 SSi. With a ChaparralONE price including the tr... View Details

    View 44 Photos and Details Contact Seller
    $89,259
    VIEW DETAILS
  • 2001 Regal Commodore 2660

    2001 Regal Commodore 2660

    $36,900
    Saint Joseph, MI

    Tandem Axle Trailer included! Twin Volvo V-6's. Luxurious, sporty and spacious, this Regal 2660 Commodore also features the option of trailering to your summer destinations! The co... View Details

    View 49 Photos and Details Contact Seller
    $36,900
    VIEW DETAILS
  • 2019 Formula 350 Crossover Bowrider

    2019 Formula 350 Crossover Bowrider

    $325,000
    Saint Joseph, MI
    • Saint Joseph, MI
    • Bowrider
    • 35' / 10'
    • 2019 / Used
    • $325,000

    See this Gorgeous fresh-water Formula 350 CBR with just 140 engine hours! Recent price reduction. Ready to go boating now. The 350 CBR offers an ideal combination of luxurious cock... View Details

    View 53 Photos and Details Contact Seller
    $325,000
    VIEW DETAILS
  • 2018 Chaparral Vortex 223 VRX

    2018 Chaparral Vortex 223 VRX

    $47,700
    Saint Joseph, MI
    • Saint Joseph, MI
    • Jet boat
    • 22' / 8'
    • 2018 / Used
    • $47,700

    Chaparral put all the knowledge we've learned about boat building in the last 50 years into the 223 VRX. The end result is a family jet boat that's priced right, built right and ex... View Details

    View 39 Photos and Details Contact Seller
    $47,700
    VIEW DETAILS
  • Price Drop 2007 Cobalt 323

    2007 Cobalt 323

    $89,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Runabout
    • 32' / 10'
    • 2007 / Used
    • $89,900

    If you're in search of the perfect combination of luxury, performance, and offshore capabilities, look no further than this 2007 Cobalt 323. Cobalt is known for its sleek design an... View Details

    View 53 Photos and Details Contact Seller
    $89,900
    VIEW DETAILS
  • 2007 Yamaha SX230

    2007 Yamaha SX230

    $24,900
    Saint Joseph, MI
    • Saint Joseph, MI
    • Jet boat
    • 23' / 8'
    • 2007 / Used
    • $24,900

    This sweet Yamaha SX 230 with twin 140 hp jet drives is guaranteed fun for the family! Ski, tube, and cruise in the river or on the Big Lake with your friends and family! This boat... View Details

    View 24 Photos and Details Contact Seller
    $24,900
    VIEW DETAILS
Showing 757 to 777 of 1,172 boats found.
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