Boats for sale in Winthrop Harbor Illinois

1,064 boats found within 100 miles out of 11,762 Boats Found

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1997 Larson Cabrio 310

$14,900

Chicago, IL
- Chicago, IL
- Express Cruiser
- 31'
- 1997 / Used
- $14,900
Stock #468535 Reason for selling is "Not using as much as planned". ANY and ALL offers will be put in front of our seller! Submit your offer today! 1997 Larson Cabrio 310! Ready... View Details

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$14,900
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2003 Maxum 3300 SCR

$29,000

Riverdale, IL
- Riverdale, IL
- Express Cruiser
- 33'
- 2003 / Used
- $29,000
Stock #445785 ANY and ALL offers will be put in front of our seller! Submit your offer today! Roomy cruiser with room to sleep 6. Air conditioning. Cockpit enclosure with isingla... View Details

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$29,000
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2017 Palm Beach 220 Ultra RRE

$81,900

Lake Mills, WI
- Lake Mills, WI
- Pontoon
- 22'
- 2017 / Used
- $81,900
Stock #257210 Reason for selling is "Plans changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! Rare double-decker tritoon with a waterslide... View Details

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$81,900
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1996 Maxum 2300 SC

$11,900

Portage, IN
- Portage, IN
- Cuddy Cabin
- 23'
- 1996 / Used
- $11,900
Stock #438734 Reason for selling is "Buying a Bigger EC for the Big Lake". ANY and ALL offers will be put in front of our seller! Submit your offer today! PRICED AT 57% of BucVa... View Details

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$11,900
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2011 Four Winns V305

$72,500

Portage, IN
- Portage, IN
- Express Cruiser
- 30'
- 2011 / Used
- $72,500
Stock #500622 This is a new advertisement, on the market just this week (Aug 25th). Always accepting offers! Well maintained 2011 Four Winns V305 with only 300 hours! If you are... View Details

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$72,500
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2019 Formula 350 Crossover Bowrider

$325,000

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 35'
- 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

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$325,000
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2026 Chaparral 23 SSi

$89,259

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 23'
- 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

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$89,259
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2026 Chaparral 21 SSi OB

$75,794

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 21'
- 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

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$75,794
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2002 Regal 3860

$94,999

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 38'
- 2002 / Used
- $94,999
Stock #467673 Reason for selling is "New Adventure!". This Regal has now been on the market a couple months. Looking for any offers! Incredible luxury, performance, and a sound... View Details

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$94,999
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1999 Trojan 360 Express

$63,900

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 36'
- 1999 / Used
- $63,900
Spacious and Sporty, this Trojan (by Carver) 360 Express is the perfect family boat for cruising and enjoying the water! It is equipped with a Kohler generator for those hot summer... View Details

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$63,900
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2002 Maxum 2700 SCR

$29,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 28'
- 2002 / Used
- $29,900
This one-owner 2002 Maxum 2700 SCR has spent its life on the fresh waters of Southwest Michigan and shows the care you hope to find in a well-kept family cruiser. With sleek stylin... View Details

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$29,900
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2022 Robalo R242 Explorer

$108,900

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 24'
- 2022 / Used
- $108,900
This Freshwater only Robalo 242 Explorer is at the top of it's class and for good reason. This 24 foot platform is the pinnacle of what the Explorer series is all about. Providing... View Details

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$108,900
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2014 Chaparral 287 SSX

$69,600

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 28'
- 2014 / Used
- $69,600
Sharp, powerful Chaparral 287 SSX. Includes Volvo Penta 430 HP V-8 with DTS. Just 260 engine hours. Don’t miss out on this nicely maintained Chaparral 287 SSX. This 9-foot beam bo... View Details

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$69,600
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2004 Bayliner 245

$23,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 24'
- 2004 / Used
- $23,900
Bayliner's 245 Cruiser sports a comfortable cockpit and convenient cabin arrangement. The cockpit area includes a reversible portside companion seat -- converting from a forward fa... View Details

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$23,900
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2007 Sweetwater SW 1986 RE-3 Gate

$10,900

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 19'
- 2007 / Used
- $10,900
Trailer Included! See this 2007 Sweetwater SW 1986 RE-3 Gate, an affordable pontoon boat that combines comfort and functionality. With an overall length of approximately 19.17 fee... View Details

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$10,900
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2024 Robalo R250 Center Console

$186,446

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 25'
- 2024 / New
- $186,446
On Display Now, see this superbly equipped Robalo R250 Center Console. Featuring Robalo's latest design elements, the R250 is truly a big-water boat, with a nine-foot two-inch beam... View Details

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$186,446
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2006 Formula 330 Sun Sport

$94,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 33'
- 2006 / Used
- $94,900
If you are looking for a sporty, great performing, hot looking express cruiser, look no further! This Formula 330 Sun Sport is the perfect fit for your family's summer fun! Nicely... View Details

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$94,900
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2024 Robalo 226 Cayman

$106,934

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Bay / Flats / Skiff
- 22'
- 2024 / New
- $106,934
Now on Display, see this superbly equipped Robalo 226 Cayman! Powered by a 250 HP Mercury Four Stroke with Digital Throttle and Shift and matched with the most desirable options. I... View Details

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$106,934
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2024 Robalo R180 Center Console

$66,244

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 18'
- 2024 / New
- $66,244
On Display Now, see this Robalo R180 Center Console -- Loaded with our favorite factory options! Packed with features, durable quality and paired with Yamaha dependability. Enjoy... View Details

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$66,244
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2025 Robalo R202 Explorer

$83,728

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 20'
- 2025 / New
- $83,728
Robalo's R202 Explorer offers the convenience of a center console layout and ease of maintenance, plus expanded seating comfort for a full day of on-water family fun. Well-padded f... View Details

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$83,728
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1996 Cruisers 3375 Rogue

$40,000

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 33'
- 1996 / Used
- $40,000
Stock #457168 Reason for selling is "Bought another boat". ANY and ALL offers will be put in front of our seller! Submit your offer today! Two Berths, Ready to Show, Slip and St... View Details

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$40,000
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