Boats for sale in Orland Park Illinois

1,390 boats found within 100 miles from Orland Park, Illinois

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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

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$75,794
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2026 Chaparral SSX 4

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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

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2026 Chaparral SSX 6

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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

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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

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$34,900
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2003 Chaparral 260 SSi

$34,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 27' / 0'
- 2003 / Used
- $34,900
In our showroom now! 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 496... View Details

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$34,900
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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

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$74,900
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2018 Lund LX220 Pontoon

$39,900

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 23' / 0'
- 2018 / Used
- $39,900
Meet your ticket to endless summer fun on this 2018 Lund LX220 Tritoon. This Lund brings the perfect blend of power, comfort, and pure on-the-water fun. Powered by a 200HP Mercury... View Details

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$39,900
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1995 Gibson 44 Classic

$79,900

Saint Joseph, MI
- Saint Joseph, MI
- Houseboat
- 44' / 0'
- 1995 / Used
- $79,900
See this well-loved and well-cared-for Gibson 44. "Lou's Yourself" has always been boated in fresh water, is beautifully decored and loaded with accessories. Twin Crusader 454's, W... View Details

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$79,900
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2022 Other 22QL

$29,900

Saint Joseph, MI
- Saint Joseph, MI
- Pontoon
- 22' / 0'
- 2022 / Used
- $29,900
Hit the water now with this 2022 Nepallo 22QL tritoon, the perfect blend of performance, comfort, and style. Powered with a 115HP Suzuki for smooth cruising and equipped with a tri... View Details

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$29,900
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2002 Regal 3860

$109,000

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 38' / 0'
- 2002 / Used
- $109,000
Stock #467673 Reason for selling is "New Adventure!". This Regal has recently been added to market (May 1st). Submit your offer today! Incredible luxury, performance, and a soun... View Details

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$109,000
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1999 Trojan 360 Express

$68,900

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 36' / 0'
- 1999 / Used
- $68,900
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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$68,900
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1998 Cherokee 270 Sportsman

$24,900

Saint Joseph, MI
- Saint Joseph, MI
- Pilothouse
- 27' / 0'
- 1998 / Used
- $24,900
Step aboard a piece of Great Lakes craftsmanship—this 1998 Cherokee 270 Sportsman is the kind of boat that rarely hits the market. Built right here in Michigan, the Cherokee line... View Details

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$24,900
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2002 Maxum 2700 SCR

$32,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 28' / 0'
- 2002 / Used
- $32,900
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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$32,900
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2006 Chaparral 310 Signature

$64,900

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 31' / 0'
- 2006 / Used
- $64,900
This 2006 Chaparral 310 Signature is a sleek and luxurious cruiser designed for thosewho appreciate both performance and comfort on the water. With a length overall of 33 feet and... View Details

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$64,900
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2022 Robalo R242 Explorer

$119,900

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 24' / 0'
- 2022 / Used
- $119,900
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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$119,900
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2024 Robalo R250 Center Console

$186,446

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 25' / 9'
- 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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1990 Jefferson Marquessa 52

$219,900

Saint Joseph, MI
- Saint Joseph, MI
- Yacht
- 52' / 16'
- 1990 / Used
- $219,900
Classically-designed fresh-water motoryacht, now available! Three staterooms, three heads, split walk-in engine rooms, plus comfortable luxury in every direction. Gorgeous teak woo... View Details

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$219,900
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2006 Formula 330 Sun Sport

$94,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 33' / 10'
- 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' / 8'
- 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' / 8'
- 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' / 8'
- 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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