Boats for sale in Chicago Illinois

1,208 boats found within 100 miles out of 14,706 Boats Found

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2019 Beneteau Oceanis 41.1

$289,000

Racine, WI
- Racine, WI
- Sailboat
- 40' / 13'
- 2019 / Used
- $289,000
2019 Beneteau Oceanis 41.1**Listing currently under construction, More pictures coming soon** Your Next Dream Starts Here!Step aboard this beautifully maintained 2019 Beneteau Ocea... View Details

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$289,000
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2001 Cruisers 3672

$79,000

Racine, WI
- Racine, WI
- Express Cruiser
- 40' / 13'
- 2001 / Used
- $79,000
2001 Cruisers Yachts 3672Garmin RadarFLIR imaging system"Walk the plank" non-skid flooring installed in 2024At the helm you will find the:Garmin GPSmap 5212Garmin GHC 10 auto pilot... View Details

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$79,000
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1985 C & C Landfall 39

$59,000

Racine, WI
- Racine, WI
- Sailboat
- 39' / 12'
- 1985 / Used
- $59,000
C&C Landfall 39A proven offshore cruising yacht with a balance of performance and comfort, this C&C Landfall 39 is fully equipped and extensively upgraded. Built by C&C Yachts, she... View Details

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$59,000
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2020 Beneteau Oceanis 41.1

$299,000

Racine, WI
- Racine, WI
- Sailboat
- 40' / 0'
- 2020 / Used
- $299,000
2020 Beneteau Oceanis 41.1Overview:This 2020 Beneteau Oceanis 41.1 is a rare opportunity to acquire a turnkey, revenue-producing sailboat with established demand, full utilization,... View Details

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$299,000
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1983 Marlow Hunter 27 Cherubini

$15,500

Racine, WI
- Racine, WI
- Sailboat
- 27' / 9'
- 1983 / Used
- $15,500
This 1983 Hunter 27 (Tall Rig) has been cared for and loved for many years. The boat has been maintained to a very high level, which will leave a lucky new owner with less headache... View Details

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$15,500
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2017 Walker Bay Generation 360

$15,900

Racine, WI
- Racine, WI
- Inflatable
- 11' / 6'
- 2017 / Used
- $15,900
2017 Walker Bay Generation 360Honda BF40EZ Loader TrailerHonda instrumentation package (Speed, Tach with digital hour meter, fuel, volt, trim)(Boat cover and misc life jackets incl... View Details

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$15,900
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1996 Cruisers 3375 Rogue

$45,000

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 33' / 0'
- 1996 / Used
- $45,000
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, Slip and Storage Prepaid t... View Details

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$45,000
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2014 Chaparral 287 SSX

$79,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 28' / 9'
- 2014 / Used
- $79,900
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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$79,900
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2021 Chaparral 307 SSX

$149,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 30' / 9'
- 2021 / Used
- $149,900
One-Owner, Fresh-Water, rack-stored Chaparral 307 SSX. Plushness and Performance! Loaded with all of Chaparral's best features, with an abundance of passenger space, the 307 SSX is... View Details

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$149,900
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2002 Regal Commodore 3860

$114,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 40' / 13'
- 2002 / Used
- $114,900
Introducing the Regal Commodore 3860, a stunning cruiser that promises an exceptional boating experience. With an overall length of 40 feet, this vessel boasts a sleek design, ensu... View Details

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$114,900
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2024 Cobalt R8 Outboard

$219,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 27' / 8'
- 2024 / Used
- $219,900
See This stunning 2024 Cobalt R8 Outboard, a remarkable bowrider that combines elegance with performance. Measuring an impressive 27.83 feet in overall length, this vessel is craft... View Details

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$219,900
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2007 Chaparral 350 Signature

$129,500

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 37' / 11'
- 2007 / Used
- $129,500
Always fresh-water, loaded with features. Twin Merc 8.1L 370 HP inboards with 460 hours. This is an ideal opportunity to own a well-cared-for Chaparral 350 Signature featuring a pr... View Details

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$129,500
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2024 Yamaha 252SE

$84,900

Saint Joseph, MI
- Saint Joseph, MI
- Jet boat
- 24' / 8'
- 2024 / Used
- $84,900
Check out this 2024 Yamaha Boats 252SE, a remarkable jet boat that combines performance and style. Powered by twin Yamaha 1.9L High Output inboard engines, each delivering an impre... View Details

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$84,900
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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

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$325,000
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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

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$47,700
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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

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$89,900
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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

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$24,900
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2025 Chaparral 23 SSi

$96,864

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 23' / 8'
- 2025 / New
- $96,864
In Stock Now See the Chaparral 23 SSi, our best-selling 23-footer! This 23 SSi is superbly equipped with Mercury 300 HP Bravo 3 MPI power and many Chaparral extras. Trailer include... View Details

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$96,864
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2023 Chaparral 23 SSi

$75,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 23' / 8'
- 2023 / Used
- $75,900
Summer isn't over yet with this 2023 Chaparral 23 SSI ! Fully loaded and ready to go, this like new Chaparral comes with a professionally installed Rockford Fosgate sound system th... View Details

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$75,900
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2017 Chaparral 257 SSX

$79,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 25' / 8'
- 2017 / Used
- $79,900
Step onboard the sensational 257 SSX and experience the perfect mix of performance, styling, comfort and fun! You will enjoy Great performance from Mercury's 6.2L 350 HP with Bravo... View Details

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$79,900
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1998 Sea Ray Sundancer 370

$74,900

Saint Joseph, MI
- Saint Joseph, MI
- Express Cruiser
- 37' / 12'
- 1998 / Used
- $74,900
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

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$74,900
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