Boats for sale in Chicago Illinois

1,172 boats found within 100 miles out of 14,803 Boats Found

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2026 Gala GALAXY P8

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Racine, WI
- Racine, WI
- Inflatable
- 25' / 9'
- 2026 / New
- Call for price
GALAXY – Pilot P8 model is one of our most popular and best selling models for professional use. Main application for this boat are:• A number of commercial applications like WHALE... View Details

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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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2024 Aquador 250 HT

$266,256

Racine, WI
- Racine, WI
- Cruiser
- 25' / 8'
- 2024 / New
- $266,256
2024 Aquador 250 HTSuzuki DF250APOptional Factory Equipment Included:Air Conditioning unit DC inverterAnchor winch, bow + anchor 7.5kg + remote control for bow thruster and winchAn... View Details

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$266,256
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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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2015 Boston Whaler 220 Outrage

$79,500

Racine, WI
- Racine, WI
- Fishing Sportfish / Convertible
- 22' / 8'
- 2015 / Used
- $79,500
2015 Boston Whaler 220 OutrageMercury Verado 250 - 476 hoursAluminum Tandem axle trailerElectronicsRaymarine Hybrid Touch Chartplotter / FishfinderFusion MS-NRX200i Canvas Includes... View Details

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$79,500
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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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2024 Cobalt R8

$189,990

Fontana, WI
- Fontana, WI
- Bowrider
- 27' / 8'
- 2024 / Used
- $189,990
Powered by a commanding Volvo V8 380hp engine, this beauty propels you across the water with breathtaking speed and unmatched performance. The dual props provide precise control an... View Details

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$189,990
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2018 Malibu 22 VLX

$72,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 22' / 0'
- 2018 / Used
- $72,990
Take your boating experience to the next level with this 2018 Malibu 22VLX, a high-performance wake and surf boat built for endless fun. Powered by a robust 430hp Monsoon M6 engine... View Details

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$72,990
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2025 Cobalt R6

$189,990

Fontana, WI
- Fontana, WI
- Bowrider
- 25' / 8'
- 2025 / Used
- $189,990
This almost new 2025 Cobalt R6, a perfect blend of striking design, luxury appointments, and exhilarating performance. Powered by the Volvo V8-380CE DP, this R6 delivers smooth, re... View Details

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$189,990
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2024 Cobalt R4

$119,990

Fontana, WI
- Fontana, WI
- Bowrider
- 24' / 8'
- 2024 / Used
- $119,990
2024 Cobalt R4. Adorned in a striking Navy & Cabernet exterior, complemented by a luxurious Carmel & Carbo interior, this vessel is the epitome of sophistication on the water. Powe... View Details

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$119,990
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2022 Cobalt R8 Surf

$197,900

Fontana, WI
- Fontana, WI
- Ski & Wake
- 27' / 8'
- 2022 / Used
- $197,900
Experience luxury, performance, and surf-ready innovation with this exceptionally maintained 2022 Cobalt R8 Surf — showing just 70 hours of freshwater use. Combining Cobalt’s renow... View Details

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$197,900
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2017 Cobalt R3 Surf

$69,490

Fontana, WI
- Fontana, WI
- Bowrider
- 23' / 8'
- 2017 / Used
- $69,490
Powered by a forward-facing Volvo V8 & 300hp engine, engineered to give you the ride of a lifetime. Seamlessly switch from serene cruising to exhilarating surfing with ease.Dressed... View Details

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$69,490
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2017 Nautique Super Air Nautique G23

$89,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23' / 102'
- 2017 / Used
- $89,990
Powered by the PCM ZZ6 450hp direct-injection engine, this boat delivers the torque, precision, and responsiveness serious riders demand—along with the legendary reliability Nautiq... View Details

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$89,990
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2025 Axis A245

$155,480

Fontana, WI
- Fontana, WI
- Ski & Wake
- 0' / 0'
- 2025 / New
- $155,480
Experience the thrill of the water like never before with the 2025 Axis A245, designed for watersports enthusiasts who crave top-tier performance, comfort, and style. Powered by th... View Details

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$155,480
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2025 Axis T220

$133,064

Fontana, WI
- Fontana, WI
- Ski & Wake
- 0' / 0'
- 2025 / New
- $133,064
Complete with matching tandem axle trailer, this setup is perfect for wakeboarding, surfing, & creating unforgettable memories on the water.Powerful Performance: Equipped with the... View Details

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$133,064
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2024 Axis T220-R

$79,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 21' / 8'
- 2024 / New
- $79,990
Prepare for unparalleled excitement on the water with the 2024 Axis T220-r – a masterfully crafted vessel designed to elevate your watersport adventures to new heights. Packed with... View Details

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$79,990
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2025 Axis T235

$138,551

Fontana, WI
- Fontana, WI
- Ski & Wake
- 0' / 0'
- 2025 / New
- $138,551
Powered by the Malibu Monsoon M5Di engine, this 23.5-foot wake machine delivers the power, precision, and reliability you need to create massive, clean wakes and surf waves. Plus,... View Details

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$138,551
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2025 Axis T250

$153,624

Fontana, WI
- Fontana, WI
- Ski & Wake
- 25' / 8'
- 2025 / New
- $153,624
2025 Axis T250 with Matching Trailer – Zephyr Blue & WhiteTake your watersports experience to the next level with the all-new 2025 Axis T250, a 25-foot powerhouse designed for thos... View Details

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$153,624
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