Boats for sale in Chicago Illinois

86 boats found within 100 miles from Chicago, Illinois

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2023 Robalo R230 Center Console

$115,534

Saint Joseph, MI
- Saint Joseph, MI
- Fishing Center Console
- 23' / 8'
- 2023 / New
- $115,534
In Stock! Gorgeous lines, updated to Robalo's latest styling design. Abundant passenger comfort with versatile seating and casting areas, fore and aft. Enclosed privacy compartment... View Details

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$115,534
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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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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 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

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$140,000
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2016 Chaparral 307 SSX

$129,900

Saint Joseph, MI
- Saint Joseph, MI
- Bowrider
- 30' / 9'
- 2016 / Used
- $129,900
Meet your next on-the-water obsession: the 2016 Chaparral 307 SSX a head turning mix of luxury, performance, and pure boating bliss! At 30 feet, she delivers a ride as smooth as s... View Details

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$129,900
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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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2017 Chaparral 330 Signature

$194,900

Saint Joseph, MI
- Saint Joseph, MI
- Cruiser
- 33' / 10'
- 2017 / Used
- $194,900
Now available, see this 2017 Chaparral 330 Signature. Always fresh-water, with just 243 engine hours. Designed for summer adventures and weekend getaways, the Chaparral 330 Signatu... View Details

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$194,900
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1987 Oyster 46.5

$145,000

Racine, WI
- Racine, WI
- Sailboat
- 46' / 14'
- 1987 / Used
- $145,000
1987 Oyster 46.5"Here Be Dragons"LOA: 46ft 2inBEAM: 14ftDRAFT: 6ft 6inDISPLACEMENT: 32,000 LbsFUEL: 120 GalFRESH WATER: 220-250 Gal (With Water Heater!)HOLDING: ~26 GalOwner's Desc... View Details

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$145,000
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2023 Robalo R-266 Deepwater Black Wide Band

$149,900

Racine, WI
- Racine, WI
- Fishing Center Console
- 26' / 9'
- 2023 / Used
- $149,900
2023 Robalo 266 Cayman - Deepwater BlackMercury Verado DTS 400XXLCoyote Tandem Axle Aluminum Trailer266 Cayman Unique Key Features:• 2 Passenger Flip-up Transom w/ High Backrest• 3... View Details

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$149,900
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2025 Robalo Center Console R230

$120,549

Racine, WI
- Racine, WI
- Fishing Center Console
- 23' / 8'
- 2025 / New
- $120,549
2025 Robalo R230 - Solid WhiteMercury 250XLCoyote Aluminum Tandem Axle TrailerFactory Options Included With this Package:• White Hull• Cockpit Interior - Harbor Black• Canvas Color... View Details

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$120,549
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2019 Beneteau Oceanis 35.1

$164,699

Racine, WI
- Racine, WI
- Sailboat
- 34' / 12'
- 2019 / Used
- $164,699
2019 Beneteau Oceanis 35.1GENERAL SPECIFICATIONSOverall Length (L.O.A): (without bowsprit): 34’3’’Hull length: 32’9’’L.W.L.: 31’10’’Hull Beam: 12’2’’Light displacement: 13,149 lbsS... View Details

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$164,699
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1994 Pacific Seacraft 34

$110,000

Racine, WI
- Racine, WI
- Sailboat
- 34' / 10'
- 1994 / Used
- $110,000
1994 Pacific Seacraft 34"Esmerelda"This William Crealock designed 1994 Pacific Seacraft cutter is ready for your next sailing adventure. The vessel has been stored indoors througho... View Details

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$110,000
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2000 Hunter 410

$116,000

Racine, WI
- Racine, WI
- Sailboat
- 43' / 13'
- 2000 / Used
- $116,000
2000 Hunter 410 - "Cabaret"This Hunter has been maintained very well over its life, kept on the Great Lake Michigan. Take your family sailing in comfort and let your worries sail a... View Details

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$116,000
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2025 Robalo Center Console R250

$193,625

Racine, WI
- Racine, WI
- Fishing Center Console
- 25' / 9'
- 2025 / New
- $193,625
2025 Robalo R250 - In Stock!Twin Mercury DTS 200XLCoyote Aluminum Tandem Axle TrailerStandard Factory Options Included With this Package:• Solid Hull Alloy Gray Gel Coat• Cockpit I... View Details

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$193,625
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2023 Malibu 25 LSV

$160,390

Fontana, WI
- Fontana, WI
- Ski & Wake
- 25' / 8'
- 2023 / Used
- $160,390
2023 Malibu 25 LSV, the ultimate luxury wakeboarding and surfing machine. This stunning boat is equipped with a powerful M6Di engine, producing a whopping 430 horsepower, making it... View Details

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$160,390
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2026 Malibu 21LX

$184,885

Fontana, WI
- Fontana, WI
- Ski & Wake
- 21' / 98'
- 2026 / New
- $184,885
Step aboard the 2026 Malibu 21LX, a precision-engineered wake boat that transforms every outing into a full-throttle lifestyle experience. Powered by the robust Monsoon M5Di engine... View Details

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$184,885
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2026 Malibu 21LX

$186,282

Fontana, WI
- Fontana, WI
- Ski & Wake
- 21' / 98'
- 2026 / New
- $186,282
Turn every summer into a highlight reel with this 2026 Malibu 21 LX, finished in a clean, modern Arctic White & Vapor Blue exterior that looks incredible on the dock and even bette... View Details

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$186,282
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2025 Axis T220

$133,064

Fontana, WI
- Fontana, WI
- Ski & Wake
- 22' / 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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2025 Axis T235

$138,551

Fontana, WI
- Fontana, WI
- Ski & Wake
- 23' / 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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2023 Malibu 24 MXZ

$159,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 24' / 8'
- 2023 / Used
- $159,990
Powered by the M6Di Monsoon engine, this 24MXZ delivers massive torque, smooth acceleration, & the muscle needed to build world-class waves. Equipped with Surf Gate & the Malibu Su... View Details

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$159,990
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