Boats for sale in Chicago Illinois

1,779 boats found within 100 miles out of 15,684 Boats Found

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2025 Mercury Verado 350HP HD XXXL

$38,645

Racine, WI
- Racine, WI
- Outboard Motors
- 0' / 0'
- 2025 / New
- $38,645
Color Options Pricing Engine Drive Line - Gear Ratio(s): 2.08:1 Steering View Details

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$38,645
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2025 Mercury Verado 350HP HD CXXXL

$39,195

Racine, WI
- Racine, WI
- Outboard Motors
- 0' / 0'
- 2025 / New
- $39,195
Color Options Pricing Engine Drive Line - Gear Ratio(s): 2.08:1 Steering View Details

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$39,195
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2026 Walker Bay 22

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Racine, WI
- Racine, WI
- Performance
- 0' / 0'
- 2026 / New
- Call for price
The Walker Bay 22. The Walker Bay 22 is a luxury runabout boat designed with a wide beam, giving both the driver and passengers plenty of space and comfort—something you’d typicall... View Details

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2026 Walker Bay G12

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Racine, WI
- Racine, WI
- Performance
- 0' / 0'
- 2026 / New
- Call for price
The Generation 12 - The World’s Best 12’ Outboard Console Tender Generation 12 Features and Specifications Specifications: LOA – 365cm / 12’ Beam – 134cm / 6’ 4” Tube Diameter – 48... View Details

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2026 Walker Bay G15

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Racine, WI
- Racine, WI
- Performance
- 0' / 0'
- 2026 / New
- Call for price
2026 Walker Bay G15 Introducing the all-new Generation 15 luxury outboard console tender. The G15 is quite possibly the most sophisticated and exciting RIB we’ve ever made. Over 25... View Details

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2026 Gala V330

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Racine, WI
- Racine, WI
- Performance
- 10' / 5'
- 2026 / New
- Call for price
GALA Viking V330 V330 Boat Specs: LOA: 10'10" Beam: 5'8" Bare Boat Weight: 275 lbs Loading Capacity: 1100 lbs / 5 Persons Engine Max: 30 H.P GALA V330 Factory Options Included: Ele... View Details

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2026 Gala V360

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Racine, WI
- Racine, WI
- Performance
- 11' / 6'
- 2026 / New
- Call for price
2026 GALA - V360 Honda BF40LRTA 40hp. Four Stroke Outboard Engine Trailmaster CR1515 1,500 capacity Custom Trailer GALA Factory options included on this V360: Electric package: hor... View Details

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2026 Gala Galaxy P8

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Racine, WI
- Racine, WI
- Performance
- 0' / 0'
- 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 WHA... View Details

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2026 Gala V420

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Racine, WI
- Racine, WI
- Performance
- 13' / 6'
- 2026 / New
- Call for price
2026 Gala V420 VIKING V420 model has been upgraded for the 2025 season! This mid-size luxury aluminum hull RIB is a great choice as a roomy and powerful yacht tender, family boat... View Details

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1987 Hunter Legend 37

$35,000

Racine, WI
- Racine, WI
- Sailboat
- 37' / 12'
- 1987 / Used
- $35,000
1987 Hunter Legend 37 Large main salon with dinnett to port and settee to starboard, nav station to starboard, full galley with 2 burner stove / oven, double stainless sink and re... View Details

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$35,000
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1989 Hunter 30

$22,000

Racine, WI
- Racine, WI
- Sailboat
- 30' / 11'
- 1989 / Used
- $22,000
1989 Hunter 30 "Silent Knight" This is a very nice freshwater boat, very well maintained for an 89'. - Starting aft, this boat offers the swim platform with stainless steel swim... View Details

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$22,000
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1996 Caliber 1 35 LRC

$85,000

Racine, WI
- Racine, WI
- Sailboat
- 35' / 11'
- 1996 / Used
- $85,000
1996 Caliber 35 LRC "Archangel" This is a single owner vessel, purchased new in '96 and used exclusivley for cruising Lake Michigan. The boat has been really well cared for as wa... View Details

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$85,000
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2026 Dufour 37

$369,000

Racine, WI
- Racine, WI
- Sailboat
- 0' / 12'
- 2026 / New
- $369,000
2026 Dufour 37 This 2026 Dufour 37 is a rare opportunity to acquire a turnkey, revenue-producing sailboat with established demand, full utilization, and professional management al... View Details

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$369,000
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2026 Robalo R317 Dual Console

$361,870

Racine, WI
- Racine, WI
- Performance
- 0' / 0'
- 2026 / New
- $361,870
On Order, Expected June 2026!! 2026 Robalo R317 Twin Yamaha F350USA2 4.3L V6 - White Hull - Yamaha Helm Master EX with Maneuverability - Cockpit Interior - Harbor Black - Canvas... View Details

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$361,870
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2001 Regal 1900 LSR

$9,000

Racine, WI
- Racine, WI
- Performance
- 18' / 8'
- 2001 / Used
- $9,000
New Listing! Vessel Available! 2001 Regal 1900 LSR Powered by the Volvo Penta 4.3 GL Bimini Top Cockpit and bow storage cover Single axle trailer Misc. life jackets included... View Details

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$9,000
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2007 Hunter 38

$114,900

Racine, WI
- Racine, WI
- Sailboat
- 0' / 12'
- 2007 / Used
- $114,900
2007 Hunter 38 Available for viewing!! Overview If you’ve been waiting for the right cruising sailboat—this is it. This 2007 Hunter 38 delivers the perfect combination of perfo... View Details

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$114,900
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2023 Cobalt 220S

$46,490

Fontana, WI
- Fontana, WI
- Bowrider
- 21' / 8'
- 2023 / Used
- $46,490
Discover the ultimate boating experience with this stunning 2023 Cobalt 220S, a perfect blend of style, comfort, and power. Featuring a robust V6 Volvo 280hp engine and only 351 ho... View Details

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$46,490
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2023 Cobalt 220S

$46,990

Fontana, WI
- Fontana, WI
- Bowrider
- 21' / 8'
- 2023 / Used
- $46,990
Experience the perfect blend of style, performance, and craftsmanship with this 2023 Cobalt 220s, powered by a Volvo 280hp engine. With only 335 hours, this stunning white and navy... View Details

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$46,990
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2024 Cobalt 220S

$45,990

Fontana, WI
- Fontana, WI
- Bowrider
- 21' / 8'
- 2024 / Used
- $45,990
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$45,990
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2022 Malibu 20VTX

$99,990

Fontana, WI
- Fontana, WI
- Ski & Wake
- 20' / 98'
- 2022 / Used
- $99,990
The 20 VTX is Malibu's ultimate triple threat. VTX stands for versatility and it truly is the boat that makes everyone happy whether you want to ski, wakesurf, or wakeboard. Its un... View Details

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$99,990
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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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