Boats for sale in Chicago Illinois

1,166 boats found within 100 miles out of 14,841 Boats Found

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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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2018 Grand G580

$35,000

Racine, WI
- Racine, WI
- Inflatable
- 19' / 8'
- 2018 / Used
- $35,000
2018 Grand Marine G580HLF2019 Honda BF150 - 49 HoursTrailmaster Single Axle TrailerGarmin GPS map 7608xsv ,8" wide - Displays depth/fish finder as well as engine information (speed... View Details

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$35,000
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2012 Beneteau Oceanis 45

$283,000

Racine, WI
- Racine, WI
- Sailboat
- 45' / 14'
- 2012 / Used
- $283,000
2012 Beneteau Oceanis 45US Elegance Pack: Simrad IS20 Graphic Displays (Log, Speed, Depth & Wind System @ Starboard & Port Helm; Cockpit Shower; Indirect Lighting With LED Interior... View Details

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$283,000
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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 ladd... View Details

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$22,000
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2026 Robalo R257

$211,250

Racine, WI
- Racine, WI
- Fishing
- 25' / 9'
- 2026 / New
- $211,250
UNIT ON ORDER, ARRIVING SPRING 2026!2026 Robalo R257 - Dual ConsoleTwin Yamaha Four Stroke F200XSA2 White - with Electro Hydraulic SteeringCoyote Aluminum Tandem Axle TrailerStanda... View Details

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$211,250
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1987 Hunter Legend 37

$35,000

Racine, WI
- Racine, WI
- Sailboat
- 37' / 12'
- 1987 / Used
- $35,000
1987 Hunter Legend 37Large 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 refr... View Details

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$35,000
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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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2019 Supra SA400

$115,000

Delavan, WI
- Delavan, WI
- Ski & Wake
- 25' / 0'
- 2019 / Used
- $115,000
Stock #360586 Reason for selling is "Plans changed". ANY and ALL offers will be put in front of our seller! Submit your offer today! 350HP INDMAR! TRAILER INCLUDED!! READY TO PL... View Details

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$115,000
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2016 Chaparral 290 Signature

$138,900

South Bend, IN
- South Bend, IN
- Cruiser
- 29' / 9'
- 2016 / Used
- $138,900
Stored Off Site, Shown By Appointment ONLY please! Most cruisers in this size range require you to wake up and disassemble the forward berth if you want to use the dinette for an... View Details

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$138,900
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1999 Sea Ray 500 Sundancer

$199,000

South Haven, MI
- South Haven, MI
- Express Cruiser
- 50' / 0'
- 1999 / Used
- $199,000
Stock #471094 Video of this vessel available at www [dot] popsells [dot] com/view/471094 Reason for selling is "Has not used enough". ANY and ALL offers will be put in front of... View Details

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$199,000
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2023 Custom Built 25 Hadlee Houseboat

$69,000

South Haven, MI
- South Haven, MI
- Houseboat
- 25' / 8'
- 2023 / Used
- $69,000
Custom Built Houseboat Immerse yourself in stylish and comfortable houseboat living with this newly built 2023 Hadley Houseboat, only the third one built, the other two have b... View Details

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$69,000
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2021 Sylvan L3 LZ

$38,700

Edwardsburg, MI
- Edwardsburg, MI
- Pontoon
- 24' / 0'
- 2021 / Used
- $38,700
Stock #452780 Video of this vessel available at www [dot] popsells [dot] com/view/452780 Reason for selling is "Doesn't use it. Came with the home.". ANY and ALL offers will be... View Details

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$38,700
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2026 Barletta Aria 22 QC

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Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 21' / 0'
- 2026 / New
- Call for price
2026 Barletta ARIA22QC Experience the epitome of luxury with the 2026 Barletta ARIA22QC, a masterpiece meticulously crafted for those who demand nothing but the best. This new beau... View Details

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2026 Barletta Cabrio 24 UE

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Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 25' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Barletta CABRIO24UE Experience unparalleled luxury on the water with the stunning 2026 Barletta CABRIO24UE. Designed with meticulous attention to detail, this... View Details

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2026 Barletta Cabrio 22 UC

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Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 23' / 0'
- 2026 / New
- Call for price
Experience Luxury on Water Introducing the exquisite 2026 Barletta CABRIO22UC, where sophistication meets adventure. Crafted for those who cherish opulence, this vessel elevates yo... View Details

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2026 Barletta Lusso 23 UC

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Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 25' / 0'
- 2026 / New
- Call for price
Introducing the 2026 Barletta LUSSO23UC Embark on unparalleled adventures with the stunning 2026 Barletta LUSSO23UC, where luxury meets performance. This new vessel, located at Ski... View Details

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2026 Barletta Cabrio 22 QC

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Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 23' / 0'
- 2026 / New
- Call for price
Experience Luxury on Water Introducing the 2026 Barletta CABRIO22QC, a stunning embodiment of craftsmanship and performance that will elevate your time on the water. Designed for d... View Details

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2025 Sea Ray SLX 260

$182,956

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 25' / 0'
- 2025 / New
- $182,956
Take advantage of limited-time savings on in-stock boats!Act fast on this limited-time offer! Luxury Redefined: 2025 Sea Ray SLX 260 Sleek Elegance: The Sea Ray SLX 260, a 2025 mar... View Details

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$182,956
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2000 Bayliner 5288 PILOTHOUSE MOTORHOUSE

$339,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 56' / 0'
- 2000 / Used
- $339,995
The "Live Aboard Lifestyle" simply does not get any better than this. Exclusively used in Fresh Water since new, this one owner Bayliner 5288 has been meticulously maintained since... View Details

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$339,995
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1999 Trophy 2352FV

$14,995

Pewaukee, WI
- Pewaukee, WI
- Fishing
- 25' / 0'
- 1999 / Used
- $14,995
2019-Replaced Vinyl. 2016-Replaced Isenglas. Trades considered. View Details

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$14,995
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1996 Sea Ray 270 SUNDANCER

$12,500

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 29' / 0'
- 1996 / Used
- $12,500
Introducing the 1996 Sea Ray 270 Sundancer - Where Luxury Meets Adventure. Experience the epitome of boating elegance with our meticulously crafted vessel, designed for those who d... View Details

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$12,500
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