Boats for sale in Chicago Illinois

787 boats found within 100 miles out of 11,638 Boats Found

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2025 Starcraft RX 23 DL DHTT

$105,078

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23'
- 2025 / New
- $105,078
Contact us to find out ALL available savings! Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase o... View Details

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$105,078
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2026 Harris Cruiser 230

$61,302

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $61,302
Act fast on this limited-time offer! 2026 Harris Cruiser 230: Luxury Awaits Experience the pinnacle of luxury boating with the 2026 Harris Cruiser 230. This stunning vessel, availa... View Details

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$61,302
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2025 Starcraft RX 23 Q DH TT

$106,416

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23'
- 2025 / New
- $106,416
Contact us to find out ALL available savings! Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase o... View Details

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$106,416
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2024 Mastercraft X24

$204,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24'
- 2024 / New
- $204,995
Contact us to find out ALL available savings! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat f... View Details

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$204,995
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2024 Mastercraft XT25

$173,240

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 25'
- 2024 / New
- $173,240
Contact us to find out ALL available savings! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat f... View Details

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$173,240
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2025 Mastercraft XT22

$175,880

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2025 / New
- $175,880
Contact us to find out ALL available savings! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat f... View Details

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$175,880
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2025 Harris 250 Cruiser

$77,167

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2025 / New
- $77,167
Contact us to find out ALL available savings! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat f... View Details

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$77,167
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2026 Harris Solstice 250

$149,615

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 26'
- 2026 / New
- $149,615
Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

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$149,615
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2024 Bayliner M19

$33,995

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 19'
- 2024 / Used
- $33,995
This is a Skipperbud’s Certified Pre-Owned Vessel. Every Skipperbud’s Certified Pre-Owned boat undergoes a 360° bow-to-stern inspection by Skipperbud’s Certified technicians, and i... View Details

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$33,995
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2026 Harris Solstice 230

$110,781

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2026 / New
- $110,781
Act fast on this limited-time offer! Free Winterization, Shrink Wrap & Outside Storage Offer Terms:Offer valid with the purchase of an eligible new or pre-owned boat from any p... View Details

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$110,781
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2023 Malibu 20 VTX

$114,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2023 / Used
- $114,995
Take advantage of limited-time savings on in-stock boats!2023 Malibu 20 VTX Experience unmatched luxury and performance with the 2023 Malibu 20 VTX, the ultimate vessel for water e... View Details

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$114,995
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2025 Barletta LUSSO25UE

$141,296

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2025 / New
- $141,296
Contact us to find out ALL available savings! BARLETTA LUSSO 25 UE Is Lusso right for you? Designed with you, and your on-water experience, in mind, the Barletta Lusso models offer... View Details

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$141,296
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2027 Starcraft VX 20 R DH

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 20'
- 2027 / New
- Call for price
Experience the Waters Like Never Before Introducing the stunning 2026 Starcraft VX 20 R DH, available exclusively at SkipperBud's Pewaukee in Pewaukee, WI. Immerse yourself in a wo... View Details

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2027 Starcraft VX 22 Q DH

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 22'
- 2027 / New
- Call for price
2027 Starcraft VX 22 Q DH Experience the epitome of luxury on the water with the 2027 Starcraft VX 22 Q DH. This new vessel promises thrilling adventures and unforgettable relaxati... View Details

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2027 Starcraft 210SVXOB

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Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 21'
- 2027 / New
- Call for price
2026 Starcraft 210SVXOB Unleash the thrill of the open water with the stunning 2026 Starcraft 210SVXOB. This luxury boat combines exceptional performance with sophisticated design,... View Details

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2027 Starcraft VX 20 R DH

Call for price

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 20'
- 2027 / New
- Call for price
2026 Starcraft VX 20 R DH Experience the pinnacle of luxury on water with the stunning 2026 Starcraft VX 20 R DH. Designed for thrill-seekers and leisure-lovers alike, this new ves... View Details

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2022 Bayliner VR5 Bowrider I/O

$35,995

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 20'
- 2022 / Used
- $35,995
2022 Bayliner VR5 Bowrider I/O View Details

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$35,995
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2003 Sea Ray 340 AMBERJACK

$114,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 34'
- 2003 / Used
- $114,995
2003 Sea Ray 340 Amberjack Freshwater • Two Owners • Exceptional Condition This 2003 Sea Ray 340 Amberjack is an outstanding example of one of Sea Ray’s most versatile sport cruise... View Details

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$114,995
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2007 Formula 280 SUN SPORT

$49,995

Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 28'
- 2007 / Used
- $49,995
🚨 YOU WILL HAVE A HARD TIME FINDING A NICER 280 SUN SPORT! 🚨 ⚓ 2007 FORMULA 280 SUN SPORT — PRIDE OF OWNERSHIP SHOWS! ⚓ This extreme example of “Pride of Ownership” truly stand... View Details

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$49,995
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2001 Ranger Tugs 522 VX

$27,862

Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 22'
- 2001 / Used
- $27,862
2001 Ranger 522 VX: A Class Above the Rest The 2001 Ranger 522 VX is a classic tournament-style bass boat built with serious anglers in mind. Powered by a Mercury 250 Pro XS, it br... View Details

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$27,862
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2016 Mastercraft NXT 22

$59,995

Pewaukee, WI
- Pewaukee, WI
- Wakeboard
- 22'
- 2016 / Used
- $59,995
2016 Mastercraft NXT 22 View Details

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$59,995
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