Boats for sale in Chicago Illinois

1,761 boats found within 100 miles out of 15,769 Boats Found

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2026 Starcraft SVX 191 OB

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Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 18' / 0'
- 2026 / New
- Call for price
Just landed and ready to make waves! Starcraft's SVX 191 OB fiberglass sport boat is tailored for family adventures, offering a thrilling combination of speed and comfort on the wa... View Details

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2026 Barletta Aria 22 UC

$73,862

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 21' / 0'
- 2026 / New
- $73,862
Is the Aria right for you? Designed to be obtainable without sacrifice. The Aria is for those who seek quality at a favorable price point. Value - driven with the quality and craft... View Details

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$73,862
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2026 Starcraft EXS 3 DL

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Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2026 / New
- Call for price
The Starcraft EXS 3 DL is a feature-rich pontoon boat with dual rear-facing loungers and a spacious layout designed for cruising and fun on the water. With the HMX PR25 third-tube... View Details

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2026 Barletta Cabrio 24 QC

$102,637

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2026 / New
- $102,637
2026 Barletta CABRIO24QC Experience the epitome of aquatic luxury with the 2026 Barletta CABRIO24QC, now available at SkipperBud's Pewaukee in Pewaukee, WI. This stunning vessel re... View Details

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$102,637
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1996 Sea Ray 270 SUNDANCER

$9,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 29' / 0'
- 1996 / Used
- $9,995
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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$9,995
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2022 Bentley 22 LEGACY

$45,895

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 22' / 0'
- 2022 / Used
- $45,895
2022 Bentley 22 LEGACY Indulge in the ultimate boating experience with the 2022 Bentley 22 LEGACY, a masterpiece of luxury craftsmanship. Designed for those who appreciate elegance... View Details

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$45,895
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2026 Starcraft 211SVXIO

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Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 18' / 0'
- 2026 / New
- Call for price
Starcraft's SVX 191 OB fiberglass sport boat is tailored for family adventures, offering a thrilling combination of speed and comfort on the water. With its durable construction an... View Details

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2021 Moomba KAIYEN

$72,425

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 24' / 0'
- 2021 / Used
- $72,425
2021 Moomba KAIYEN Step aboard the 2021 Moomba KAIYEN, where luxury meets thrill on the water. Perfectly designed for those who seek adventure, this impressive vessel combines cutt... View Details

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$72,425
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2022 Barletta LUSSO 23UCTT

$89,995

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2022 / Used
- $89,995
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$89,995
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2014 Tige R20

$39,962

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2014 / Used
- $39,962
Experience Unmatched Performance Step aboard the 2014 Tige R20, where exhilarating performance meets cutting-edge design. Powered by a robust INDMAR FUSION 335 engine, this luxury... View Details

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$39,962
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2021 Barletta L23QC

$80,209

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2021 / Used
- $80,209
2021 Barletta L23QC: Luxury Awaits Discover the ultimate on-water experience with the 2021 Barletta L23QC. This luxurious boat combines exceptional craftsmanship with advanced tech... View Details

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$80,209
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2004 Starcraft ELITE 226

$14,864

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2004 / Used
- $14,864
Discover Your Dream: 2004 Starcraft ELITE 226 Step aboard the 2004 Starcraft ELITE 226 and experience the ultimate blend of luxury and performance. This elegant vessel is crafted f... View Details

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$14,864
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1998 Malibu SPORTSTER

$14,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 0' / 0'
- 1998 / Used
- $14,995
For skiers who crave pure performance and a classic design, The 1998 Malibu Sportster LX delivers. This nimble 20 foot inboard is known for its excellent slalom wake and responsive... View Details

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$14,995
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2021 ATX Surf Boats 20 TYPE-S

$79,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20' / 0'
- 2021 / Used
- $79,995
Own the water with this 2021 ATX 20 Type-S. Compact size meets full-size performance for every watersport imaginable-from catching the perfect surf wave to throwing down rampy wake... View Details

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$79,995
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2023 Malibu WAKESETTER

$115,117

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23' / 0'
- 2023 / Used
- $115,117
Experience Adventure on the Water Unleash your passion for adrenaline and water sports with the 2023 Malibu WAKESETTER, an iconic vessel that transforms every outing into a thrilli... View Details

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$115,117
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2021 Yamaha SX 210

$38,995

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 21' / 0'
- 2021 / Used
- $38,995
The 2021 Yamaha SX210 is a 21-foot jet boat known for its blend of luxury, versatility, and value. Featuring twin Yamaha TR-1 High Output engines. Enjoy various activities like cru... View Details

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$38,995
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2008 Glastron GT225

$19,208

Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 22' / 0'
- 2008 / Used
- $19,208
2008 Glastron GT225: Accelerate your summer with this 2008 Glastron GT225!!. This pre-owned vessel is clean and ready for a new owner and promises endless outings on the water with... View Details

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$19,208
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2002 Larson 210 SEI

$10,180

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 21' / 0'
- 2002 / Used
- $10,180
This 2002 Larson 210 looking for a new home! This pre-owned bowrider has 600 engine hours and is ready for another 400 with you and your family. This boat features a Yamaha 175HP O... View Details

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$10,180
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2004 Centurion AVALANCHE C4

$28,500

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22' / 0'
- 2004 / Used
- $28,500
Thie Centurion will put a smile on your face as soon as you hear the big V8 with the thru hull exhaust! Get into a great performance tow boat without breaking the bank. Come on dow... View Details

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$28,500
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2005 Bentley 240 CRUISE

$10,097

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 24' / 0'
- 2005 / Used
- $10,097
2005 Bentley 240 CRUISE Step aboard the 2005 Bentley 240 CRUISE and experience the perfect blend of performance and luxury on the water. This stunning vessel, with its elegant desi... View Details

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$10,097
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2010 Sea Ray 260 SUNDECK

$45,000

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 0' / 0'
- 2010 / Used
- $45,000
The 2010 Sea Ray 260 Sundeck is a premium boat designed for comfort, performance, and entertaining on the water. At 26 feet in length, it offers an exceptionally spacious layout wi... View Details

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$45,000
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