Boats for sale in Chicago Illinois

1,308 boats found within 100 miles out of 14,674 Boats Found

Back

Filter

2022 Mastercraft XT23

$127,397

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23' / 0'
- 2022 / Used
- $127,397
Experience the Thrill of the Water Introducing the 2022 Mastercraft XT23 – where exhilarating performance meets luxurious craftsmanship. With an engine that boasts a powerful ILMOR... View Details

View 30 Photos and Details Contact Seller

$127,397
VIEW DETAILS
2023 Suncatcher G3 SELECT 320RC

$35,900

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 20' / 0'
- 2023 / Used
- $35,900
Experience the ultimate blend of luxury, performance, and versatility with the 2023 SunChaser 320 RC tritoon. Designed to elevate your time on the water, this exceptional vessel is... View Details

View 30 Photos and Details Contact Seller

$35,900
VIEW DETAILS
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

View 24 Photos and Details Contact Seller

$79,995
VIEW DETAILS
Advertisement
2026 Barletta Cabrio 24 UE

Call for price

Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 25' / 0'
- 2026 / New
- Call for price
Elevate Your Adventure Discover the unparalleled joy of life on the water with the 2026 Barletta CABRIO24UE, available at SkipperBud's Pewaukee in Pewaukee, WI. This stunning maste... View Details

View 10 Photos and Details Contact Seller

Call for price
VIEW DETAILS
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

View 16 Photos and Details Contact Seller

$14,995
VIEW DETAILS
1999 Carver 380 SANTEGO

$64,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 38' / 0'
- 1999 / Used
- $64,995
1999 Carver Yachts 380 SANTEGO View Details

View 30 Photos and Details Contact Seller

$64,995
VIEW DETAILS
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

View 27 Photos and Details Contact Seller

$38,995
VIEW DETAILS
Advertisement
Advertisement
2018 Misty Harbor S 2385 SEC TRITOON

$39,995

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2018 / Used
- $39,995
Come on down to Skipperbuds in Pewaukee to check out this unique Misty Harbor. Entertain all of your family and friends on the bar top! Give us a call to set up an in person appoin... View Details

View 22 Photos and Details Contact Seller

$39,995
VIEW DETAILS
Advertisement
2022 Harris CROWNE

$131,253

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25' / 0'
- 2022 / Used
- $131,253
Experience Unmatched Luxury Step aboard the 2022 Harris CROWNE and enter a realm of sophistication. This exquisite vessel is meticulously crafted for those who appreciate the finer... View Details

View 27 Photos and Details Contact Seller

$131,253
VIEW DETAILS
2023 Malibu WAKESETTER

$128,989

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23' / 0'
- 2023 / Used
- $128,989
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

View 30 Photos and Details Contact Seller

$128,989
VIEW DETAILS
2026 Barletta Cabrio 22 U

Call for price

Pewaukee, WI
- Pewaukee, WI
- Other / Not Classified
- 23' / 0'
- 2026 / New
- Call for price
2026 Barletta CABRIO22U Experience the allure of waterfront living with the stunning 2026 Barletta CABRIO22U, available exclusively at SkipperBud's Pewaukee in breathtaking Pewauke... View Details

View 5 Photos and Details Contact Seller

Call for price
VIEW DETAILS
2005 Neptune 23

$15,589

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 23' / 0'
- 2005 / Used
- $15,589
Discover the Neptune 23 Introducing the 2005 Neptune 23, a stunning blend of elegance and performance. Designed for discerning boaters, this vessel promises unforgettable experienc... View Details

View 13 Photos and Details Contact Seller

$15,589
VIEW DETAILS
Advertisement
2007 Four Winns 204 FS

$18,995

Pewaukee, WI
- Pewaukee, WI
- Bowrider
- 21' / 0'
- 2007 / Used
- $18,995
2007 Four Winns 204 FS View Details

View 18 Photos and Details Contact Seller

$18,995
VIEW DETAILS
Advertisement
1997 Sea Ray 330 EXPRESS CRUISER

$59,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 38' / 0'
- 1997 / Used
- $59,995
1997 Sea Ray 330 EXPRESS CRUISER View Details

View 25 Photos and Details Contact Seller

$59,995
VIEW DETAILS
2025 Yamaha 220AR

Call for price

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 22' / 0'
- 2025 / New
- Call for price
Experience Luxury on Water Step aboard the 2025 Yamaha 220AR, where unparalleled craftsmanship meets cutting-edge design. This luxurious vessel is a statement of style and sophisti... View Details

View 1 Photo and Details Contact Seller

Call for price
VIEW DETAILS
2025 Yamaha 220AR

Call for price

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 22' / 0'
- 2025 / New
- Call for price
Discover the 2025 Yamaha 220AR Unleash your aquatic adventures with the 2025 Yamaha 220AR, the pinnacle of luxury and performance in the boating world. Nestled at SkipperBud's Pewa... View Details

View 1 Photo and Details Contact Seller

Call for price
VIEW DETAILS
2010 Sea Ray 260 SUNDECK

$45,000

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 0' / 0'
- 2010 / Used
- $45,000
2010 Sea Ray 260 SUNDECK View Details

View 12 Photos and Details Contact Seller

$45,000
VIEW DETAILS
2025 Yamaha 250AR

Call for price

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 25' / 0'
- 2025 / New
- Call for price
2025 Yamaha 250AR: Where Luxury Meets Adventure Step into a realm of unrivaled sophistication with the 2025 Yamaha 250AR, now available at SkipperBud's Pewaukee in Pewaukee, WI. Th... View Details

View 1 Photo and Details Contact Seller

Call for price
VIEW DETAILS
Advertisement
2003 Sea Ray 550 SUNDANCER

$349,995

Pewaukee, WI
- Pewaukee, WI
- Cruiser
- 55' / 0'
- 2003 / Used
- $349,995
2003 Sea Ray 550 Sundancer – Turn-Key Luxury with Upgrades and Exceptional Care This impeccably maintained 2003 Sea Ray 550 Sundancer is the perfect blend of performance, comfort,... View Details

View 30 Photos and Details Contact Seller

$349,995
VIEW DETAILS
2021 Yamaha AR195

$34,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 19' / 0'
- 2021 / Used
- $34,995
2021 Yamaha AR195 View Details

View 20 Photos and Details Contact Seller

$34,995
VIEW DETAILS
2025 Yamaha 190AR

Call for price

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 19' / 0'
- 2025 / New
- Call for price
2025 Yamaha 190AR: A Luxurious Escape Experience the thrill of the open waters with the stunning 2025 Yamaha 190AR, available now at SkipperBud's Pewaukee in Wisconsin. This new lu... View Details

View 7 Photos and Details Contact Seller

Call for price
VIEW DETAILS