Boats for sale in Chicago Illinois

429 boats found within 100 miles out of 10,881 Boats Found

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2015 Avalon 2585 WRL

$35,961

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 25'
- 2015 / Used
- $35,961
2015 Avalon 2585 WRL The 2015 Avalon 2585 WRL is a spacious, comfortable pontoon designed for enjoying relaxed days on the water with family and friends. Powered by a Mercury 150 F... View Details

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$35,961
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2019 Yamaha SX210

$36,800

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 21'
- 2019 / Used
- $36,800
Listing Title: 2019 Yamaha SX210 Unleash the Adventure Discover the thrill of boating with the 2019 Yamaha SX210, expertly designed for those who seek both excitement and leisure o... View Details

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$36,800
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2027 Mastercraft NXT22

$500

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2027 / New
- $500
Experience Unmatched Luxury on the Water Introducing the 2027 Mastercraft NXT22, a masterpiece of design and performance waiting at SkipperBud's Pewaukee in Pewaukee, WI. This new... View Details

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$500
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2017 Starcraft EX20C

$24,338

Pewaukee, WI
- Pewaukee, WI
- Pontoon
- 20'
- 2017 / Used
- $24,338
2017 Starcraft EX20C The 2017 Starcraft EX20C is a simple, comfortable pontoon that's ready for relaxing cruises, swimming, and spending quality time with family and friends. Power... View Details

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$24,338
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2021 Scarab 165 ID

$21,780

Pewaukee, WI
- Pewaukee, WI
- Jet boat
- 16'
- 2021 / Used
- $21,780
2021 Scarab 165 ID: A Jewel on Water The 2021 Scarab 165 ID is a compact, sporty jet boat that brings an impressive amount of fun and versatility to a 16-foot package. Powered by a... View Details

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$21,780
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2027 Mastercraft XT22

$500

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2027 / New
- $500
2027 Mastercraft XT22: Elevate Your Lake Experience Discover the epitome of luxury on water with the 2027 Mastercraft XT22, available exclusively at SkipperBud's Pewaukee in Pewauk... View Details

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$500
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2027 Mastercraft XT23

$500

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2027 / New
- $500
Experience Unmatched Luxury The 2027 Mastercraft XT23 is the epitome of boating elegance, designed to turn heads and elevate your adventures on the water. With its sleek lines and... View Details

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$500
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2006 Other Ray 220 SUNDECK

$19,515

Pewaukee, WI
- Pewaukee, WI
- Deck Boat
- 22'
- 2006 / Used
- $19,515
2006 Sea Ray 220 SUNDECK: Experience Luxury on Water The 2006 Sea Ray 220 Sundeck is a versatile deck boat that combines spacious seating, comfortable amenities, and the proven per... View Details

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$19,515
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2017 Mastercraft XT23

$78,964

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 23'
- 2017 / Used
- $78,964
2017 Mastercraft XT23 The 2017 MasterCraft XT23 is a serious crossover built for big days on the water, with the performance and versatility to keep everyone aboard entertained. Po... View Details

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$78,964
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2021 Tige 22RZX

$89,372

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 22'
- 2021 / Used
- $89,372
2021 Tige 22RZX The 2021 Tige 22RZX is a premium wake and surf boat designed to deliver impressive performance, advanced wake-shaping technology, and a comfortable layout for famil... View Details

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$89,372
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2027 Mastercraft XT 20

$500

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20'
- 2027 / New
- $500
Just landed and ready to make waves!Experience Luxury on the Water Introducing the stunning 2027 Mastercraft XT20, a perfect fusion of performance and elegance docked at SkipperBud... View Details

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$500
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2027 Boston Whaler Whaler 240 Vantage

$500

Pewaukee, WI
- Pewaukee, WI
- Runabout
- 24'
- 2027 / New
- $500
Family friendly and outfitted for fun, the 2027 Boston Whaler 240 Vantage is a sleek, stylish 24-foot dual console boat with everything you need to fall in love with the water all... View Details

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$500
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2021 ATX Surf Boats Surf Boats 20 TYPE-S

$79,995

Pewaukee, WI
- Pewaukee, WI
- Ski & Wake
- 20'
- 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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2026 Starcraft EXS 3 R DH

$81,495

Leesburg, IN
- Leesburg, IN
- Pontoon
- 23'
- 2026 / New
- $81,495
THIS 2026 STARCRAFT EXS 3 R DH IS POWERED BY A HONDA 250HP WITH iST CONTROLS AND SHOW WITH THE FOLLOWING OPTIONS. FULL TEAK WEAVE FLOORING, WET SOUDS RADIO WREAR SPACING SPEAKERS,... View Details

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$81,495
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2026 ATX Surf Boats 22 Type S

$124,995

Leesburg, IN
- Leesburg, IN
- Wakeboard
- 22'
- 2026 / New
- $124,995
2026 ATX Surf Boats 22 Type-S – Fully Redesigned. Built to Perform. Ready to Ride. Experience the next generation of surf performance with the all-new 2026 ATX 22 Type-S. Completel... View Details

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$124,995
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2005 Stingray 180RX

$9,995

Leesburg, IN
- Leesburg, IN
- Runabout
- 18'
- 2005 / Used
- $9,995
2005 STNGRAY 180RX 2005 STINGRAY 180RX WITH A 175 HP MERCRUISER MOTOR, IN GOOD CONDITION WITH TENNESSEE TRAILER INCLUDED View Details

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$9,995
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2022 Tahoe T18

$31,495

Leesburg, IN
- Leesburg, IN
- Bowrider
- 18'
- 2022 / Used
- $31,495
2022 Mercury 115 ELPT 4S PRO XS, 2022 TRAILSTAR TRAILER Max HP: 115 HP Length Overall: 18 ft. 5 in. (5.61 m) Beam: 7 ft. 10 in. (2.39 m) Draft: 25 in. (63.5 cm) Dry Weight: 1580 lb... View Details

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$31,495
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2012 Starcraft SCX 220

$18,750

Leesburg, IN
- Leesburg, IN
- Runabout
- 22'
- 2012 / Used
- $18,750
AVAILABLE NOW. A VERY WELL MAINTAINED 2012 STARCRAFT SCX 220 I/O POWERED BY A MERCRUISER 5.0L MPI ENGINE WITH AN ALPHA 1 STERNDRIVE. TANDEM AXLE TRAILMASTER TRAILER W/ BRAKES INCLU... View Details

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$18,750
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2010 Mastercraft x15

$44,995

Leesburg, IN
- Leesburg, IN
- Wakeboard
- 22'
- 2010 / Used
- $44,995
2010 MASTERCRAFT X15 POWERED BY 350 MOTOR EFI MOTOR. TANDEM AXLE TRAILER. COVER. MORE PICTURES COMING SOON BOAT IS CURRENTLY INSIDE STORED.. APPROX 500 HOURS. Length Overall: 21 ft... View Details

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$44,995
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2024 Starcraft CX 23 DL BAR

$76,000

Leesburg, IN
- Leesburg, IN
- Pontoon
- 24'
- 2024 / New
- $76,000
2026 DEMO TRITOON. AVAILABLE NOW. FULL WARRANTIES APPLY. ONE OF THE MOST UNIQUE MODELS STARCRAFT OFFERS. THE CX 23 DL BAR POWERED BY A YAMAHA F200 WITH ELECTRIC STEERING AND DIGIT... View Details

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$76,000
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2025 Starcraft SV 16 OB

$36,595

Leesburg, IN
- Leesburg, IN
- Deck Boat
- 16'
- 2025 / New
- $36,595
The new Starcraft SV 16 OB Deckboat—a perfect blend of affordability and family-friendly features. Designed to provide maximum enjoyment without breaking the bank, this boat runs s... View Details

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$36,595
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