Boats for sale in Sheboygan Wisconsin

633 boats found within 100 miles from Sheboygan, Wisconsin

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2026 Tidewater LXF

$219,995

Oshkosh, WI
- Oshkosh, WI
- Fishing Center Console
- 27'
- 2026 / Used
- $219,995
Built to make big-water runs feel easier, this nearly new 272 LXF pairs Seakeeper Ride technology with twin Verado power and joystick control.Highlights: Twin Mercury 250XL Verado... View Details

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$219,995
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2027 Chaparral SSi

$75,650

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2027 / New
- $75,650
A striking, feature-rich Chaparral bowrider finished in a solid black hull with Cayenne interior and loaded with some of the most desirable upgrades available. Highlights: Mercury... View Details

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$75,650
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2022 Viaggio LAGO

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Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 22'
- 2022 / Used
- Call for price
Upscale pontoon comfort, contemporary styling and the versatility to make the most of every summer day. The 2022 Viaggio Lago S L22S combines upscale styling, comfortable seating a... View Details

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2027 Chaparral SSi

$100,455

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 23'
- 2027 / New
- $100,455
Built with a sleek, upscale look and a strong mix of comfort, convenience and performance upgrades, this Chaparral stands out with its solid black hull, Cayenne interior and black... View Details

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$100,455
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2026 Sweetwater Cruise

$71,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 23'
- 2026 / New
- $71,995
Made for bringing everyone along, with an open Quad Social layout, upgraded seating and the power to handle cruising, tubing and full-day outings.Highlights: Mercury 200 HP 27" iM... View Details

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$71,995
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2023 Chaparral SSi

$48,495

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2023 / Used
- $48,495
A sporty, well-equipped Chaparral bowrider with premium cockpit finishes, versatile seating, upgraded electronics and SeaDek throughout the main entertaining areas. Highlights: Mer... View Details

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$48,495
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2026 Chaparral SSi

$87,195

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 23'
- 2026 / New
- $87,195
Roomy, family-friendly bowrider with plenty of seating, strong V6 power and the features you want for full days on the water.Highlights: MerCruiser 4.5L 250 HP Simrad NSX9 Touchsc... View Details

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$87,195
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2027 Chaparral SSi

$86,575

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 23'
- 2027 / New
- $86,575
A sharp, well-equipped bowrider with an all-black exterior, Cayenne interior and the comfort upgrades that make long days on the water even better. Highlights: Mercury MPI Sterndri... View Details

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$86,575
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2020 Chaparral SSX

$56,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 23'
- 2020 / Used
- $56,995
A premium bowrider that gives you the upscale feel of a larger boat without sacrificing the sporty, easy-to-enjoy layout that makes a Chaparral so versatile. Premium Chaparral comf... View Details

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$56,995
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2026 Chaparral SSX

$169,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 26'
- 2026 / New
- $169,995
Made to stand out at the dock and keep a full crew comfortable, with bold Biscayne Blue styling, 350 HP power and a feature-rich cockpit.Highlights: Mercury 6.2L 350 HP EFX II Ele... View Details

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$169,995
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2025 Other Lounge

$139,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 25'
- 2025 / Used
- $139,995
A high-end AquaPatio with serious 400 HP capability, elevated entertaining features and a rear-extension layout that gives everyone more room to spread out.Highlights: Mercury V10... View Details

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$139,995
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2026 Sanpan Sanpan Entertainment

$159,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 28'
- 2026 / New
- $159,995
Built for boaters who want the top end of pontoon luxury without giving up serious performance, this Sanpan pairs 400 HP Verado power with high-end comfort throughout.Highlights: M... View Details

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$159,995
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2023 Chaparral SSi

$64,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 23'
- 2023 / Used
- $64,995
A great step-up family bowrider with generous seating, strong 250 HP power and smart onboard storage for everything from cruising to tubing.Highlights: MerCruiser 4.5L 250 HP Seat... View Details

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$64,995
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2026 Chaparral SSi

$72,175

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2026 / New
- $72,175
Sporty, easy-to-handle bowrider with max 250 HP power and the right upgrades for cruising, watersports and long days on the lake.Highlights: Mercury 4.5L 250 HP MTX Folding Arch T... View Details

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$72,175
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2020 Chaparral SSX

$89,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 25'
- 2020 / Used
- $89,995
A head-turning SSX with strong 350 HP performance, bold black-and-lime styling and an upscale cockpit built for entertaining from bow to stern.Highlights: Mercury 6.2L 350 HP EFX... View Details

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$89,995
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2006 Monterey 282 Cruiser

$54,995

Oshkosh, WI
- Oshkosh, WI
- Cruiser
- 0'
- 2006 / Used
- $54,995
A true weekend cruiser with overnight accommodations, a full galley and plenty of cockpit space for entertaining on the water.Highlights: Twin MerCruiser 4.3L Sterndrives 440 HP T... View Details

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$54,995
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2021 Chaparral Surf

$64,995

Oshkosh, WI
- Oshkosh, WI
- Ski & Wake
- 23'
- 2021 / Used
- $64,995
Built for riders who want more than a standard bowrider, this 23 Surf combines wake-sports capability with plenty of comfort for cruising and sandbar days.Highlights: Volvo Penta 2... View Details

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$64,995
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2009 Glastron SSV 175

$6,900

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 17'
- 2009 / Used
- $6,900
This 2009 Glastron is in very good shape with low hours on it. The boat is blue and white in color. The boats interior is like new condition. This is a great family boat to get out... View Details

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$6,900
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2024 Sun Tracker SF 22

$45,900

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2024 / New
- $45,900
This 2024 SunTracker is brand new, never been in the water. Boat is set up to fish in the morning with 2 bucket captain's seats in the back and bench style seating in the front. Bo... View Details

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$45,900
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2025 Berkshire STS Series 21CL STS

$61,395

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2025 / New
- $61,395
This 2025 Berkshire 21 STS CL STS is second to none in the pontoon industry. This boat is Pearl White, black and victory red in color. Boat checks so many boxes, raised helm, in-fl... View Details

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$61,395
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2025 Manitou Explore 26 Switchback

$79,900

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2025 / New
- $79,900
This 2025 Manitou 26 Explore Switchback is shark grey in color with Ice interior. This boat has ample room for all your family and friends to get out on the water. Boat has 7" touc... View Details

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$79,900
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