Boats for sale in Madison Wisconsin - BoatCrazy

1,039 boats found within 100 miles from Madison, Wisconsin

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2026 Godfrey Sanpan Entertainment

$159,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 28'
- 2026 / New
- $159,995
Luxury, comfort, and performance come together beautifully in this Godfrey Sanpan MTF. Built with a premium layout and upscale finishes throughout, this pontoon is made for boater... View Details

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$159,995
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2025 Chaparral SSi

$64,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2025 / Used
- $64,995
This 2026 Chaparral is currently being used as a dealer demo and will be available for purchase beginning October 1. A deposit may be placed now to reserve the boat and ensure it... View Details

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$64,995
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2026 Chaparral SSi OB

$66,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2026 / Used
- $66,995
Dealer demo opportunity with outboard simplicity, a folding arch and the right upgrades for easy family boating and watersports.Highlights: Mercury Pro XS 150 MTX Folding Arch Tow... View Details

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$66,995
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2026 Chaparral SSi

$72,175

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2026 / New
- $72,175
2026 Chaparral 21 SSiCompact in size, bold in spirit — the 2026 21 SSi is proof that big performance can come in a sleek, manageable package. This model in striking Atlas Blue pai... View Details

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$72,175
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2021 Chaparral Surf

$64,995

Oshkosh, WI
- Oshkosh, WI
- Ski & Wake
- 23'
- 2021 / Used
- $64,995
2021 Chaparral 23 SurfTake your time on the water to the next level with this 2021 Chaparral 23 Surf. Powered by a Volvo Penta 280 V6 with only 78 hours, this versatile bowrider d... View Details

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$64,995
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2026 Chaparral SSi

$72,570

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2026 / New
- $72,570
Chaparral 21 SSi — Compact Bowrider, Big Impact on the WaterThe Chaparral 21 SSi is a standout for boaters who want a nimble, stylish bowrider that’s easy to handle, perfect for d... View Details

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$72,570
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2026 Chaparral SSi

$66,680

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2026 / New
- $66,680
Chaparral 21 SSi — Compact, Sporty, and Ready for Everyday Lake AdventuresThe Chaparral 21 SSi is a small-but-mighty bowrider built for boaters who want performance, comfort, and... View Details

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$66,680
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2026 Chaparral SSX

$168,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 26'
- 2026 / New
- $168,995
A luxury-level bowrider built for long days on the water, with big V8 power, upscale amenities and room to entertain.Highlights: Mercury 6.2L 350 HP EFX II Electric Folding Arch... View Details

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$168,995
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2026 Sweetwater Cruise

$71,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 23'
- 2026 / New
- $71,995
Step aboard a vessel built to bring friends and family together—introducing the 2026 Godfrey Sweetwater 2286 Quad Social, where entertainment and elegance meet.Imagine cruising th... View Details

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$71,995
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2026 Tidewater CC Adventure

$79,995

Oshkosh, WI
- Oshkosh, WI
- Fishing Center Console
- 20'
- 2026 / New
- $79,995
A true do-it-all center console with the space to fish hard, cruise comfortably and handle choppier water with confidence.Highlights: Mercury 200 XL FourStroke Garmin GPSMAP 943xs... View Details

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$79,995
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2026 Chaparral SSi

$64,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2026 / Used
- $64,995
This 2026 Chaparral will be available for purchase beginning October 1. A deposit may be placed now to reserve the boat and ensure it is yours as soon as it becomes available.The... View Details

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$64,995
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2007 Chaparral 290 Signature

$47,995

Oshkosh, WI
- Oshkosh, WI
- Cruiser
- 0'
- 2007 / Used
- $47,995
2007 Chaparral 290 Signature | Well-Maintained Cruiser with Recent UpgradesThis 2007 Chaparral 290 Signature is a spacious, well-equipped express cruiser that has been thoughtfull... View Details

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$47,995
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2026 Tidewater LXF

$179,995

Oshkosh, WI
- Oshkosh, WI
- Fishing Center Console
- 25'
- 2026 / New
- $179,995
Big-water capability meets upscale family comfort, with twin Racing outboards, a glass-cockpit helm and thoughtful amenities from bow to stern.Highlights: Twin Mercury 150R Racing... View Details

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$179,995
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2024 Sun Tracker SF 22

$49,900

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2024 / New
- $49,900
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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$49,900
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2025 Berkshire STS Series 21CL STS

$64,390

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2025 / New
- $64,390
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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$64,390
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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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2025 Mid-America Trailer PT22T/13BJ-LED

$6,700

Oshkosh, WI
- Oshkosh, WI
- Trailers - All Other
- 0'
- 2025 / New
- $6,700
I have a selection of tandem axle bunk trailers from 22 - 25 foot in length. They all have aluminum sport rims with a matching spare and mount. Trailers also have ratchet straps an... View Details

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$6,700
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2026 Berkshire CTS Series 24RFX CTS

$74,900

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2026 / New
- $74,900
This 2026 Berkshire 24RFXCTS 3 is Diamond Ice Inc color with Caribbean accents. This boat is built with the backout package, in-floor storage, power electric bimini, power assist s... View Details

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$74,900
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2026 Berkshire STS Series 25SB2 STS 3 Plus

$138,265

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2026 / New
- $138,265
FALL SPECIAL! This 2026 Berkshire 25SB2 STS 3 Plus is a head turner as it is Black in color with the Rose Gold accent stripe. Boat is powered by a Mercury V10 400 Verado with DTS c... View Details

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$138,265
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2025 Berkshire CTS Series 22RFX CTS

$62,090

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2025 / New
- $62,090
This 22 RFX CTS Berkshire is black in color with navy accents. Boat has smoke TT interior with navy stitching. Options include in-floor storage, power assist steering, Lowrance Hoo... View Details

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$62,090
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2022 Manitou 23 Encore RF SHP 575

$63,900

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2022 / Used
- $63,900
This 2022 Encore 23 is two-tone blue in color. Boat has tons of great options starting with touch screen Garmin in the dash, power bimini, in-floor storage up graded premium stereo... View Details

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$63,900
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Showing 568 to 588 of 1,039 boats found.

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