Boats for sale in Madison Wisconsin

600 boats found within 100 miles out of 11,304 Boats Found

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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

$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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2020 Bayliner VR Series

$29,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 22'
- 2020 / Used
- $29,995
A spacious, easygoing bowrider that gives families more room to stretch out without stepping up to a much larger boat.Highlights: MerCruiser 4.5L 200 HP BeamForward Design Seatin... View Details

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$29,995
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2022 Chaparral SSX

$149,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 28'
- 2022 / Used
- $149,995
Low-hour luxury bowrider with big-block V8 power, premium upgrades and plenty of room for cruising and entertaining.Highlights: 380 HP MerCruiser 8.2L DTS Only 59 Hours EFX Elect... View Details

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$149,995
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2026 Godfrey 235 SFLC

$64,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2026 / Used
- $64,995
A refined tritoon built around comfort, bold styling and strong 200 HP performance for relaxed cruising and entertaining.Highlights: Mercury 200L Pro XS Simrad Chartplotter/Fish F... View Details

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$64,995
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2027 Sweetwater Lounge

$72,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 23'
- 2027 / New
- $72,995
NEW 2027 Godfrey Sweetwater 2286 SFLCThe 2027 Godfrey Sweetwater 2286 SFLC blends the easygoing comfort the Sweetwater lineup is known for with a versatile lounge-focused layout a... View Details

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$72,995
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2027 Chaparral SSX

$184,953

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 24'
- 2027 / New
- $184,953
A bold, premium bowrider combining upscale styling, strong performance and a long list of desirable upgrades. Highlights: 300 HP Mercury DTS Sterndrive with Bravo Three Drive Blac... View Details

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$184,953
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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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2027 Chaparral SSi

$77,350

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2027 / New
- $77,350
A sharp, well-equipped bowrider finished in full Island Green gelcoat with a premium Dune interior and a white folding arch tower. Highlights: Mercury MPI Sterndrive with Alpha Dri... View Details

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$77,350
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2027 Chaparral SSi

$74,775

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2027 / New
- $74,775
A sharp, well-equipped sport boat that blends Chaparrals upscale fit and finish with a versatile layout built for cruising, watersports and long days on the lake. This Biscayne Blu... View Details

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$74,775
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2026 Chaparral SSi

$64,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2026 / Used
- $64,995
A rare pre-owned opportunity, combining 250 HP performance with a black folding arch, upgraded flooring and a fully equipped helm.Highlights: MerCruiser 4.5L 250 HP Black Folding... View Details

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$64,995
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2025 Other 2185 DC

$109,995

Oshkosh, WI
- Oshkosh, WI
- Fishing Bass Boat
- 0'
- 2025 / Used
- $109,995
A serious performance fishing machine with 400R power and a Garmin electronics package built for anglers who want speed, precision and capability.Highlights: Mercury Racing 400R D... View Details

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$109,995
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2027 Godfrey 235 SBC

$101,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2027 / New
- $101,995
Premium tritoon built for all-day cruising and entertaining, with strong 250 HP Mercury Verado performance and Godfreys spacious Split Bench Co-Captain layout.Highlights: 250 HP Me... View Details

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$101,995
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2026 Chaparral SSX

$169,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 26'
- 2026 / New
- $169,995
Designed for effortless days on the water, with generous seating, upscale amenities and 350 HP performance for cruising with a full crew.Highlights: Mercury 6.2L 350 HP EFX II Ele... View Details

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$169,995
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2027 Other 985 DC

$104,898

Oshkosh, WI
- Oshkosh, WI
- Fishing
- 0'
- 2027 / New
- $104,898
Loaded multi-species fishing rig built for anglers who want premium electronics, serious performance and all-day comfort.Highlights: Mercury 200 XL Pro XS DTS Dual Humminbird XPLO... View Details

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$104,898
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2025 Godfrey Split Bench

$84,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 23'
- 2025 / Used
- $84,995
2025 Godfrey Monaco 235 SB 300 HP Mercury Verado Only 54 Hours Split Bench Layout Seating for 13 Premium Comfort & Performance USED 2025 Godfrey Monaco 235 SB | 300 HP Mercury... View Details

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$84,995
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2024 Godfrey 235 SBC

$52,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2024 / Used
- $52,995
USED 2024 Godfrey Monaco 235 SBC | Mercury 150 HPPremium comfort, versatile seating, and standout styling come together in this 2024 Godfrey Monaco 235 SBC. Powered by a Mercury 1... View Details

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$52,995
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2017 Bennington 208 SL

$19,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2017 / Used
- $19,995
Get out on the water for less with this 2017 Bennington 208 SL! Featuring a 50 HP Yamaha, comfortable seating for 8, and Bennington's quality construction, it's perfect for cruisin... View Details

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$19,995
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2027 Sanpan Lounge

$274,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 25'
- 2027 / New
- $274,995
2027 Godfrey San Pan 2500 ULW Pontoon Boat for Sale in Oshkosh, WisconsinThis 2027 Godfrey San Pan 2500 ULW pontoon is built for Wisconsin boaters who want performance and a finis... View Details

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$274,995
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2027 Sweetwater Split Bench

$64,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 23'
- 2027 / New
- $64,995
This 2027 Godfrey Sweetwater 2286 SBC is built for the owner who wants a pontoon that handles everything from quiet sunset cruises to full days of watersports. At 23'10" with an 8... View Details

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$64,995
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2027 Sweetwater Split Bench

$69,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 23'
- 2027 / New
- $69,995
2027 Godfrey Sweetwater 2286 SBCThis Sweetwater is built for a full day on the water. At 23'10" with an 8'6" beam, it seats up to 12 and rides on 25" outer tubes with the 27" iMPA... View Details

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$69,995
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