Boats for sale in Madison Wisconsin

599 boats found within 100 miles from Madison, Wisconsin

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2023 Boston Whaler Dauntless

$199,995

Oshkosh, WI
- Oshkosh, WI
- Fishing Center Console
- 25'
- 2023 / Used
- $199,995
Meticulously kept and exceptionally well equipped, this 250 Outrage blends serious offshore capability with the comfort and versatility to handle family cruising and watersports ju... View Details

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$199,995
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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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2026 Chaparral SSi

$66,680

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2026 / New
- $66,680
Sharp black-hull 21 SSi with max 250 HP power, upgraded comfort and the right equipment for cruising, tubing and everyday lake days.Highlights: Mercury 4.5L 250 HP Deluxe Package... View Details

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$66,680
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2017 Bennington G Series 22

$37,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 24'
- 2017 / Used
- $37,995
A smart choice for boaters who want fishing functionality without giving up the comfort and seating of a traditional pontoon.Highlights: Mercury 150 HP Four-Stroke GFS Fishing Flo... View Details

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$37,995
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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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2027 Godfrey 235 SFLC

$106,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 0'
- 2027 / New
- $106,995
Premium comfort, serious performance, and loaded with upgrades. This 2027 Godfrey Monaco 235 SFLC pairs Mercury 250 FourStroke power with the iMPACT center tube, Back Porch Package... View Details

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$106,995
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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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2027 Chaparral SSX

$253,401

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 26'
- 2027 / New
- $253,401
Black Edition SSX 6 with serious presence, premium comfort, and the performance to match. Powered by a 380 HP Mercury 8.2L DTS, this boat is loaded with standout upgrades for cruis... View Details

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$253,401
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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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2025 Chaparral SSi

$64,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 21'
- 2025 / Used
- $64,995
Set up for watersports and weekend cruising, with 250 HP power, a folding tower and a well-appointed cockpit thats ready for full days on the lake.Highlights: MerCruiser 4.5L 250 H... View Details

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$64,995
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2026 Sweetwater Cruise

$69,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 23'
- 2026 / New
- $69,995
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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$69,995
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2026 Chaparral SSi

$74,995

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 23'
- 2026 / Used
- $74,995
A roomy 23-foot bowrider with 250 HP power, wraparound seating and a well-equipped cockpit for cruising, watersports and entertaining.Highlights: Mercury 4.5L 250 HP MTX Folding A... View Details

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$74,995
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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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2020 Bennington SV Series 20

$22,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 21'
- 2020 / Used
- $22,995
A comfortable, easy-to-enjoy Bennington pontoon with a versatile lounge layout and the practical features that make days on the water simple. Highlights: Yamaha Outboard L-Bench S... View Details

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$22,995
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2027 Tidewater LXF Series

$146,182

Oshkosh, WI
- Oshkosh, WI
- Fishing
- 23'
- 2027 / New
- $146,182
ONYX BLACKOUT | SIMRAD 12 | JL AUDIO | MERCURY 250 2027 Tidewater 232 LXFThe 2027 Tidewater 232 LXF combines serious center-console capability with the comfort and amenities that m... View Details

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$146,182
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2027 Chaparral SSi

$90,770

Oshkosh, WI
- Oshkosh, WI
- Bowrider
- 23'
- 2027 / New
- $90,770
A well-optioned SSi with a clean, upscale look and the right upgrades for cruising, entertaining and watersports. Finished in Biscayne Blue with a Cayenne interior, this build adds... View Details

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$90,770
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2026 Sweetwater Split Bench

$59,995

Oshkosh, WI
- Oshkosh, WI
- Pontoon
- 23'
- 2026 / Used
- $59,995
Comfortable, capable and easy to enjoy, this Sweetwater combines 150 HP performance with upgraded seating, modern tech and plenty of storage for full days on the lake.Highlights: M... View Details

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$59,995
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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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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 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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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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