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32 High-End Indian motorcycles for sale in Madison, WI

Indian Challenger Indian Challenger Powerplus Indian Chief Indian Chieftain Indian Chieftain Powerplus Indian FTR Indian Pursuit Indian Roadmaster Indian Roadmaster Powerplus Indian Scout Indian Spirit Indian Sport Chief Indian Sport Scout Indian Springfield Indian Super Chief Indian Super Scout
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Indian ☒ CATEGORY
High-End ☒ LOCATION
Location 10m from Madison, WI ☒
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Average for High-End : 1,198cc
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Average for High-End : 31.5″
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1 - 24 of 32
Most recent Most expensive Least expensive Nearest Most valuable
2024 Indian Motorcycle Chief Dark Horse®
$12,990
Mileage 1m
Great Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2024 Indian Motorcycle Chief ABS
$12,490
Mileage 265m
Good Price
Low Mileage
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2023 Indian Motorcycle Roadmaster® Dark Horse®
$23,490
Used
Low Mileage
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2024 Indian Motorcycle Pursuit® Dark Horse® with PowerBand Audio Package
$26,990
Mileage 3,778m
Great Price
Low Mileage
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2024 Indian Motorcycle Chieftain® Dark Horse® Icon with PowerBand Audio Package
$22,990
Mileage 78m
Great Price
Low Mileage
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2024 Indian Motorcycle Sport Chief
Mileage 842m
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2024 Indian Motorcycle FTR Sport
$9,990
Mileage 585m
Great Price
Low Mileage
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2024 Indian Motorcycle Challenger® Dark Horse® with PowerBand Audio Package
$23,990
Mileage 751m
Good Price
Low Mileage
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2024 Indian Motorcycle Sport Chief
Mileage 1m
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2024 Indian Motorcycle Roadmaster® Limited
$23,490
Mileage 2,760m
Good Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2026 Indian Motorcycle Chieftain® PowerPlus Dark Horse with 112 and PowerBand Audio Package
♡
2026 Indian Motorcycle Chieftain® PowerPlus Dark Horse with 112 and PowerBand Audio Package
$35,999
New
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2017 Indian Motorcycle Chieftain® Elite
$14,990
Mileage 4,920m
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2026 Indian Motorcycle Pursuit® Limited® with 112 and Powerband Audio Package
♡
2026 Indian Motorcycle Pursuit® Limited® with 112 and Powerband Audio Package
$38,749
New
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2026 Indian Motorcycle Challenger® Limited 112
$32,499
New
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2025 Indian Motorcycle Chieftain® PowerPlus Limited with 112 and PowerBand Audio Package
$25,579
New
Great Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2025 Indian Motorcycle Challenger® Dark Horse® 112
$26,939 $31,499
New
Good Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2025 Indian Motorcycle Springfield® Dark Horse®
$21,779 $25,499
New
Good Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2025 Indian Motorcycle Chieftain® PowerPlus Dark Horse with 112 and PowerBand Audio Package
$27,977 $32,749
New
Good Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2025 Indian Motorcycle Pursuit® Dark Horse®
$28,659 $33,499
New
Good Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2025 Indian Motorcycle Challenger® Dark Horse® 112
$28,599 $33,499
New
Good Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2023 Indian Motorcycle Challenger® Limited
$22,990
Mileage 7,008m
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2025 Indian Motorcycle Roadmaster® PowerPlus Limited® with 112
$29,449 $34,999
New
Good Price
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2023 Indian Motorcycle Roadmaster® Dark Horse®
$23,490
Mileage 6,713m
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
2023 Indian Motorcycle Chieftain® Limited
$21,990
Mileage 152m
Low Mileage
Location Madison, WI (1mi)
👤 
Engelhart Motorsports
1 - 24 of 32
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Riders Share

Rent & test before you buy! Get $25 off your first ride on Riders Share