Indian Motorcycles For Sale in Winnipeg

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Results 1 - 40 of 56

  • 2018 Indian Motorcycle Chief Vintage ABS Thunder Black

    $19,999.00

    2018 Indian Motorcycle Chief Vintage ABS Thunder Black

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 21,010 km

    • 21,010 km

  • 2024 Indian Motorcycle Pursuit Dark Horse with PowerBand Audio P

    $46,798.00

    2024 Indian Motorcycle Pursuit Dark Horse with PowerBand Audio P

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Scout Bobber Sixty Black Metallic

    $14,498.00

    2024 Indian Motorcycle Scout Bobber Sixty Black Metallic

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Challenger Dark Horse w/PowerBand Audio P

    $40,148.00

    2024 Indian Motorcycle Challenger Dark Horse w/PowerBand Audio P

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2017 Indian Motorcycle Scout Thunder Black

    $12,499.00

    2017 Indian Motorcycle Scout Thunder Black

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 2,490 km

    • 2,490 km

  • 2020 INDIAN MOTORCYCLE CHIEFTAIN DARK HORSE ICON SERIES GHOST GR

    Please Contact

    2020 INDIAN MOTORCYCLE CHIEFTAIN DARK HORSE ICON SERIES GHOST GR

    Winnipeg

    COMBINE STYLE WITH RAW POWER PAYMENTS ONLY $169 BI-WEEKLY OAC!! APPLY TODAY! Command the streets with the 2020 Indian Motorcycle Chieftain Dark Horse Icon Series in Ghost Grey. This cruiser blends a ...

    • 1 km

    • 1 km

    Dealer Updates

    • Home Delivery
    • Online Financing Approvals
    • Online Purchasing
    • Payment Deferrals
  • 2023 Indian Motorcycle Challenger Titanium Smoke

    $31,398.00

    2023 Indian Motorcycle Challenger Titanium Smoke

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Springfield Dark Horse Black Smoke

    $32,348.00

    2024 Indian Motorcycle Springfield Dark Horse Black Smoke

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Roadmaster Black Metallic/Titanium Metall

    $43,798.00

    2024 Indian Motorcycle Roadmaster Black Metallic/Titanium Metall

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2020 Indian Challenger Motorcycle

    $21,900.00

    2020 Indian Challenger Motorcycle

    Alexander

    Like new with only 11,372 Kms. Front and Rear Highway Bars with soft Closeout. Storage Cover. Available for viewing in Winnipeg. Indian still sells same bike new but for 35K.

    • 11,372 km

    • 11,372 km

  • 2021 Indian Motorcycle Roadmaster Limited Crimson Metallic

    $33,999.00

    2021 Indian Motorcycle Roadmaster Limited Crimson Metallic

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 50,935 km

    • 50,935 km

  • 2018 Indian Springfield Dark Horse Mint!

    $22,900.00

    2018 Indian Springfield Dark Horse Mint!

    Peguis

    Original Owner Mint, purchased new & serviced from Headingley Sport Shop. Still on Factory Warranty till July of 2025. No Accidents. Has thousands in options including Stage 2 done by Headingley, ...

    • 12,570 km

    • 12,570 km

  • 2019 Indian Motorcycle SCOUT SIXTY ABS, WHITE SMOKE, CAN Sixty

    $11,899.00

    2019 Indian Motorcycle SCOUT SIXTY ABS, WHITE SMOKE, CAN Sixty

    Winnipeg

    Borderland Powersports - Morden, MB Call or Txt us at 204-822-5550 sales@borderlandpowersports.com Great preowned bike ready to ride! 15550 km Displacement: 60 cu in. (1000 cc) Engine Type: Liquid ...

  • 2024 Indian Motorcycle Chieftain Dark Horse w/Powerband Audio Pk

    $41,348.00

    2024 Indian Motorcycle Chieftain Dark Horse w/Powerband Audio Pk

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2021 Indian Chieftain Darkhorse For Sale

    $33,500.00

    2021 Indian Chieftain Darkhorse For Sale

    Winnipeg

    Only 3600 km Full extended warranty till June 2, 2027 $6700 in added parts Bike comes with cover Bike has always been stored inside heated garage and washed after every ride. Immaculate condition!! ...

    • 3,600 km

    • 3,600 km

  • 2018 INDIAN SCOUT BOBBER (FINANCING AVAILABLE)

    Please Contact

    2018 INDIAN SCOUT BOBBER (FINANCING AVAILABLE)

    Winnipeg

    FINANCE ANYTHING IN CANADA PRIVATE SALE & DEALERSHIP FINANCING CALL / TEXT 587-806-4214 APPLY NOW @ https://motorsportsfinancing.ca/apply-now/ - All Credit Situations welcome - Delivery all over ...

    • 21,000 km

    • 21,000 km

  • 2024 Indian Motorcycle Chief Bobber Dark Horse Icon Copper Metal

    $26,698.00

    2024 Indian Motorcycle Chief Bobber Dark Horse Icon Copper Metal

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Chief Dark Horse Black Smoke

    $23,298.00

    2024 Indian Motorcycle Chief Dark Horse Black Smoke

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2023 Indian Motorcycle Challenger Dark Horse Black Smoke

    $35,998.00

    2023 Indian Motorcycle Challenger Dark Horse Black Smoke

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Challenger Limited with PowerBand Audio P

    $40,898.00

    2024 Indian Motorcycle Challenger Limited with PowerBand Audio P

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Chieftain Dark Horse Black Smoke w/ Passe

    $39,834.00

    2024 Indian Motorcycle Chieftain Dark Horse Black Smoke w/ Passe

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Roadmaster Elite (163 of 350)

    $51,798.00

    2024 Indian Motorcycle Roadmaster Elite (163 of 350)

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • Springfield Dark Horse Black Smoke w/ LED Headlight, Windshield

    $36,484.00

    Springfield Dark Horse Black Smoke w/ LED Headlight, Windshield

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Chief Bobber Dark Horse w/ Comfort Seat,

    $25,868.00

    2024 Indian Motorcycle Chief Bobber Dark Horse w/ Comfort Seat,

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2017 INDIAN SCOUT (FINANCING AVAILABLE)

    Please Contact

    2017 INDIAN SCOUT (FINANCING AVAILABLE)

    Winnipeg

    FINANCE ANYTHING IN CANADA PRIVATE SALE & DEALERSHIP FINANCING CALL / TEXT 587-806-4214 APPLY NOW @ https://motorsportsfinancing.ca/apply-now/ - All Credit Situations welcome - Delivery all over ...

    • 13,500 km

    • 13,500 km

  • 2020 INDIAN SCOUT (FINANCING AVAILABLE)

    Please Contact

    2020 INDIAN SCOUT (FINANCING AVAILABLE)

    Winnipeg

    FINANCE ANYTHING IN CANADA PRIVATE SALE & DEALERSHIP FINANCING CALL / TEXT 587-806-4214 APPLY NOW @ https://motorsportsfinancing.ca/apply-now/ - All Credit Situations welcome - Delivery all over ...

    • 14,000 km

    • 14,000 km

  • 2022 INDIAN CHIEF (FINANCING AVAILABLE)

    Please Contact

    2022 INDIAN CHIEF (FINANCING AVAILABLE)

    Winnipeg

    FINANCE ANYTHING IN CANADA PRIVATE SALE & DEALERSHIP FINANCING CALL / TEXT 587-806-4214 APPLY NOW @ https://motorsportsfinancing.ca/apply-now/ - All Credit Situations welcome - Delivery all over ...

    • 1,200 km

    • 1,200 km

  • 2018 INDIAN SCOUT BOBBER (FINANCING AVAILABLE)

    Please Contact

    2018 INDIAN SCOUT BOBBER (FINANCING AVAILABLE)

    Winnipeg

    FINANCE ANYTHING IN CANADA PRIVATE SALE & DEALERSHIP FINANCING CALL / TEXT 587-806-4214 APPLY NOW @ https://motorsportsfinancing.ca/apply-now/ - All Credit Situations welcome - Delivery all over ...

    • 8,845 km

    • 8,845 km

  • 2021 INDIAN SCOUT BOBBER (FINANCING AVAILABLE)

    Please Contact

    2021 INDIAN SCOUT BOBBER (FINANCING AVAILABLE)

    Winnipeg

    FINANCE ANYTHING IN CANADA PRIVATE SALE & DEALERSHIP FINANCING CALL / TEXT 587-806-4214 APPLY NOW @ https://motorsportsfinancing.ca/apply-now/ - All Credit Situations welcome - Delivery all over ...

    • 7,000 km

    • 7,000 km

  • 2025 Indian Motorcycle Sport Scout Limited Black Metallic

    $19,298.00

    2025 Indian Motorcycle Sport Scout Limited Black Metallic

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2025 Indian Motorcycle 101 Scout Sunset Red Metallic with Graphi

    $23,498.00

    2025 Indian Motorcycle 101 Scout Sunset Red Metallic with Graphi

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2025 Indian Motorcycle Scout Bobber Limited +Tech Black Smoke

    $20,898.00

    2025 Indian Motorcycle Scout Bobber Limited +Tech Black Smoke

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2025 Indian Motorcycle Super Scout Maroon Metallic with Graphics

    $23,498.00

    2025 Indian Motorcycle Super Scout Maroon Metallic with Graphics

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Pursuit Dark Horse Springfield Blue

    $46,898.00

    2024 Indian Motorcycle Pursuit Dark Horse Springfield Blue

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Roadmaster Limited Black Azure Crystal

    $41,798.00

    2024 Indian Motorcycle Roadmaster Limited Black Azure Crystal

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Pursuit Dark Horse Black Smoke w/ Driver

    $45,678.00

    2024 Indian Motorcycle Pursuit Dark Horse Black Smoke w/ Driver

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Pursuit Limited with PowerBand Audio Pack

    $47,498.00

    2024 Indian Motorcycle Pursuit Limited with PowerBand Audio Pack

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Challenger Titanium Smoke

    $36,348.00

    2024 Indian Motorcycle Challenger Titanium Smoke

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Pursuit Dark Horse w/PowerBand Audio Pkg

    $50,048.00

    2024 Indian Motorcycle Pursuit Dark Horse w/PowerBand Audio Pkg

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km

  • 2024 Indian Motorcycle Chieftain Dark Horse w/Powerband Audio Pk

    $40,348.00

    2024 Indian Motorcycle Chieftain Dark Horse w/Powerband Audio Pk

    Headingley

    Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-by-sides and snowmobiles. Headingley Sport Shop is a proud, family run business with over 50 years ...

    • 1 km

    • 1 km