Street, Cruisers & Choppers For Sale in Winnipeg

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  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $43,699.00

    2024 Indian Motorcycle Pursuit Dark Horse Black Smoke w/ Driver

    Headingley

    TOP AD

    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

  • A rare find in Harley’s lineup—this 2011 FLHX is in a stunning custom psychedelic purple and vivid b...

    $23,500.00

    A RARE FIND in Harley’s lineup—2011 FLHX Psy Purple Street Glide

    Stonewall

    TOP AD

    A rare find in Harley’s lineup—this 2011 FLHX is in a stunning custom psychedelic purple and vivid black with stand-out gold Harley Davidson logos on the tank. Untouched for two years and in flawless ...

    • 25,899 km

    • 25,899 km

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $26,499.00

    2024 Triumph Rocket 3 GT Sapphire Black/Carnival Red/Silver Ice

    Headingley

    TOP AD

    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

  • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*...

    $29,800.00

    2020 Harley-Davidson FLHTK Electra Glide Ultra Limited M8 114, L

    Headingley

    TOP AD

    SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.** PLUS APPLICABLE TAXES. NO ADMINISTRATION FEES!! Free CarFax Vehicle History Report available on ...

    • 4,000 km

    • 4,000 km

    Dealer Updates

    • Home Delivery
    • Online Financing Approvals
    • Online Purchasing
    • Payment Deferrals
    • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*... (image 1)
    • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*... (image 2)
    • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*... (image 3)
    • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*... (image 4)
    • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*... (image 5)
    • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*... (image 6)
    • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*... (image 7)
    • SALE PRICE: $29,800. **ASK US HOW TO RECEIVE A PRICE DISCOUNT WITH DEALER ARRANGED FINANCING O.A.C.*... (image 8)
  • UNLEASH THE POWER OF THE R18 FIRST EDITION PAYMENTS ONLY $126 BI-WEEKLY OAC!! APPLY TODAY! The 2021...

    Please Contact

    2021 BMW R18 FIRST EDITION: $126 BW!

    Winnipeg

    UNLEASH THE POWER OF THE R18 FIRST EDITION PAYMENTS ONLY $126 BI-WEEKLY OAC!! APPLY TODAY! The 2021 BMW R18 First Edition is a breathtaking homage to the golden era of cruiser motorcycles. With its ...

    Dealer Updates

    • Home Delivery
    • Online Financing Approvals
    • Online Purchasing
    • Payment Deferrals
  • COMMAND THE OPEN ROAD WITH THE RUGGED ELEGANCE OF THE FLHP ROAD KING PAYMENTS ONLY $119 BI-WEEKLY OA...

    Please Contact

    2020 HARLEY-DAVIDSON FLHP ROAD KING: $119 BW!

    Winnipeg

    COMMAND THE OPEN ROAD WITH THE RUGGED ELEGANCE OF THE FLHP ROAD KING PAYMENTS ONLY $119 BI-WEEKLY OAC!! APPLY TODAY! The 2020 Harley-Davidson FLHP Road King is an exhilarating embodiment of American ...

    Dealer Updates

    • Home Delivery
    • Online Financing Approvals
    • Online Purchasing
    • Payment Deferrals
  • EXPERIENCE THE THRILL OF THE NIGHTSTER PAYMENTS ONLY $132 BI-WEEKLY OAC!! APPLY TODAY! The 2022 Harl...

    Please Contact

    2022 HARLEY-DAVIDSON NIGHTSTER : $132 BW!

    Winnipeg

    EXPERIENCE THE THRILL OF THE NIGHTSTER PAYMENTS ONLY $132 BI-WEEKLY OAC!! APPLY TODAY! The 2022 Harley-Davidson Nightster is a captivating blend of vintage aesthetics and modern power. This Sportster ...

    Dealer Updates

    • Home Delivery
    • Online Financing Approvals
    • Online Purchasing
    • Payment Deferrals
  • 2006 Heritage Softail with Vance and Hines pipes. Bikes in good condition with 110,000 KM. Please co...

    $10,000.00

    2006 Harley Davdison Heritage Softail

    Winnipeg

    2006 Heritage Softail with Vance and Hines pipes. Bikes in good condition with 110,000 KM. Please contact for further information or with any questions, or phone 204-254-3975

    • 110,000 km

    • 110,000 km

  • Yamaha Bolt R Spec with fairing, upgraded bars, exhaust pipe, white all tires and breather. Only 9,1...

    $6,000.00

    2015 Yamaha Bolt R Spec

    Winnipeg

    Yamaha Bolt R Spec with fairing, upgraded bars, exhaust pipe, white all tires and breather. Only 9,100 KM’s Please contact for further information or with any questions, or phone 204-254-3974

    • 9,100 km

    • 9,100 km

  • 2023 HONDA NVA 110P NVA 110P Navi Red NEW - Reg $2336 Advertised at $ 1599 Including fine print $ 22...

    $1,599.00

    2023 HONDA NVA 110P Navi Red

    Steinbach

    2023 HONDA NVA 110P NVA 110P Navi Red NEW - Reg $2336 Advertised at $ 1599 Including fine print $ 2282 Total with all tax $ 2578 no other fees. stock Honda, options extra. $ 85.90 for 36 months @ ...

  • 2023 HONDA NVA 110P NVA 110P Navi Red NEW - Reg $2336 Advertised at $ 1599 Including fine print $ 22...

    $1,599.00

    2023 HONDA NVA 110P Navi Red

    Steinbach

    2023 HONDA NVA 110P NVA 110P Navi Red NEW - Reg $2336 Advertised at $ 1599 Including fine print $ 2282 Total with all tax $ 2578 no other fees. stock Honda, options extra. $ 85.90 for 36 months @ ...

  • Hit the road or the trails this fall with a brand new Yamaha dual sport motorcycle! Call today for a...

    $6,548.00

    2024 Yamaha TW 200

    Ile des Chenes

    Hit the road or the trails this fall with a brand new Yamaha dual sport motorcycle! Call today for available promotions! 2024 Yamaha TW200A low seat, extra-wide tires, and a proven four-stoke engine ...

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $21,398.00

    2025 Indian Motorcycle Sport Scout 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

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $41,799.00

    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

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $42,799.00

    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

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $42,599.00

    2024 Indian Motorcycle Pursuit Limited Sunset Red 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 ...

    • 90 km

    • 90 km

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $45,499.00

    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

  • Selling 2002 Suzuki intruder 1500 must see beautiful bike sounds great vance and hines esaust. Bags...

    $2,900.00

    2002 Suzuki intruder 1500

    Winnipeg

    Selling 2002 Suzuki intruder 1500 must see beautiful bike sounds great vance and hines esaust. Bags wind screen . No safety needs back tire

    • 31,000 km

    • 31,000 km

  • Good condition, upgraded Hagon rear shock absorbers and Hitchcock’s exhaust system. Fresh safety. Lo...

    $7,500.00

    2017 Royal Enfield Bullet 500 efi

    Winnipeg

    Good condition, upgraded Hagon rear shock absorbers and Hitchcock’s exhaust system. Fresh safety. Located near Morris MB. Yes, it goes dug dug.

    • 3,150 km

    • 3,150 km

  • 2002 Harley Sportster XLH883 Saftied. End of season deal. Stock bike with no mods to engine or exhau...

    $3,750.00

    2002 Harley Sportster 883

    Winnipeg

    2002 Harley Sportster XLH883 Saftied. End of season deal. Stock bike with no mods to engine or exhaust. New cultch installed, recent tuneup, oils changed, new filters. Excellent condition. Front fork ...

    • 50,100 km

    • 50,100 km

  • Bought this year from local dealership. Never dropped and no damage. First oil change completed at 1...

    $8,450.00

    2023 Yamaha MT-07

    Oakbank

    Bought this year from local dealership. Never dropped and no damage. First oil change completed at 1,000km.

    • 1,200 km

    • 1,200 km

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $19,498.00

    2025 Indian Motorcycle Scout Bobber Limited 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

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $20,999.00

    2025 Indian Motorcycle Scout Classic Limited +Tech Black Metalli

    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

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $23,399.00

    2025 Indian Motorcycle 101 Scout Ghost White Metallic with Graph

    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 ...

    • 101 km

    • 101 km

  • Pretty good condition for the year. Saftied about 2 years ago. New tires. New battery. 204-803-4377

    $2,000.00

    Yamaha xj 750

    Winnipeg

    Pretty good condition for the year. Saftied about 2 years ago. New tires. New battery. 204-803-4377

    • 70,000 km

    • 70,000 km

  • 2011 Harley Davidson Superlow Asking $7,500, but open to reasonable offers. Fully safetied and 'read...

    $7,500.00

    2011 Harley Davidson Sportster Superlow 1200

    Central River Heights

    2011 Harley Davidson Superlow Asking $7,500, but open to reasonable offers. Fully safetied and 'ready to rumble'. Complete with 1200 Screaming Eagle Kit and Stage 1 performance upgrades • Vance and ...

    • 23,000 km

    • 23,000 km

  • Price includes freight and setup. Just add the taxes! Engine Type: Single-Cylinder Displacement: 24....

    $7,893.00

    2024 Husqvarna Motorcycles SVARTPILEN 401 - ALL IN PRICING - JUS

    Gimli

    Price includes freight and setup. Just add the taxes! Engine Type: Single-Cylinder Displacement: 24.3 cu. in. (398.6 cc) Bore and Stroke: Bore: 3.5 in. (89 mm); Stroke: 2.52 in. (64 mm) Cooling: ...

  • Price includes freight and setup. Just add the taxes! Engine Type: Single-Cylinder Displacement: 24....

    $7,893.00

    2024 Husqvarna Motorcycles SVARTPILEN 401 - ALL IN PRICING - JUS

    Gimli

    Price includes freight and setup. Just add the taxes! Engine Type: Single-Cylinder Displacement: 24.3 cu. in. (398.6 cc) Bore and Stroke: Bore: 3.5 in. (89 mm); Stroke: 2.52 in. (64 mm) Cooling: ...

  • PRICE INCLUDES FREIGHT, PDI, AND REBATE 2023 CFMoto 125 Papio5-year limited warranty The elegant Pap...

    $3,450.00

    2023 CFMOTO 125 Papio

    Winnipeg

    PRICE INCLUDES FREIGHT, PDI, AND REBATE 2023 CFMoto 125 Papio5-year limited warranty The elegant Papio model is designed especially for freedom lovers wanting worry-free rides. Enjoyable to drive and ...

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $45,899.00

    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

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $17,499.00

    2023 BMW R 18 Classic Black Storm 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

  • Please contact our sales department for the most up-to-date availability on motorcycles, ATVs, side-...

    $13,099.00

    2024 Triumph Bonneville T100 Stealth Edition

    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 HONDA XR 150 LR XR 150 LR Dual Sport, Just Sold, More Coming! White NEW Advertised at $ 4099 In...

    $4,099.00

    2024 HONDA XR 150 LR Dual Sport, Just Sold, More Coming! White

    Steinbach

    2024 HONDA XR 150 LR XR 150 LR Dual Sport, Just Sold, More Coming! White NEW Advertised at $ 4099 Including fine print $ 4767 Total with all tax $ 5387 no other fees. stock Honda, options extra. $ ...

  • 2024 HONDA XR 150 LR XR 150 LR Dual Sport, Just Sold, More Coming! White NEW Advertised at $ 4099 In...

    $4,099.00

    2024 HONDA XR 150 LR Dual Sport, Just Sold, More Coming! White

    Steinbach

    2024 HONDA XR 150 LR XR 150 LR Dual Sport, Just Sold, More Coming! White NEW Advertised at $ 4099 Including fine print $ 4767 Total with all tax $ 5387 no other fees. stock Honda, options extra. $ ...

  • Selling bike due to medical reasons can no longer ride call or text for further info on bike 204-298...

    $3,200.00

    f1998 Yamaha V Star

    Winnipeg

    Selling bike due to medical reasons can no longer ride call or text for further info on bike 204-298-6113 no vehicle reports will be supplied so don't ask bike has not been into a service shop all ...

    • 65,892 km

    • 65,892 km

  • Mint Suzuki Burgman 650, in excellent condition, highway capable ride . Engine oil, transmission and...

    $2,500.00

    2003 Suzuki Burgman 650, Highway Capable Scooter

    Winnipeg

    Mint Suzuki Burgman 650, in excellent condition, highway capable ride . Engine oil, transmission and final gear oil changed recently, comes with trunk and back rest. Brakes and tires in excellent ...

    • 60,000 km

    • 60,000 km

  • Saxon Griffen Chopper. 9' in length. 300 rear tire. 111 S&S motor. 6 speed baker Trans. 3" open prim...

    $20,000.00

    2011 Saxon Griffen

    Winnipeg

    Saxon Griffen Chopper. 9' in length. 300 rear tire. 111 S&S motor. 6 speed baker Trans. 3" open primary. Whimmer air intakes. Arlene Ness mirrors. Front brakes recently done. 20,000 miles on ...

    • 36,000 km

    • 36,000 km

  • Current Safety. Like New.

    $8,999.00

    Kawasaki Vulcan 900 Classic LT

    Winnipeg

    Current Safety. Like New.

    • 6,000 km

    • 6,000 km

  • 2010 Superglide Custom Stage 3 103ci bore kit 6 speed transmission Dubs straightaways pipes Arlen Ne...

    $10,000.00

    2010 Superglide Custom

    Winnipeg

    2010 Superglide Custom Stage 3 103ci bore kit 6 speed transmission Dubs straightaways pipes Arlen Ness big sucker intake Screaming eagle tuner $2500 aftermarket paint job Quick detactch saddle bags ...

    • 74,000 km

    • 74,000 km

  • For sale is my 1986 Yamaha Fazer FZX750S. It is totally original down to the original chain. I am th...

    $8,888.00

    1986 Yamaha Fazer FZX750S FZX750 FZX 750 Original Owner 86

    Winnipeg

    For sale is my 1986 Yamaha Fazer FZX750S. It is totally original down to the original chain. I am the original owner. It is in near mint condition and starts, runs, brakes, handles, and does ...

    • 74,628 km

    • 74,628 km

  • The Chudds PowerSports Chudds PowerSports is conveniently located in Gimli, Manitoba, a lakeside res...

    $13,399.00

    2024 Husqvarna Motorcycles FC 450 ROCKSTAR EDITION - LIMITED BUI

    Gimli

    The Chudds PowerSports Chudds PowerSports is conveniently located in Gimli, Manitoba, a lakeside resort community on the westshore of Lake Winnipeg, just 45 minutes north of Winnipeg on Highway 8. ...

  • 2012 street bob fxdb. Amazing bike has never given me issues. Reason for selling is I bought a road...

    $14,000.00

    Harley Davidson Street Bob FXDB

    Winnipeg

    2012 street bob fxdb. Amazing bike has never given me issues. Reason for selling is I bought a road glide and this is taking up storage space. Fork tubes and triple clamps have just been powder ...

    • 30,000 km

    • 30,000 km

  • 99. Harley Davidson newly rebuilt, motor new safety, new tires and brakes.

    $5,000.00

    1999 Harley Davidson flhtci efi

    Crestview

    99. Harley Davidson newly rebuilt, motor new safety, new tires and brakes.

    • 3,000 km

    • 3,000 km

  • ROAD LEGAL ELECTRIC BIKE! Discover the RFN Ares, the first electric motocross in Canada that can be...

    $7,299.00

    2024 Apollo RFN Ares

    Winnipeg

    ROAD LEGAL ELECTRIC BIKE! Discover the RFN Ares, the first electric motocross in Canada that can be registered for road use. This unique model, awarded at the 2023 German Design Awards, combines ...