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Showing 493 - 504 of 692 results
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Showing 493 - 504 of 692 results
  • FLSTC 2009 Heritage Softail® Classic
    $18,854.00 $9,499.00

    Y052293
    Pre-owned
    2009
    32821 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1BW5129Y052293
    BLACK W/PINSTRIPE

    Rolling on new signature wide whitewall tyres, the Heritage Softail Classic receives a number of other more-subtle styling changes and new components that shift this popular model in a new, even more retro direction for 2009. The beefy FL front end features a front fender and chrome headlight …

  • FLSTC 2008 Heritage Softail® Classic
    $18,600.00 $7,999.00

    039045
    Pre-owned
    2008
    18381 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1BW5458Y039045
    CPR/BLK
  • FLSL 2021 Softail Slim®
    $16,749.00 $14,499.00

    015252
    Pre-owned
    2021
    820 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YDJ16MB015252
    River Rock Gray Denim/Black Denim

    A stripped-down, souped-up, bobber with a post WWII era look. You get the power and soul-satisfying  sound of the Milwaukee-Eight® 107 V-Twin to take you into the future. Fast.

  • FLSL 2019 Softail Slim®
    $16,349.00 $13,499.00

    063477
    Pre-owned
    2019
    5223 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YDJ29KB063477
    Bonneville Salt Denim

    The stripped-down, souped-up, post WWII era look of the bobber is running stronger than ever in the Softail Slim® model. You get the classic look of spoked wheels, chopped mudguards and footboards. And a ride straight out of right now. It’s 16 kilograms lighter, with greater lean angle, than Slim …

  • FLSB 2021 Sport Glide®
    $19,249.00 $13,999.00

    063309
    Pre-owned
    2021
    5617 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1YMJ17MB063309
    Stone Washed White Pearl

    Devour endless miles of highway. Lean hard through twisting roads. Hit the night spots. Adventure is yours for the taking on the Sport Glide™.

  • FLSB 2018 Sport Glide™
    $18,799.00 $12,999.00

    035204
    Pre-owned
    2018
    24531 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YMJ29JC035204
    Vivid Black

    Devour endless miles with some room for gear. Or strip it down and carve city streets. The all-new Sport Glide™ is locked and loaded for whatever, whenever. You’ll be riding on the most advanced frame we’ve ever offered — the completely redesigned Softail® Inverted front forks and a fully …

  • FLS 2018 Softail Slim®
    $16,299.00 $11,999.00

    069597
    Pre-owned
    2018
    14728 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YDJ15JC069597
    BLUE

    The idea behind bobbers has always been to strip down and soup up the bike for a more exciting ride. The all-new Softail Slim® takes that idea to the edge. It’s 35 pounds lighter than last year’s model. It’s got more power, more lean angle, and a redesigned front and rear suspension. So you can put …

  • FLS 2015 Softail Slim®
    $17,049.00 $10,999.00

    032030
    Pre-owned
    2015
    19000 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1JRV19FB032030
    Two-Tone Amber Whiskey/Vivid Black

    You may know the background? Back in the 40s servicemen returning after the war took old military Harleys® and stripped them back. They made several refinements, including chucking away the front fenders and ‘bobbing’ the rear ones. Hence the ‘Bobber’ was born. And here we are, still are more than …

  • FLHXSTSE 2026 CVO Street Glide ST
    Call for price

    TB955784
    New
    2026
    4 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1TR815TB955784
    Inferno Gray

    Introducing a new chapter in the CVO story: the 2026 CVO Street Glide ST. All new for 2026, the CVO Street Glide ST takes the Batwing bagger into uncharted territory. Its Heavy Breather intake gives it lungs to match its attitude, while floating front rotors, eight selectable ride modes (including …

  • FLHXSTSE 2026 CVO Street Glide ST
    Call for price

    TB955381-1
    New
    2026
    2 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1TR815TB955381
    Inferno Gray

    Introducing a new chapter in the CVO story: the 2026 CVO Street Glide ST. All new for 2026, the CVO Street Glide ST takes the Batwing bagger into uncharted territory. Its Heavy Breather intake gives it lungs to match its attitude, while floating front rotors, eight selectable ride modes (including …

  • FLHXST 2023 Street Glide® ST
    $29,999.00 $23,995.00

    628316
    Pre-owned
    2023
    3179 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1ABL10PB628316
    Vivid Black

    Elevated pro-touring bagger performance and style for the rider who just can’t ever get enough. The Street Glide™ ST model pairs the muscular Milwaukee-Eight® 117 powertrain with tough West Coast styling influences and new dark-and-bronze finishes. Undiminished rider comfort and the iconic batwing …

  • FLHXSE 2026 CVO Street Glide
    Call for price

    TB955448
    New
    2026
    2 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1PX616TB955448
    Torched Orange CVO Tri-Tone

    For riders who recognise the details, the 2026 Harley-Davidson® CVO™ Street Glide® sets the standard. Every line, every square inch of paint, and every single touchpoint on this bike is curated with obsession, from its Torched Orange paint and an amber-tinted windshield to exclusive Carbide …