PRE-OWNED HARLEY-DAVIDSON® MOTORCYCLES


Explore affordable pre-owned Harley-Davidson® models at Woodstock Harley-Davidson® in Woodstock, IL

Looking for the perfect used powersports vehicle to get out on the trails? Or need a pre-owned motorcycle for commuting? Shop our entire selection of used powersports vehicles and motorcycles for sale at Woodstock Harley-Davidson!

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Showing 217 - 228 of 688 results
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Showing 217 - 228 of 688 results
  • FLHXST 2022 Street Glide® ST $30,199.00 $22,995.00

    645978
    Pre-owned
    2022
    14153 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1ABL13NB645978
    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 …

  • FLHXST 2022 Street Glide® ST $30,199.00 $23,999.00

    611156
    Pre-owned
    2022
    15779 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1ABL10NB611156
    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 …

  • 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 …

  • FLHXSTSE 2026 CVO Street Glide ST
    Call for price

    TB956694
    New
    2026
    2 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1TR819TB956694
    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

    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 …

  • FLHXU 2000 Street Glide™ Ultra
    Call for price

    SB609522
    New
    2025
    13717 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1AK713SB609522

    The Street Glide Ultra is made for two-up touring, with a powerful V-twin engine, spacious storage, and modern amenities refined over decades of cross-country riding.

  • FLRT 2018 Freewheeler® $26,449.00 $19,999.00

    859422
    Pre-owned
    2018
    6730 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1MCC18JB859422
    Vivid Black

    The Freewheeler® model puts stripped-down custom style into an easy handling frame that lets you roll with the confidence three wheels gives to a rider. You get classic cruiser lines and styling details, like bobtail rear fenders, slash cut pipes, a chrome headlight nacelle, 12-inch mini-ape …

  • FLRT 2024 Freewheeler™ $32,199.00 $26,499.00

    854643
    Pre-owned
    2024
    2929 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1MCP12RB854643
    Alpine Green / Vivid Black

    The Harley-Davidson® Freewheeler delivers aggressive styling, enticing performance, and confident handling on three wheels.

  • 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 …

  • 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 …

  • 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™.