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 313 - 324 of 688 results
  • FXBB 2026 Street Bob®
    Call for price

    TB030057
    New
    2026
    6 mi
    Harley-Davidson®
    Illinois Harley-Davidson®
    1HD1YJ914TB030057
    DRK BILIARD GRY

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB028876
    New
    2026
    1 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YJ918TB028876
    Vivid Black Chrome Cast Wheels

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB030033
    New
    2026
    2 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YJ911TB030033
    Olive Steel Metallic Chrome Laced Wheels

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB034400
    New
    2026
    1 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YJ910TB034400
    DRK BILIARD GRY

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB029196
    New
    2026
    2 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YJ912TB029196
    DRK BILIARD GRY

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB029201
    New
    2026
    1 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YJ912TB029201
    DRK BILIARD GRY

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    034340
    New
    2026
    10 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YJ918TB034340
    Vivid Black Chrome Cast Wheels

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    029312
    New
    2026
    10 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YJ910TB029312
    DRK BILIARD GRY

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB028903
    New
    2026
    10 mi
    Harley-Davidson®
    Chicago Harley-Davidson®
    1HD1YJ917TB028903
    DRK BILIARD GRY

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB029435
    New
    2026
    2 mi
    Harley-Davidson®
    Woodstock Harley-Davidson®
    1HD1YJ915TB029435
    Vivid Black Black Two-Up Laced Wheels

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB029048
    New
    2026
    2 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1YJ919TB029048
    DRK BILIARD GRY

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.

  • FXBB 2026 Street Bob®
    Call for price

    TB032387
    New
    2026
    2 mi
    Harley-Davidson®
    Windy City Harley-Davidson®
    1HD1YJ912TB032387
    Vivid Black Chrome Cast Wheels

    The 2026 Street Bob is lean by design and loaded up where you need it. With a Milwaukee-Eight 117 motor, torque-tuned 2-into-1 exhaust, updated 4” analog gauge, USB-C charging, and standard Rider Safety Enhancements, it leaves the frills on the factory floor but doesn’t skimp.