Skip to vehicle Listings

Best Deals on Used Jeep Gladiator for Sale in Winchester, VA

22601
Know you're getting the best deal with Kelley Blue Book® Price Advisor.
Filters (3)
Items 1 to 2 of 10.

    21 Matches

    Used 2021 Jeep Gladiator Rubicon
    Used
    • Rubicon
    • 59K mi
    32,253
    See payment
    Good Price
    Price Drop
    Used 2024 Jeep Gladiator Sport
    Used
    • Sport
    • 10K mi
    34,498
    See payment
    Great Price
    Newly Listed
    Used 2021 Jeep Gladiator Sport
    Used
    • Sport
    • 42K mi
    27,843
    See payment
    Great Price
    My Wallet

    Find it Fast.

    Keep it Affordable.

    Credit Rating
    Trade-In Value
    Get My Kelley Blue Book® CarValue
    Get My Payoff Quote

    $

    Based on 4.5% APR for mos.
    Used 2022 Jeep Gladiator Sport
    Ford Blue Certified
    • Sport
    • 61K mi
    27,659
    See payment
    Good Price
    Used 2024 Jeep Gladiator Sport
    Ford Blue Certified
    • Sport
    • 12K mi
    36,422
    See payment
    Great Price
    New 2026 Jeep Gladiator Mojave w/ Safety Group
    Consider New, Similar Payment
    Price Drop
    Used 2024 Jeep Gladiator Sport
    Used
    • Sport
    • 10K mi
    34,498
    See payment
    Great Price
    Newly Listed
    Used 2021 Jeep Gladiator Sport
    Used
    • Sport
    • 42K mi
    27,843
    See payment
    Great Price
    360°
    Used 2023 Jeep Gladiator Rubicon
    Used
    • Rubicon
    • 49K mi
    33,787
    See payment
    Great Price
    Used 2023 Jeep Gladiator Sport
    Used
    • Sport
    • 11K mi
    33,906
    See payment
    Good Price
    Used 2021 Jeep Gladiator Rubicon
    Used
    • Rubicon
    • 59K mi
    32,253
    See payment
    Good Price
    High Demand
    Used 2024 Jeep Gladiator Sport
    Used
    • Sport
    • 9K mi
    34,195
    See payment
    Great Price
    Newly Listed
    Used 2023 Jeep Gladiator Rubicon
    Used
    • Rubicon
    • 47K mi
    37,995
    See payment
    Good Price
    Used 2022 Jeep Gladiator Sport
    Used
    • Sport
    • 22K mi
    32,580
    See payment
    Good Price
    Used 2023 Jeep Gladiator Sport
    Used
    • Sport
    • 30K mi
    28,900
    See payment
    Great Price
    Used 2020 Jeep Gladiator Rubicon w/ LED Lighting Group
    Used
    • Rubicon
    • 31K mi
    36,499
    See payment
    Good Price
    Used 2020 Jeep Gladiator Overland
    Used
    • Overland
    • 58K mi
    27,995
    See payment
    Great Price
    Used 2022 Jeep Gladiator Rubicon
    Used
    • Rubicon
    • 39K mi
    33,995
    See payment
    Great Price
    Price Drop
    Used 2022 Jeep Gladiator Sport
    Used
    • Sport
    • 69K mi
    25,500
    See payment
    Great Price
    Price Drop
    Used 2020 Jeep Gladiator Rubicon
    Used
    • Rubicon
    • 82K mi
    28,999
    See payment
    Good Price
    Price Drop
    Used 2021 Jeep Gladiator Rubicon
    Used
    • Rubicon
    • 52K mi
    33,699
    See payment
    Great Price
    Used 2023 Jeep Gladiator Willys
    Used
    • Willys
    • 22K mi
    31,995
    See payment
    Great Price
    Price Drop
    Used 2025 Jeep Gladiator Sport
    Used
    • Sport
    • 370 mi
    34,469
    See payment
    Great Price
    Newly Listed
    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used
    • Sport
    • 44K mi
    26,990
    See payment
    Great Price
    Newly Listed
    Used 2022 Jeep Gladiator Rubicon
    Used
    • Rubicon
    • 85K mi
    28,995
    See payment
    Great Price

    Jeep Gladiator for Sale by Year

    Used Jeep Gladiator for Sale by Trim

    View All Trims
    <!--{"relevance":[false,{}]}-->