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Used Jeep Gladiator Overland for Sale in Chesapeake, VA

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    Sponsored by Matthew Sessoms Chrysler Dodge Jeep Ram
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    New 2026 Jeep Gladiator Sport
    53,944
    MSRP$50,765
    Dealer Fees Included
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    Matthew Sessoms Chrysler Dodge Jeep Ram
    (252) 802-8443
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    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package

    2021 Jeep Gladiator

    • Overland
    • 137K mi
    22,538
    Good Price
    Dealer Fees Included
    No Accidents
    Sponsored by Priority Ford Norfolk
    • 8.98 mi. away
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    Used 2022 Jeep Gladiator Overland
    Used

    2022 Jeep Gladiator

    • Overland
    • 8K mi
    35,895
    No Accidents
    Sponsored by Southern Buick GMC Greenbrier
    • 3 mi. away
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    Used 2021 Jeep Gladiator Overland w/ Cold Weather Group
    Used

    2021 Jeep Gladiator

    • Overland
    • 56K mi
    27,638
    Sponsored by Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
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    Based on 4.5% APR for mos.
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    Used 2022 Jeep Gladiator Overland
    Used

    2022 Jeep Gladiator

    • Overland
    • 8K mi
    35,895
    No Accidents
    Southern Buick GMC Greenbrier
    • 3 mi. away
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    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package

    2021 Jeep Gladiator

    • Overland
    • 137K mi
    22,538
    Good Price
    Dealer Fees Included
    No Accidents
    Priority Ford Norfolk
    • 8.98 mi. away
    Call
    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 57K mi
    33,349
    Dealer Fees Included
    No Accidents
    Beach Auto Brokers
    • 11.14 mi. away
    Call
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    Used 2021 Jeep Gladiator Overland w/ Cold Weather Group
    Used

    2021 Jeep Gladiator

    • Overland
    • 56K mi
    27,638
    Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
    Call
    360°
    Used 2023 Jeep Gladiator Overland
    Used

    2023 Jeep Gladiator

    • Overland
    • 92K mi
    28,555
    No Accidents
    Southern CDJR Chesapeake
    • 12.19 mi. away
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    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 120K mi
    24,246
    No Accidents
    Southern Liquidation Outlet
    • 2.56 mi. away
    Call
    Used 2022 Jeep Gladiator Overland

    2022 Jeep Gladiator

    • Overland
    • 45K mi
    33,677
    No Accidents
    Blake Ford
    • 39.13 mi. away
    • Online Paperwork
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    Used

    2023 Jeep Gladiator

    • Overland
    • 39K mi
    38,500
    No Accidents
    Starr Motors
    • 19.97 mi. away
    Call
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