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Used Jeep Gladiator for Sale in Chesapeake, VA

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Items 1 to 2 of 6.
    Sponsored by Matthew Sessoms Chrysler Dodge Jeep Ram
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    New 2026 Jeep Gladiator Sport
    47,449
    MSRP$50,765
    Dealer Fees Included
    Similar Match
    Matthew Sessoms Chrysler Dodge Jeep Ram
    (252) 802-8443
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    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 50K mi
    26,744
    No Accidents
    Sponsored by Southern CDJR Chesapeake
    • 12.19 mi. away
    Call
    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package

    2021 Jeep Gladiator

    • Overland
    • 137K mi
    26,063
    Dealer Fees Included
    No Accidents
    Sponsored by Priority Ford Norfolk
    • 8.98 mi. away
    Call
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    Used 2026 Jeep Gladiator Rubicon
    Used

    2026 Jeep Gladiator

    • Rubicon
    • 12K mi
    46,875
    No Accidents
    Sponsored by Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
    Call
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    $

    Based on 4.5% APR for mos.
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    Used 2020 Jeep Gladiator Rubicon

    2020 Jeep Gladiator

    • Rubicon
    • 37K mi
    35,408
    Good Price
    Dealer Fees Included
    No Accidents
    Cavalier Ford Greenbrier
    • 2.63 mi. away
    Call
    Price Drop
    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 83K mi
    24,116
    Dealer Fees Included
    No Accidents
    Little Joe's Mitsubishi
    • 2.45 mi. away
    • Online Paperwork
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    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 81K mi
    26,992
    Dealer Fees Included
    No Accidents
    Little Joe's Mitsubishi
    • 2.45 mi. away
    • Online Paperwork
    Call
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    Price Drop
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    Used 2025 Jeep Gladiator Rubicon w/ Safety Group
    Used

    2025 Jeep Gladiator

    • Rubicon
    • 2K mi
    46,376
    No Accidents
    Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
    Call
    Sponsored
    Item 1 of 4.
    Used 2026 Jeep Gladiator Rubicon
    Used

    2026 Jeep Gladiator

    • Rubicon
    • 18K mi
    46,393
    Great Price
    Dealer Fees Included
    No Accidents
    Call
    Price Drop
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    Used 2021 Jeep Gladiator Sport
    Used

    2021 Jeep Gladiator

    • Sport
    • 71K mi
    27,000
    No Accidents
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
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    Used 2023 Jeep Gladiator Rubicon w/ Cold Weather Group
    Used

    2023 Jeep Gladiator

    • Rubicon
    • 21K mi
    39,300
    No Accidents
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 57K mi
    34,276
    Dealer Fees Included
    No Accidents
    Beach Auto Brokers
    • 11.14 mi. away
    Call
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    Used 2021 Jeep Gladiator Rubicon
    Used

    2021 Jeep Gladiator

    • Rubicon
    • 47K mi
    37,025
    Southern Buick GMC Greenbrier
    • 3 mi. away
    Call
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    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 50K mi
    26,744
    No Accidents
    Southern CDJR Chesapeake
    • 12.19 mi. away
    Call
    Price Drop
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    Used 2023 Jeep Gladiator Overland
    Used

    2023 Jeep Gladiator

    • Overland
    • 92K mi
    29,981
    No Accidents
    Southern CDJR Chesapeake
    • 12.19 mi. away
    Call
    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package

    2021 Jeep Gladiator

    • Overland
    • 137K mi
    26,063
    Dealer Fees Included
    No Accidents
    Priority Ford Norfolk
    • 8.98 mi. away
    Call
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    Used 2021 Jeep Gladiator Overland w/ Cold Weather Group
    Used

    2021 Jeep Gladiator

    • Overland
    • 56K mi
    27,693
    Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
    Call
    360°
    Used 2026 Jeep Gladiator Rubicon
    Used

    2026 Jeep Gladiator

    • Rubicon
    • 12K mi
    46,875
    No Accidents
    Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
    Call
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    Used 2025 Jeep Gladiator Mojave w/ Convenience Group
    Used

    2025 Jeep Gladiator

    • Mojave
    • 12K mi
    45,992
    No Accidents
    Southern CDJR Chesapeake
    • 12.19 mi. away
    Call
    Used 2024 Jeep Gladiator Sport
    Used

    2024 Jeep Gladiator

    • Sport
    • 15K mi
    36,777
    No Accidents
    CarDirect, LLC
    • 11.59 mi. away
    Call
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    Used 2022 Jeep Gladiator Mojave w/ Cold Weather Group
    Used

    2022 Jeep Gladiator

    • Mojave
    • 89K mi
    32,035
    No Accidents
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 98K mi
    25,276
    Dealer Fees Included
    No Accidents
    Beach Auto Brokers
    • 11.14 mi. away
    Call
    360°
    Used 2025 Jeep Gladiator Mojave w/ Convenience Group
    Used

    2025 Jeep Gladiator

    • Mojave
    • 12K mi
    45,992
    No Accidents
    Sponsored by Southern CDJR Chesapeake
    • 12.19 mi. away
    Call
    Certified 2025 Jeep Gladiator Sport

    2025 Jeep Gladiator

    • Sport
    • 4K mi
    39,990
    No Accidents
    Starr Motors
    • 19.97 mi. away
    Call
    Price Drop
    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 120K mi
    25,999
    No Accidents
    Southern Liquidation Outlet
    • 2.56 mi. away
    Call
    Newly Listed
    Used 2020 Jeep Gladiator Rubicon w/ Dual Top Group
    Used

    2020 Jeep Gladiator

    • Rubicon
    • 73K mi
    34,739
    Dealer Fees Included
    No Accidents
    Priority Ford Norfolk
    • 8.98 mi. away
    Call
    Newly Listed
    Used 2020 Jeep Gladiator Rubicon
    Used

    2020 Jeep Gladiator

    • Rubicon
    • 66K mi
    34,556
    Dealer Fees Included
    No Accidents
    CMA's Williamsburg Ford
    • 49.12 mi. away
    Call
    Used 2021 Jeep Gladiator Rubicon
    Used

    2021 Jeep Gladiator

    • Rubicon
    • 108K mi
    29,999
    No Accidents
    CarDirect, LLC
    • 11.59 mi. away
    Call
    Newly Listed
    Used 2021 Jeep Gladiator Sport
    Used

    2021 Jeep Gladiator

    • Sport
    • 64K mi
    26,995
    Good Price
    No Accidents
    Private Seller Exchange
    • 32.05 mi. away
    • Buy Online. Clean title. No Hassle
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