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Used Jeep Gladiator for Sale in Chesapeake, VA

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Items 1 to 2 of 7.
    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
    Similar Match
    Matthew Sessoms Chrysler Dodge Jeep Ram
    (252) 802-8443
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    44 Matches

    Newly Listed
    Used 2021 Jeep Gladiator Rubicon
    Used

    2021 Jeep Gladiator

    • Rubicon
    • 57K mi
    33,760
    No Accidents
    Sponsored by Private Seller Exchange
    • 14.29 mi. away
    • Buy Online. Clean title. No Hassle
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    Used 2021 Jeep Gladiator Overland w/ Cold Weather Group
    Used

    2021 Jeep Gladiator

    • Overland
    • 56K mi
    28,074
    Sponsored by Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
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    Used 2023 Jeep Gladiator Rubicon w/ Cold Weather Group
    Used

    2023 Jeep Gladiator

    • Rubicon
    • 21K mi
    36,100
    No Accidents
    Sponsored by Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
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    Based on 4.5% APR for mos.
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    Used 2022 Jeep Gladiator Overland

    2022 Jeep Gladiator

    • Overland
    • 56K mi
    30,988
    Great Price
    Dealer Fees Included
    No Accidents
    Cavalier Ford Greenbrier
    • 2.63 mi. away
    Call
    Price Drop
    Used 2020 Jeep Gladiator Rubicon w/ Dual Top Group
    Used

    2020 Jeep Gladiator

    • Rubicon
    • 73K mi Mileage Value
    31,182
    Good Price
    Dealer Fees Included
    No Accidents
    Priority Ford Norfolk
    • 8.98 mi. away
    Call
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    Used 2024 Jeep Gladiator Sport

    2024 Jeep Gladiator

    • Sport
    • 25K mi
    34,642
    Good Price
    Dealer Fees Included
    No Accidents
    Priority Ford Norfolk
    • 8.98 mi. away
    Call
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    Used 2023 Jeep Gladiator Rubicon w/ Cold Weather Group
    Used

    2023 Jeep Gladiator

    • Rubicon
    • 21K mi
    36,100
    No Accidents
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
    Price Drop
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    Used 2022 Jeep Gladiator Overland
    Used

    2022 Jeep Gladiator

    • Overland
    • 8K mi
    36,395
    No Accidents
    Southern Buick GMC Greenbrier
    • 3 mi. away
    Call
    Price Drop
    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 57K mi
    31,898
    Good Price
    Dealer Fees Included
    No Accidents
    Beach Auto Brokers
    • 11.14 mi. away
    Call
    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
    Newly Listed
    Used 2021 Jeep Gladiator Rubicon
    Used

    2021 Jeep Gladiator

    • Rubicon
    • 57K mi
    33,760
    No Accidents
    Private Seller Exchange
    • 14.29 mi. away
    • Buy Online. Clean title. No Hassle
    Price Drop
    360°
    Used 2021 Jeep Gladiator Rubicon
    Used

    2021 Jeep Gladiator

    • Rubicon
    • 14K mi
    36,777
    No Accidents
    Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
    Call
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    Used 2022 Jeep Gladiator Sport
    Used

    2022 Jeep Gladiator

    • Sport
    • 58K mi
    27,700
    No Accidents
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
    Price Drop
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    Used 2026 Jeep Gladiator Rubicon
    Used

    2026 Jeep Gladiator

    • Rubicon
    • 12K mi
    41,994
    No Accidents
    Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
    Call
    360°
    Used 2021 Jeep Gladiator Mojave
    Used

    2021 Jeep Gladiator

    • Mojave
    • 67K mi
    32,400
    No Accidents
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
    Used 2023 Jeep Gladiator Rubicon w/ Dual Top Group

    2023 Jeep Gladiator

    • Rubicon
    • 39K mi
    37,224
    Good Price
    Dealer Fees Included
    No Accidents
    Beach Ford
    • 11 mi. away
    Call
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    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 98K mi
    23,998
    Good Price
    Dealer Fees Included
    No Accidents
    Beach Auto Brokers
    • 11.14 mi. away
    Call
    Price Drop
    360°
    Used 2023 Jeep Gladiator Sport
    Used

    2023 Jeep Gladiator

    • Sport
    • 14K mi
    36,054
    Good Price
    Dealer Fees Included
    No Accidents
    Southern CDJR Fiat Newport News
    • 30.09 mi. away
    Call
    Price Drop
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    Used 2020 Jeep Gladiator Sport
    Used

    2020 Jeep Gladiator

    • Sport
    • 78K mi
    22,997
    No Accidents
    Southern Buick GMC KIA Virginia Beach
    • 11.79 mi. away
    Call
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    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 50K mi
    26,488
    No Accidents
    Southern CDJR Chesapeake
    • 12.19 mi. away
    Call
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    Used 2024 Jeep Gladiator Mojave w/ Technology Group
    Used

    2024 Jeep Gladiator

    • Mojave
    • 18K mi
    44,374
    No Accidents
    Southern Hyundai Chesapeake
    • 12.41 mi. away
    Call
    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package

    2021 Jeep Gladiator

    • Overland
    • 137K mi
    23,704
    Dealer Fees Included
    No Accidents
    Priority Ford Norfolk
    • 8.98 mi. away
    Call
    Price Drop
    Used 2024 Jeep Gladiator Sport
    Used

    2024 Jeep Gladiator

    • Sport
    • 15K mi
    34,999
    No Accidents
    CarDirect, LLC
    • 11.59 mi. away
    Call
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    Used 2021 Jeep Gladiator Overland w/ Cold Weather Group
    Used

    2021 Jeep Gladiator

    • Overland
    • 56K mi
    28,074
    Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
    Call
    Used 2023 Jeep Gladiator Sport
    Used

    2023 Jeep Gladiator

    • Sport
    • 15K mi
    32,500
    No Accidents
    Back Roads Automotive
    • 2.1 mi. away
    Call
    360°
    Used 2025 Jeep Gladiator Mojave w/ Convenience Group
    Used

    2025 Jeep Gladiator

    • Mojave
    • 12K mi
    45,786
    No Accidents
    Southern CDJR Chesapeake
    • 12.19 mi. away
    Call
    Price Drop
    Used 2020 Jeep Gladiator Rubicon

    2020 Jeep Gladiator

    • Rubicon
    • 66K mi
    31,687
    Good Price
    Dealer Fees Included
    No Accidents
    CMA's Williamsburg Ford
    • 49.12 mi. away
    Call
    Used 2021 Jeep Gladiator Sport
    Used

    2021 Jeep Gladiator

    • Sport
    • 18K mi
    44,499
    No Accidents
    CarDirect, LLC
    • 11.59 mi. away
    Call
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