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Used Jeep Trucks for Sale in Chesapeake, VA

23320
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Items 1 to 2 of 14.
    Sponsored by Matthew Sessoms Chrysler Dodge Jeep Ram
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    New 2026 Jeep Gladiator Sport
    46,517
    MSRP$50,765
    Similar Match
    Matthew Sessoms Chrysler Dodge Jeep Ram
    (252) 802-8443
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    Used 2022 Jeep Gladiator Sport
    Used

    2022 Jeep Gladiator

    • Sport
    • 50K mi
    27,571
    No Accidents
    Sponsored by Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
    Used 2023 Jeep Gladiator Rubicon w/ Cold Weather Group
    Used

    2023 Jeep Gladiator

    • Rubicon
    • 35K mi
    36,040
    No Accidents
    Sponsored by CLEARWAY CHRYSLER DODGE JEEP RAM
    • 39.58 mi. away
    • Online Paperwork
    Call
    Used 2021 Jeep Gladiator Sport
    Used

    2021 Jeep Gladiator

    • Sport
    • 83K mi
    26,999
    No Accidents
    Sponsored by Ken Houtz Chevrolet
    • 45.86 mi. away
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    Based on 4.5% APR for mos.
    Newly Listed
    Used 2021 Jeep Gladiator Sport
    Used

    2021 Jeep Gladiator

    • Sport
    • 49K mi
    31,106
    No Accidents
    Priority Toyota Chesapeake
    • 2.19 mi. away
    • Online Paperwork
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    Used 2023 Jeep Gladiator Overland
    Used

    2023 Jeep Gladiator

    • Overland
    • 36K mi
    34,395
    Priority Chevrolet Greenbrier
    • 2.8 mi. away
    • Online Paperwork
    Call
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    Used 2022 Jeep Gladiator Sport
    Used

    2022 Jeep Gladiator

    • Sport
    • 50K mi
    27,571
    No Accidents
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
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    Used 2025 Jeep Gladiator Rubicon w/ Safety Group
    Used

    2025 Jeep Gladiator

    • Rubicon
    • 2K mi
    48,573
    No Accidents
    Southern Dodge Chrysler Jeep Ram Alfa Romeo Fiat Norfolk
    • 8.69 mi. away
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    Used 2025 Jeep Gladiator Mojave w/ Convenience Group
    Used

    2025 Jeep Gladiator

    • Mojave
    • 12K mi
    46,400
    No Accidents
    Southern Buick GMC Greenbrier
    • 3 mi. away
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    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 40K mi
    28,990
    Checkered Flag Honda
    • 7.27 mi. away
    • Online Paperwork
    Call
    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package
    Used

    2021 Jeep Gladiator

    • Overland
    • 44K mi
    34,985
    Southern Buick GMC Greenbrier
    • 3 mi. away
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    Used 2021 Jeep Gladiator Mojave
    Used

    2021 Jeep Gladiator

    • Mojave
    • 62K mi
    32,988
    Southern CDJR Chesapeake
    • 12.19 mi. away
    Call
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    Used 2020 Jeep Gladiator Mojave
    Used

    2020 Jeep Gladiator

    • Mojave
    • 31K mi
    37,777
    No Accidents
    CarDirect, LLC
    • 11.59 mi. away
    Call
    Used 2024 Jeep Gladiator Mojave w/ Technology Group
    Used

    2024 Jeep Gladiator

    • Mojave
    • 5K mi
    44,988
    No Accidents
    Wynne Ford
    • 21.15 mi. away
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    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 57K mi
    34,777
    No Accidents
    Beach Auto Brokers
    • 11.14 mi. away
    Call
    Certified 2025 Jeep Gladiator Sport

    2025 Jeep Gladiator

    • Sport
    • 4K mi
    42,000
    No Accidents
    Starr Motors
    • 19.97 mi. away
    Call
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    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 118K mi
    23,616
    No Accidents
    Southern CDJR Fiat Newport News
    • 30.09 mi. away
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    Newly Listed
    Used 2024 Jeep Gladiator Rubicon
    Used

    2024 Jeep Gladiator

    • Rubicon
    • 18K mi
    45,689
    No Accidents
    Williamsburg Kia
    • 46.35 mi. away
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    Used 2021 Jeep Gladiator Overland w/ Popular Equipment Package
    Used

    2021 Jeep Gladiator

    • Overland
    • 90K mi
    29,500
    No Accidents
    Back Roads Automotive
    • 2.1 mi. away
    Call
    Used 2023 Jeep Gladiator Rubicon w/ Cold Weather Group
    Used

    2023 Jeep Gladiator

    • Rubicon
    • 35K mi
    36,040
    No Accidents
    CLEARWAY CHRYSLER DODGE JEEP RAM
    • 39.58 mi. away
    • Online Paperwork
    Call
    Used 2020 Jeep Gladiator Sport w/ Quick Order Package 24S
    Used

    2020 Jeep Gladiator

    • Sport
    • 98K mi
    26,777
    No Accidents
    Beach Auto Brokers
    • 11.14 mi. away
    Call
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    Used 2023 Jeep Gladiator Mojave w/ LED Lighting Group
    Used

    2023 Jeep Gladiator

    • Mojave
    • 37K mi
    38,588
    No Accidents
    Casey Toyota
    • 49.12 mi. away
    Call
    Used 2024 Jeep Gladiator Rubicon w/ Convenience Group
    Used

    2024 Jeep Gladiator

    • Rubicon
    • 9K mi
    47,499
    No Accidents
    Sponsored by Blake Ford
    • 39.13 mi. away
    Call
    Used 2024 Jeep Gladiator Rubicon w/ Convenience Group
    Used

    2024 Jeep Gladiator

    • Rubicon
    • 9K mi
    47,499
    No Accidents
    Blake Ford
    • 39.13 mi. away
    Call
    Used 2021 Jeep Gladiator Sport
    Used

    2021 Jeep Gladiator

    • Sport
    • 83K mi
    26,999
    No Accidents
    Ken Houtz Chevrolet
    • 45.86 mi. away
    Call
    Newly Listed
    Used 2024 Jeep Gladiator Mojave w/ Technology Group
    Used

    2024 Jeep Gladiator

    • Mojave
    • 41K mi
    43,393
    No Accidents
    Cavalier Ford Greenbrier
    • 2.63 mi. away
    Call
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    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 120K mi
    28,999
    No Accidents
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
    360°
    Used 2022 Jeep Gladiator Rubicon w/ Cold Weather Group
    Used

    2022 Jeep Gladiator

    • Rubicon
    • 71K mi
    31,719
    Southern Chrysler Dodge Jeep Ram Greenbrier
    • 2.77 mi. away
    Call
    Used 2021 Jeep Gladiator Overland
    Used

    2021 Jeep Gladiator

    • Overland
    • 54K mi
    32,000
    No Accidents
    Back Roads Automotive
    • 2.1 mi. away
    Call
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