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Certified Used Chevrolet Silverado 1500 Custom Trail Boss for Sale

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Items 1 to 2 of 14.

    37 Matches

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    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    High Demand
    Used
    • Custom Trail Boss
    • 17K mi
    45,186
    See payment
    360°
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    High Demand
    Used
    • Custom Trail Boss
    • 20K mi
    44,897
    See payment
    Great Price
    360°
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Reduced Price
    Used
    • Custom Trail Boss
    • 24K mi
    43,809
    See payment
    Great Price
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    Based on 4.5% APR for mos.
    360°
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 38K mi
    41,000
    See payment
    Great Price
    360°
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    High Demand
    Used
    • Custom Trail Boss
    • 42K mi
    34,995
    See payment
    Good Price
    360°
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    High Demand
    Used
    • Custom Trail Boss
    • 50K mi
    32,495
    See payment
    360°
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    High Demand
    Used
    • Custom Trail Boss
    • 54K mi
    27,495
    See payment
    Great Price
    Item 1 of 10.
    360°
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss
    High Demand
    Used
    • Custom Trail Boss
    • 109K mi
    25,495
    See payment
    360°
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 22K mi
    38,129
    See payment
    360°
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 76K mi
    29,450
    See payment
    Great Price
    360°
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 106K mi
    25,750
    See payment
    Good Price
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 9K mi
    48,950
    See payment
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 5K mi
    48,495
    See payment
    Good Price
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    High Demand
    Used
    • Custom Trail Boss
    • 24K mi
    44,500
    See payment
    Great Price
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    Used
    • Custom Trail Boss
    • 25K mi
    41,000
    See payment
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 53K mi
    40,592
    See payment
    Good Price
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 45K mi
    37,899
    See payment
    Good Price
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Reduced Price
    Used
    • Custom Trail Boss
    • 53K mi
    37,716
    See payment
    Great Price
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 63K mi
    36,988
    See payment
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 69K mi
    28,990
    See payment
    Great Price
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 13K mi
    45,532
    See payment
    Good Price
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 35K mi
    40,278
    See payment
    Good Price
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Reduced Price
    Used
    • Custom Trail Boss
    • 47K mi
    37,103
    See payment
    Good Price
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used
    • Custom Trail Boss
    • 97K mi
    36,899
    See payment
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 18K mi
    35,997
    See payment
    Good Price
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used
    • Custom Trail Boss
    • 65K mi
    32,995
    See payment
    Good Price
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 75K mi
    31,999
    See payment
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Realtree Special Edition
    High Demand
    Used
    • Custom Trail Boss
    • 98K mi
    29,500
    See payment
    Great Price
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 77K mi
    38,696
    See payment
    Shop certified Chevrolet Silverado 1500 full-size light-duty pickup trucks backed by the Ford Blue Advantage program. The Silverado is one of Chevrolet’s most popular trucks known for its reliability, perfect for hauling heavy loads with a towing capacity of over 13,000 pounds. Available in Regular Cab, Double Cab, and Crew Cab, the Silverado is able to meet your specific driving needs. The truck has five different engine options with both rear-wheel drive and 4-wheel drive available. Search WT, Custom, Custom Trail Boss, LT, RST, LTZ LT Trail Boss, and High Country trim levels.

    The Ford Blue Advantage program has 37 certified used Chevrolet Silverado 1500 available.



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