Chevrolet Silverado 1500 Custom Trail Boss for Sale

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    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 25K mi
    49,500
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 5K mi
    53,850
    Certified 2023 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    • Custom Trail Boss
    • 38K mi
    38,915
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 0 mi
    33,708
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 37K mi
    40,999
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 74K mi
    30,550
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 70K mi
    34,889
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    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 15K mi
    47,975
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 75K mi
    33,192
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 17K mi
    40,377
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Midnight Edition
    Used
    • Custom Trail Boss
    • 78K mi
    36,995
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    • Custom Trail Boss
    • 56K mi
    Price Drop -$1,500
    40,497
    Dealer Fees Included
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 60K mi
    35,088
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    Certified 2021 Chevrolet Silverado 1500 Custom Trail Boss
    • Custom Trail Boss
    • 78K mi
    30,997
    Dealer Fees Included
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    • Custom Trail Boss
    • 30K mi
    41,990
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    • Custom Trail Boss
    • 87K mi
    29,755
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 3K mi
    49,329
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    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 59K mi
    35,999
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 9K mi
    47,020
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 57K mi
    36,990
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 17K mi
    46,700
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 48K mi
    36,580
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 2K mi
    59,993
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 42K mi
    34,999
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 12K mi
    40,270
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