Chevrolet Silverado 1500 Custom Trail Boss for Sale

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    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 60K mi
    32,995
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 5K mi
    42,995
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 57K mi
    36,981
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 26K mi
    40,000
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 100K mi
    39,987
    No Image Available
    Used
    • Custom Trail Boss
    • 16K mi
    49,000
    New 2019 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 2 mi
    38,589
    MSRP$43,565
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    New 2019 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 2 mi
    40,137
    MSRP$45,230
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 1 mi
    47,171
    MSRP$53,495
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 5 mi
    47,171
    MSRP$53,495
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 2 mi
    47,171
    MSRP$53,495
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 1 mi
    47,244
    MSRP$53,590
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 11 mi
    47,609
    MSRP$53,985
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    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 65K mi
    36,692
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    New
    • Custom Trail Boss
    • 0 mi
    52,045
    New 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 2 mi
    43,445
    MSRP$47,445
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 5 mi
    47,525
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 5 mi
    55,325
    MSRP
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 5 mi
    55,325
    MSRP
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