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
    • 9K mi
    44,495
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    Used
    • Custom Trail Boss
    • 6K mi
    47,208
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    Used
    • Custom Trail Boss
    • 10K mi
    49,987
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 67K mi
    34,998
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    • Custom Trail Boss
    • 35K mi
    35,890
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 32K mi
    37,990
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 8K mi
    41,400
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    Used
    • Custom Trail Boss
    • 55K mi
    44,488
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    • Custom Trail Boss
    • 66K mi
    35,995
    Certified 2023 Chevrolet Silverado 1500 Custom Trail Boss
    • Custom Trail Boss
    • 18K mi
    44,995
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    52,788
    MSRP$58,290
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    52,885
    MSRP$57,490
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    52,885
    MSRP$57,490
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 10 mi
    52,938
    MSRP$55,440
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    New
    • Custom Trail Boss
    • 50 mi
    53,028
    MSRP$55,530
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    53,247
    MSRP$56,852
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    54,685
    MSRP$58,290
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    54,944
    MSRP$59,549
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    New
    • Custom Trail Boss
    • 3 mi
    56,514
    MSRP$60,124
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    58,788
    MSRP$58,290
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 0 mi
    50,929
    MSRP$57,929
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 0 mi
    50,929
    MSRP$57,929
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 0 mi
    50,929
    MSRP$57,929
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 7 mi
    50,929
    MSRP$57,929
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 0 mi
    50,929
    MSRP$57,929
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