Chevrolet Silverado 1500 Custom Trail Boss for Sale

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    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Infotainment Package
    Used
    • Custom Trail Boss
    • 23K mi
    44,999
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    Used
    • Custom Trail Boss
    • 7K mi
    45,972
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    • Custom Trail Boss
    • 8K mi
    42,851
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 26K mi
    40,000
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 35K mi
    39,995
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ Midnight Edition
    Used
    • Custom Trail Boss
    • 60K mi
    33,803
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 22K mi
    45,749
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    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 108K mi
    27,176
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 37K mi
    41,500
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 57K mi
    37,500
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    Used
    • Custom Trail Boss
    • 22K mi
    41,775
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 37K mi
    45,115
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    New
    • Custom Trail Boss
    • 5 mi
    54,019
    MSRP$59,670
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 2K mi
    46,324
    MSRP$55,030
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    New
    • Custom Trail Boss
    • 3 mi
    55,347
    MSRP$58,250
    New 2021 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 8 mi
    47,595
    MSRP$51,595
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 5 mi
    48,130
    MSRP$53,130
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    New
    • Custom Trail Boss
    • 12 mi
    52,610
    MSRP$58,610
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 72K mi
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