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Chevrolet Silverado 1500 Custom Trail Boss for Sale Near Me

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    New 2026 Chevrolet Silverado 1500 Custom w/ Turbomax Blackout Package
    48,240
    MSRP $51,990
    See estimated payment
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    58View Vehicles

    38 Matches

    Newly Listed
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 64K mi
    34,995
    See payment
    No Accidents
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 118K mi
    28,999
    See payment
    Good Price
    No Accidents
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 32K mi
    39,500
    See payment
    Great Price
    No Accidents
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    $
    Based on 4.5% APR for mos.Update Settings
    Price Drop
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 2K mi
    46,598
    See payment
    Great Price
    No Accidents
    Newly Listed
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 41K mi
    37,995
    See payment
    Good Price
    No Accidents
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    New 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Utility Wall Package
    Consider New, Similar Payment
    • Custom Trail Boss
    • 0 mi
    See details
    Newly Listed
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 62K mi
    34,995
    See payment
    Good Price
    No Accidents

    How many passenger seats do you need in your truck?
    Newly Listed
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Realtree Special Edition
    Used
    • Custom Trail Boss
    • 5K mi
    48,777
    See payment
    Good Price
    No Accidents
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    Used
    • Custom Trail Boss
    • 5K mi
    46,995
    See payment
    No Accidents
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 50K mi
    31,998
    See payment
    Good Price
    No Accidents
    Price Drop
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 45K mi
    36,450
    See payment
    Good Price
    No Accidents
    Newly Listed
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 64K mi
    34,995
    See payment
    No Accidents
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 32K mi
    39,500
    See payment
    Great Price
    No Accidents
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    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 118K mi
    28,999
    See payment
    Good Price
    No Accidents
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 69K mi
    33,595
    See payment
    Newly Listed
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used
    • Custom Trail Boss
    • 90K mi
    29,995
    See payment
    No Accidents
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 5 mi
    47,995
    MSRP $54,990
    See payment
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 4 mi
    48,990
    MSRP $54,990
    See payment
    Incentive
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 5 mi
    51,654
    MSRP $57,404
    See payment
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    New 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 5K mi
    45,998
    MSRP $54,890
    See payment
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 5 mi
    47,995
    MSRP $54,990
    See payment
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 5 mi
    48,995
    MSRP $55,420
    See payment
    New 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 5 mi
    50,025
    MSRP $55,025
    See payment
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 12K mi
    36,995
    See payment
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 32K mi
    39,500
    See payment
    Great Price
    No Accidents
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 2 mi
    52,430
    MSRP $56,180
    See payment
    Incentive
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 2 mi
    51,450
    MSRP $55,200
    See payment
    Incentive
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 2 mi
    51,960
    MSRP $55,710
    See payment
    Incentive
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