Skip to vehicle Listings

Chevrolet Silverado 1500 Custom Trail Boss for Sale in Lexington, KY

40502
Filters (3)
Items 1 to 2 of 7.

    31 Matches

    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 14K mi
    39,987
    See payment
    Great Price
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Infotainment Package
    Used
    • Custom Trail Boss
    • 105K mi
    26,987
    See payment
    Good Price
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 100K mi
    25,500
    See payment
    Great Price
    My Wallet by Kelley Blue Book®

    Find it Fast.

    Keep it Affordable.

    Credit Rating
    Trade-In Value
    Get My Kelley Blue Book® CarValue
    Get My Payoff Quote

    $

    Based on 4.5% APR for mos.
    Certified 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Certified
    • Custom Trail Boss
    • 2K mi
    49,798
    See payment
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    Used
    • Custom Trail Boss
    • 8K mi
    42,587
    See payment
    Great Price
    New 2026 Chevrolet Silverado 1500 RST w/ Safety Package
    Consider New, Similar Payment
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 65K mi
    35,773
    See payment
    Good Price
    Item 1 of 10.
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    Used
    • Custom Trail Boss
    • 10 mi
    47,540
    See payment
    Good Price
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 58K mi
    30,480
    See payment
    Great Price
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    Used
    • Custom Trail Boss
    • 39K mi
    40,170
    See payment
    Good Price
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 95K mi
    26,980
    See payment
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 9 mi
    45,500
    See payment
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 62K mi
    31,939
    See payment
    Great Price
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 5K mi
    45,987
    See payment
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 31K mi
    40,480
    See payment
    Great Price
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 92K mi
    30,229
    See payment
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 16K mi
    42,737
    See payment
    Good Price
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 1 mi
    47,525
    MSRP$56,280
    See payment
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 1 mi
    47,525
    MSRP$56,280
    See payment
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    48,285
    MSRP$58,285
    See payment
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 6 mi
    46,922
    MSRP$56,815
    See payment
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used
    • Custom Trail Boss
    • 87K mi
    32,977
    See payment
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 1 mi
    50,248
    MSRP$60,744
    See payment
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 0 mi
    52,575
    MSRP$60,575
    See payment
    No Image Available
    New
    • Custom Trail Boss
    • 10 mi
    48,015
    MSRP$57,765
    See payment
    No Image Available
    New
    • Custom Trail Boss
    • 10 mi
    47,765
    MSRP$57,765
    See payment
    No Image Available
    New
    • Custom Trail Boss
    • 10 mi
    48,015
    MSRP$57,765
    See payment
    No Image Available
    New
    • Custom Trail Boss
    • 10 mi
    48,015
    MSRP$57,765
    See payment
    <!--{"relevance":[false,{}]}-->