Chevrolet Silverado 1500 Custom Trail Boss for Sale

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    Items 1 to 2 of 18.

    4,451 Matches

    Certified 2023 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    • Custom Trail Boss
    • 115K mi
    29,691
    Good Price
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used
    • Custom Trail Boss
    • 9K mi
    44,498
    Great Price
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 10 mi
    Contact Dealer For Price
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Midnight Edition
    New
    • Custom Trail Boss
    • 2 mi
    49,428
    MSRP$61,455
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 3 mi
    49,347
    MSRP$56,935
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 5 mi
    49,250
    MSRP$58,000
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 4 mi
    49,001
    MSRP$55,190
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 2 mi
    48,946
    MSRP$60,920
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    New
    • Custom Trail Boss
    • 11 mi
    48,810
    MSRP$59,180
    Item 1 of 4.
    Used
    • Custom Trail Boss
    • 45K mi
    37,544
    Good Price
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 4 mi
    48,770
    MSRP$60,724
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    48,769
    MSRP$60,360
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 4 mi
    48,670
    MSRP$57,280
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 3 mi
    48,670
    MSRP$57,280
    Certified 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Midnight Edition
    • Custom Trail Boss
    • 4K mi
    48,593
    Great Price
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 4 mi
    48,567
    MSRP$60,765
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 4 mi
    48,501
    MSRP$60,425
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 2 mi
    48,181
    MSRP$60,070
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 4K mi
    48,136
    MSRP$58,620
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 4 mi
    48,135
    MSRP$56,685
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 146 mi
    47,907
    MSRP$57,490
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    New
    • Custom Trail Boss
    • 12 mi
    47,805
    MSRP$59,535
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 2 mi
    47,797
    MSRP$58,570
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 1 mi
    47,795
    MSRP$58,570
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    New
    • Custom Trail Boss
    • 6 mi
    47,749
    MSRP$57,730
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    New
    • Custom Trail Boss
    • 7 mi
    47,620
    MSRP$57,120
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 3 mi
    47,497
    MSRP$58,860
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Used
    • Custom Trail Boss
    • 18K mi
    47,419
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    New
    • Custom Trail Boss
    • 5 mi
    47,373
    MSRP$58,860

    Chevrolet Silverado 1500 Custom Trail Boss for Sale by Year

    Chevrolet Silverado 1500 for Sale by Trim

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