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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale

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    Sponsored by Jack Hanania Chevrolet
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    51,048
    MSRP$60,125
    See estimated payment
    Dealer Fees Included
    Similar Match
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    Jack Hanania Chevrolet
    • 1 (844) 264-0861
    120View Vehicles

    12 Matches

    High Demand
    Certified 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 93K mi
    28,209
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Coggin Chevrolet at the Avenues
    • 28.03 mi. away
    • (904) 414-2005
    Newly Listed
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 124K mi
    24,492
    Good Price
    Dealer Fees Included
    No Accidents
    Sponsored by Autonation USA Jacksonville
    • 36.6 mi. away
    • (904) 893-4707
    Price Drop -$535
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Infotainment Package

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 73K mi
    28,364
    Great Price
    Dealer Fees Included
    No Accidents
    Bozard Ford
    • 9.47 mi. away
    • (904) 441-1598
    High Demand
    Certified 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 93K mi
    28,209
    Great Price
    Dealer Fees Included
    No Accidents
    Coggin Chevrolet at the Avenues
    • 28.03 mi. away
    • (904) 414-2005
    Price Drop -$1,373
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 4K mi
    44,429
    Great Price
    Dealer Fees Included
    No Accidents
    Beaver Chevrolet
    • 37.72 mi. away
    • (904) 431-7179
    360°
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 3K mi
    49,860
    Dealer Fees Included
    No Accidents
    Jon Hall Chevrolet
    • 44.87 mi. away
    • (386) 868-5936
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    Consider Buying New

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 2K mi
    48,157
    Gordon Chevrolet,inc.
    • 35.36 mi. away
    • (904) 479-9363
    • Online Paperwork
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    Price Drop -$900
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 19K mi
    41,375
    Good Price
    Dealer Fees Included
    No Accidents
    Murray Ford SuperStore
    • 49.21 mi. away
    • (904) 290-4577
    360°
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 25K mi
    41,860
    Dealer Fees Included
    Jon Hall Chevrolet
    • 44.87 mi. away
    • (386) 868-5936
    Sponsored
    High Demand
    Item 1 of 4.
    Certified 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Price Reduced!
    Certified

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 93K mi
    28,209
    Great Price
    Dealer Fees Included
    No Accidents
    Price Drop -$2,225
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2023 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 46K mi
    41,286
    Dealer Fees Included
    No Accidents
    Beaver Chevrolet
    • 37.72 mi. away
    • (904) 431-7179
    Newly Listed
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 124K mi
    24,492
    Good Price
    Dealer Fees Included
    No Accidents
    Autonation USA Jacksonville
    • 36.6 mi. away
    • (904) 893-4707
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 100K mi
    23,799
    Brightway Auto Sales III
    • 37.51 mi. away
    • (904) 717-0692
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    Newly Listed
    No Image Available
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 133K mi
    26,795
    Good Price
    Dealer Fees Included
    Dealer
    • 35.42 mi. away
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 15K mi
    41,891
    No Accidents
    Dealer
    • 26.68 mi. away
    No Image Available
    Used

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 11K mi
    Contact Dealer For Price
    Dealer Fees Included
    No Accidents
    Jon Hall Chevrolet
    • 44.87 mi. away
    • (386) 868-5936
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