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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale

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    Sponsored by Ray Skillman Discount Chevrolet
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    Used 2023 Chevrolet Silverado 1500 Custom
    30,988
    Similar Match
    Dealer Logo
    Ray Skillman Discount Chevrolet
    • (317) 608-0699
    86View Vehicles

    21 Matches

    Price Drop
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 128K mi
    23,835
    Dealer Fees Included
    Sponsored by Kahlo Chrysler Dodge Jeep RAM
    • 0.7 mi. away
    • (317) 316-9158
    Price Drop -$400
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 100K mi
    23,343
    No Accidents
    Sponsored by Indy Luxury Motorsports
    • 12.62 mi. away
    • (317) 284-9748
    Price Drop
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 35K mi
    37,210
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Hare Chevrolet
    • 1.16 mi. away
    • (317) 922-1571
    Price Drop -$500
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    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 90K mi
    27,000
    Good Price
    Dealer Fees Included
    No Accidents
    Andy Mohr Chevrolet
    • 29.41 mi. away
    • (317) 406-5585
    • Online Paperwork
    • Delivery
    360°
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 4K mi
    43,499
    Dealer Fees Included
    No Accidents
    ANDY MOHR BUICK GMC, INC
    • 4.43 mi. away
    • (317) 588-0608
    • Online Paperwork
    • Delivery
    360°
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 32K mi
    38,799
    Great Price
    Dealer Fees Included
    No Accidents
    ANDY MOHR BUICK GMC, INC
    • 4.43 mi. away
    • (317) 588-0608
    • Online Paperwork
    • Delivery
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Consider Buying New

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 1 mi
    52,959
    Hare Chevrolet
    • 1.16 mi. away
    • (317) 922-1537
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    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 10K mi
    40,850
    Great Price
    Dealer Fees Included
    No Accidents
    LEO CHEVROLET
    • 15.44 mi. away
    • (317) 643-3013
    Price Drop
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 35K mi
    37,210
    Great Price
    Dealer Fees Included
    No Accidents
    Hare Chevrolet
    • 1.16 mi. away
    • (317) 922-1571
    Price Drop
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 128K mi
    23,835
    Dealer Fees Included
    Kahlo Chrysler Dodge Jeep RAM
    • 0.7 mi. away
    • (317) 316-9158
    Price Drop -$800
    360°
    Certified 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 105K mi
    27,314
    Dealer Fees Included
    No Accidents
    Shea Buick GMC
    • (810) 407-5089
    • Online Paperwork
    • Delivery
    Price Drop
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 32K mi
    41,181
    Dealer Fees Included
    No Accidents
    Hare Chevrolet
    • 1.16 mi. away
    • (317) 922-1571
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 11K mi
    41,390
    Great Price
    No Additional Dealer Fees
    No Accidents
    Indy Auto Man
    • 24.64 mi. away
    • (317) 285-0047
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    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 108K mi
    26,248
    Good Price
    Dealer Fees Included
    McGonigal Buick GMC Cadillac
    • 30.87 mi. away
    • (765) 450-1283
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 16K mi
    40,500
    No Accidents
    Unlimited Motors
    • 8.37 mi. away
    • (317) 804-1343
    Price Drop -$400
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 100K mi
    23,343
    No Accidents
    Indy Luxury Motorsports
    • 12.62 mi. away
    • (317) 284-9748
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 106K mi
    26,159
    Dealer Fees Included
    No Accidents
    Greg Hubler Chevrolet
    • 34.4 mi. away
    • (317) 548-4271
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    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 17K mi
    41,595
    No Accidents
    Hubler Chevrolet
    • 28.42 mi. away
    • 1 (855) 671-6658
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2023 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 69K mi
    35,999
    No Accidents
    Bradley Chevrolet
    • 37.97 mi. away
    • (317) 668-0717
    No Image Available
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 78K mi
    27,999
    No Accidents
    Hubler Toyota
    • 28.2 mi. away
    • (317) 743-1308
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 49K mi
    23,999
    Brother's Auto Sales
    • 21.98 mi. away
    • (463) 634-7156
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 106K mi
    23,495
    Good Price
    No Additional Dealer Fees
    No Accidents
    Indy Auto Man
    • 24.64 mi. away
    • (317) 285-0047
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 96K mi
    24,400
    Good Price
    No Additional Dealer Fees
    No Accidents
    Indy Auto Man
    • 24.64 mi. away
    • (317) 285-0047
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 109K mi
    26,391
    No Accidents
    Dealer
    • 20.66 mi. away
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 130K mi
    24,991
    No Accidents
    Dealer
    • 20.66 mi. away
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