Autotrader Logo
Skip to vehicle Listings
Online car buying built around you. Shop Now

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale in Ocoee, FL

34761
Filters (4)
Items 1 to 2 of 10.
    Sponsored by Starling Chevrolet of Orlando
    Hide
    High Demand
    Used 2021 Chevrolet Silverado 1500 Custom
    25,429
    Great Price
    Similar Match
    Starling Chevrolet of Orlando
    (689) 223-4942
    Call
    Dealer Logo
    211View Vehicles

    19 Matches

    SponsoredNewly Listed
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 9K mi
    46,995
    See payment
    No Accidents
    Sponsored by Chrysler Dodge Jeep RAM of Seminole County
    • 19.11 mi. away
    Call
    SponsoredPrice Drop
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 125K mi
    24,950
    See payment
    Sponsored by New Smyrna Chevrolet
    • 45.5 mi. away
    • Online Paperwork
    Call
    Sponsored360°
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 20K mi
    39,552
    See payment
    Great Price
    No Accidents
    Sponsored by Ford of Clermont
    • 12.77 mi. away
    Call
    My Wallet
    Find it Fast.
    Keep it Affordable.
    Get My Kelley Blue Book® Car Value
    $
    Based on 4.5% APR for mos.Update Settings
    High Demand
    Certified 2023 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Certified

    2023 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 18K mi
    39,292
    See payment
    Great Price
    No Accidents
    Don Mealey Chevrolet
    • 8.79 mi. away
    • Online Paperwork
    Call
    Newly Listed
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 18K mi
    35,997
    See payment
    Good Price
    No Accidents
    Sun State Ford
    • 6.78 mi. away
    Call
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Consider New, Similar Payment

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 5 mi
    53,140
    Starling Chevrolet GMC
    • 27.46 mi. away
    • Online Paperwork
    Call
    Advertisement
    360°
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 20K mi
    39,552
    See payment
    Great Price
    No Accidents
    Ford of Clermont
    • 12.77 mi. away
    Call
    Newly Listed
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 9K mi
    46,995
    See payment
    No Accidents
    Chrysler Dodge Jeep RAM of Seminole County
    • 19.11 mi. away
    Call
    High Demand
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss
    CPO Go Certified

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 27K mi
    36,591
    See payment
    Great Price
    Chrysler Dodge Jeep Ram Leesburg
    • 29.1 mi. away
    Call
    High Demand
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 75K mi
    23,998
    See payment
    Great Price
    No Accidents
    Parks Toyota of Deland
    • 32.16 mi. away
    Call
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 9K mi
    50,800
    See payment
    No Accidents
    Airport Chrysler Dodge Jeep RAM (OPEN 7 DAYS)
    • 15.2 mi. away
    Call
    Advertisement
    Price Drop
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 29K mi
    43,398
    See payment
    No Accidents
    Phillips Buick GMC
    • 30.01 mi. away
    Call
    Price Drop
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 12K mi
    46,988
    See payment
    Good Price
    No Accidents
    Carroll Chevrolet
    • 31 mi. away
    Call
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 3K mi
    52,995
    See payment
    No Accidents
    Cecil Clark Chevrolet
    • 24.3 mi. away
    Call
    Newly Listed
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 90K mi
    29,991
    See payment
    No Accidents
    Don Mealey Chevrolet
    • 8.79 mi. away
    • Online Paperwork
    Call
    Advertisement
    Price Drop
    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Realtree Special Edition
    Used

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 51K mi
    37,998
    See payment
    Great Price
    No Accidents
    Bartow Ford
    • 49.11 mi. away
    Call
    Price Drop
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 97K mi
    29,988
    See payment
    No Accidents
    Cecil Clark Chevrolet
    • 24.3 mi. away
    Call
    Price Drop
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 125K mi
    24,950
    See payment
    New Smyrna Chevrolet
    • 45.5 mi. away
    • Online Paperwork
    Call
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 84K mi
    29,991
    See payment
    Good Price
    No Accidents
    Regal Chevrolet Kia
    • 45.03 mi. away
    Call
    Newly Listed
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 113K mi
    25,989
    See payment
    Dealer
    • 11.14 mi. away
    Call
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Realtree Special Edition
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 141K mi
    22,990
    See payment
    No Accidents
    STG Auto Brokers LLC
    • 14.02 mi. away
    Call
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 105K mi
    26,989
    See payment
    Dealer
    • 11.14 mi. away
    Call
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 115K mi
    Contact Dealer For Price
    See payment
    No Accidents
    Driver's Mart Winter Park
    • 13.52 mi. away
    Call
    Advertisement

    Used Chevrolet Silverado 1500 Custom Trail Boss in Nearby Cities

    View All Cities
    <!--{"relevance":[false,{"relevanceVersion":"default"}]}-->