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

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Items 1 to 2 of 11.
    Sponsored by Huston Chevrolet
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    New 2026 Chevrolet Silverado 1500 Custom Trail Boss
    51,637
    MSRP$57,490
    See estimated payment
    Dealer Fees Included
    Similar Match
    Huston Chevrolet
    (863) 657-3352
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    61View Vehicles

    28 Matches

    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 53K mi
    31,197
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by HGreg.com Orlando
    • 44.63 mi. away
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    High Demand
    Certified 2023 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package

    2023 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 11K mi
    41,287
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by Ferman Chevrolet of Tampa: #1 Chevrolet CPO Dealer in Southeast!
    • 26.91 mi. away
    • Online Paperwork
    • Delivery
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    Price Drop
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 8K mi
    36,458
    Dealer Fees Included
    No Accidents
    Sponsored by Lexus of Clearwater
    • 50.13 mi. away
    Call
    High Demand
    Certified 2023 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package

    2023 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 11K mi
    41,287
    Great Price
    Dealer Fees Included
    No Accidents
    Ferman Chevrolet of Tampa: #1 Chevrolet CPO Dealer in Southeast!
    • 26.91 mi. away
    • Online Paperwork
    • Delivery
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    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 59K mi
    35,387
    Good Price
    Dealer Fees Included
    No Accidents
    Ferman Chevrolet of Tampa: #1 Chevrolet CPO Dealer in Southeast!
    • 26.91 mi. away
    • Online Paperwork
    • Delivery
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    Price Drop
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 72K mi
    28,234
    Good Price
    Dealer Fees Included
    No Accidents
    Fountain Auto Mall
    • 41.67 mi. away
    Call
    New 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Consider Buying New

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 1 mi
    48,736
    Stingray Chevrolet
    • 11.45 mi. away
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    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 17K mi
    39,900
    Great Price
    No Additional Dealer Fees
    No Accidents
    Mullinax Ford of Kissimmee
    • 37.59 mi. away
    • Online Paperwork
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    Used 2024 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 35K mi
    38,834
    Good Price
    Dealer Fees Included
    Jarrett-Gordon Ford Lincoln
    • 11.12 mi. away
    Call
    Sponsored
    Item 1 of 4.
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 76K mi
    27,100
    Dealer Fees Included
    Call
    Price Drop
    Certified 2025 Chevrolet Silverado 1500 Custom Trail Boss

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 20K mi
    40,992
    Great Price
    Dealer Fees Included
    No Accidents
    Starling Chevrolet of Orlando
    • 38.79 mi. away
    • Online Paperwork
    Call
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 68K mi
    38,287
    Good Price
    Dealer Fees Included
    No Accidents
    Ferman Chevrolet of Tampa: #1 Chevrolet CPO Dealer in Southeast!
    • 26.91 mi. away
    • Online Paperwork
    • Delivery
    Call
    Used 2023 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2023 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 41K mi
    41,387
    Dealer Fees Included
    Ferman Chevrolet of Tampa: #1 Chevrolet CPO Dealer in Southeast!
    • 26.91 mi. away
    • Online Paperwork
    • Delivery
    Call
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    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 33K mi
    37,635
    Great Price
    Dealer Fees Included
    No Accidents
    Chevrolet of Wesley Chapel
    • 30.81 mi. away
    • Delivery
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    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 23K mi
    35,593
    Dealer Fees Included
    No Accidents
    FITZGERALD CLEARWATER HYUNDAI SUBARU
    • 50.14 mi. away
    Call
    Price Drop
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 8K mi
    36,458
    Dealer Fees Included
    No Accidents
    Lexus of Clearwater
    • 50.13 mi. away
    Call
    Certified 2024 Chevrolet Silverado 1500 Custom Trail Boss

    2024 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 28K mi
    41,893
    Great Price
    Dealer Fees Included
    No Accidents
    Buick GMC Brooksville
    • 48.35 mi. away
    • Online Paperwork
    Call
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    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 76K mi
    27,100
    Dealer Fees Included
    Bill Jarrett Ford
    • 38.35 mi. away
    Call
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 53K mi
    31,197
    Great Price
    Dealer Fees Included
    No Accidents
    HGreg.com Orlando
    • 44.63 mi. away
    Call
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss w/ Dark Appearance Package
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 22K mi
    42,287
    Dealer Fees Included
    No Accidents
    Ferman Chevrolet of Tampa: #1 Chevrolet CPO Dealer in Southeast!
    • 26.91 mi. away
    • Online Paperwork
    • Delivery
    Call
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 55K mi
    30,875
    Dealer Fees Included
    Napleton's South Orlando Chrysler Jeep Dodge Ram
    • 38.38 mi. away
    Call
    Price Drop
    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 28K mi
    43,085
    Dealer Fees Included
    No Accidents
    KIA of Clermont
    • 38.16 mi. away
    Call
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 30K mi
    36,000
    No Accidents
    Lee Auto Group Tampa
    • 31.02 mi. away
    Call
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss w/ Safety Confidence Package
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 53K mi
    31,197
    Great Price
    Dealer Fees Included
    No Accidents
    Sponsored by HGreg.com Orlando
    • 44.63 mi. away
    Call
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 82K mi
    32,399
    Dealer Fees Included
    No Accidents
    Ferman Chevrolet on North Dale Mabry
    • 36.16 mi. away
    Call
    Used 2020 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2020 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 99K mi
    24,699
    No Additional Dealer Fees
    FLORIDA FINE CARS-ORLANDO
    • 43.88 mi. away
    Call
    Used 2026 Chevrolet Silverado 1500 Custom Trail Boss w/ Turbomax Blackout Package
    Used

    2026 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 18K mi
    39,494
    Great Price
    Dealer Fees Included
    No Accidents
    EVO Motors
    • 23.56 mi. away
    Call
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    Used 2025 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2025 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 6K mi
    45,496
    Great Price
    Dealer Fees Included
    No Accidents
    Dealer
    • 48.31 mi. away
    Call
    Price Drop
    Used 2019 Chevrolet Silverado 1500 Custom Trail Boss w/ Custom Convenience Package
    Used

    2019 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 147K mi
    17,694
    Dealer Fees Included
    Five Star Auto Sales Of Tampa
    • 33.13 mi. away
    • Online Paperwork
    Call
    Price Drop
    Used 2021 Chevrolet Silverado 1500 Custom Trail Boss w/ LPO, Dark Essentials Package
    Used

    2021 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 102K mi
    24,694
    Dealer Fees Included
    No Accidents
    Five Star Auto Sales Of Tampa
    • 33.13 mi. away
    • Online Paperwork
    Call
    Used 2022 Chevrolet Silverado 1500 Custom Trail Boss
    Used

    2022 Chevrolet Silverado 1500

    • Custom Trail Boss
    • 80K mi
    35,697
    Dealer Fees Included
    No Accidents
    North Orlando Mitsubishi
    • 46.36 mi. away
    Call
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