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  • Cajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $31,397

    63,798 mi.
    Est. $575/mo

    Kelley Buick GMC of Bartow

    4.0
    Bartow, FL (29 mi)
    Check Availability

  • Ash 2022 Chevrolet Silverado 1500 Custom Trail BossAsh 2022 Chevrolet Silverado 1500 Custom Trail BossAsh 2022 Chevrolet Silverado 1500 Custom Trail BossAsh 2022 Chevrolet Silverado 1500 Custom Trail BossAsh 2022 Chevrolet Silverado 1500 Custom Trail BossAsh 2022 Chevrolet Silverado 1500 Custom Trail Boss

    $27,988

    $2.4K
    89,707 mi.
    Est. $513/mo

    Gator Ford

    3.7
    Seffner, FL (3 mi)
    Check Availability

  • Northsky Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2023 Chevrolet Silverado 1500 Custom Trail Boss

    $40,477

    $810
    11,737 mi.
    Est. $742/mo

    Ferman Chevrolet of Tampa

    4.8
    Tampa, FL (4 mi)
    Check Availability

  • Sterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $32,816

    58,408 mi.
    Est. $601/mo

    Elder Ford of Tampa

    4.3
    Tampa, FL (11 mi)
    Check Availability
  • Red Hot 2021 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2021 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2021 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2021 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2021 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $36,453

    $476
    8,752 mi.
    Est. $668/mo

    AutoNation Chevrolet South Clearwater

    4.5
    Clearwater, FL (27 mi)
    Check Availability
  • Black 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail Boss

    $38,778

    18,777 mi.
    Est. $711/mo

    Evo Motors

    4.6
    Seffner, FL (2 mi)
    Check Availability
  • Red Hot 2025 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2025 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2025 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2025 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2025 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2025 Chevrolet Silverado 1500 Custom Trail Boss

    $39,248

    $139
    22,101 mi.
    Est. $719/mo

    Ferman Mazda Of Brandon

    4.8
    Tampa, FL (4 mi)
    Check Availability
  • Summit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail BossSummit White 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $30,429

    $860
    62,538 mi.
    Est. $558/mo

    Jim Browne Dade City Chevrolet GMC

    4.4
    Dade City, FL (25 mi)
    Check Availability
  • Summit White 2026 Chevrolet Silverado 1500 Custom Trail BossSummit White 2026 Chevrolet Silverado 1500 Custom Trail BossSummit White 2026 Chevrolet Silverado 1500 Custom Trail BossSummit White 2026 Chevrolet Silverado 1500 Custom Trail BossSummit White 2026 Chevrolet Silverado 1500 Custom Trail BossSummit White 2026 Chevrolet Silverado 1500 Custom Trail Boss

    $44,979

    $1.5K
    8,301 mi.
    Est. $824/mo

    CarHeroes

    4.2
    Seffner, FL (2 mi)
    Check Availability

  • Slate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $33,740

    $395
    75,558 mi.
    Est. $618/mo

    Chevrolet of Wesley Chapel

    4.6
    Wesley Chapel, FL (19 mi)
    Check Availability
  • Summit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $36,498

    $300
    33,495 mi.
    Est. $669/mo

    Chevrolet of Wesley Chapel

    4.6
    Wesley Chapel, FL (19 mi)
    Check Availability
  • Black 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail BossBlack 2026 Chevrolet Silverado 1500 Custom Trail Boss

    $48,039

    15,069 mi.
    Est. $880/mo

    Ferman Chevrolet of Tampa

    4.8
    Tampa, FL (4 mi)
    Check Availability
  • Slate Gray Metallic 2025 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2025 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2025 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2025 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2025 Chevrolet Silverado 1500 Custom Trail BossSlate Gray Metallic 2025 Chevrolet Silverado 1500 Custom Trail Boss

    $43,897

    $1K
    30,669 mi.
    Est. $805/mo

    Stingray Chevrolet

    4.6
    Plant City, FL (13 mi)
    Check Availability
  • Satin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $36,000

    30,009 mi.
    Est. $660/mo

    Lee Auto Group Tampa

    3.6
    Tampa, FL (8 mi)
    Check Availability
  • Cajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 Custom Trail Boss

    $31,397

    63,798 mi.
    Est. $575/mo

    Kelley Buick GMC of Bartow

    4.0
    Bartow, FL (29 mi)
    Check Availability

  • Sterling Gray Metallic 2026 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2026 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2026 Chevrolet Silverado 1500 Custom Trail Boss

    $44,998

    21,096 mi.
    Est. $825/mo

    Kuhn Volkswagen

    4.7
    Tampa, FL (13 mi)
    Check Availability
  • Sterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $35,930

    23,307 mi.
    Est. $659/mo

    Brandon Honda

    4.6
    Tampa, FL (4 mi)
    Check Availability
  • $34,464

    57,182 mi.
    Est. $632/mo

    Ferman Chevrolet of Tampa

    4.8
    Tampa, FL (4 mi)
    Check Availability
  • Northsky Blue Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    Not Priced

    108,903 mi.

    Lee Auto Group Tampa

    3.6
    Tampa, FL (8 mi)
    Check Availability
  • Glacier Blue Metallic 2022 Chevrolet Silverado 1500 Custom Trail Boss

    $36,428

    47,940 mi.
    Est. $668/mo

    Tampa Honda

    4.6
    Tampa, FL (11 mi)
    Check Availability
  • Red 2025 Chevrolet Silverado 1500 Custom Trail BossRed 2025 Chevrolet Silverado 1500 Custom Trail BossRed 2025 Chevrolet Silverado 1500 Custom Trail BossRed 2025 Chevrolet Silverado 1500 Custom Trail BossRed 2025 Chevrolet Silverado 1500 Custom Trail BossRed 2025 Chevrolet Silverado 1500 Custom Trail Boss

    $39,248

    $139
    22,101 mi.
    Est. $719/mo

    Ferman Chevrolet of Tampa

    4.8
    Tampa, FL (4 mi)
    Check Availability

  • Summit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail BossSummit White 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $38,488

    39,236 mi.
    Est. $705/mo

    Bomnin Chevrolet West Kendall

    4.9
    $211 delivery from Miami, FL (201 mi)
    Check Availability
  • Ash 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail BossAsh 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $36,990

    50,737 mi.
    Est. $678/mo

    Bomnin Chrysler Dodge Jeep Ram

    4.8
    $290 delivery from Miami, FL (194 mi)
    Check Availability
  • Black 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $33,529

    $1.3K
    47,950 mi.
    Est. $615/mo

    Ford of Port Richey

    4.6
    Port Richey, FL (34 mi)
    Check Availability
  • Black 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail BossBlack 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $40,591

    $494
    28,350 mi.
    Est. $744/mo

    Buick GMC Brooksville

    4.7
    Brooksville, FL (40 mi)
    Check Availability
  • Summit White 2022 Chevrolet Silverado 1500 Custom Trail BossSummit White 2022 Chevrolet Silverado 1500 Custom Trail BossSummit White 2022 Chevrolet Silverado 1500 Custom Trail BossSummit White 2022 Chevrolet Silverado 1500 Custom Trail BossSummit White 2022 Chevrolet Silverado 1500 Custom Trail Boss

    $26,648

    $1.5K
    111,379 mi.
    Est. $488/mo

    Weikert Ford

    4.6
    Lake Wales, FL (43 mi)
    Check Availability
  • Red Hot 2024 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2024 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2024 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2024 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2024 Chevrolet Silverado 1500 Custom Trail BossRed Hot 2024 Chevrolet Silverado 1500 Custom Trail Boss

    $34,955

    $887
    35,849 mi.
    Est. $641/mo

    Jarrett Gordon Ford Lincoln of Winter Haven

    4.9
    Winter Haven, FL (36 mi)
    Check Availability
  • Silver Ice Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2020 Chevrolet Silverado 1500 Custom Trail BossSilver Ice Metallic 2020 Chevrolet Silverado 1500 Custom Trail Boss

    $24,592

    140,073 mi.
    Est. $451/mo

    Buick GMC Brooksville

    4.7
    Brooksville, FL (40 mi)
    Check Availability
  • Summit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail BossSummit White 2023 Chevrolet Silverado 1500 Custom Trail Boss

    $25,648

    $777
    113,107 mi.
    Est. $470/mo

    Weikert Ford

    4.6
    Lake Wales, FL (43 mi)
    Check Availability
  • Satin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    $26,913

    97,775 mi.
    Est. $493/mo

    Volkswagen of New Port Richey

    3.0
    New Port Richey, FL (32 mi)
    Check Availability
  • Satin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail BossSatin Steel Metallic 2021 Chevrolet Silverado 1500 Custom Trail Boss

    Not Priced

    64,938 mi.
    Est. $0/mo

    Cox Chevrolet

    4.7
    Bradenton, FL (40 mi)
    Check Availability

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