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

    $50,690

    19,844 mi.
    Est. $919/mo

    Sarat Ford Lincoln

    4.4
    Agawam, MA (21 mi)
    Check Availability

  • Shadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail BossShadow Gray Metallic 2020 Chevrolet Silverado 1500 LT Trail Boss

    $32,590

    $405
    52,021 mi.
    Est. $591/mo

    Manchester Honda

    3.3
    Manchester, CT (24 mi)
    Check Availability

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

    $50,690

    19,844 mi.
    Est. $919/mo

    Sarat Ford Lincoln

    4.4
    Agawam, MA (21 mi)
    Check Availability

  • Black 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail BossBlack 2024 Chevrolet Silverado 1500 LT Trail Boss

    $48,244

    34,594 mi.
    Est. $875/mo

    Toyota of Bristol CT

    Bristol, CT (17 mi)
    Check Availability
  • Gray 2020 Chevrolet Silverado 1500 LT Trail BossGray 2020 Chevrolet Silverado 1500 LT Trail BossGray 2020 Chevrolet Silverado 1500 LT Trail BossGray 2020 Chevrolet Silverado 1500 LT Trail BossGray 2020 Chevrolet Silverado 1500 LT Trail BossGray 2020 Chevrolet Silverado 1500 LT Trail Boss

    $26,744

    96,707 mi.
    Est. $485/mo

    DriveMax

    Manchester, CT (24 mi)
    Check Availability
  • Black 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail Boss

    $37,789

    39,680 mi.
    Est. $685/mo

    European Motorcars

    3.8
    Middletown, CT (28 mi)
    Check Availability
  • Red Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail BossRed Hot 2021 Chevrolet Silverado 1500 LT Trail Boss

    $40,195

    33,811 mi.
    Est. $729/mo

    Central Chevrolet

    4.6
    West Springfield, MA (22 mi)
    Check Availability
  • Slate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $48,776

    19,537 mi.
    Est. $884/mo

    Metro Chrysler Dodge Jeep RAM

    4.7
    Chicopee, MA (27 mi)
    Check Availability
  • Cherry Red Tintcoat 2021 Chevrolet Silverado 1500 LT Trail BossCherry Red Tintcoat 2021 Chevrolet Silverado 1500 LT Trail BossCherry Red Tintcoat 2021 Chevrolet Silverado 1500 LT Trail BossCherry Red Tintcoat 2021 Chevrolet Silverado 1500 LT Trail BossCherry Red Tintcoat 2021 Chevrolet Silverado 1500 LT Trail BossCherry Red Tintcoat 2021 Chevrolet Silverado 1500 LT Trail Boss

    $35,690

    64,669 mi.
    Est. $647/mo

    Central Chevrolet

    4.6
    West Springfield, MA (22 mi)
    Check Availability
  • Summit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail Boss

    $32,649

    $200
    76,514 mi.
    Est. $592/mo

    Hoffman Toyota

    4.5
    Simsbury, CT (10 mi)
    Check Availability
  • White 2021 Chevrolet Silverado 1500 LT Trail BossWhite 2021 Chevrolet Silverado 1500 LT Trail BossWhite 2021 Chevrolet Silverado 1500 LT Trail BossWhite 2021 Chevrolet Silverado 1500 LT Trail BossWhite 2021 Chevrolet Silverado 1500 LT Trail BossWhite 2021 Chevrolet Silverado 1500 LT Trail Boss

    $34,441

    $1K
    50,761 mi.
    Est. $624/mo

    Loehmann-Blasius Chevrolet

    3.6
    Waterbury, CT (27 mi)
    Check Availability
  • Dark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $40,719

    $277
    55,456 mi.
    Est. $738/mo

    Loehmann-Blasius Chevrolet

    3.6
    Waterbury, CT (27 mi)
    Check Availability
  • Slate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSlate Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $45,990

    24,073 mi.
    Est. $834/mo

    Loehmann-Blasius Chevrolet

    3.6
    Waterbury, CT (27 mi)
    Check Availability
  • Black 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail Boss

    $30,996

    84,826 mi.
    Est. $562/mo

    Loehmann-Blasius Chevrolet

    3.6
    Waterbury, CT (27 mi)
    Check Availability
  • Black 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail BossBlack 2019 Chevrolet Silverado 1500 LT Trail Boss

    $29,998

    98,660 mi.
    Est. $544/mo

    CarMax Hartford

    3.8
    Hartford, CT (19 mi)
    Check Availability
  • Black 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail Boss

    $38,998

    44,113 mi.
    Est. $707/mo

    CarMax Hartford

    3.8
    Hartford, CT (19 mi)
    Check Availability
  • Northsky Blue Metallic 2022 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2022 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2022 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2022 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2022 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2022 Chevrolet Silverado 1500 LT Trail Boss

    $35,976

    $500
    71,217 mi.
    Est. $652/mo

    Northwest Hills Chevrolet GMC

    4.8
    Torrington, CT (9 mi)
    Check Availability
  • White 2020 Chevrolet Silverado 1500 LT Trail BossWhite 2020 Chevrolet Silverado 1500 LT Trail BossWhite 2020 Chevrolet Silverado 1500 LT Trail BossWhite 2020 Chevrolet Silverado 1500 LT Trail BossWhite 2020 Chevrolet Silverado 1500 LT Trail BossWhite 2020 Chevrolet Silverado 1500 LT Trail Boss

    $28,977

    85,848 mi.
    Est. $525/mo

    Shamrock Motors

    East Windsor, CT (19 mi)
    Check Availability
  • Black 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail Boss

    $25,999

    118,423 mi.
    Est. $471/mo

    Full Throttle Powersports

    2.9
    East Windsor, CT (19 mi)
    Check Availability
  • Northsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail Boss

    $28,000

    112,909 mi.
    Est. $508/mo

    GMC of Watertown

    3.9
    Watertown, CT (26 mi)
    Check Availability
  • Not Priced

    95,480 mi.
    Est. $0/mo

    Northwest Hills Chevrolet GMC

    4.8
    Torrington, CT (9 mi)
    Check Availability
  • Not Priced

    88,075 mi.
    Est. $0/mo

    Loehmann-Blasius Chevrolet

    3.6
    Waterbury, CT (27 mi)
    Check Availability
  • Radiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail BossRadiant Red Tintcoat 2024 Chevrolet Silverado 1500 LT Trail Boss

    $42,799

    $5.4K
    27,075 mi.
    Est. $776/mo

    Irwin Automotive Group

    4.8
    Free delivery from Laconia, NH (135 mi)
    Check Availability
  • Sterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail BossSterling Gray Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $40,799

    $7.1K
    35,347 mi.
    Est. $740/mo

    Irwin Automotive Group

    4.8
    Free delivery from Laconia, NH (135 mi)
    Check Availability
  • Red Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail BossRed Hot 2024 Chevrolet Silverado 1500 LT Trail Boss

    $48,592

    35,869 mi.
    Est. $881/mo

    Jim Salvie's Signature Series

    5.0
    Pittsfield, MA (39 mi)
    Check Availability
  • Dark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail BossDark Ash Metallic 2024 Chevrolet Silverado 1500 LT Trail Boss

    $43,500

    52,414 mi.
    Est. $789/mo

    Ingersoll Auto of Pawling

    4.7
    Pawling, NY (42 mi)
    Check Availability
  • Summit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail BossSummit White 2021 Chevrolet Silverado 1500 LT Trail Boss

    $31,000

    79,738 mi.
    Est. $562/mo

    Ingersoll Auto of Pawling

    4.7
    Pawling, NY (42 mi)
    Check Availability
  • Cajun Red Tintcoat 2019 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 LT Trail BossCajun Red Tintcoat 2019 Chevrolet Silverado 1500 LT Trail Boss

    $28,793

    89,790 mi.
    Est. $522/mo

    J & M Automotive

    4.9
    Naugatuck, CT (32 mi)
    Check Availability
  • Summit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail BossSummit White 2025 Chevrolet Silverado 1500 LT Trail Boss

    $53,504

    $1.5K
    8,105 mi.
    Est. $970/mo

    Bedard Bros

    4.5
    Cheshire, MA (45 mi)
    Check Availability
  • Black 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail BossBlack 2020 Chevrolet Silverado 1500 LT Trail Boss

    $34,299

    $1K
    77,392 mi.
    Est. $622/mo

    Lia Toyota of Wilbraham

    4.4
    Wilbraham, MA (31 mi)
    Check Availability
  • Northsky Blue Metallic 2019 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2019 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2019 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2019 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2019 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2019 Chevrolet Silverado 1500 LT Trail Boss

    $34,624

    39,453 mi.
    Est. $628/mo

    Ruge's Automotive Inc.

    Rhinebeck, NY (48 mi)
    Check Availability
  • Black 2023 Chevrolet Silverado 1500 LT Trail BossBlack 2023 Chevrolet Silverado 1500 LT Trail BossBlack 2023 Chevrolet Silverado 1500 LT Trail BossBlack 2023 Chevrolet Silverado 1500 LT Trail BossBlack 2023 Chevrolet Silverado 1500 LT Trail BossBlack 2023 Chevrolet Silverado 1500 LT Trail Boss

    $42,579

    52,539 mi.
    Est. $772/mo

    Ruge's Automotive Inc.

    Rhinebeck, NY (48 mi)
    Check Availability
  • Northsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail BossNorthsky Blue Metallic 2021 Chevrolet Silverado 1500 LT Trail Boss

    $39,549

    41,570 mi.
    Est. $717/mo

    Bedard Bros

    4.5
    Cheshire, MA (45 mi)
    Check Availability
  • Black 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail BossBlack 2021 Chevrolet Silverado 1500 LT Trail Boss

    $35,545

    72,156 mi.
    Est. $644/mo

    Bedard Bros

    4.5
    Cheshire, MA (45 mi)
    Check Availability
  • Silver Ice Metallic 2019 Chevrolet Silverado 1500 LT Trail BossSilver Ice Metallic 2019 Chevrolet Silverado 1500 LT Trail Boss

    $35,895

    58,420 mi.
    Est. $651/mo

    Bobby Crabtree Chevrolet

    East Haven, CT (45 mi)
  • Black 2022 Chevrolet Silverado 1500 LT Trail Boss

    $35,900

    56,823 mi.
    Est. $651/mo

    Ruge's Chevrolet

    4.1
    Millbrook, NY (37 mi)

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