Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearWinslow, IN
384 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,794
- Stock #:
- J26072
- VIN:
- 1GCPYFED3MZ387439
Sponsored by Russ Hubler Chrysler Dodge Jeep Ram
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,794 mi
North Vernon, IN
95 mi away
Good Deal
$36,212
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 109,248
- Stock #:
- G326317P
- VIN:
- 3GCUDFEDXPG326317
Price drop
-$1,000
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,248 mi
Corydon, IN
59 mi away
Good Deal
$32,500
$31,500
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 18,204
- Stock #:
- 261128A
- VIN:
- 3GCUDFED9RG399701
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
18,204 mi
Bedford, IN
49 mi away
Fair Deal
$49,149
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- SHADOW GRAY METALLIC
- Fuel type:
- Gasoline
- Mileage:
- 70,180
- Stock #:
- 26663A
- VIN:
- 1GCPYFED8LZ366651
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,180 mi
La Grange, KY
100 mi away
Good Deal
$33,023
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,197
- Stock #:
- S09422-2
- VIN:
- 3GCUKFE87SG161411
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,197 mi
Salem, IN
64 mi away
Fair Deal
$51,245
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 109,248
- Stock #:
- G326317P
- VIN:
- 3GCUDFEDXPG326317
Price drop
-$1,000
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,248 mi
Corydon, IN
59 mi away
Good Deal
$32,500
$31,500
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Mileage:
- 13,939
- Stock #:
- 26588A
- VIN:
- 3GCUDFED4RG117092
Price drop
-$1,080
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
13,939 mi
La Grange, KY
100 mi away
Fair Deal
$50,954
$49,874
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray (Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,658
- Stock #:
- G08974
- VIN:
- 1GCPYFED5MZ149334
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,658 mi
Greenville, IN
67 mi away
Good Deal
$35,767
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Radiant Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,241
- Stock #:
- P6199
- VIN:
- 3GCUDFED6RG355834
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
16,241 mi
Martinsville, IN
82 mi away
Fair Deal
$48,326
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 95,053
- Stock #:
- U26913060
- VIN:
- 3GCUDFED0PG175794
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
95,053 mi
Radcliff, KY
79 mi away
Fair Deal
$35,450
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,461
- Stock #:
- 26-2802A
- VIN:
- 3GCPYFEL9MG169948
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
72,461 mi
Louisville, KY
90 mi away
Good Deal
$34,915
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,215
- Stock #:
- I1770
- VIN:
- 3GCPYFEDXMG122758
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,215 mi
Home delivery from West Jordan, UT
Price includes $1,324 shipping
Good Deal
$30,518
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 71,064
- Stock #:
- 1C26449A
- VIN:
- 1GCPYFED7MZ147035
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,064 mi
Camby, IN
98 mi away
Fair Deal
$34,099
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,794
- Stock #:
- J26072
- VIN:
- 1GCPYFED3MZ387439
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,794 mi
North Vernon, IN
95 mi away
Good Deal
$36,212
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 82,488
- Stock #:
- 70286058
- VIN:
- 3GCPYFED2LG209973
Price drop
-$1,000
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,488 mi
Store transfer to Louisville, KY
Price includes $249 shipping
Good Deal
$32,247
$31,247
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 115,335
- Stock #:
- 26G1129A
- VIN:
- 1GCPYFED5KZ187014
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,335 mi
Seymour, IN
83 mi away
Fair Deal
$28,706
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Radiant Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,504
- Stock #:
- MU15863
- VIN:
- 3GCUKFED2SG265625
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
16,504 mi
Louisville, KY
87 mi away
Good Deal
$47,699
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- SUMMIT WHITE
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK
- Transmission:
- Automatic
- Mileage:
- 29,121
- Stock #:
- 351936C
- VIN:
- 3GCUKFED0SG351936
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
29,121 mi
Home delivery from Livingston, TX
Price includes $855 shipping
Good Deal
$47,292
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 127,571
- Stock #:
- PU7945
- VIN:
- 1GCPYFED5KZ227303
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
127,571 mi
Clinton, IN
89 mi away
Fair Deal
$26,298
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Leather-Appointed Front Seat Trim
- Transmission:
- Automatic
- Mileage:
- 110,390
- Stock #:
- G261626A
- VIN:
- 1GCPYFEL8LZ379519
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
110,390 mi
Home delivery from Sullivan, MO
Price includes $420 shipping
Fair Deal
$30,415
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,608
- Stock #:
- V10634A
- VIN:
- 1GCPYFED1MZ357548
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,608 mi
Spencer, IN
67 mi away
Good Deal
$36,516
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 98,063
- Stock #:
- P2927
- VIN:
- 1GCPYFEL8MZ234711
Price drop
-$1,457
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,063 mi
Home delivery from Ringgold, GA
Price includes $534 shipping
Good Deal
$33,969
$32,512
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,766
- Stock #:
- 31PG348891T1
- VIN:
- 3GCPDFEK4PG348891
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,766 mi
Clarksville, IN
79 mi away
Good Deal
$39,416
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,608
- Stock #:
- V10634A
- VIN:
- 1GCPYFED1MZ357548
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,608 mi
Spencer, IN
67 mi away
Good Deal
$36,516
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,794
- Stock #:
- J26072
- VIN:
- 1GCPYFED3MZ387439
Sponsored by Russ Hubler Chrysler Dodge Jeep Ram
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,794 mi
North Vernon, IN
95 mi away
Good Deal
$36,212
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 109,248
- Stock #:
- G326317P
- VIN:
- 3GCUDFEDXPG326317
Price drop
-$1,000
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,248 mi
Corydon, IN
59 mi away
Good Deal
$32,500
$31,500
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 18,204
- Stock #:
- 261128A
- VIN:
- 3GCUDFED9RG399701
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
18,204 mi
Bedford, IN
49 mi away
Fair Deal
$49,149
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- SHADOW GRAY METALLIC
- Fuel type:
- Gasoline
- Mileage:
- 70,180
- Stock #:
- 26663A
- VIN:
- 1GCPYFED8LZ366651
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,180 mi
La Grange, KY
100 mi away
Good Deal
$33,023
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,197
- Stock #:
- S09422-2
- VIN:
- 3GCUKFE87SG161411
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,197 mi
Salem, IN
64 mi away
Fair Deal
$51,245
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 109,248
- Stock #:
- G326317P
- VIN:
- 3GCUDFEDXPG326317
Price drop
-$1,000
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,248 mi
Corydon, IN
59 mi away
Good Deal
$32,500
$31,500
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Mileage:
- 13,939
- Stock #:
- 26588A
- VIN:
- 3GCUDFED4RG117092
Price drop
-$1,080
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
13,939 mi
La Grange, KY
100 mi away
Fair Deal
$50,954
$49,874
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Gray (Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,658
- Stock #:
- G08974
- VIN:
- 1GCPYFED5MZ149334
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,658 mi
Greenville, IN
67 mi away
Good Deal
$35,767
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Radiant Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,241
- Stock #:
- P6199
- VIN:
- 3GCUDFED6RG355834
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
16,241 mi
Martinsville, IN
82 mi away
Fair Deal
$48,326
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 95,053
- Stock #:
- U26913060
- VIN:
- 3GCUDFED0PG175794
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
95,053 mi
Radcliff, KY
79 mi away
Fair Deal
$35,450
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,461
- Stock #:
- 26-2802A
- VIN:
- 3GCPYFEL9MG169948
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
72,461 mi
Louisville, KY
90 mi away
Good Deal
$34,915
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,215
- Stock #:
- I1770
- VIN:
- 3GCPYFEDXMG122758
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,215 mi
Home delivery from West Jordan, UT
Price includes $1,324 shipping
Good Deal
$30,518
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 71,064
- Stock #:
- 1C26449A
- VIN:
- 1GCPYFED7MZ147035
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,064 mi
Camby, IN
98 mi away
Fair Deal
$34,099
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,794
- Stock #:
- J26072
- VIN:
- 1GCPYFED3MZ387439
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,794 mi
North Vernon, IN
95 mi away
Good Deal
$36,212
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 82,488
- Stock #:
- 70286058
- VIN:
- 3GCPYFED2LG209973
Price drop
-$1,000
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,488 mi
Store transfer to Louisville, KY
Price includes $249 shipping
Good Deal
$32,247
$31,247
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 115,335
- Stock #:
- 26G1129A
- VIN:
- 1GCPYFED5KZ187014
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,335 mi
Seymour, IN
83 mi away
Fair Deal
$28,706
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Radiant Red Tintcoat
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 16,504
- Stock #:
- MU15863
- VIN:
- 3GCUKFED2SG265625
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
16,504 mi
Louisville, KY
87 mi away
Good Deal
$47,699
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- SUMMIT WHITE
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK
- Transmission:
- Automatic
- Mileage:
- 29,121
- Stock #:
- 351936C
- VIN:
- 3GCUKFED0SG351936
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
29,121 mi
Home delivery from Livingston, TX
Price includes $855 shipping
Good Deal
$47,292
- Year:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 127,571
- Stock #:
- PU7945
- VIN:
- 1GCPYFED5KZ227303
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
127,571 mi
Clinton, IN
89 mi away
Fair Deal
$26,298
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Leather-Appointed Front Seat Trim
- Transmission:
- Automatic
- Mileage:
- 110,390
- Stock #:
- G261626A
- VIN:
- 1GCPYFEL8LZ379519
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
110,390 mi
Home delivery from Sullivan, MO
Price includes $420 shipping
Fair Deal
$30,415
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,608
- Stock #:
- V10634A
- VIN:
- 1GCPYFED1MZ357548
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,608 mi
Spencer, IN
67 mi away
Good Deal
$36,516
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 98,063
- Stock #:
- P2927
- VIN:
- 1GCPYFEL8MZ234711
Price drop
-$1,457
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,063 mi
Home delivery from Ringgold, GA
Price includes $534 shipping
Good Deal
$33,969
$32,512
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,766
- Stock #:
- 31PG348891T1
- VIN:
- 3GCPDFEK4PG348891
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,766 mi
Clarksville, IN
79 mi away
Good Deal
$39,416
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,608
- Stock #:
- V10634A
- VIN:
- 1GCPYFED1MZ357548
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,608 mi
Spencer, IN
67 mi away
Good Deal
$36,516
Overview
The Chevrolet Silverado 1500 LT Trail Boss is only available from in two body configurations: the Crew Cab Short Bed and the Crew Cab Standard Bed. As the “Trail Boss” name suggests, this trim is only available in four-wheel drive. From there, the powertrain options get a little dizzying. You have four engines to choose from: The 2.7-liter turbocharged four-cylinder, the 5.3-liter EcoTec V-8, the 3.0-liter Duramax Turbo Diesel inline six, and the 6.2-liter EcoTec V-8. The four-cylinder turbo is the only one available with an eight-speed automatic transmission. All of the other engines require the 10-speed automatic.
Key Features
- Standard 355hp 5.3-liter V-8 standard, standard 10-speed automatic transmission
- Two-inch factory suspension lift, 18-inch gloss black wheels, Goodyear Wrangler Duratrac tires, raised hood and styled insert
- Leather-wrapped wheel, remote start, all-weather floor liners, 40/20/40 split bench seat, dual-zone climate control, 10-way power driver’s seat, heated front seats, heated wheel
- 13.4-inch color touchscreen display, 12.3-inch multicolor, reconfigurable Driver Information Center, 6-speaker audio, WiFi hot spot, Wireless Apple CarPlay/Android Auto
Pricing Details
The Chevrolet Silverado LT Trail Boss has a base MSRP of $57,095 with the turbocharged four-cylinder. Used examples on CarGurus range from $16,429.00 to $76,020.70 with an average price of $28,312.15. The 5.3-liter V-8 adds $2,315, the diesel engine adds $3,130 and the 6.2-liter V-8 adds $4,460. There are nine different option packages, ranging from $325 for the Dark Essentials Package, to the $3,685 LT Trail Boss Premium Package, which includes Convenience Package II, Safety Package, Bed Protection Package, a power up and down tailgate and leather upholstery.
Specifications
Performance
Engine
355hp 5.3-liter V8
Transmission
10-speed automatic
Drivetrain
Four-wheel drive
Horsepower/Torque
355hp/383 lb-ft
0-60 mph
15.1 seconds (estimated)
MPG
15 mpg city, 19 highway, 16 combined
Curb weight
5,130 pounds
Dimensions
wheelbase
147.4 inches
length
231.9 inches
width
81.2 inches
height
75.5 inches
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Winslow, IN?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $25,816.10. The average price has decreased by -5.3% since last year. The 343 for sale near Winslow, IN on CarGurus, range from $16,429 to $76,021 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Winslow, IN have no reported accidents or damage?
284 out of 343 for sale near Winslow, IN have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 LT Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 LT Trail Boss gets between 15 and 24 MPG/MPGe.
What fuel types are available?
Diesel, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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