Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearWinfield, WV
405 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 42,426
- Stock #:
- 88F08133
- VIN:
- 3GCUKFED6SG210708
Sponsored by Victory Toyota Barboursville
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,426 mi
Barboursville, WV
19 mi away
Fair Deal
$49,563
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,858
- Stock #:
- K26801A
- VIN:
- 3GCUKFED0SG253957
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,858 mi
Ashland, KY
39 mi away
Great Deal
$48,847
- 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:
- 21,961
- Stock #:
- 14040635
- VIN:
- 3GCUKFED1SG121113
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,961 mi
Sutton, WV
69 mi away
Fair Deal
$53,190
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (Satin Steel Metallic)
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,684
- Stock #:
- UH266793P
- VIN:
- 1GCPYFED2NZ126823
Price drop
-$911
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,684 mi
Home delivery from Mansfield, OH
Price includes $240 shipping
Great Deal
$39,471
$38,560
- 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 (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 82,945
- Stock #:
- 5180
- VIN:
- 3GCPYFED6MG421423
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,945 mi
Home delivery from Seffner, FL
Price includes $762 shipping
Great Deal
$30,254
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,099
- Stock #:
- 800258
- VIN:
- 3GCUDFED9RG342320
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,099 mi
Summersville, WV
60 mi away
Great Deal
$43,888
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Shadow Gray Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 109,237
- Stock #:
- N260273A
- VIN:
- 1GCPYFED9NZ156241
Price drop
-$2,314
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,237 mi
Home delivery from Downers Grove, IL
Price includes $790 shipping
Great Deal
$30,681
$28,780
- 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:
- 111,398
- Stock #:
- G6407A
- VIN:
- 3GCPYFEL1MG145191
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
111,398 mi
Home delivery from Titusville, PA
Price includes $366 shipping
Good Deal
$29,756
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 9,268
- Stock #:
- TG312665
- VIN:
- 3GCUKFE83TG312665
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
9,268 mi
Mount Hope, WV
60 mi away
Good Deal
$56,058
- 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
- Interior color:
- Jet Black
- Mileage:
- 52,539
- Stock #:
- KFLU918
- VIN:
- 3GCUDFED4RG341088
Price drop
-$1,042
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,539 mi
Ashland, KY
39 mi away
Great Deal
$44,196
$43,154
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,797
- Stock #:
- A355053
- VIN:
- 3GCUDFED4PG355053
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,797 mi
Morehead, KY
85 mi away
Great Deal
$42,199
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 28,090
- Stock #:
- B13726A
- VIN:
- 3GCUDFED0PG189131
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,090 mi
Home delivery from Willoughby, OH
Price includes $864 shipping
Great Deal
$43,307
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,223
- Stock #:
- LCP223
- VIN:
- 1GCPYFED5KZ228239
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
102,223 mi
Waverly, OH
72 mi away
Fair Deal
$28,602
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Pearl
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,394
- Stock #:
- P196878
- VIN:
- 3GCPYFEL4NG196878
Price drop
-$1,872
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
58,394 mi
Home delivery from Hendersonville, NC
Free home delivery
Great Deal
$38,499
$36,627
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 106,679
- Stock #:
- AV4924
- VIN:
- 3GCPYFED8LG223912
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
106,679 mi
Home delivery from Kirtland, OH
Price includes $216 shipping
Great Deal
$26,109
- 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 (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,142
- Stock #:
- T29085A
- VIN:
- 1GCPYFEDXMZ396669
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,142 mi
Home delivery from Winston Salem, NC
Price includes $388 shipping
Fair Deal
$39,282
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,914
- Stock #:
- B6982
- VIN:
- 3GCUDFED3PG299221
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,914 mi
Home delivery from Rockville, MD
Price includes $450 shipping
Good Deal
$43,250
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,543
- Stock #:
- LPG254139L
- VIN:
- 3GCPDFEK8PG254139
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
27,543 mi
Home delivery from North Miami, FL
Price includes $1,317 shipping
Good Deal
$41,798
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 38,094
- Stock #:
- KNU848
- VIN:
- 3GCUDFEL7RG321733
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,094 mi
Ashland, KY
38 mi away
Great Deal
$47,089
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 74,036
- Stock #:
- X03820A
- VIN:
- 3GCPYFEL4LG295293
Price drop
-$1,949
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
74,036 mi
Home delivery from Omaha, NE
Price includes $1,164 shipping
Good Deal
$35,513
$34,413
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,446
- Stock #:
- 6501A
- VIN:
- 3GCUDFEL1PG279038
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
63,446 mi
Home delivery from Bedford, OH
Price includes $696 shipping
Good Deal
$39,694
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 87,415
- Stock #:
- BD2384
- VIN:
- 1GCPYFED9NZ100798
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,415 mi
Gallipolis, OH
26 mi away
Fair Deal
$33,221
- 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:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,733
- Stock #:
- 11P2264
- VIN:
- 1GCPYFED0KZ293709
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,733 mi
Home delivery from Sterling, IL
Price includes $1,888 shipping
Fair Deal
$36,569
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 83,382
- Stock #:
- MZ152043
- VIN:
- 1GCPYFELXMZ152043
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
83,382 mi
Mount Hope, WV
60 mi away
Fair Deal
$37,981
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 $22,321.25 to $72,649.80 with an average price of $28,983.85. 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 Winfield, WV?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,302.15. The average price has decreased by -3.3% since last year. The 379 for sale near Winfield, WV on CarGurus, range from $22,321 to $72,650 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Winfield, WV have no reported accidents or damage?
319 out of 379 for sale near Winfield, WV 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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