Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearSkipwith, VA
399 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,946
- Stock #:
- 78703A
- VIN:
- 3GCPYFED2KG306430
Sponsored by Thompson Buick GMC
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
102,946 mi
Raleigh, NC
63 mi away
Fair Deal
$30,313
- 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:
- 66,773
- Stock #:
- 261011K
- VIN:
- 1GCPYFED7MZ206486
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,773 mi
Hopewell, VA
75 mi away
Fair Deal
$39,699
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 12,252
- Stock #:
- T11341A
- VIN:
- 3GCUKFED5TG181039
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,252 mi
Cary, NC
70 mi away
Fair Deal
$57,462
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 94,201
- Stock #:
- 9C87772A
- VIN:
- 3GCPYFED8LG371932
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,201 mi
Wake Forest, NC
64 mi away
Fair Deal
$32,099
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,606
- Stock #:
- DTR89917A
- VIN:
- 3GCUDFED7RG243897
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,606 mi
Garner, NC
71 mi away
Good Deal
$46,232
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,601
- Stock #:
- 9BN0278
- VIN:
- 3GCUKFE82TG114966
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,601 mi
Wake Forest, NC
64 mi away
Good Deal
$53,699
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 137,493
- Stock #:
- 113421
- VIN:
- 3GCPYFEL8MG113421
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
137,493 mi
Raleigh, NC
66 mi away
Fair Deal
$30,299
- 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:
- Gideon/Very Dark Atmosphere, Leather-Appointed Fro
- Transmission:
- Automatic
- Mileage:
- 47,149
- Stock #:
- PT1192
- VIN:
- 3GCUDFED4RG304302
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,149 mi
Lynchburg, VA
53 mi away
Good Deal
$44,456
- 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:
- 10-Speed Automatic
- Mileage:
- 31,623
- Stock #:
- 2H6607
- VIN:
- 3GCUDFED8PG346226
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,623 mi
Home delivery from Huntersville, NC
Price includes $318 shipping
Fair Deal
$45,745
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,702
- Stock #:
- 26X555A
- VIN:
- 3GCUDFE88PG262796
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,702 mi
Home delivery from Hickory, NC
Price includes $255 shipping
Great Deal
$40,049
- 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:
- 69,678
- Stock #:
- 63636XP
- VIN:
- 3GCUDFED7PG197811
Price drop
-$1,500
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,678 mi
Wake Forest, NC
54 mi away
Great Deal
$40,598
$39,098
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 43,569
- Stock #:
- W1251A
- VIN:
- 3GCUDFED9RG341412
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
43,569 mi
Home delivery from Washington, PA
Price includes $892 shipping
Good Deal
$47,332
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,786
- Stock #:
- C13391B
- VIN:
- 3GCUDFED2RG434787
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
23,786 mi
Home delivery from Culpeper, VA
Free home delivery
Good Deal
$47,499
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,351
- Stock #:
- GX7214
- VIN:
- 3GCUKFE80SG317028
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,351 mi
Goldsboro, NC
99 mi away
Good Deal
$52,429
- 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:
- 49,992
- Stock #:
- MG331428
- VIN:
- 3GCPYFED4MG331428
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
49,992 mi
Cary, NC
70 mi away
Good Deal
$39,597
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,999
- Stock #:
- S9385
- VIN:
- 3GCUDFELXRG301993
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,999 mi
Home delivery from Salisbury, NC
Price includes $129 shipping
Good Deal
$50,916
- 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:
- 105,494
- Stock #:
- 343177B
- VIN:
- 3GCPYFED9MG454769
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
105,494 mi
Kernersville, NC
96 mi away
Fair Deal
$32,000
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 27,540
- Stock #:
- TNG632594
- VIN:
- 3GCUDFEL4NG632594
Price drop
-$1,440
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
27,540 mi
Greensboro, NC
89 mi away
Good Deal
$47,703
$46,263
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 650
- Stock #:
- G288232A
- VIN:
- 3GCUKFE80TG250271
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
650 mi
Home delivery from Jacksonville, FL
Price includes $479 shipping
Great Deal
$54,542
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 86,629
- Stock #:
- 119802
- VIN:
- 3GCPYFED3NG119802
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
86,629 mi
High Point, NC
98 mi away
Good Deal
$35,799
$34,799
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 128,443
- Stock #:
- 137477
- VIN:
- 1GCPYFED4KZ137477
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
128,443 mi
Fuquay Varina, NC
78 mi away
Great Deal
$24,894
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 1,584
- Stock #:
- DT9C71534A
- VIN:
- 3GCUKFEL2TG304139
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
1,584 mi
Wake Forest, NC
64 mi away
Good Deal
$58,599
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 68,827
- Stock #:
- 436128
- VIN:
- 1GCPYFEL3MZ436128
Price drop
-$1,000
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,827 mi
Home delivery from Buford, GA
Price includes $358 shipping
Good Deal
$38,157
$37,157
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,057
- Stock #:
- KU930
- VIN:
- 3GCPDFEKXPG250030
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,057 mi
Smithfield, NC
84 mi away
Fair Deal
$35,785
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 $21,633.75 to $74,988.35 with an average price of $29,173.47. 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 Skipwith, VA?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,586.15. The average price has decreased by -1.7% since last year. The 351 for sale near Skipwith, VA on CarGurus, range from $21,634 to $74,988 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Skipwith, VA have no reported accidents or damage?
304 out of 351 for sale near Skipwith, VA 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 16 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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