Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearCallaway, VA
383 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,254
- Stock #:
- 36I0001
- VIN:
- 3GCPYFED0MG287508
Sponsored by Capital Honda of Salisbury
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,254 mi
Salisbury, NC
98 mi away
Fair Deal
$33,647
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 124,239
- Stock #:
- MZ198545
- VIN:
- 1GCPYFEDXMZ198545
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
124,239 mi
Mount Hope, WV
84 mi away
Fair Deal
$30,061
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,627
- Stock #:
- 29993
- VIN:
- 3GCPKFEK9SG207068
Price drop
-$1,099
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,627 mi
Lexington, NC
83 mi away
Great Deal
$41,798
$40,699
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 75,585
- Stock #:
- 19C11929A
- VIN:
- 1GCPYFED5MZ115250
Price drop
-$2,086
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,585 mi
Lexington, NC
83 mi away
Good Deal
$35,318
$34,131
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,627
- Stock #:
- 29993
- VIN:
- 3GCPKFEK9SG207068
Price drop
-$1,099
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,627 mi
Lexington, NC
83 mi away
Great Deal
$41,798
$40,699
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,426
- Stock #:
- 5307A
- VIN:
- 3GCUDFET7NG622691
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,426 mi
Home delivery from Seffner, FL
Price includes $669 shipping
Great Deal
$36,648
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,254
- Stock #:
- 36I0001
- VIN:
- 3GCPYFED0MG287508
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,254 mi
Salisbury, NC
98 mi away
Fair Deal
$33,647
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 29,654
- Stock #:
- P13501
- VIN:
- 3GCUDFED6RG296722
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
29,654 mi
Lynchburg, VA
52 mi away
Fair Deal
$48,743
- 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:
- 25,906
- Stock #:
- 444696A
- VIN:
- 3GCUDFEL6RG444696
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
25,906 mi
Kernersville, NC
63 mi away
Good Deal
$48,680
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 21,439
- Stock #:
- 0014A
- VIN:
- 3GCUDFEL9RG305047
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,439 mi
Home delivery from Neosho, MO
Price includes $1,186 shipping
Good Deal
$50,086
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 91,382
- Stock #:
- 292807A
- VIN:
- 1GCPYFEL5LZ292807
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,382 mi
Home delivery from Addison, TX
Price includes $989 shipping
Great Deal
$27,514
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,577
- Stock #:
- YU241157
- VIN:
- 3GCPDFEK8RG399054
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
48,577 mi
Beckley, WV
81 mi away
Great Deal
$38,574
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 119,508
- Stock #:
- RB197606
- VIN:
- 3GCPYFED1LG197606
Price drop
-$1,301
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
119,508 mi
Home delivery from Roswell , GA
Price includes $957 shipping
Great Deal
$27,156
$25,855
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 57,984
- Stock #:
- T9357A
- VIN:
- 3GCUDFE8XPG216662
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,984 mi
Winston-Salem, NC
62 mi away
Fair Deal
$43,605
- 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
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
83,382 mi
Mount Hope, WV
84 mi away
Good Deal
$35,164
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 62,383
- Stock #:
- BT262302A
- VIN:
- 3GCUDFED0PG318534
Price drop
-$760
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
62,383 mi
Beckley, WV
81 mi away
Great Deal
$38,574
$37,814
- 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
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Mileage:
- 128,715
- Stock #:
- 5202
- VIN:
- 1GCPYFED2MZ120471
Price drop
-$600
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
128,715 mi
Altavista, VA
47 mi away
Great Deal
$27,598
$26,998
- 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:
- 87,775
- Stock #:
- GMT780A
- VIN:
- 3GCUDFED9RG252682
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,775 mi
Home delivery from Nitro, WV
Price includes $400 shipping
Great Deal
$39,117
- 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
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,142 mi
Winston Salem, NC
67 mi away
Fair Deal
$37,893
- 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:
- 68,510
- Stock #:
- 3U1702
- VIN:
- 1GCPYFED7LZ231371
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,510 mi
Home delivery from Lenoir, NC
Price includes $116 shipping
Good Deal
$32,094
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,511
- Stock #:
- K10536
- VIN:
- 3GCPYFEL8LG453716
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,511 mi
Lexington, NC
83 mi away
Fair Deal
$39,899
- 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
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
86,629 mi
High Point, NC
72 mi away
Good Deal
$34,799
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,595
- Stock #:
- 14608P
- VIN:
- 1GCPYFEDXMZ307263
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,595 mi
Home delivery from Fredericksburg, VA
Price includes $249 shipping
Good Deal
$36,248
- 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:
- 17,963
- Stock #:
- 261648A
- VIN:
- 3GCUDFED7RG384887
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,963 mi
Princeton, WV
61 mi away
Fair Deal
$50,574
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 $21,676.50 to $71,331.10 with an average price of $28,660.53. 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 Callaway, VA?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,005.59. The average price has decreased by -5% since last year. The 361 for sale near Callaway, VA on CarGurus, range from $21,676 to $71,331 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Callaway, VA have no reported accidents or damage?
340 out of 361 for sale near Callaway, 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 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.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Callaway VAChevrolet Silverado 1500 RST in Callaway VAChevrolet Silverado 1500 LTZ in Callaway VAChevrolet Silverado 1500 LT Trail Boss in Callaway VAChevrolet Silverado 1500 LT1 in Callaway VAChevrolet Silverado 1500 Custom in Callaway VAChevrolet Silverado 1500 High Country in Callaway VAChevrolet Silverado 1500 Custom Trail Boss in Callaway VAChevrolet Silverado 1500 Work Truck in Callaway VA
Chevrolet Silverado 1500 in Roanoke VAChevrolet Silverado 1500 in Blacksburg VAChevrolet Silverado 1500 in Martinsville VAChevrolet Silverado 1500 in Danville VAChevrolet Silverado 1500 in Lynchburg VAChevrolet Silverado 1500 in Winston Salem NCChevrolet Silverado 1500 in Greensboro NCChevrolet Silverado 1500 in Salisbury NCChevrolet Silverado 1500 in Abingdon VA
Chevrolet Silverado 1500 in Callaway VAOld Chevy Trucks for Sale in Callaway VAClassic Muscle Cars for Sale in Callaway VAChevrolet Trucks For Sale in Callaway VACheap Muscle Cars for Sale in Callaway VAWork Trucks for Sale in Callaway VAReliable Cars For Sale in Callaway VAAmerican Made Trucks For Sale in Callaway VABest Pickup Trucks For Sale in Callaway VABest Cars Under $5,000 For Sale in Callaway VA
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in CallawayUsed SUVs / Crossovers for Sale with Low Mileage in CallawayUsed Hatchbacks for Sale with Low Mileage in CallawayUsed Convertibles for Sale with Low Mileage in CallawayUsed Vans for Sale with Low Mileage in CallawayUsed Minivans for Sale with Low Mileage in CallawayUsed Pickup Trucks for Sale with Low Mileage in CallawayUsed Coupes for Sale with Low Mileage in CallawayUsed Wagons for Sale with Low Mileage in Callaway
