Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearGrayson, KY
420 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3,496
- Stock #:
- 289963
- VIN:
- 3GCUKFED2TG305686
Sponsored by Mike Castrucci Ford
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
3,496 mi
Milford, OH
90 mi away
Fair Deal
$59,848
- 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:
- 71,639
- Stock #:
- R8633
- VIN:
- 1GCPYFED5MZ399172
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,639 mi
Lexington, KY
82 mi away
Fair Deal
$36,326
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,606
- Stock #:
- ZT6540A
- VIN:
- 3GCUDFEL1PG322762
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,606 mi
Saint Albans, WV
63 mi away
Fair Deal
$42,349
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,118
- Stock #:
- R8637
- VIN:
- 1GCPYFED9MZ159137
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,118 mi
Lexington, KY
82 mi away
Fair Deal
$34,349
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,284
- Stock #:
- G8971
- VIN:
- 3GCUDFEL2PG240698
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,284 mi
Georgetown, KY
84 mi away
Good Deal
$39,786
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 91,156
- Stock #:
- 278452
- VIN:
- 1GCPYFEL1LZ278452
Price drop
-$1,400
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,156 mi
Richmond, KY
81 mi away
Fair Deal
$33,299
$31,899
- 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:
- 31,032
- Stock #:
- NZ119116P
- VIN:
- 1GCPYFEL9NZ119116
Price drop
-$2,606
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,032 mi
Lexington, KY
82 mi away
Good Deal
$42,414
$40,607
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,730
- Stock #:
- BB215095
- VIN:
- 3GCUDFE87PG215095
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,730 mi
Cincinnati, OH
96 mi away
Great Deal
$40,393
- 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:
- 76,064
- Stock #:
- 209785-26A
- VIN:
- 1GCPYFED6MZ378184
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
76,064 mi
Nicholasville, KY
90 mi away
Fair Deal
$34,293
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Northsky Blue Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 47,877
- Stock #:
- 53757
- VIN:
- 1GCPYFED6NZ106347
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,877 mi
Home delivery from Cambridge, OH
Price includes $105 shipping
Great Deal
$36,082
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Silver Ice Metallic
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 13,490
- Stock #:
- L1245
- VIN:
- 1GCPYFEL3NZ231863
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
13,490 mi
Lexington, KY
82 mi away
Fair Deal
$43,907
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,433
- Stock #:
- R6471
- VIN:
- 3GCPDFEK2RG134338
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,433 mi
Lexington, KY
82 mi away
Good Deal
$42,596
- Year:
- 2023
- 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:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 81,402
- Stock #:
- 229484
- VIN:
- 3GCUDFE80PG229484
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,402 mi
Mt Sterling, KY
55 mi away
Good Deal
$37,394
- 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
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,539 mi
Ashland, KY
22 mi away
Good Deal
$44,096
- 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
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,043
- Stock #:
- 187641
- VIN:
- 3GCPYFEDXKG187641
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,043 mi
Home delivery from Springfield, IL
Price includes $370 shipping
Great Deal
$27,243
- 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:
- Brown
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 43,769
- Stock #:
- 85214A
- VIN:
- 3GCUDFED6PG140001
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
43,769 mi
Home delivery from Mentor, OH
Price includes $370 shipping
Good Deal
$44,314
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 51,201
- Stock #:
- ZT6711A
- VIN:
- 3GCUDFEL7PG228756
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,201 mi
Saint Albans, WV
63 mi away
Good Deal
$44,394
- 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 $672 shipping
Good Deal
$47,112
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,727
- Stock #:
- TT60624B
- VIN:
- 3GCUDFEDXRG424122
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
30,727 mi
Saint Albans, WV
63 mi away
Good Deal
$46,566
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,965
- Stock #:
- R8674
- VIN:
- 3GCUDFEL2RG199296
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,965 mi
Lexington, KY
82 mi away
Good Deal
$50,624
- 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:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,127
- Stock #:
- WYC-327096
- VIN:
- 3GCPYFED7MG327096
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,127 mi
Home delivery from Waukegan, IL
Price includes $379 shipping
Fair Deal
$33,555
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,483
- Stock #:
- 183436
- VIN:
- 3GCUKFED5SG183436
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,483 mi
Mt Sterling, KY
55 mi away
Good Deal
$51,355
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 166,265
- Stock #:
- 101152A
- VIN:
- 1GCPYFED5MZ203750
Price drop
-$1,000
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
166,265 mi
Nicholasville, KY
88 mi away
Great Deal
$23,686
$22,686
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 51,201
- Stock #:
- ZT6711A
- VIN:
- 3GCUDFEL7PG228756
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,201 mi
Saint Albans, WV
63 mi away
Good Deal
$44,394
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 $21,808.75 to $74,536.95 with an average price of $29,059.98. 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 Grayson, KY?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,507.36. The average price has decreased by -2% since last year. The 376 for sale near Grayson, KY on CarGurus, range from $21,809 to $74,537 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Grayson, KY have no reported accidents or damage?
324 out of 376 for sale near Grayson, KY 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
CarGurus Editorial Team
Best Truck Lease Deals in September 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Best Car Deals in September 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
CarGurus Editorial Team
Car Deals with 0% APR in September 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Chevrolet Silverado 1500 LT in Grayson KYChevrolet Silverado 1500 RST in Grayson KYChevrolet Silverado 1500 LTZ in Grayson KYChevrolet Silverado 1500 LT Trail Boss in Grayson KYChevrolet Silverado 1500 LT1 in Grayson KYChevrolet Silverado 1500 Custom in Grayson KYChevrolet Silverado 1500 High Country in Grayson KYChevrolet Silverado 1500 Custom Trail Boss in Grayson KYChevrolet Silverado 1500 Work Truck in Grayson KY
Chevrolet Silverado 1500 in Huntington WVChevrolet Silverado 1500 in Charleston WVChevrolet Silverado 1500 in Lexington KYChevrolet Silverado 1500 in Parkersburg WVChevrolet Silverado 1500 in Cincinnati OHChevrolet Silverado 1500 in London KYChevrolet Silverado 1500 in Columbus OHChevrolet Silverado 1500 in Dayton OHChevrolet Silverado 1500 in Newark OH
Chevrolet Silverado 1500 in Grayson KYOld Chevy Trucks for Sale in Grayson KYClassic Muscle Cars for Sale in Grayson KYChevrolet Trucks For Sale in Grayson KYCheap Muscle Cars for Sale in Grayson KYWork Trucks for Sale in Grayson KYReliable Cars For Sale in Grayson KYAmerican Made Trucks For Sale in Grayson KYBest Pickup Trucks For Sale in Grayson KYBest Cars Under $5,000 For Sale in Grayson KY
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 GraysonUsed SUVs / Crossovers for Sale with Low Mileage in GraysonUsed Hatchbacks for Sale with Low Mileage in GraysonUsed Convertibles for Sale with Low Mileage in GraysonUsed Vans for Sale with Low Mileage in GraysonUsed Minivans for Sale with Low Mileage in GraysonUsed Pickup Trucks for Sale with Low Mileage in GraysonUsed Coupes for Sale with Low Mileage in GraysonUsed Wagons for Sale with Low Mileage in Grayson
