Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearWaddy, KY
371 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:
- Brown (Beige)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 103,903
- Stock #:
- 5094
- VIN:
- 1GCPYFED7KZ357163
Sponsored by Kearney Motorsports- J-Town
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
103,903 mi
Louisville, KY
27 mi away
Fair Deal
$29,349
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,310
- Stock #:
- 105025A
- VIN:
- 3GCPYFEL6MG168868
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,310 mi
Paris, KY
45 mi away
Fair Deal
$34,286
- 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
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,433 mi
Lexington, KY
34 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:
- 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
31 mi away
Good Deal
$39,786
- 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
34 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:
- 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 $398 shipping
Great Deal
$40,192
- 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
- Fuel type:
- Gasoline
- Mileage:
- 94,152
- Stock #:
- 26520A
- VIN:
- 1GCPYFEL9LZ276237
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,152 mi
La Grange, KY
25 mi away
Fair Deal
$33,148
- 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:
- 58,136
- Stock #:
- UCP1851
- VIN:
- 3GCPYFED3MG438387
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
58,136 mi
Carrollton, KY
38 mi away
Good Deal
$37,298
- 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
34 mi away
Good Deal
$42,596
- 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 $172 shipping
Great Deal
$36,150
- 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 $1,032 shipping
Fair Deal
$47,472
- 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
36 mi away
Fair Deal
$43,907
- 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 $269 shipping
Great Deal
$27,142
- 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
33 mi away
Fair Deal
$34,293
- 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
34 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:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 79,704
- Stock #:
- 420298
- VIN:
- 1GCPYFED2MZ420298
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
79,704 mi
Home delivery from Pelham, AL
Price includes $516 shipping
Fair Deal
$34,196
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,158
- Stock #:
- 3024867
- VIN:
- 3GCUDFE81RG214253
Price drop
-$1,000
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
30,158 mi
Home delivery from Raleigh, NC
Price includes $972 shipping
Good Deal
$48,673
$47,672
- 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:
- 36,623
- Stock #:
- V17653T
- VIN:
- 3GCUDFED0PG351212
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,623 mi
Home delivery from Troy, OH
Price includes $176 shipping
Good Deal
$43,374
- 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
36 mi away
Good Deal
$42,414
$40,607
- 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:
- 109,126
- Stock #:
- N260273A
- VIN:
- 1GCPYFED9NZ156241
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,126 mi
Home delivery from Downers Grove, IL
Price includes $598 shipping
Good Deal
$30,490
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 87,565
- Stock #:
- 10213
- VIN:
- 3GCUDFED5PG245208
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,565 mi
Lexington, KY
36 mi away
Good Deal
$33,948
- 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
33 mi away
Great Deal
$23,686
$22,686
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 102,090
- Stock #:
- 34MZ249287T1
- VIN:
- 1GCPYFEL8MZ249287
Price drop
-$2,180
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
102,090 mi
Louisville, KY
40 mi away
Great Deal
$32,742
$30,562
- 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:
- 83,143
- Stock #:
- 100711B
- VIN:
- 1GCPYFEDXLZ357658
New arrival
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
83,143 mi
Georgetown, KY
31 mi away
Fair Deal
$33,686
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 $21,948.75 to $74,324.20 with an average price of $29,136.65. 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 Waddy, KY?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,540.59. The average price has decreased by -1.8% since last year. The 370 for sale near Waddy, KY on CarGurus, range from $21,949 to $74,324 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Waddy, KY have no reported accidents or damage?
347 out of 370 for sale near Waddy, 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 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
Best Truck Lease Deals in August 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
Car Deals with 0% APR in August 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 Waddy KYChevrolet Silverado 1500 RST in Waddy KYChevrolet Silverado 1500 LTZ in Waddy KYChevrolet Silverado 1500 LT Trail Boss in Waddy KYChevrolet Silverado 1500 LT1 in Waddy KYChevrolet Silverado 1500 Custom in Waddy KYChevrolet Silverado 1500 High Country in Waddy KYChevrolet Silverado 1500 Custom Trail Boss in Waddy KYChevrolet Silverado 1500 Work Truck in Waddy KY
Chevrolet Silverado 1500 in Lexington KYChevrolet Silverado 1500 in Louisville KYChevrolet Silverado 1500 in Cincinnati OHChevrolet Silverado 1500 in Columbus INChevrolet Silverado 1500 in London KYChevrolet Silverado 1500 in Jasper INChevrolet Silverado 1500 in Bloomington INChevrolet Silverado 1500 in Bowling Green KYChevrolet Silverado 1500 in Owensboro KY
Chevrolet Silverado 1500 in Waddy KYOld Chevy Trucks for Sale in Waddy KYClassic Muscle Cars for Sale in Waddy KYChevrolet Trucks For Sale in Waddy KYCheap Muscle Cars for Sale in Waddy KYWork Trucks for Sale in Waddy KYReliable Cars For Sale in Waddy KYAmerican Made Trucks For Sale in Waddy KYBest Pickup Trucks For Sale in Waddy KYBest Cars Under $5,000 For Sale in Waddy 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 WaddyUsed SUVs / Crossovers for Sale with Low Mileage in WaddyUsed Hatchbacks for Sale with Low Mileage in WaddyUsed Convertibles for Sale with Low Mileage in WaddyUsed Vans for Sale with Low Mileage in WaddyUsed Minivans for Sale with Low Mileage in WaddyUsed Pickup Trucks for Sale with Low Mileage in WaddyUsed Coupes for Sale with Low Mileage in WaddyUsed Wagons for Sale with Low Mileage in Waddy
