Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearShepherdstown, WV
374 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,137
- Stock #:
- N410611A
- VIN:
- 1GCPYFED1MZ451896
Sponsored by Safford Chrysler Jeep Dodge Ram Fiat of Fredericksburg
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,137 mi
Fredericksburg, VA
84 mi away
Fair Deal
$34,498
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 4,003
- Stock #:
- XL1460
- VIN:
- 3GCUKFE82TG138877
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
4,003 mi
Thurmont, MD
24 mi away
Fair Deal
$57,507
- 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:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,024
- Stock #:
- 5307HBA
- VIN:
- 1GCPYFEDXLZ358308
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,024 mi
Ephrata, PA
97 mi away
Fair Deal
$34,404
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 26,041
- Stock #:
- YP2022
- VIN:
- 3GCUDFE89RG200388
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,041 mi
Altoona, PA
80 mi away
Good Deal
$46,490
- 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:
- 54,797
- Stock #:
- MR111
- VIN:
- 1GCPYFED3LZ337560
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,797 mi
Home delivery from Bridgeport, WV
Price includes $452 shipping
Good Deal
$34,626
- 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:
- 21,764
- Stock #:
- C26167A
- VIN:
- 1GCPYFED6NZ156584
Price drop
-$1,095
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,764 mi
Home delivery from Niagara Falls, NY
Price includes $518 shipping
Good Deal
$40,912
$39,817
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,070
- Stock #:
- D260866B
- VIN:
- 1GCUYFET1NZ204115
Price drop
-$1,728
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,070 mi
Thurmont, MD
24 mi away
Good Deal
$35,879
$34,951
- 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:
- 53,662
- Stock #:
- T4091A
- VIN:
- 1GCPYFED2MZ215158
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,662 mi
Millersburg, PA
88 mi away
Great Deal
$34,490
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,278
- Stock #:
- R26336A
- VIN:
- 3GCPDFEK3NG600403
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,278 mi
Woodbridge, VA
64 mi away
Good Deal
$32,495
- 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:
- Red
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 63,605
- Stock #:
- 09-4095
- VIN:
- 1GCPYFED3KZ312737
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
63,605 mi
Alexandria, VA
61 mi away
Fair Deal
$34,087
- 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 $873 shipping
Great Deal
$29,865
- Year:
- 2022
- 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:
- Automatic
- Mileage:
- 19,649
- Stock #:
- 14942
- VIN:
- 1GCPYFED3NZ227823
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,649 mi
Front Royal, VA
41 mi away
Good Deal
$43,489
- 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:
- 32,236
- Stock #:
- 363501B
- VIN:
- 3GCUDFEL2PG323094
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,236 mi
Cockeysville, MD
63 mi away
Fair Deal
$45,399
- 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
Fredericksburg, VA
80 mi away
Good Deal
$36,499
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 88,374
- Stock #:
- MZ256952
- VIN:
- 1GCPYFED7MZ256952
Price drop
-$747
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,374 mi
Mechanicsburg, PA
69 mi away
Good Deal
$33,000
$32,253
- 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
Home delivery from Summersville, WV
Price includes $273 shipping
Good Deal
$44,161
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 77,411
- Stock #:
- FU165532
- VIN:
- 1GCPYFEDXNZ165532
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
77,411 mi
Fallston, MD
76 mi away
Good Deal
$33,000
- Year:
- 2022
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,642
- Stock #:
- H29620A
- VIN:
- 3GCUDFED9NG638108
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,642 mi
Front Royal, VA
42 mi away
Good Deal
$34,935
- 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:
- 29,677
- Stock #:
- KP1958
- VIN:
- 3GCPYFEL1MG428870
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
29,677 mi
Fallston, MD
76 mi away
Fair Deal
$41,795
- 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:
- 10-Speed Automatic
- Mileage:
- 39,028
- Stock #:
- 442637A
- VIN:
- 1GCPYFED9MZ442637
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,028 mi
Sykesville, MD
41 mi away
Good Deal
$36,794
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,046
- Stock #:
- 0966A
- VIN:
- 3GCUKFED4SG371154
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,046 mi
Home delivery from Waynesville, MO
Price includes $2,358 shipping
Good Deal
$52,843
- 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:
- 31,522
- Stock #:
- B5028
- VIN:
- 3GCUDFEL3RG119939
Price drop
-$1,094
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,522 mi
Culpeper, VA
69 mi away
Great Deal
$47,993
$46,899
- 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:
- 23,387
- Stock #:
- C414500A
- VIN:
- 3GCUDFED9PG313851
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
23,387 mi
Rockville, MD
44 mi away
Good Deal
$43,500
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,278
- Stock #:
- R26336A
- VIN:
- 3GCPDFEK3NG600403
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,278 mi
Woodbridge, VA
64 mi away
Good Deal
$32,495
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 $21,063.75 to $72,056.80 with an average price of $28,731.35. 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 Shepherdstown, WV?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,155.61. The average price has decreased by -4.2% since last year. The 308 for sale near Shepherdstown, WV on CarGurus, range from $21,064 to $72,057 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Shepherdstown, WV have no reported accidents or damage?
294 out of 308 for sale near Shepherdstown, 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.
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 Shepherdstown WVChevrolet Silverado 1500 RST in Shepherdstown WVChevrolet Silverado 1500 LTZ in Shepherdstown WVChevrolet Silverado 1500 LT Trail Boss in Shepherdstown WVChevrolet Silverado 1500 LT1 in Shepherdstown WVChevrolet Silverado 1500 Custom in Shepherdstown WVChevrolet Silverado 1500 High Country in Shepherdstown WVChevrolet Silverado 1500 Custom Trail Boss in Shepherdstown WVChevrolet Silverado 1500 Work Truck in Shepherdstown WV
Chevrolet Silverado 1500 in Hagerstown MDChevrolet Silverado 1500 in Winchester VAChevrolet Silverado 1500 in Manassas VAChevrolet Silverado 1500 in Hanover PAChevrolet Silverado 1500 in Cumberland MDChevrolet Silverado 1500 in Washington DCChevrolet Silverado 1500 in Baltimore MDChevrolet Silverado 1500 in Harrisburg PAChevrolet Silverado 1500 in Fredericksburg VA
Chevrolet Silverado 1500 in Shepherdstown WVOld Chevy Trucks for Sale in Shepherdstown WVClassic Muscle Cars for Sale in Shepherdstown WVChevrolet Trucks For Sale in Shepherdstown WVCheap Muscle Cars for Sale in Shepherdstown WVWork Trucks for Sale in Shepherdstown WVReliable Cars For Sale in Shepherdstown WVAmerican Made Trucks For Sale in Shepherdstown WVBest Pickup Trucks For Sale in Shepherdstown WVBest Cars Under $5,000 For Sale in Shepherdstown WV
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 ShepherdstownUsed SUVs / Crossovers for Sale with Low Mileage in ShepherdstownUsed Hatchbacks for Sale with Low Mileage in ShepherdstownUsed Convertibles for Sale with Low Mileage in ShepherdstownUsed Vans for Sale with Low Mileage in ShepherdstownUsed Minivans for Sale with Low Mileage in ShepherdstownUsed Pickup Trucks for Sale with Low Mileage in ShepherdstownUsed Coupes for Sale with Low Mileage in ShepherdstownUsed Wagons for Sale with Low Mileage in Shepherdstown
Koons Tysons Chevrolet GMCCountry Chevrolet, Inc.Koons Clarksville Chevrolet GMCFitzgerald FrederickCriswell Chevrolet, Inc.Lindsay Chevrolet of Front RoyalFitzgerald HagerstownCMA's Chevrolet of Martinsburg and CMA's Toyota of MartinsburgBuchanan Automotive IncMichelle Radley ChevroletH & H Chevrolet
