Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Issue, MD
263 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,630
- Stock #:
- A6296
- VIN:
- 1GCPYFED1MZ322797
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,630 mi
Spotsylvania, VA
33 mi away
Fair Deal
$37,990
- 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:
- 51,224
- Stock #:
- C4052
- VIN:
- 3GCUDFED1RG135064
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,224 mi
Tappahannock, VA
28 mi away
Fair Deal
$49,399
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,419
- Stock #:
- 00PG4616
- VIN:
- 3GCUDFEDXRG273590
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,419 mi
Waldorf, MD
23 mi away
Fair Deal
$51,010
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 15,378
- Stock #:
- O260715275T1
- VIN:
- 3GCPKFEK9SG188067
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,378 mi
Home delivery from Newport News, VA
Price includes $267 shipping
Good Deal
$47,016
- Year:
- 2025
- 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:
- 32,755
- Stock #:
- CB2F11177A
- VIN:
- 3GCUKFEL9SG310471
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,755 mi
Home delivery from Raleigh, NC
Price includes $291 shipping
Good Deal
$51,885
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,586
- Stock #:
- NT26107A
- VIN:
- 3GCUDFED6RG237752
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,586 mi
Home delivery from Delphos, OH
Price includes $539 shipping
Good Deal
$44,929
- 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 $818 shipping
Good Deal
$33,810
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,402
- Stock #:
- 21682A
- VIN:
- 3GCUKFED9SG174853
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,402 mi
Home delivery from Eufaula, OK
Price includes $1,584 shipping
Fair Deal
$47,983
- 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:
- 94,086
- Stock #:
- ZC26350
- VIN:
- 1GCPYFED9MZ323633
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,086 mi
Home delivery from Hicksville, OH
Price includes $576 shipping
Fair Deal
$32,171
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 66,141
- Stock #:
- VC26145
- VIN:
- 3GCPYFEDXMG436331
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,141 mi
Home delivery from Hicksville, OH
Price includes $576 shipping
Fair Deal
$35,525
- 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:
- 17,691
- Stock #:
- 22754
- VIN:
- 3GCUKFED8TG168981
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,691 mi
Home delivery from Tampa, FL
Price includes $819 shipping
Great Deal
$50,311
- 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:
- 75,412
- Stock #:
- 390926
- VIN:
- 3GCPYFED7MG390926
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,412 mi
Home delivery from Fort Montgomery, NY
Price includes $645 shipping
Good Deal
$33,139
- Year:
- 2025
- 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:
- 15,239
- Stock #:
- N20352A
- VIN:
- 3GCUKFEL9SG103241
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,239 mi
Home delivery from Lynchburg, VA
Price includes $286 shipping
Good Deal
$51,524
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,648
- Stock #:
- PM238331
- VIN:
- 1GCPYFEL5NZ238331
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,648 mi
Home delivery from Pleasantville, NJ
Price includes $296 shipping
Good Deal
$37,531
- 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:
- 26,417
- Stock #:
- 345293A
- VIN:
- 3GCUDFED5PG240834
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
26,417 mi
Home delivery from Kernersville, NC
Price includes $464 shipping
Good Deal
$46,814
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 12,525
- Stock #:
- RT138A
- VIN:
- 3GCUDFEL0RG267787
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,525 mi
Home delivery from Hurricane, WV
Free home delivery
Good Deal
$51,565
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,826
- Stock #:
- 3024430
- VIN:
- 3GCPYFED9KG110114
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
56,826 mi
Home delivery from Raleigh, NC
Price includes $500 shipping
Fair Deal
$35,200
- 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
Home delivery from Front Royal, VA
Price includes $156 shipping
Fair Deal
$44,645
- 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
- Transmission:
- Automatic
- Mileage:
- 94,868
- Stock #:
- 14868
- VIN:
- 1GCPYFED7MZ185476
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,868 mi
Home delivery from Front Royal, VA
Price includes $156 shipping
Fair Deal
$32,145
- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,687
- Stock #:
- 259376
- VIN:
- 3GCUKFE86SG259376
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,687 mi
Home delivery from Pelham, AL
Price includes $975 shipping
Fair Deal
$55,659
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,482
- Stock #:
- 257842
- VIN:
- 3GCUDFED1PG257842
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,482 mi
Home delivery from Irving, TX
Price includes $1,185 shipping
Fair Deal
$43,381
- 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:
- Lakeshore Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 28,692
- Stock #:
- T26384A
- VIN:
- 3GCUDFED2RG192440
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,692 mi
Home delivery from Hicksville, OH
Price includes $576 shipping
Good Deal
$46,966
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 105,392
- Stock #:
- J806
- VIN:
- 3GCPYFED3KG299696
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
105,392 mi
Home delivery from Troy, MO
Price includes $759 shipping
Good Deal
$27,809
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (Satin Steel Metallic)
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 210,727
- Stock #:
- C3460A
- VIN:
- 3GCPYFED5NG141364
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
210,727 mi
Tappahannock, VA
28 mi away
Great Deal
$20,749
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 $20,749.00 to $76,807.60 with an average price of $30,258.16. 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
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Issue, MD?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $27,027.43. The average price has decreased by -0.4% since last year. The 263 for sale near Issue, MD on CarGurus, range from $20,749 to $76,808 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Issue, MD have no reported accidents or damage?
263 out of 263 for sale near Issue, MD 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 (or EV battery range).
What fuel types are available?
Diesel, Gasoline engines are available.
Relevant articles
Craig Fitzgerald
The Best Trucks Under $25,000 in 2026
New trucks cost more than ever, but the prices of used ones finally seem to be cooling. You still can't find the latest and fanciest full-sizes for budget prices, but fortunately, there are plenty of good trucks under $25,000 these days. Here, we've assembled a list of the best.
Craig Fitzgerald
The Best Cars to Tow Behind an RV in 2026
Not many new models can be towed behind an RV. We’ve identified several that are recommended for flat-towing according to their owner’s manual, and a few used models that have fewer technological or engineering restrictions.
CarGurus Editorial Team
Car Deals with 0% APR in July 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 Issue MDChevrolet Silverado 1500 RST in Issue MDChevrolet Silverado 1500 LTZ in Issue MDChevrolet Silverado 1500 LT Trail Boss in Issue MDChevrolet Silverado 1500 LT1 in Issue MDChevrolet Silverado 1500 Custom in Issue MDChevrolet Silverado 1500 High Country in Issue MDChevrolet Silverado 1500 Custom Trail Boss in Issue MDChevrolet Silverado 1500 Work Truck in Issue MD
Chevrolet Silverado 1500 in Fredericksburg VAChevrolet Silverado 1500 in Washington DCChevrolet Silverado 1500 in Manassas VAChevrolet Silverado 1500 in Richmond VAChevrolet Silverado 1500 in Baltimore MDChevrolet Silverado 1500 in Salisbury MDChevrolet Silverado 1500 in Williamsburg VAChevrolet Silverado 1500 in Charlottesville VAChevrolet Silverado 1500 in Winchester VA
Chevrolet Silverado 1500 in Issue MDOld Chevy Trucks for Sale in Issue MDClassic Muscle Cars for Sale in Issue MDChevrolet Trucks For Sale in Issue MDCheap Muscle Cars for Sale in Issue MDWork Trucks for Sale in Issue MDReliable Cars For Sale in Issue MDAmerican Made Trucks For Sale in Issue MDBest Pickup Trucks For Sale in Issue MDBest Cars Under $5,000 For Sale in Issue MD
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 IssueUsed SUVs / Crossovers for Sale with Low Mileage in IssueUsed Hatchbacks for Sale with Low Mileage in IssueUsed Convertibles for Sale with Low Mileage in IssueUsed Vans for Sale with Low Mileage in IssueUsed Minivans for Sale with Low Mileage in IssueUsed Pickup Trucks for Sale with Low Mileage in IssueUsed Coupes for Sale with Low Mileage in IssueUsed Wagons for Sale with Low Mileage in Issue
