Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMiddletown, VA
399 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
68 mi away
Fair 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:
- 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
79 mi away
Good Deal
$47,990
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 67,245
- Stock #:
- 26C1710A
- VIN:
- 3GCUDFEL7NG542484
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,245 mi
Martinsburg, WV
34 mi away
Fair Deal
$41,475
- 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:
- 61,103
- Stock #:
- 61251A
- VIN:
- 3GCPYFELXMG406155
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,103 mi
Glen Burnie, MD
89 mi away
Good Deal
$36,297
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 29,307
- Stock #:
- SP4163
- VIN:
- 1GCPYFEL3NZ187248
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
29,307 mi
Somerset, PA
83 mi away
Good Deal
$43,078
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 137,493
- Stock #:
- 113421
- VIN:
- 3GCPYFEL8MG113421
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
137,493 mi
Home delivery from Raleigh, NC
Price includes $342 shipping
Fair Deal
$30,641
- 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
93 mi away
Fair Deal
$46,791
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,528
- Stock #:
- KCCPRG252832
- VIN:
- 3GCUDFED2RG252832
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,528 mi
Clarksville, MD
72 mi away
Good Deal
$47,650
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,255
- Stock #:
- P5713
- VIN:
- 3GCPDFEK9PG241951
Price drop
-$990
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,255 mi
Baltimore, MD
95 mi away
Good Deal
$40,789
$39,799
- 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:
- 24,912
- Stock #:
- C260756A
- VIN:
- 3GCUDFEDXRG122152
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
24,912 mi
Baltimore, MD
95 mi away
Great Deal
$46,436
- 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 $423 shipping
Great Deal
$40,217
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 9,752
- Stock #:
- 61612A
- VIN:
- 3GCPYFED5NG184599
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
9,752 mi
Glen Burnie, MD
89 mi away
Good Deal
$41,797
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,486
- Stock #:
- MT600533B
- VIN:
- 3GCPDFEK1PG248134
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,486 mi
Morgantown, WV
99 mi away
Good Deal
$33,463
- 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 $458 shipping
Good Deal
$46,898
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,786
- Stock #:
- C13391B
- VIN:
- 3GCUDFED2RG434787
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
23,786 mi
Culpeper, VA
41 mi away
Good Deal
$47,499
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 66,457
- Stock #:
- S5053C
- VIN:
- 3GCPYFED6LG287639
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,457 mi
Somerset, PA
83 mi away
Fair Deal
$35,078
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 22,715
- Stock #:
- RG145185A
- VIN:
- 3GCUDFED8RG145185
Price drop
-$1,000
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,715 mi
Prince Frederick, MD
95 mi away
Good Deal
$48,609
$47,609
- 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
71 mi away
Fair Deal
$38,394
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 101,768
- Stock #:
- LZ352522
- VIN:
- 1GCPYFED4LZ352522
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
101,768 mi
Winchester, VA
8 mi away
Good Deal
$29,132
- 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:
- 28,999
- Stock #:
- S9385
- VIN:
- 3GCUDFELXRG301993
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,999 mi
Home delivery from Salisbury, NC
Price includes $262 shipping
Good Deal
$51,049
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 117,682
- Stock #:
- KTTTKG296789
- VIN:
- 3GCPYFED6KG296789
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
117,682 mi
Vienna, VA
55 mi away
Good Deal
$26,995
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 46,920
- Stock #:
- C66734
- VIN:
- 3GCPYFED6MG466734
Price drop
-$1,480
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,920 mi
Home delivery from Cherry Hill, NJ
Price includes $920 shipping
Good Deal
$40,007
$39,126
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,312
- Stock #:
- WP0333
- VIN:
- 1GCPYFED8LZ147477
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,312 mi
Winchester, VA
8 mi away
Great Deal
$29,198
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 120,563
- Stock #:
- FXB121706
- VIN:
- 3GCPYFEL9MG121706
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
120,563 mi
Fredericksburg, VA
67 mi away
Good Deal
$29,290
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 $21,495.00 to $75,008.70 with an average price of $29,173.47. 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 Middletown, VA?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,586.15. The average price has decreased by -1.7% since last year. The 347 for sale near Middletown, VA on CarGurus, range from $21,495 to $75,009 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Middletown, VA have no reported accidents or damage?
335 out of 347 for sale near Middletown, 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.
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