Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMiddlebrook, VA
367 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:
- Red
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,481
- Stock #:
- WH0069B
- VIN:
- 1GCPYFED7KZ338340
New arrival
Sponsored by HoneyCar
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
58,481 mi
Winchester, VA
99 mi away
Good Deal
$33,898
- 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
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
101,768 mi
Winchester, VA
98 mi away
Great Deal
$29,132
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 86,635
- Stock #:
- 36T5035A
- VIN:
- 3GCUDFEDXNG672204
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
86,635 mi
Charlottesville, VA
47 mi away
Fair Deal
$39,298
- 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:
- Pewter
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 14,440
- Stock #:
- 260
- VIN:
- 3GCUKFED2SG112911
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
14,440 mi
Roanoke, VA
61 mi away
Great Deal
$45,370
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 21,041
- Stock #:
- 76159GB
- VIN:
- 3GCPDFEK9RG136779
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,041 mi
Home delivery from Fayetteville, NC
Price includes $412 shipping
Good Deal
$47,210
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 15,963
- Stock #:
- CT9634A
- VIN:
- 3GCUDFED6PG266293
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,963 mi
Home delivery from Wilkesboro, NC
Price includes $249 shipping
Great Deal
$46,048
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,598
- Stock #:
- PC26174A
- VIN:
- 3GCUDFET1NG512638
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,598 mi
Home delivery from Hicksville, OH
Price includes $460 shipping
Fair Deal
$40,449
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 15,239
- Stock #:
- N20352A
- VIN:
- 3GCUKFEL9SG103241
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,239 mi
Lynchburg, VA
49 mi away
Great Deal
$49,289
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 66,901
- Stock #:
- WG-189605
- VIN:
- 1GCPYFED3LZ189605
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,901 mi
Home delivery from Elizabeth, NJ
Price includes $408 shipping
Great Deal
$33,288
- 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:
- Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 136,260
- Stock #:
- M0547
- VIN:
- 1GCPYFED4LZ359972
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
136,260 mi
Home delivery from Jefferson, OH
Price includes $400 shipping
Great Deal
$22,788
- 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 $749 shipping
Great Deal
$32,741
- 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 $1,388 shipping
Fair Deal
$47,786
- 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 $460 shipping
Great Deal
$45,855
- 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
89 mi away
Good Deal
$44,489
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 115,512
- Stock #:
- 5T26-059A
- VIN:
- 1GCPYFED0LZ360763
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,512 mi
Home delivery from Mount Orab, OH
Price includes $845 shipping
Good Deal
$28,641
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 7,961
- Stock #:
- PC1636
- VIN:
- 3GCUKFEDXSG167765
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
7,961 mi
Home delivery from Little River, SC
Price includes $434 shipping
Good Deal
$52,542
- 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
98 mi away
Great Deal
$29,132
- 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:
- 48,296
- Stock #:
- A17662D
- VIN:
- 1GCPYFED2MZ355808
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
48,296 mi
Home delivery from Saint Charles, MO
Price includes $611 shipping
Fair Deal
$40,032
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 86,635
- Stock #:
- 36T5035A
- VIN:
- 3GCUDFEDXNG672204
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
86,635 mi
Charlottesville, VA
47 mi away
Fair Deal
$39,298
- 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:
- Barb Wire Met
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Graystone
- Transmission:
- Automatic
- Mileage:
- 8,870
- Stock #:
- 8096A
- VIN:
- 3GCUDFED6RG389899
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
8,870 mi
Home delivery from Conway, SC
Price includes $578 shipping
Good Deal
$50,780
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,236
- Stock #:
- 28963568
- VIN:
- 3GCPDFEK2RG195270
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,236 mi
Store transfer to Harrisonburg, VA
Price includes $299 shipping
Great Deal
$43,297
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 94,625
- Stock #:
- 296020
- VIN:
- 3GCPYFED6LG296020
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,625 mi
Home delivery from Orlando, FL
Price includes $664 shipping
Good Deal
$31,651
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,977
- Stock #:
- 28790375
- VIN:
- 3GCPDFEK9PG243103
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,977 mi
Store transfer to Harrisonburg, VA
Price includes $399 shipping
Good Deal
$41,397
- 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
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,312 mi
Winchester, VA
99 mi away
Good Deal
$30,496
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 $21,598.75 to $77,605.95 with an average price of $30,116.35. 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
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Middlebrook, VA?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,839.25. The average price has decreased by -0.7% since last year. The 351 for sale near Middlebrook, VA on CarGurus, range from $21,599 to $77,606 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Middlebrook, VA have no reported accidents or damage?
347 out of 351 for sale near Middlebrook, 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 (or EV battery range).
What fuel types are available?
Diesel, Gasoline engines are available.
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