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Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Letcher, KY

367 results

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:
Silver Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
57,293
Stock #:
5N4663B
VIN:
3GCPYFEL1LG452570
Silver Ice Metallic 2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Friendship Ford of Bristol

Sponsored by Friendship Ford of Bristol

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

57,293 mi

Bristol, TN
56 mi away
Great Deal
Third-party certified

$36,737

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:
Cypress Gray
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
3,602
Stock #:
BCTT073
VIN:
3GCUKFEL6SG253730
Cypress Gray 2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

3,602 mi

Pikeville, KY
34 mi away
Good Deal

$56,237

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:
95,648
Stock #:
6Z1519
VIN:
1GCPYFED5MZ167722
Mosaic Black Metallic 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

95,648 mi

Boone, NC
98 mi away
Good Deal

$34,787

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
Transmission:
Automatic
Mileage:
47,791
Stock #:
25N6838A
VIN:
3GCPYFEL2MG347859
Black 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

47,791 mi

Home delivery from Fayetteville, NC
Price includes $536 shipping
Fair Deal

$43,134

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:
51,215
Stock #:
Z1620
VIN:
3GCPYFED5MG388544
Black 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

51,215 mi

Huntington, WV
91 mi away
Good Deal

$37,886

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, Leather-Appointed Front Seat Trim
Transmission:
Automatic
Mileage:
80,991
Stock #:
U94488
VIN:
1GCPYFED0MZ294488
Shadow Gray Metallic 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$739

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

80,991 mi

Jefferson City, TN
77 mi away
Fair Deal

$37,579

$36,840

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Black
Transmission:
Automatic
Mileage:
83,685
Stock #:
227612
VIN:
1GCUYFET9NZ227612
Black 2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,685 mi

Home delivery from Baton Rouge, LA
Price includes $844 shipping
Fair Deal

$36,068

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:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
24,980
Stock #:
R4812A
VIN:
3GCUDFED5PG129300
Northsky Blue Metallic 2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

24,980 mi

Clinton, TN
97 mi away
Fair Deal

$49,863

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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
73,502
Stock #:
53727
VIN:
1GCPYFED8KZ239865
Black 2019 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

73,502 mi

Home delivery from Cambridge, OH
Price includes $160 shipping
Good Deal

$31,536

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:
60,492
Stock #:
STK401365
VIN:
3GCPYFED6MG401365
Black 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

60,492 mi

Home delivery from Indianapolis, IN
Price includes $251 shipping
Fair Deal

$39,651

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:
38,445
Stock #:
28930897
VIN:
3GCUDFED2RG251289
White 2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

38,445 mi

Store transfer to Bristol, TN
Price includes $1,599 shipping
Good Deal

$46,597

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 Hot
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
60,131
Stock #:
138763P
VIN:
1GCPYFEDXKZ138763
Red Hot 2019 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$800

 

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

60,131 mi

Boone, NC
98 mi away
Fair Deal

$37,699

$36,899

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:
59,616
Stock #:
154469
VIN:
1GCPYFED0LZ154469
Blue 2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

59,616 mi

Home delivery from Brownsville, TN
Price includes $456 shipping
Great Deal

$33,955

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:
114,250
Stock #:
P2765
VIN:
3GCPYFED8NG107046
Black 2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

114,250 mi

Kodak, TN
90 mi away
Fair Deal

$33,454

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:
Black
Transmission:
Automatic
Mileage:
78,142
Stock #:
P7843
VIN:
3GCUDFE83PG246067
Black 2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

78,142 mi

Pikeville, KY
34 mi away
Great Deal

$39,392

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:
95,021
Stock #:
S925A
VIN:
3GCPYFED2MG367196
Summit White 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

95,021 mi

Hazard, KY
16 mi away
Good Deal

$33,695

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
Black 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

94,868 mi

Home delivery from Front Royal, VA
Price includes $580 shipping
Good Deal

$33,070

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:
7,721
Stock #:
SG393833
VIN:
3GCUKFEL3SG393833
Black 2025 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2025 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

7,721 mi

Home delivery from Union City, GA
Price includes $917 shipping
Great Deal

$54,121

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:
Black
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
14,787
Stock #:
K170530
VIN:
3GCPDFEK9RG170530
Black 2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

14,787 mi

Home delivery from Bradenton, FL
Price includes $2,004 shipping
Great Deal

$47,086

Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Summit White
Combined gas mileage:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
31,043
Stock #:
EB7915B
VIN:
3GCUDFE87RG128591
Summit White 2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

31,043 mi

Home delivery from Jacksonville, FL
Price includes $481 shipping
Good Deal

$51,771

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:
Silver Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
57,293
Stock #:
5N4663B
VIN:
3GCPYFEL1LG452570
Silver Ice Metallic 2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

57,293 mi

Bristol, TN
56 mi away
Great Deal
Third-party certified

$36,737

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:
Gideon/Very Dark Atmosphere
Transmission:
Automatic
Mileage:
96,080
Stock #:
APG287890
VIN:
3GCUDFED8PG287890
Sterling Gray Metallic 2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

96,080 mi

Morristown, TN
71 mi away
Good Deal

$37,299

Page 1 of 17

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 $21,891.00 to $76,476.40 with an average price of $30,901.03. 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

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