CarGurus Header
Location:

Include delivery listings?

Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Anchor Point, AK

4,052 results

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
Flow Nissan of Fayetteville

Sponsored by Flow Nissan of Fayetteville

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

47,791 mi

Fayetteville, NC
3,577 mi away
Good Deal

$42,598

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:
Black
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
304
Stock #:
327304A
VIN:
3GCUKFEDXTG337169
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

304 mi

Richmond, VA
3,490 mi away
Great Deal
Manufacturer certified

$56,898

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:
Summit White
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
9,512
Stock #:
53727A
VIN:
3GCUKFED3SG249112
Summit White 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

9,512 mi

McAllen, TX
3,414 mi away
Great Deal

$52,725

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:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
61,641
Stock #:
TLG384212
VIN:
3GCPYFEL7LG384212
Northsky Blue Metallic 2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$2,998

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

61,641 mi

Palm Springs, CA
2,395 mi away
Great Deal

$37,982

$34,984

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:
Gray (Satin Steel Metallic)
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
142,055
Stock #:
26LT8750K
VIN:
1GCPYFEL5MZ345572
Gray (Satin Steel Metallic) 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

142,055 mi

Waxahachie, TX
3,103 mi away
Great Deal

$25,721

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:
102,273
Stock #:
DC17771
VIN:
3GCPYFEL7MG100661
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

102,273 mi

Weatherford, OK
2,869 mi away
Fair Deal

$33,995

Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
65,536
Stock #:
U17456
VIN:
3GCUDFE88PG306134
Sterling Gray Metallic 2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,000

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

65,536 mi

Waynesboro, PA
3,371 mi away
Great Deal

$39,990

$38,990

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:
97,000
Stock #:
TT9631
VIN:
1GCPYFED2MZ333873
Shadow Gray Metallic 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$967

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

97,000 mi

Post Falls, ID
1,619 mi away
Good Deal

$34,202

$33,235

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:
111,482
Stock #:
5563A
VIN:
3GCPYFEDXLG267815
Shadow Gray 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

111,482 mi

Blissfield, MI
3,047 mi away
Good Deal

$28,804

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:
59,500
Stock #:
HCV261429A
VIN:
3GCUDFED4RG226460
Black 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

59,500 mi

Noblesville, IN
3,066 mi away
Great Deal

$40,500

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:
14,970
Stock #:
1G265010A
VIN:
1GCPYFEL9NZ137129
Shadow Gray Metallic 2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

14,970 mi

Idaho Falls, ID
1,992 mi away
Good Deal

$46,384

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 (Steel Metallic)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
58,424
Stock #:
1872588B
VIN:
1GCPYFED1MZ271558
Gray (Steel Metallic) 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

58,424 mi

St. Augustine, FL
3,781 mi away
Great Deal

$36,985

Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10,564
Stock #:
269039A
VIN:
3GCPKFEK5TG210549
Black 2026 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

10,564 mi

Appleton, WI
2,766 mi away
Great Deal

$50,395

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:
Gray (Satin Steel Metallic)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
126,338
Stock #:
90509AA
VIN:
1GCPYFED8LZ157510
Gray (Satin Steel 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

126,338 mi

Lansing, MI
2,980 mi away
Good Deal

$26,960

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

Fayetteville, NC
3,577 mi away
Good Deal

$42,598

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:
Black
Transmission:
8-Speed Automatic
Mileage:
105,396
Stock #:
HT150A
VIN:
3GCPYFEDXKG175389
Red Hot 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

105,396 mi

Stillwater, OK
2,889 mi away
Great Deal

$27,805

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:
116,647
Stock #:
I193283
VIN:
1GCPYFED3MZ193283
Shadow Gray Metallic 2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
Price drop

-$916

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

116,647 mi

Gainesville, FL
3,758 mi away
Good Deal

$30,837

$29,921

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:
80,334
Stock #:
YC261240A
VIN:
3GCUDFE82PG270148
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

80,334 mi

Youngstown, OH
3,199 mi away
Good Deal
Manufacturer certified

$37,394

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:
Pearl
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
106,350
Stock #:
9532B
VIN:
3GCPYFED8KG125669
Pearl 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

106,350 mi

Lansing, KS
2,797 mi away
Fair Deal

$30,706

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:
68,025
Stock #:
MK31991TW
VIN:
1GCUYFET8NZ231991
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

68,025 mi

McComb, MS
3,389 mi away
Great Deal

$36,843

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

Brownsville, TN
3,189 mi away
Great Deal

$33,499

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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
92,980
Stock #:
BO1346
VIN:
3GCPYFED9KG274706
White 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

92,980 mi

Zeeland, MI
2,918 mi away
Fair Deal

$29,900

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:
Jet Black
Transmission:
Automatic
Mileage:
76,998
Stock #:
RG159302
VIN:
3GCUDFED1RG159302
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

76,998 mi

Coopersville, MI
2,912 mi away
Great Deal

$38,255

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

Sponsored Listing

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

57,293 mi

Bristol, TN
3,379 mi away
Great Deal
Third-party certified

$36,737

Page 1 of 177

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 $0.00 to $0.00 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

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.

CarGurus Footer