Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearAppleton, WI
334 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 82,496
- Stock #:
- PT0122
- VIN:
- 1GCPYFED5KZ315333
Price drop
-$1,150
Sponsored by Car Smart
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,496 mi
Wausau, WI
75 mi away
Fair Deal
$31,399
$30,249
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 75,060
- Stock #:
- 18134-1
- VIN:
- 1GCPYFED0NZ229027
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,060 mi
Clintonville, WI
30 mi away
Good Deal
$35,230
- 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
- Transmission:
- Automatic
- Mileage:
- 100,941
- Stock #:
- 18195-1
- VIN:
- 1GCPYFEL2MZ293897
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,941 mi
Clintonville, WI
30 mi away
Good Deal
$30,888
- 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:
- 31,517
- Stock #:
- 24805A
- VIN:
- 3GCPYFED5MG422773
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
31,517 mi
Saukville, WI
65 mi away
Good Deal
$37,398
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 37,270
- Stock #:
- 42478A
- VIN:
- 1GCPYFED5MZ342390
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,270 mi
Baraboo, WI
86 mi away
Good Deal
$37,888
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- DARK ASH METALLIC
- Interior color:
- JET BLACK
- Transmission:
- Automatic
- Mileage:
- 22,465
- Stock #:
- I6049
- VIN:
- 3GCUDFEDXPG265700
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,465 mi
Appleton, WI
1 mi away
Fair Deal
$45,274
- Year:
- 2023
- 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:
- 76,912
- Stock #:
- 266817A
- VIN:
- 3GCUDFED8PG270507
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
76,912 mi
Middleton, WI
96 mi away
Fair Deal
$39,210
- 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:
- 82,496
- Stock #:
- PT0122
- VIN:
- 1GCPYFED5KZ315333
Price drop
-$1,150
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,496 mi
Wausau, WI
75 mi away
Fair Deal
$31,399
$30,249
- 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:
- 93,874
- Stock #:
- T1480B
- VIN:
- 3GCPYFED4KG212520
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,874 mi
Green Bay, WI
27 mi away
Fair Deal
$31,489
- 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:
- Dark Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 61,964
- Stock #:
- 8022
- VIN:
- 3GCPYFED3LG390324
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,964 mi
Home delivery from Peru, IL
Price includes $309 shipping
Fair Deal
$35,675
- 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:
- 95,906
- Stock #:
- P17617A
- VIN:
- 1GCPYFED3KZ381671
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
95,906 mi
Mukwonago, WI
97 mi away
Fair Deal
$29,889
- 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:
- 21,321
- Stock #:
- B36526
- VIN:
- 1GCPYFED9NZ101644
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,321 mi
Fond du Lac, WI
34 mi away
Fair Deal
$42,434
- 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:
- 46,877
- Stock #:
- E11286
- VIN:
- 1GCPYFED9MZ430567
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,877 mi
Wausau, WI
75 mi away
Good Deal
$36,743
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 91,307
- Stock #:
- 612449
- VIN:
- 1GCPYFED6LZ355423
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,307 mi
Pulaski, WI
28 mi away
Fair Deal
$31,494
- 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
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 83,645
- Stock #:
- 71997
- VIN:
- 3GCUDFED0NG672888
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
83,645 mi
Sun Prairie, WI
86 mi away
Fair Deal
$37,545
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,652
- Stock #:
- C15413A
- VIN:
- 3GCUDFED9RG454907
Price drop
-$989
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
25,652 mi
Milwaukee, WI
89 mi away
Good Deal
$49,897
$48,908
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 110,983
- Stock #:
- M260596B
- VIN:
- 1GCPYFED2KZ361539
Price drop
-$1,505
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
110,983 mi
Mukwonago, WI
97 mi away
Fair Deal
$30,594
$29,089
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,487
- Stock #:
- 26G1095A
- VIN:
- 3GCPDFEK5RG329169
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
27,487 mi
Home delivery from Grayling, MI
Price includes $284 shipping
Fair Deal
$43,078
- 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:
- 109,237
- Stock #:
- N260273A
- VIN:
- 1GCPYFED9NZ156241
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,237 mi
Home delivery from Downers Grove, IL
Price includes $340 shipping
Fair Deal
$30,231
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,540
- Stock #:
- 26215A
- VIN:
- 3GCPDFEK4PG105761
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
40,540 mi
Cedarburg, WI
68 mi away
Good Deal
$39,895
- 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 $1,232 shipping
Great Deal
$30,724
- 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
- Transmission:
- Automatic
- Mileage:
- 100,941
- Stock #:
- 18195-1
- VIN:
- 1GCPYFEL2MZ293897
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,941 mi
Clintonville, WI
30 mi away
Good Deal
$30,888
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,157
- Stock #:
- P10769
- VIN:
- 3GCPDFEK4PG100026
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
50,157 mi
Home delivery from Naperville, IL
Price includes $260 shipping
Good Deal
$38,947
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 74,233
- Stock #:
- 612457
- VIN:
- 1GCPYFED2KZ341193
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
74,233 mi
Pulaski, WI
28 mi away
Fair Deal
$31,494
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 $24,227.00 to $72,692.85 with an average price of $28,989.83. 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 Appleton, WI?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,418.75. The average price has decreased by -2.5% since last year. The 290 for sale near Appleton, WI on CarGurus, range from $24,227 to $72,693 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Appleton, WI have no reported accidents or damage?
246 out of 290 for sale near Appleton, WI 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 16 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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