Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearNew London, WI
321 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,815
- Stock #:
- 26C922A
- VIN:
- 3GCUDFED7RG140320
New arrival
Sponsored by Ewald Chevrolet
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,815 mi
Oconomowoc, WI
91 mi away
Fair Deal
$43,949
- 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:
- 88,267
- Stock #:
- 72060
- VIN:
- 1GCPYFEL8MZ407112
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,267 mi
Sun Prairie, WI
88 mi away
Good Deal
$33,149
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black, Leather-appointed front outboard seatin
- Transmission:
- Automatic
- Mileage:
- 34,856
- Stock #:
- 42753A
- VIN:
- 3GCUDFEL5RG286609
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
34,856 mi
Baraboo, WI
80 mi away
Fair Deal
$49,750
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,103
- Stock #:
- Y1104
- VIN:
- 3GCPDFEK9RG359226
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,103 mi
Sheboygan, WI
70 mi away
Good Deal
$42,685
- 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:
- 6-Speed Automatic
- Mileage:
- 99,229
- Stock #:
- 11550
- VIN:
- 3GCPYFED6NG111550
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
99,229 mi
Cottage Grove, WI
92 mi away
Great Deal
$26,390
- 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:
- 76,016
- Stock #:
- 2610058A
- VIN:
- 1GCPYFED9LZ218475
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
76,016 mi
Green Bay, WI
36 mi away
Good Deal
$32,844
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 37,099
- Stock #:
- 26C983A
- VIN:
- 3GCUDFEL1RG350841
Price drop
-$1,253
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,099 mi
Oconomowoc, WI
91 mi away
Good Deal
$48,743
$47,490
- 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:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,670
- Stock #:
- E6813A
- VIN:
- 1GCPYFED0MZ443790
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,670 mi
Sheboygan, WI
70 mi away
Fair Deal
$37,306
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,180
- Stock #:
- 38196A
- VIN:
- 3GCPDFEKXNG645063
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,180 mi
Merrill, WI
69 mi away
Fair Deal
$37,298
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Cherry Red Tintcoat
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 75,446
- Stock #:
- TA6312B
- VIN:
- 1GCPYFED8NZ118984
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,446 mi
Home delivery from Ottawa, IL
Price includes $210 shipping
Good Deal
$34,620
$33,620
- 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 Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,499
- Stock #:
- E11398
- VIN:
- 1GCPYFED0KZ268809
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
45,499 mi
Wausau, WI
55 mi away
Fair Deal
$34,602
- 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:
- Automatic
- Mileage:
- 145,299
- Stock #:
- 16848ZA
- VIN:
- 1GCPYFED2KZ335023
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
145,299 mi
Fond Du Lac, WI
47 mi away
Fair Deal
$23,486
- 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
88 mi away
Good Deal
$35,249
- 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:
- 69,386
- Stock #:
- 16066ZA
- VIN:
- 1GCPYFED8LZ128413
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,386 mi
Fond Du Lac, WI
47 mi away
Fair Deal
$35,479
- 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 $370 shipping
Good Deal
$37,015
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- White
- Transmission:
- Automatic
- Mileage:
- 57,132
- Stock #:
- 612456
- VIN:
- 1GCPYFED8NZ162385
Price drop
-$995
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,132 mi
Pulaski, WI
30 mi away
Good Deal
$36,494
$35,499
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Mileage:
- 50,948
- Stock #:
- 184401
- VIN:
- 1GCPYFEL3NZ184401
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
50,948 mi
Home delivery from Orlando, FL
Price includes $1,170 shipping
Fair Deal
$40,157
- 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:
- 67,685
- Stock #:
- 70177068
- VIN:
- 3GCUDFED9RG261494
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,685 mi
Store transfer to Milwaukee, WI
Price includes $749 shipping
Good Deal
$40,747
- 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:
- 10-Speed Automatic
- Mileage:
- 55,108
- Stock #:
- T89408
- VIN:
- 1GCPYFEL3MZ209165
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,108 mi
Home delivery from Herculaneum, MO
Price includes $866 shipping
Fair Deal
$39,648
- 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:
- 87,752
- Stock #:
- C20928PC
- VIN:
- 3GCPYFEL6NG110261
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,752 mi
Home delivery from Milwaukee, WI
Price includes $136 shipping
Good Deal
$35,502
$34,502
- 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:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,426
- Stock #:
- 5307A
- VIN:
- 3GCUDFET7NG622691
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,426 mi
Home delivery from Seffner, FL
Price includes $1,247 shipping
Great Deal
$37,226
- 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
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,496 mi
Wausau, WI
55 mi away
Great Deal
$28,399
- 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:
- 57,586
- Stock #:
- 15042A1
- VIN:
- 3GCUDFED8PG245445
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,586 mi
Chilton, WI
39 mi away
Good Deal
$39,798
- 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:
- 96,903
- Stock #:
- C261190A
- VIN:
- 1GCPYFED4LZ354660
New arrival
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
96,903 mi
Green Bay, WI
35 mi away
Fair Deal
$30,379
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 $22,931.00 to $76,668.80 with an average price of $28,578.01. 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 New London, WI?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $25,962.55. The average price has decreased by -5.2% since last year. The 278 for sale near New London, WI on CarGurus, range from $22,931 to $76,669 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in New London, WI have no reported accidents or damage?
227 out of 278 for sale near New London, 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 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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