Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearReedsburg, WI
346 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 70,891
- Stock #:
- 10298
- VIN:
- 1GCPYFED3MZ431021
Sponsored by Kearns Motor Car Co
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,891 mi
Johnson Creek, WI
68 mi away
Fair Deal
$35,978
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Northsky Blue Metallic
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 61,199
- Stock #:
- CT35522
- VIN:
- 1GCPYFED5NZ234482
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
61,199 mi
Fond du Lac, WI
78 mi away
Fair Deal
$38,434
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,634
- Stock #:
- 24503
- VIN:
- 1GCPYFED6KZ156175
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,634 mi
Lomira, WI
79 mi away
Good Deal
$33,371
- 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:
- 74,997
- Stock #:
- 18134-1
- VIN:
- 1GCPYFED0NZ229027
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
74,997 mi
Clintonville, WI
97 mi away
Good Deal
$35,575
- 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
$30,294
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Northsky Blue Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 85,446
- Stock #:
- E50320
- VIN:
- 1GCPYFED3NZ156820
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,446 mi
Coloma, WI
42 mi away
Fair Deal
$34,497
- 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:
- Lakeshore Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,073
- Stock #:
- 51367
- VIN:
- 3GCPDFEK1RG205836
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,073 mi
Middleton, WI
38 mi away
Good Deal
$43,889
- 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:
- 51,405
- Stock #:
- 21682A
- VIN:
- 3GCUKFED9SG174853
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,405 mi
Home delivery from Eufaula, OK
Price includes $969 shipping
Fair Deal
$47,368
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,178
- Stock #:
- 37584A
- VIN:
- 1GCPYFED6LZ288614
Price drop
-$646
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,178 mi
Orfordville, WI
72 mi away
Fair Deal
$30,936
$30,290
- 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:
- 109,126
- Stock #:
- N260273A
- VIN:
- 1GCPYFED9NZ156241
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,126 mi
Home delivery from Downers Grove, IL
Price includes $310 shipping
Fair Deal
$31,211
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,255
- Stock #:
- T9573
- VIN:
- 3GCPDFEK2PG365477
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
18,255 mi
Fond Du Lac, WI
78 mi away
Good Deal
$43,387
- 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
99 mi away
Great Deal
$28,899
- 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:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 56,310
- Stock #:
- B8356A
- VIN:
- 3GCPYFED1LG324533
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
56,310 mi
Home delivery from Lewisville, TX
Price includes $1,640 shipping
Good Deal
$35,668
- Year:
- 2025
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,902
- Stock #:
- P2588
- VIN:
- 3GCPKFEK4SG284530
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,902 mi
Beloit, WI
86 mi away
Good Deal
$43,999
- 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 $333 shipping
Fair Deal
$39,754
- 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 $1,213 shipping
Good Deal
$33,205
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Northsky Blue Metallic
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 47,877
- Stock #:
- 53757
- VIN:
- 1GCPYFED6NZ106347
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,877 mi
Home delivery from Cambridge, OH
Price includes $371 shipping
Good Deal
$37,348
- 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
- Transmission:
- Automatic
- Mileage:
- 46,367
- Stock #:
- 19509A
- VIN:
- 3GCUDFED3RG333838
Price drop
-$1,500
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,367 mi
Lancaster, WI
60 mi away
Good Deal
$46,672
$45,172
- 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
- Transmission:
- Automatic
- Mileage:
- 79,704
- Stock #:
- 420298
- VIN:
- 1GCPYFED2MZ420298
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
79,704 mi
Home delivery from Pelham, AL
Price includes $1,090 shipping
Fair Deal
$35,784
- 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:
- 17,723
- Stock #:
- 53934
- VIN:
- 3GCPYFEL7MG255274
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,723 mi
Home delivery from Cambridge, OH
Price includes $371 shipping
Good Deal
$41,748
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,475
- Stock #:
- 26634A
- VIN:
- 3GCPYFED8KG263535
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
79,475 mi
Monticello, WI
58 mi away
Fair Deal
$31,314
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,836
- Stock #:
- 37306B
- VIN:
- 3GCUDFEDXRG331049
Price drop
-$1,100
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,836 mi
Orfordville, WI
72 mi away
Great Deal
$41,359
$40,259
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 25,119
- Stock #:
- 264671
- VIN:
- 3GCUDFED9RG126466
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
25,119 mi
Evansville, WI
64 mi away
Fair Deal
$49,175
- 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:
- 9,929
- Stock #:
- 232084B
- VIN:
- 3GCUKFED3TG232084
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
9,929 mi
Lewiston, MN
98 mi away
Fair Deal
$57,745
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 $21,509.00 to $75,522.65 with an average price of $29,978.37. 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 Reedsburg, WI?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,795.42. The average price has decreased by -0.7% since last year. The 285 for sale near Reedsburg, WI on CarGurus, range from $21,509 to $75,523 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Reedsburg, WI have no reported accidents or damage?
285 out of 285 for sale near Reedsburg, 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 (or EV battery range).
What fuel types are available?
Diesel, Gasoline engines are available.
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