Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearGlidden, WI
237 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
-$970
Sponsored by Car Smart
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,496 mi
Wausau, WI
99 mi away
Good Deal
$30,249
$29,279
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 116,338
- Stock #:
- MLT7181
- VIN:
- 1GCPYFED6MZ246994
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
116,338 mi
Minocqua, WI
51 mi away
Fair Deal
$30,397
- 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:
- 53,665
- Stock #:
- MGT7164
- VIN:
- 3GCPYFEL5NG200551
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,665 mi
Minocqua, WI
51 mi away
Fair Deal
$38,897
- 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:
- 37,271
- Stock #:
- 42478A
- VIN:
- 1GCPYFED5MZ342390
Photos coming soon
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,271 mi
Home delivery from Baraboo, WI
Free home delivery
Good Deal
$37,397
- 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:
- 113,553
- Stock #:
- 261808A
- VIN:
- 1GCPYFED9MZ259643
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
113,553 mi
Chippewa Falls, WI
96 mi away
Good Deal
$28,968
- 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 $1,400 shipping
Great Deal
$30,392
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,891
- Stock #:
- 02628B
- VIN:
- 1GCPYFEDXNZ133972
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
44,891 mi
Barron, WI
76 mi away
Good Deal
$37,118
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,023
- Stock #:
- C0750A
- VIN:
- 1GCPYFED6MZ401964
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
44,023 mi
Wausau, WI
99 mi away
Fair Deal
$38,446
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,046
- Stock #:
- 0966A
- VIN:
- 3GCUKFED4SG371154
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,046 mi
Home delivery from Waynesville, MO
Price includes $1,737 shipping
Good Deal
$52,222
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 45,137
- Stock #:
- G26R0851
- VIN:
- 3GCUDFEL7RG281492
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
45,137 mi
Rhinelander, WI
69 mi away
Great Deal
$45,134
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 10-Speed Automatic
- Mileage:
- 39,028
- Stock #:
- 442637A
- VIN:
- 1GCPYFED9MZ442637
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,028 mi
Home delivery from Sykesville, MD
Price includes $900 shipping
Good Deal
$37,694
- 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 $558 shipping
Good Deal
$37,948
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,787
- Stock #:
- K170530
- VIN:
- 3GCPDFEK9RG170530
Price drop
-$1,000
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
14,787 mi
Home delivery from Bradenton, FL
Price includes $4,086 shipping
Fair Deal
$48,668
$47,668
- 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:
- 51,402
- Stock #:
- 261906A
- VIN:
- 1GCPYFED6MZ339160
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,402 mi
Chippewa Falls, WI
96 mi away
Good Deal
$36,931
- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 94,857
- Stock #:
- 267632
- VIN:
- 3GCPYFED4KG267632
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,857 mi
Cameron, WI
73 mi away
Fair Deal
$28,794
- 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
83 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:
- Black
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 81,687
- Stock #:
- 169326-C
- VIN:
- 3GCPYFEL6NG169326
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,687 mi
Home delivery from Richardson, TX
Price includes $1,204 shipping
Good Deal
$32,094
- 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:
- 1wt 1lt 1sp 2lt Jet Black Interior Trim
- 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
99 mi away
Fair Deal
$35,042
- 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:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 65,677
- Stock #:
- 42708
- VIN:
- 1GCPYFED7MZ235065
Price drop
-$1,000
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,677 mi
Home delivery from Springfield, IL
Price includes $443 shipping
Good Deal
$35,816
$34,816
- 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:
- 140,363
- Stock #:
- 48630
- VIN:
- 3GCPYFEDXLG203144
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
140,363 mi
Bloomer, WI
82 mi away
Good Deal
$24,339
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 126,495
- Stock #:
- 48569
- VIN:
- 3GCPYFED2KG237979
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
126,495 mi
Bloomer, WI
82 mi away
Fair Deal
$26,999
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,903
- Stock #:
- MX5272
- VIN:
- 1GCPYFED5KZ355475
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,903 mi
Home delivery from Louisville, TN
Price includes $1,424 shipping
Fair Deal
$31,199
- 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
-$970
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,496 mi
Wausau, WI
99 mi away
Good Deal
$30,249
$29,279
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 90,816
- Stock #:
- MDV2B6872
- VIN:
- 1GCPYFED1NZ236570
Sponsored Listing
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
90,816 mi
Minocqua, WI
51 mi away
Fair Deal
$32,991
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 $22,495.00 to $71,115.15 with an average price of $28,731.35. 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 Glidden, WI?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,175.04. The average price has decreased by -4.1% since last year. The 218 for sale near Glidden, WI on CarGurus, range from $22,495 to $71,115 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Glidden, WI have no reported accidents or damage?
181 out of 218 for sale near Glidden, 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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