Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearWinnebago, MN
304 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 130,171
- Stock #:
- B3109
- VIN:
- 3GCUDFET1NG622797
Price drop
-$1,000
Sponsored by Wuerflein Chevrolet GMC
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
130,171 mi
Albert Lea, MN
42 mi away
Fair Deal
$30,349
$29,349
- 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:
- 60,048
- Stock #:
- LC2632204A
- VIN:
- 1GCPYFED1KZ380597
Price drop
-$1,054
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,048 mi
Lakeville, MN
78 mi away
Fair Deal
$33,418
$32,714
- 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:
- Cypress Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 334
- Stock #:
- P010434
- VIN:
- 3GCUKFED3TG187812
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
334 mi
Zumbrota, MN
84 mi away
Good Deal
$55,345
- 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:
- 91,879
- Stock #:
- 5953A
- VIN:
- 3GCPYFED6MG363734
Price drop
-$661
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,879 mi
Mankato, MN
30 mi away
Good Deal
$32,000
$31,339
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 56,026
- Stock #:
- C5550P
- VIN:
- 1GCPYFED4MZ291884
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
56,026 mi
Eden Prairie, MN
85 mi away
Fair Deal
$35,849
- 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:
- 63,474
- Stock #:
- P060387
- VIN:
- 1GCPYFEL2MZ436296
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
63,474 mi
Zumbrota, MN
84 mi away
Great Deal
$32,345
- 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:
- 54,094
- Stock #:
- 17820M1
- VIN:
- 1GCPYFEL0MZ380164
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,094 mi
Wayzata, MN
91 mi away
Good Deal
$35,499
- 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:
- 107,952
- Stock #:
- N0761A
- VIN:
- 3GCPYFED7LG285964
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
107,952 mi
Buffalo, MN
98 mi away
Good Deal
$26,537
- 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:
- 121,670
- Stock #:
- 277350PL
- VIN:
- 1GCPYFED9LZ277350
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
121,670 mi
Northfield, MN
69 mi away
Great Deal
$24,045
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 66,207
- Stock #:
- 24217A
- VIN:
- 3GCUYFET3NG202396
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,207 mi
Rochester, MN
87 mi away
Good Deal
$35,200
- 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:
- 46,446
- Stock #:
- 326107A
- VIN:
- 3GCUDFE82PG198450
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,446 mi
Northfield, MN
69 mi away
Good Deal
$41,337
- 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:
- 60,048
- Stock #:
- LC2632204A
- VIN:
- 1GCPYFED1KZ380597
Price drop
-$1,054
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,048 mi
Lakeville, MN
78 mi away
Fair Deal
$33,418
$32,714
- 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:
- 85,719
- Stock #:
- 149739P
- VIN:
- 1GCPYFED7NZ149739
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
85,719 mi
Northfield, MN
69 mi away
Good Deal
$32,345
- 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 $639 shipping
Fair Deal
$38,029
- 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 $1,272 shipping
Good Deal
$51,757
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 144,857
- Stock #:
- N2895B
- VIN:
- 1GCPYFED3LZ190673
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
144,857 mi
Delano, MN
90 mi away
Good Deal
$23,295
- 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:
- 109,465
- Stock #:
- M7232A
- VIN:
- 1GCPYFED1KZ118868
Price drop
-$900
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
109,465 mi
Charles City, IA
91 mi away
Fair Deal
$28,892
$27,992
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,751
- Stock #:
- 56312A
- VIN:
- 3GCPYFEL6MG258571
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,751 mi
Faribault, MN
58 mi away
Good Deal
$32,947
- 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:
- 64,615
- Stock #:
- E1099A
- VIN:
- 3GCPYFED1MG247311
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
64,615 mi
Red Wing, MN
97 mi away
Good Deal
$34,250
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 92,428
- Stock #:
- 12410
- VIN:
- 1GCUYFET3NZ168895
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,428 mi
Home delivery from Fayetteville, AR
Price includes $662 shipping
Good Deal
$31,790
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,914
- Stock #:
- B6982
- VIN:
- 3GCUDFED3PG299221
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,914 mi
Home delivery from Rockville, MD
Price includes $700 shipping
Good Deal
$42,200
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (Satin Steel Metallic)
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 134,287
- Stock #:
- N3008A
- VIN:
- 1GCPYFED2NZ113778
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
134,287 mi
Delano, MN
90 mi away
Fair Deal
$27,830
$26,830
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (Satin Steel Metallic)
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,263
- Stock #:
- P13223
- VIN:
- 1GCUYFET6NZ132148
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,263 mi
Rochester, MN
86 mi away
Good Deal
$35,542
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 144,857
- Stock #:
- N2895B
- VIN:
- 1GCPYFED3LZ190673
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
144,857 mi
Delano, MN
90 mi away
Good Deal
$23,295
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 $19,695.00 to $70,691.50 with an average price of $28,747.50. 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 Winnebago, MN?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,209.35. The average price has decreased by -4% since last year. The 252 for sale near Winnebago, MN on CarGurus, range from $19,695 to $70,692 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Winnebago, MN have no reported accidents or damage?
210 out of 252 for sale near Winnebago, MN 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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