Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearAppleton, WI

Filters (3)

Location:

Only show listings in WI?

Include delivery listings?

348 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:
Cherry Red Tintcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
99,496
Stock #:
12F2096A
VIN:
1GCPYFED4MZ139958
Cherry Red Tintcoat 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Gregg Young Ford

Sponsored by Gregg Young Ford

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

99,496 mi

Hortonville, WI
10 mi away
Fair Deal

$31,919

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:
Red
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10,081
Stock #:
X0299
VIN:
3GCUKFED4TG242414
Red 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

10,081 mi

Fond Du Lac, WI
33 mi away
Good Deal
Manufacturer certified

$53,397

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
Dark Ash Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

54,815 mi

Oconomowoc, WI
80 mi away
Good Deal
Manufacturer certified

$41,858

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 #:
I6155
VIN:
3GCUDFED8PG270507
Black 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

76,912 mi

Appleton, WI
1 mi away
Fair Deal

$37,494

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
Dark Ash Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

54,815 mi

Oconomowoc, WI
80 mi away
Good Deal
Manufacturer certified

$41,858

Year:
2021
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:
116,179
Stock #:
I5752A
VIN:
3GCPYFELXMG113212
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

116,179 mi

Madison, WI
98 mi away
Fair Deal

$28,924

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
Automatic
Mileage:
57,132
Stock #:
612456
VIN:
1GCPYFED8NZ162385
Summit White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

57,132 mi

Pulaski, WI
28 mi away
Good Deal

$35,499

Year:
2022
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 (Iridescent Pearl Tricoat)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
33,336
Stock #:
A115208BB
VIN:
3GCUDFEL0NG596502
White (Iridescent Pearl Tricoat) 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,432

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

33,336 mi

Plymouth, WI
43 mi away
Good Deal

$44,039

$43,106

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
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$804

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

88,267 mi

Sun Prairie, WI
86 mi away
Good Deal

$32,517

$31,713

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:
83,890
Stock #:
R2014A
VIN:
1GCPYFEL2NZ199682
Summit White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,890 mi

Portage, WI
71 mi away
Good Deal

$32,432

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
Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

37,099 mi

Oconomowoc, WI
80 mi away
Good Deal
Manufacturer certified

$46,840

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:
106,953
Stock #:
W15283B
VIN:
1GCPYFED3LZ249642
Gray (Satin Steel Metallic) 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

106,953 mi

West Bend, WI
58 mi away
Fair Deal
Manufacturer certified

$29,138

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
Gray 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

33,103 mi

Sheboygan, WI
50 mi away
Fair Deal
Manufacturer certified

$42,225

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:
100,957
Stock #:
18195-1
VIN:
1GCPYFEL2MZ293897
White 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

100,957 mi

Clintonville, WI
30 mi away
Good Deal

$29,833

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:
61,032
Stock #:
E11447A
VIN:
1GCPYFED0MZ359176
Gray (Satin Steel Metallic) 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

61,032 mi

Wausau, WI
75 mi away
Fair Deal

$36,510

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:
Black
Transmission:
Automatic
Mileage:
2,050
Stock #:
A115393BB
VIN:
3GCUKFED7TG127516
Cypress Gray 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

2,050 mi

Plymouth, WI
43 mi away
Good Deal

$53,558

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
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

82,496 mi

Wausau, WI
75 mi away
Great Deal

$27,384

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
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

87,752 mi

Milwaukee, WI
92 mi away
Fair Deal
Manufacturer certified

$33,926

Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
111,950
Stock #:
9781B
VIN:
1GCPYFEL1LZ367860
Shadow Gray Metallic 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

111,950 mi

Merrill, WI
88 mi away
Fair Deal

$29,598

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:
50,126
Stock #:
25105A
VIN:
1GCPYFEL6NZ174459
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

50,126 mi

Saukville, WI
65 mi away
Fair Deal

$37,999

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:
Cherry Red Tintcoat (gsk)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black (h0u)
Transmission:
Automatic
Mileage:
64,591
Stock #:
RP768A
VIN:
1GCPYFED2MZ214057
Cherry Red Tintcoat (gsk) 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

64,591 mi

Ripon, WI
36 mi away
Fair Deal

$36,898

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:
99,496
Stock #:
12F2096A
VIN:
1GCPYFED4MZ139958
Cherry Red Tintcoat 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Gregg Young Ford

Sponsored by Gregg Young Ford

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

99,496 mi

Hortonville, WI
10 mi away
Fair Deal

$31,919

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:
Red
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
10,081
Stock #:
X0299
VIN:
3GCUKFED4TG242414
Red 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

Sponsored Listing

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

10,081 mi

Fond Du Lac, WI
33 mi away
Good Deal
Manufacturer certified

$53,397

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
Dark Ash Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

54,815 mi

Oconomowoc, WI
80 mi away
Good Deal
Manufacturer certified

$41,858

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 #:
I6155
VIN:
3GCUDFED8PG270507
Black 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

76,912 mi

Appleton, WI
1 mi away
Fair Deal

$37,494

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
Dark Ash Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

54,815 mi

Oconomowoc, WI
80 mi away
Good Deal
Manufacturer certified

$41,858

Year:
2021
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:
116,179
Stock #:
I5752A
VIN:
3GCPYFELXMG113212
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

116,179 mi

Madison, WI
98 mi away
Fair Deal

$28,924

Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Summit White
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
Automatic
Mileage:
57,132
Stock #:
612456
VIN:
1GCPYFED8NZ162385
Summit White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

57,132 mi

Pulaski, WI
28 mi away
Good Deal

$35,499

Year:
2022
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 (Iridescent Pearl Tricoat)
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
33,336
Stock #:
A115208BB
VIN:
3GCUDFEL0NG596502
White (Iridescent Pearl Tricoat) 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,432

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

33,336 mi

Plymouth, WI
43 mi away
Good Deal

$44,039

$43,106

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
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$804

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

88,267 mi

Sun Prairie, WI
86 mi away
Good Deal

$32,517

$31,713

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:
83,890
Stock #:
R2014A
VIN:
1GCPYFEL2NZ199682
Summit White 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,890 mi

Portage, WI
71 mi away
Good Deal

$32,432

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
Black 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

37,099 mi

Oconomowoc, WI
80 mi away
Good Deal
Manufacturer certified

$46,840

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:
106,953
Stock #:
W15283B
VIN:
1GCPYFED3LZ249642
Gray (Satin Steel Metallic) 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

106,953 mi

West Bend, WI
58 mi away
Fair Deal
Manufacturer certified

$29,138

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
Gray 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

33,103 mi

Sheboygan, WI
50 mi away
Fair Deal
Manufacturer certified

$42,225

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:
100,957
Stock #:
18195-1
VIN:
1GCPYFEL2MZ293897
White 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

100,957 mi

Clintonville, WI
30 mi away
Good Deal

$29,833

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:
61,032
Stock #:
E11447A
VIN:
1GCPYFED0MZ359176
Gray (Satin Steel Metallic) 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

61,032 mi

Wausau, WI
75 mi away
Fair Deal

$36,510

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:
Black
Transmission:
Automatic
Mileage:
2,050
Stock #:
A115393BB
VIN:
3GCUKFED7TG127516
Cypress Gray 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2026 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

2,050 mi

Plymouth, WI
43 mi away
Good Deal

$53,558

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
Black 2019 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

82,496 mi

Wausau, WI
75 mi away
Great Deal

$27,384

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
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

87,752 mi

Milwaukee, WI
92 mi away
Fair Deal
Manufacturer certified

$33,926

Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
420 hp 6.2L V8
Exterior color:
Shadow Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
111,950
Stock #:
9781B
VIN:
1GCPYFEL1LZ367860
Shadow Gray Metallic 2020 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

111,950 mi

Merrill, WI
88 mi away
Fair Deal

$29,598

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:
50,126
Stock #:
25105A
VIN:
1GCPYFEL6NZ174459
Black 2022 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

50,126 mi

Saukville, WI
65 mi away
Fair Deal

$37,999

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:
Cherry Red Tintcoat (gsk)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black (h0u)
Transmission:
Automatic
Mileage:
64,591
Stock #:
RP768A
VIN:
1GCPYFED2MZ214057
Cherry Red Tintcoat (gsk) 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

64,591 mi

Ripon, WI
36 mi away
Fair Deal

$36,898

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 $16,717.00 to $76,092.85 with an average price of $28,270.77. 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.

A better way to discover your best deal

Let us help you find a car you’ll love.