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Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Winnie, TX

356 results
Stowell, TX
2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD AutoNation Chevrolet Gulf Freeway

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

61,380 miles

$35,695

Good Deal
Houston, TX
51 mi away
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:
61,380
Stock number:
MG103821
VIN:
3GCPYFED6MG103821

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

68,259 miles

$44,962

Fair Deal
Pasadena, TX
46 mi away
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:
68,259
Stock number:
RG159436
VIN:
3GCUDFED0RG159436

Sponsored

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

63,996 miles

$42,775

Great Deal
Pasadena, TX
46 mi away
Year:
2024
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:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
63,996
Stock number:
RG295682
VIN:
3GCUDFE80RG295682

Sponsored

2022 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

61,933 miles

$37,898

Great Deal
Liberty, TX
30 mi away
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:
Northsky Blue Metallic
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
61,933
Stock number:
NG165205
VIN:
3GCPYFEL7NG165205

2019 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

82,951 miles

$28,777

Great Deal
Houston, TX
51 mi away
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:
Cajun Red Tintcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
82,951
Stock number:
KG202139
VIN:
3GCPYFED3KG202139

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

60,806 miles

$34,993

Good Deal
Houston, TX
72 mi away
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:
Black
Transmission:
Automatic
Mileage:
60,806
Stock number:
261544A
VIN:
3GCPYFED1MG245557

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2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

123,046 miles

$24,988

Great Deal
Conroe, TX
78 mi away
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 Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
123,046
Stock number:
TKG216967
VIN:
3GCPYFED0KG216967

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

23,262 miles

$39,992

Good Deal
Houston, TX
72 mi away
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:
23,262
Stock number:
253860B
VIN:
3GCPYFED8MG320139

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2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

63,996 miles

$42,775

Great Deal
Pasadena, TX
46 mi away
Year:
2024
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:
25 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
63,996
Stock number:
RG295682
VIN:
3GCUDFE80RG295682

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2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

72,445 miles

$32,932

Good Deal
Livingston, TX
68 mi away
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:
SUMMIT WHITE
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
JET BLACK
Transmission:
Automatic
Mileage:
72,445
Stock number:
118377C
VIN:
3GCPYFED2LG118377

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2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

78,427 miles

$29,995

Great Deal
Houston, TX
51 mi away
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:
Cajun Red Tintcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
8-Speed Automatic
Mileage:
78,427
Stock number:
KG164704
VIN:
3GCPYFED3KG164704

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

69,259 miles

$33,872

Good Deal
Houston, TX
65 mi away
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:
69,259
Stock number:
A260260B
VIN:
1GCPYFED3MZ183479

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2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

88,499 miles

$30,499

Good Deal
Houston, TX
47 mi away
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:
Black
Transmission:
8-Speed Automatic
Mileage:
88,499
Stock number:
KG299966
VIN:
3GCPYFED6KG299966

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2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

88,874 miles

$31,681

Fair Deal
Houston, TX
63 mi away
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:
Gideon/Very Dark Atmosphere
Transmission:
8-Speed Automatic
Mileage:
88,874
Stock number:
KZ167257
VIN:
1GCPYFED8KZ167257

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

26,534 miles

$43,482

Good Deal
Certified Pre-Owned
Dickinson, TX
48 mi away
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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
26,534
Stock number:
B1741A
VIN:
3GCUDFED6NG601663

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

59,127 miles

$37,478

Good Deal
Pearland, TX
58 mi away
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:
Gideon/Very Dark Atmosphere
Transmission:
Automatic
Mileage:
59,127
Stock number:
C260674A
VIN:
1GCPYFEL4MZ222054

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2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

6,735 miles

$51,900

Good Deal
Baytown, TX
39 mi away
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:
Red
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,735
Stock number:
398438A
VIN:
3GCUDFED4RG398438

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2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

92,932 miles

$30,907

Good Deal
Galveston, TX
45 mi away
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:
92,932
Stock number:
390281G
VIN:
3GCPYFED0LG390281

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

91,828 miles

$31,991

Great Deal
Dickinson, TX
48 mi away
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:
Cherry Red Tintcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
91,828
Stock number:
048036C
VIN:
3GCPYFELXMG144251

Preparing for a close up...

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2019 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

123,046 miles

$24,988

Great Deal
Conroe, TX
78 mi away
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 Ice Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
123,046
Stock number:
TKG216967
VIN:
3GCPYFED0KG216967

Sponsored

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  • Chevrolet Silverado 1500 LT in Winnie TX

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