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Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Oak Grove, KY

369 results
Oak Grove, KY
2023 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Perkins Motor Plex of Mayfield

2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

61,960 miles

$38,895

Great Deal
Mayfield, KY
65 mi away
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:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
61,960
Stock number:
253141
VIN:
3GCUDFED6PG253141

Sponsored

2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

79,968 miles

$29,992

Great Deal
Mount Juliet, TN
63 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:
Shadow Gray Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
79,968
Stock number:
RJL2407
VIN:
1GCPYFED3LZ147564

Sponsored

2021 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

44,623 miles

$41,203

Fair Deal
Columbia, TN
79 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:
Northsky Blue Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
44,623
Stock number:
G524253A
VIN:
1GCPYFEL6MZ234027

Sponsored

2020 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

70,632 miles

$33,338

Good Deal
Humboldt, TN
99 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:
70,632
Stock number:
H15136
VIN:
1GCPYFED1LZ267797

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

21,525 miles

$49,268

Great Deal
Shelbyville, TN
96 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:
Dark Ash Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
21,525
Stock number:
F4644A
VIN:
3GCUDFED1RG395948

2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

17,211 miles

$51,898

Good Deal
Lexington, TN
89 mi away
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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
17,211
Stock number:
6329672A
VIN:
3GCUDFELXRG354919

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

30,095 miles

$46,414

Fair Deal
Franklin, TN
64 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
30,095
Stock number:
P612212
VIN:
3GCUDFED6NG612212

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2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

102,625 miles

$33,487

Great Deal
Nashville, TN
51 mi away
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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
102,625
Stock number:
2243
VIN:
3GCUDFED1PG339554

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

28,556 miles

$42,632

Fair Deal
Evansville, IN
90 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black - GBA
Interior color:
Jet Black - H0U
Transmission:
Automatic
Mileage:
28,556
Stock number:
5111092
VIN:
3GCPYFELXMG435770

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

71,952 miles

$35,655

Fair Deal
Certified Pre-Owned
Lebanon, TN
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:
Northsky Blue Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
71,952
Stock number:
26G061A
VIN:
1GCPYFED9MZ356230

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

47,765 miles

$42,877

Good Deal
Certified Pre-Owned
Dickson, TN
45 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:
Red Hot
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
47,765
Stock number:
3R836
VIN:
3GCUDFEL6NG630524

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2020 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

79,847 miles

$33,871

Fair Deal
Humboldt, TN
99 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:
79,847
Stock number:
H7923A
VIN:
1GCPYFED1LZ101277

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2022 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

19,520 miles

$40,997

Great Deal
Store transfer to Madison, TN
1,910 mi away • Price includes $1,999 shipping Price includes $1,999 shipping
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Blue
Interior color:
Black
Transmission:
Automatic
Mileage:
19,520
Stock number:
26433898
VIN:
1GCPYFEL0NZ228094

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2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

35,642 miles

$48,394

Good Deal
Certified Pre-Owned
Martin, TN
78 mi away
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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
Automatic
Mileage:
35,642
Stock number:
13909P
VIN:
3GCUDFEL7RG140549

Sponsored

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