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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Java, VA

191 results
Java, VA
2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Oxford Car & Truck

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

109,459 miles

$28,998

Fair Deal
Oxford, NC
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:
Silver Ice Metallic
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
109,459
Stock number:
6899
VIN:
3GCPYCEF6MG436505

Sponsored

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,637 miles

$47,000

Good Deal
Kernersville, NC
70 mi away
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:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
1,637
Stock number:
259284A
VIN:
3GCUKCED1TG114503

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

100,480 miles

$25,998

Good Deal
Pittsboro, NC
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:
Gray
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
100,480
Stock number:
11519
VIN:
1GCPYCEFXKZ249992

Sponsored

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,637 miles

$47,000

Good Deal
Kernersville, NC
70 mi away
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:
Sterling Gray Metallic
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
1,637
Stock number:
259284A
VIN:
3GCUKCED1TG114503

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,111 miles

$38,993

Great Deal
Garner, NC
87 mi away
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:
Red Hot
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17,111
Stock number:
GAC12099
VIN:
3GCPDCEK2RG344159

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,038 miles

$46,449

Good Deal
Covington, VA
77 mi away
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:
Cypress Gray
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,038
Stock number:
P12572-3
VIN:
3GCUKCEDXSG343437

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

7,270 miles

$44,697

Good Deal
Mount Airy, NC
82 mi away
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:
Slate Gray Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
7,270
Stock number:
C4063B
VIN:
3GCUKCED6SG199871

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

32,778 miles

$38,695

Fair Deal
Siler City, NC
78 mi away
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
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,778
Stock number:
U0170A
VIN:
3GCPDCEK1RG250693

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

75,857 miles

$32,989

Fair Deal
Certified Pre-Owned
Greensboro, NC
66 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:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
75,857
Stock number:
K23681
VIN:
1GCPYCEF8MZ174177

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

100,480 miles

$25,998

Good Deal
Pittsboro, NC
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:
Gray
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
100,480
Stock number:
11519
VIN:
1GCPYCEFXKZ249992

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

92,768 miles

$29,989

Fair Deal
Raleigh, NC
75 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:
White
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
92,768
Stock number:
MG289402
VIN:
3GCPYCEF5MG289402

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

11,834 miles

$40,199

Fair Deal
Staunton, VA
88 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,834
Stock number:
N07240A
VIN:
3GCPDCEKXPG281941

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,469 miles

$37,200

Fair Deal
Raleigh, NC
70 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:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
39,469
Stock number:
34199XQ
VIN:
1GCPYCEF9MZ439446

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,945 miles

$30,997

Fair Deal
Farmville, VA
55 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:
Red
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
87,945
Stock number:
154740
VIN:
1GCPYCEF8MZ154740

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

8,869 miles

$42,851

Good Deal
Certified Pre-Owned
Apex, NC
79 mi away
Year:
2025
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
8,869
Stock number:
T580293A
VIN:
3GCPKCEKXSG328237

Sponsored

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