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

152 results
Lively, VA
2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Lindsay Chevrolet of Woodbridge

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

36,304 miles

$38,000

Fair Deal
Woodbridge, VA
73 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:
Sterling Gray Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,304
Stock number:
HP9569
VIN:
3GCPDCEK3PG311751

Sponsored

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

449 miles

$48,000

Good Deal
Certified Pre-Owned
Fredericksburg, VA
65 mi away
Year:
2026
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
Fuel type:
Gasoline
Interior color:
Jet Black, Cloth seat trim
Transmission:
Automatic
Mileage:
449
Stock number:
DX7261A
VIN:
3GCPKCEK6TG138839

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

49,493 miles

$34,500

Fair Deal
Manassas, VA
87 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:
Gray
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
49,493
Stock number:
SGF586862
VIN:
3GCPDCED7NG586862

Sponsored

2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,574 miles

$43,295

Fair Deal
Certified Pre-Owned
Georgetown, DE
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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,574
Stock number:
434100
VIN:
3GCPDCEK8RG266633

Preparing for a close up...

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,739 miles

$42,195

Fair Deal
Georgetown, DE
87 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:
Black
Transmission:
Automatic
Mileage:
24,739
Stock number:
190401
VIN:
3GCUDCED6PG136206

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,295 miles

$32,747

Good Deal
Store transfer to Newport News, VA
1,197 mi away • Price includes $749 shipping Price includes $749 shipping
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
Black
Interior color:
Black
Transmission:
Automatic
Mileage:
59,295
Stock number:
27914192
VIN:
3GCPYCEK6NG133965

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

7,637 miles

$42,880

Good Deal
Seaford, DE
77 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
7,637
Stock number:
25353B
VIN:
3GCPKCEK2SG135919

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,311 miles

$35,000

Good Deal
Certified Pre-Owned
Williamsburg, VA
31 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:
Black
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
46,311
Stock number:
BF2226C
VIN:
3GCPDCEK7PG337527

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

8,801 miles

$42,195

Good Deal
Newport News, VA
42 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:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
8,801
Stock number:
U9068
VIN:
3GCPKCEK1SG324870

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Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,716 miles

$28,497

Good Deal
Glen Burnie, MD
98 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:
102,716
Stock number:
60711A
VIN:
1GCPYCEF1MZ194769

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,739 miles

$42,195

Fair Deal
Georgetown, DE
87 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:
Black
Transmission:
Automatic
Mileage:
24,739
Stock number:
190401
VIN:
3GCUDCED6PG136206

Sponsored

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  4. / Custom Trail Boss
  5. / Virginia
  6. / Lively
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