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

166 results
Coles Point, 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

36,459 miles

$36,500

Fair Deal
Woodbridge, VA
48 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:
36,459
Stock number:
HP9569
VIN:
3GCPDCEK3PG311751

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,444 miles

$43,000

Fair Deal
Fairfax, VA
61 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:
Sterling Gray Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
10-Speed Automatic
Mileage:
4,444
Stock number:
SP3287
VIN:
3GCPKCEK9SG354487

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

24,739 miles

$42,095

Fair Deal
Georgetown, DE
77 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

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

36,459 miles

$36,500

Fair Deal
Woodbridge, VA
48 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:
36,459
Stock number:
HP9569
VIN:
3GCPDCEK3PG311751

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,336 miles

$33,200

Good Deal
Silver Spring, MD
67 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:
Jet Black
Transmission:
Automatic
Mileage:
55,336
Stock number:
A10858
VIN:
1GCPYCEFXMZ264883

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,919 miles

$29,495

Fair Deal
Frederick, MD
98 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:
41w
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
"black"
Transmission:
6-Speed Automatic Overdrive
Mileage:
69,919
Stock number:
LE48390A
VIN:
1GCPYCEF1KZ242543

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,397 miles

$27,899

Great Deal
Aberdeen, MD
96 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:
Red
Combined gas mileage:
16 MPG
Fuel type:
Gasoline
Interior color:
Gideon/Very Dark Atmosphere
Transmission:
6-Speed Automatic Overdrive
Mileage:
72,397
Stock number:
R556209A
VIN:
1GCPYCEF0LZ199069

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

133,470 miles

$22,995

Great Deal
Stafford, VA
47 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:
Blue
Fuel type:
Gasoline
Interior color:
Gray
Mileage:
133,470
Stock number:
DMV1729
VIN:
3GCPYCEF1MG260401

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

83,746 miles

$29,981

Great Deal
Fredericksburg, VA
47 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:
Black
Transmission:
Automatic
Mileage:
83,746
Stock number:
O188447A
VIN:
3GCPYCEL6MG481465

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,485 miles

$35,499

Great Deal
Baltimore, MD
80 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 Hot
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
14,485
Stock number:
C260194A
VIN:
1GCPYCEF4MZ265821

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

22,496 miles

$38,299

Fair Deal
Certified Pre-Owned
Baltimore, MD
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:
22,496
Stock number:
FW7895
VIN:
1GCPYCEL8MZ220323

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

9,467 miles

$45,817

Good Deal
Culpeper, VA
79 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:
Summit White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
9,467
Stock number:
B4946A
VIN:
3GCUKCED4SG252955

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,444 miles

$43,000

Fair Deal
Fairfax, VA
61 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:
Sterling Gray Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
10-Speed Automatic
Mileage:
4,444
Stock number:
SP3287
VIN:
3GCPKCEK9SG354487

Preparing for a close up...

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,452 miles

$29,377

Good Deal
Gaithersburg, MD
77 mi away
Year:
2022
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
80,452
Stock number:
KZ196376
VIN:
1GCPYCEK5NZ196376

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,545 miles

$40,493

Fair Deal
Chesapeake, VA
95 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:
Black
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
42,545
Stock number:
B260214735T1
VIN:
3GCUDCED1RG314252

Sponsored

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  4. / Custom Trail Boss
  5. / Virginia
  6. / Coles Point
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