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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Fallston, MD

155 results
Fallston, MD
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Ourisman Chevrolet Baltimore

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

36,703 miles

$36,000

Great Deal
Gwynn Oak, MD
22 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:
Summit White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,703
Stock number:
101955A
VIN:
3GCPDCEK7RG190483

Sponsored

2023 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,664 miles

$39,995

Good Deal
Gaithersburg, MD
50 mi away
Year:
2023
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:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
42,664
Stock number:
260075A
VIN:
3GCUDCE84PG293087

Sponsored

2021 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

115,715 miles

$24,500

Good Deal
Clarksville, MD
35 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Silver
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
115,715
Stock number:
KCCP220303C
VIN:
3GCPYCEH8MG103918

Sponsored

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

8,502 miles

$46,995

Good Deal
Elizabethtown, PA
42 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Exterior color:
Sterling Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Diesel
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
8,502
Stock number:
24D087A
VIN:
3GCUKCE86SG213853

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,626 miles

$39,595

Good Deal
Manchester, PA
39 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:
Cypress Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
21,626
Stock number:
U165344A
VIN:
3GCPKCEK6SG165344

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,166 miles

$39,459

Good Deal
Manchester, PA
39 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:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
26,166
Stock number:
U131629A
VIN:
3GCPDCEK0RG131629

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

115,715 miles

$24,500

Good Deal
Clarksville, MD
35 mi away
Year:
2021
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Silver
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
115,715
Stock number:
KCCP220303C
VIN:
3GCPYCEH8MG103918

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,664 miles

$39,995

Good Deal
Gaithersburg, MD
50 mi away
Year:
2023
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:
24 MPG
Fuel type:
Diesel
Interior color:
Black
Transmission:
Automatic
Mileage:
42,664
Stock number:
260075A
VIN:
3GCUDCE84PG293087

Preparing for a close up...

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,336 miles

$29,999

Good Deal
Aberdeen, MD
13 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:
72,336
Stock number:
R556209A
VIN:
1GCPYCEF0LZ199069

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,095 miles

$43,250

Great Deal
Clarksville, MD
35 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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,095
Stock number:
KCC260875A
VIN:
3GCUDCED1RG300836

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

86,399 miles

$25,491

Fair Deal
Glen Burnie, MD
26 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Red
Combined gas mileage:
17 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
Automatic
Mileage:
86,399
Stock number:
255632A
VIN:
1GCRYCEH8KZ405733

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,640 miles

$30,500

Great Deal
White Marsh, MD
11 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:
Red
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
41,640
Stock number:
KCCP220134A
VIN:
3GCPYCEK5NG145251

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

157,606 miles

$23,990

Fair Deal
Glen Burnie, MD
27 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:
Cherry Red Tintcoat (gsk)
Combined gas mileage:
15 MPG
Fuel type:
Gasoline
Interior color:
Jet Black (h1t)
Transmission:
6-Speed Automatic Overdrive
Mileage:
157,606
Stock number:
U6766
VIN:
1GCPYCEF9MZ173359

Sponsored

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