Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Toledo, IL

$1,001/mo est.

Manufacturer certified

Jasper, IN

95 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:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 1,092
Stock #:: ZT24545A
VIN:: 3GCUKCED4SG296812

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,580 miles

$31,543

Home delivery from Louisville, TN

$677/mo est.

Price includes $598 shipping

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:: Black
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 60,580
Stock #:: MX4313
VIN:: 1GCPYCEF3KZ373280

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,552 miles

$31,593

Home delivery from Cincinnati, OH

$679/mo est.

Price includes $406 shipping

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:: Blue
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 72,552
Stock #:: C39198
VIN:: 3GCPYCEFXKG234862

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,199 miles

$35,458

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
Transmission:: 6-Speed Automatic
Mileage:: 46,199
Stock #:: 232880
VIN:: 1GCPYCEF5MZ234836

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,769 miles

$26,112

Home delivery from Houston, TX

$541/mo est.

Price includes $968 shipping

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:: Blue
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 102,769
Stock #:: 332426
VIN:: 1GCPYCEF9KZ332426

Home delivery from Louisville, TN

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$32,138

Great Deal

$672/mo est.

Price includes $598 shipping

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:: Brown
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 69,169
Stock #:: MD2611
VIN:: 1GCPYCEF8MZ358258

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,884 miles

$34,145

Home delivery from Washington, MI

$722/mo est.

Price includes $365 shipping

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
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 50,884
Stock #:: 244226
VIN:: 1GCPYCEF6MZ244226

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$29,378

Home delivery from Seffner, FL

$624/mo est.

Price includes $894 shipping

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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 53,186
Stock #:: 5057
VIN:: 1GCRYCEF9LZ100290

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

77,725 miles

$35,088

Home delivery from Roswell, GA

$712/mo est.

Price includes $848 shipping

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:: 77,725
Stock #:: P13746A
VIN:: 3GCPDCEK4PG170463

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

19,670 miles

$45,651

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:: Automatic
Mileage:: 19,670
Stock #:: BP4947
VIN:: 3GCUKCED2SG118140

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Home delivery from Mount Orab, OH

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,679 miles

$37,710

Great Deal

$775/mo est.

Price includes $760 shipping

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:: Jet Black
Transmission:: Automatic
Mileage:: 28,679
Stock #:: 5AT-010
VIN:: 3GCPDCEK7PG202581

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,872 miles

$45,230

Home delivery from Chattanooga, TN

$946/mo est.

Price includes $840 shipping

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:: Sterling Gray Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 29,872
Stock #:: T26472A
VIN:: 3GCUDCED5RG172679

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

110,602 miles

$26,381

Home delivery from Indianapolis, IN

$548/mo est.

Price includes $171 shipping

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
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 110,602
Stock #:: 153281
VIN:: 1GCPYCEFXLZ153281

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

87,975 miles

$28,951

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 Hot
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 87,975
Stock #:: T2605275
VIN:: 1GCPYCEF3LZ147077

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

85,808 miles

$27,784

Home delivery from Dayton, OH

$583/mo est.

Price includes $338 shipping

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:: Black
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 85,808
Stock #:: 16044
VIN:: 1GCRYCEF3KZ315436

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

110,590 miles

$30,991

Home delivery from Euless, TX

$618/mo est.

Price includes $996 shipping

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Red
Fuel type:: Diesel
Interior color:: Black
Mileage:: 110,590
Stock #:: 301317
VIN:: 3GCUDCE84PG301317

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Home delivery from Mooresville, IN

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,967 miles

$39,292

Great Deal

$808/mo est.

Price includes $103 shipping

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:: 21,967
Stock #:: 13139
VIN:: 3GCPDCEK1RG293303

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

43,844 miles

$39,935

Home delivery from Kernersville, NC

$824/mo est.

Free home delivery

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:: Jet Black
Transmission:: Automatic
Mileage:: 43,844
Stock #:: 261432A
VIN:: 3GCUDCED2RG320299

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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

77,701 miles

$27,802

Home delivery from Michigan Center, MI

$584/mo est.

Price includes $522 shipping

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:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 77,701
Stock #:: MX4396
VIN:: 1GCRYCEF6KZ272100

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

68,895 miles

$32,622

Home delivery from Huntington, IN

$705/mo est.

Price includes $552 shipping

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
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 68,895
Stock #:: 406-B598
VIN:: 1GCPYCEF5KZ375743

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

84,839 miles

$28,473