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

179 results

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,860 miles

$42,110

Good Deal

$1,382/mo est.

Manufacturer certified

Fox Lake, IL

69 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
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 20,860
Stock #:: 50003A
VIN:: 3GCPKCEK1SG296827

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,678 miles

$38,589

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:: Jet Black
Transmission:: Automatic
Mileage:: 45,678
Stock #:: P6036
VIN:: 3GCUDCED1PG323353

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,169 miles

$34,404

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:: Automatic
Mileage:: 41,169
Stock #:: 210868
VIN:: 1GCPYCEFXLZ210868

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

103,699 miles

$24,939

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:: Cajun Red Tintcoat
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 103,699
Stock #:: U4494A
VIN:: 1GCRYCEF3KZ248367

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,860 miles

$42,110

Good Deal

$1,382/mo est.

Manufacturer certified

Fox Lake, IL

69 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
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 20,860
Stock #:: 50003A
VIN:: 3GCPKCEK1SG296827

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

72,552 miles

$31,731

Fair Deal

$1,066/mo est.

Home delivery from Cincinnati, OH

Price includes $544 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

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,290 miles

$34,163

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Red
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 58,290
Stock #:: P1836
VIN:: 3GCPYCEK8NG208262

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

56,815 miles

$34,999

Good Deal

$1,170/mo est.

Third-party certified

Valparaiso, IN

86 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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 56,815
Stock #:: U10320
VIN:: 3GCPYCEL4NG212592

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,880 miles

$39,585

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:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 29,880
Stock #:: 02T2559A
VIN:: 3GCPDCEK3RG427891

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,769 miles

$26,266

Good Deal

$883/mo est.

Home delivery from Houston, TX

Price includes $1,121 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

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,580 miles

$32,759

Good Deal

$1,099/mo est.

Home delivery from Louisville, TN

Price includes $839 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

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,937 miles

$42,644

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:: 8-Speed Automatic
Mileage:: 6,937
Stock #:: PL2977A
VIN:: 3GCPKCEK4SG177072

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,169 miles

$34,404

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:: Automatic
Mileage:: 41,169
Stock #:: 210868
VIN:: 1GCPYCEFXLZ210868

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$29,535

Good Deal

$993/mo est.

Home delivery from Seffner, FL

Price includes $1,051 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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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,248 miles

$38,151

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:: Sand Dune Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 51,248
Stock #:: D24909D
VIN:: 3GCPDCED3NG579620

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

115,268 miles

$27,375

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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 115,268
Stock #:: K165409A
VIN:: 3GCPDCED7NG675427

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Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,322 miles

$40,146

Great Deal

$1,330/mo est.

Home delivery from Arlington, TX

Price includes $1,144 shipping

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:: Gray
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 26,322
Stock #:: 48208
VIN:: 3GCUDCED4PG360459

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Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

110,590 miles

$31,128

Good Deal

$1,031/mo est.

Home delivery from Euless, TX

Price includes $1,132 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

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,825 miles

$27,589

Great Deal

$922/mo est.

Home delivery from West Palm Beach, FL

Price includes $1,704 shipping

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:: White
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 67,825
Stock #:: G293416
VIN:: 3GCPYCEH5KG293416

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,929 miles

$38,313

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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 37,929
Stock #:: 26P3068
VIN:: 1GCPYCEL3NZ159500

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,872 miles

$45,600

Fair Deal

$1,502/mo est.

Home delivery from Chattanooga, TN

Price includes $1,210 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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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,967 miles

$39,371

Great Deal

$1,298/mo est.

Home delivery from Mooresville, IN

Price includes $182 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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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

94,925 miles

$30,000

Good Deal

$1,004/mo est.

Manufacturer certified

Whitewater, WI

93 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:: 94,925
Stock #:: W0237
VIN:: 1GCPYCEL0MZ347549

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

81,354 miles

$33,485

Fair Deal

$1,119/mo est.

Elk Grove Village, IL

54 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:: Glacier Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 81,354
Stock #:: N25159A
VIN:: 3GCPDCED6NG679176

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

2025 Chevrolet Silverado 1500

$42,110

2023 Chevrolet Silverado 1500

$38,589

2020 Chevrolet Silverado 1500

$34,404

2019 Chevrolet Silverado 1500

$24,939

2025 Chevrolet Silverado 1500

$42,110

2019 Chevrolet Silverado 1500

$31,731

2022 Chevrolet Silverado 1500

$34,163

2022 Chevrolet Silverado 1500

$34,999

2024 Chevrolet Silverado 1500

$39,585

2019 Chevrolet Silverado 1500

$26,266

2019 Chevrolet Silverado 1500

$32,759

2025 Chevrolet Silverado 1500

$42,644

2020 Chevrolet Silverado 1500

$34,404

2020 Chevrolet Silverado 1500

$29,535

2022 Chevrolet Silverado 1500

$38,151

2022 Chevrolet Silverado 1500

$27,375

2023 Chevrolet Silverado 1500

$40,146

2023 Chevrolet Silverado 1500

$31,128

2019 Chevrolet Silverado 1500

$27,589

2022 Chevrolet Silverado 1500

$38,313

2024 Chevrolet Silverado 1500

$45,600

2024 Chevrolet Silverado 1500

$39,371

2021 Chevrolet Silverado 1500

$30,000

2022 Chevrolet Silverado 1500

$33,485

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