Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Key West, FL

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$33,456

Fair Deal

$649/mo est.

Home delivery from Louisville, TN

Price includes $1,424 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

Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,678 miles

$36,370

Fair Deal

$706/mo est.

Home delivery from Benton, MO

Price includes $1,470 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:: Black
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 37,678
Stock #:: 196967
VIN:: 1GCPYCEF4MZ196967

Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,002 miles

$36,420

Great Deal

$706/mo est.

Home delivery from Miami, FL

Price includes $260 shipping

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:: Black
Transmission:: Automatic
Mileage:: 13,002
Stock #:: WF199348A
VIN:: 3GCPDCEDXNG669301

Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,421 miles

$34,185

Great Deal

$651/mo est.

Home delivery from Miami, FL

Price includes $260 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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,421
Stock #:: J3295
VIN:: 3GCPDCEK9PG165601

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,753 miles

$21,599

Good Deal

$423/mo est.

Home delivery from Mechanicsburg, PA

Free home delivery

Year:: 2020
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:: Shadow Gray Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 134,753
Stock #:: 278503A
VIN:: 1GCPYCEH0LZ278503

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,755 miles

$24,689

Great Deal

$483/mo est.

Home delivery from West Palm Beach, FL

Free home delivery

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:: Havana Brown Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 93,755
Stock #:: PV106422
VIN:: 3GCPYCEF9LG106422

Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,478 miles

$35,152

Good Deal

$669/mo est.

Home delivery from Houston, TX

Price includes $1,152 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:: Gray
Transmission:: Automatic
Mileage:: 70,478
VIN:: 3GCUDCED4PG189356

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,709 miles

$25,841

Fair Deal

$506/mo est.

Home delivery from Mt Juliet, TN

Price includes $851 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:: Black
Transmission:: Automatic
Mileage:: 116,709
Stock #:: D11212
VIN:: 3GCPYCEFXKG115726

Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,798 miles

$36,834

Fair Deal

$715/mo est.

Home delivery from Orlando, FL

Price includes $837 shipping

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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 18,798
Stock #:: D29209B
VIN:: 3GCPYCEH2MG141340

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

117,609 miles

$25,319

Good Deal

$495/mo est.

Home delivery from Maryland Heights, MO

Price includes $1,324 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:: Summit White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 117,609
Stock #:: C260013T
VIN:: 1GCPYCEF6LZ197665

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Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,080 miles

$41,696

Fair Deal

$794/mo est.

Home delivery from Palm Coast, FL

Price includes $949 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:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 26,080
Stock #:: 26718A
VIN:: 3GCUDCED8PG360111

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Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

30,123 miles

$38,846

Fair Deal

$753/mo est.

Home delivery from Defiance, OH

Price includes $2,334 shipping

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:: Black
Transmission:: Automatic
Mileage:: 30,123
Stock #:: G534770
VIN:: 3GCPDCED6NG534770

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,597 miles

$39,500

Good Deal

$746/mo est.

Home delivery from Mechanicsburg, PA

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:: Sterling Gray Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 47,597
Stock #:: 190358A
VIN:: 3GCUDCED9RG190358

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

78,225 miles

$30,112

Fair Deal

$589/mo est.

Home delivery from Omaha, NE

Price includes $2,118 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:: Red
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 78,225
Stock #:: 20067355
VIN:: 1GCPYCEF4KZ378634

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

97,096 miles

$31,020

Fair Deal

$602/mo est.

Home delivery from Tyler, TX

Price includes $1,470 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:: Red
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 97,096
Stock #:: 429138
VIN:: 1GCPYCEF3MZ429138

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

22,015 miles

$38,382

Good Deal

$725/mo est.

Home delivery from Miami Lakes, FL

Price includes $393 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:: Sterling Gray Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 22,015
Stock #:: J260203282T1
VIN:: 3GCPDCEK7RG195537

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Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

5,141 miles

$45,962

Good Deal

$861/mo est.

Home delivery from Northlake, IL

Price includes $1,562 shipping

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Red Hot
Combined gas mileage:: 23 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 5,141
Stock #:: 12581
VIN:: 3GCUKCE83SG275436

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,825 miles

$25,266

Great Deal

$494/mo est.

Home delivery from West Palm Beach, FL

Price includes $268 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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Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,869 miles

$48,974

Fair Deal

$918/mo est.

Home delivery from Jacksonville, FL

Price includes $397 shipping

Year:: 2025
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:: 23 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 1,869
Stock #:: NV3183
VIN:: 3GCUKCE82SG363183

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

99,983 miles

$28,233

Fair Deal

$552/mo est.

Home delivery from Redford, MI

Price includes $1,238 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:: White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 99,983
Stock #:: 112803
VIN:: 1GCPYCEF5KZ296850

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

141,315 miles

$23,338

Good Deal

$453/mo est.

Home delivery from Orlando, FL

Price includes $348 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:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 141,315
Stock #:: 435347C
VIN:: 3GCPYCEF9MG435347

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,537 miles

$34,573

Fair Deal

$671/mo est.

Home delivery from Dallas, TX

Price includes $1,073 shipping

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:: Jet Black
Transmission:: Automatic
Mileage:: 70,537
Stock #:: 440466B
VIN:: 3GCPYCEL1MG440466

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

53,172 miles

$34,234

Good Deal

$664/mo est.

Home delivery from Miami, FL

Price includes $244 shipping

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:: Gideon/Very Dark Atmosphere
Transmission:: Automatic
Mileage:: 53,172
Stock #:: R199948A
VIN:: 1GCPYCEL1MZ253762

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

128,093 miles

$26,807

Fair Deal

$520/mo est.

Home delivery from Joliet, IL

Price includes $1,230 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:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 128,093
Stock #:: JYC-287986
VIN:: 1GCPYCEF3MZ287986

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