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

Home delivery from Lake Worth, FL

$690/mo est.

Third-party certified

Price includes $396 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Northsky Blue Metallic
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,179
Stock #:: L26040450T1
VIN:: 3GCPYCEK4NG106246

Home delivery from Deland, FL

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,642 miles

$44,800

Great Deal

$837/mo est.

Price includes $524 shipping

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:: Sterling Gray Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 12,642
Stock #:: G222732P
VIN:: 3GCUKCEDXSG222732

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,008 miles

$46,900

Home delivery from Deland, FL

$874/mo est.

Price includes $524 shipping

Year:: 2026
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:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 1,008
Stock #:: G172103T
VIN:: 3GCPKCEK6TG172103

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

118,694 miles

$25,886

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:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 118,694
Stock #:: MZ214266
VIN:: 1GCPYCEF0MZ214266

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

68,237 miles

$29,875

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:: 68,237
Stock #:: TG290777A
VIN:: 1GCPYCEF0LZ272506

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,798 miles

$37,481

Home delivery from Orlando, FL

$726/mo est.

Third-party certified

Price includes $789 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 (Steel Metallic)
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 18,798
Stock #:: D29209B
VIN:: 3GCPYCEH2MG141340

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

81,995 miles

$29,444

Store transfer to Doral, FL

$573/mo est.

73 mi awayPrice includes $50 store transfer

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:: Gray
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 81,995
Stock #:: Z249779
VIN:: 1GCRYCEF7LZ249779

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

8,757 miles

$42,359

Home delivery from Deland, FL

$794/mo est.

Price includes $582 shipping

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 Cloth Seat Trim
Transmission:: Automatic
Mileage:: 8,757
Stock #:: 36155AT
VIN:: 3GCPKCEK7SG300282

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,655 miles

$36,741

Home delivery from Woodinville, WA

$713/mo est.

Price includes $2,746 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:: Blue
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 57,655
Stock #:: P178900
VIN:: 1GCPYCEF3MZ178900

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,709 miles

$24,670

Home delivery from Mt Juliet, TN

$482/mo est.

Price includes $1,281 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

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,331 miles

$37,450

Home delivery from Jacksonville, FL

$725/mo est.

Manufacturer certified

Price includes $578 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:: Summit White
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 46,331
Stock #:: P9951
VIN:: 3GCPYCEF7MG166331

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,006 miles

$28,117

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:: Summit White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 74,006
Stock #:: Z213625A
VIN:: 1GCPYCEF5KZ424908

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$34,855

Home delivery from Louisville, TN

$675/mo est.

Price includes $1,413 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

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2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$32,266

Home delivery from Seffner, FL

$629/mo est.

Price includes $287 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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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

112,557 miles

$27,117

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 Metallic
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 112,557
Stock #:: 1213648A
VIN:: 3GCPYCEF7MG292818

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,869 miles

$48,931

Home delivery from Jacksonville, FL

$916/mo est.

Price includes $382 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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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,284 miles

$37,617

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:: 47,284
Stock #:: Z352445A
VIN:: 3GCPDCEK5PG172772

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,279 miles

$33,266

Home delivery from Seffner, FL

$643/mo est.

Price includes $287 shipping

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 Hot
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 54,279
Stock #:: 5046
VIN:: 1GCPYCEK0NZ138062

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