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

$936/mo est.

63 mi away

Year:: 2026
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:: 22 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 4,227
Stock #:: 167309T
VIN:: 3GCUKCE82TG167309

Sponsored by Starling Chevrolet of Orlando

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,300 miles

$47,873

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:: Jet Black
Transmission:: Automatic
Mileage:: 18,300
Stock #:: 3S10800
VIN:: 3GCUKCED5SG159295

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,798 miles

$36,393

$705/mo est.

Third-party certified

74 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:: 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 Crew Cab 4WD

66,588 miles

$31,454

Home delivery from Summerville, SC

$614/mo est.

Price includes $574 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:: Silver Ice Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 66,588
Stock #:: ALZ182860
VIN:: 1GCPYCEF6LZ182860

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,631 miles

$39,633

$752/mo est.

Venice, FL

51 mi away

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:: Glacier Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 25,631
Stock #:: C5148A
VIN:: 3GCPDCEK6PG168357

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

4,802 miles

$45,632

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:: Gray
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 4,802
Stock #:: G281745A
VIN:: 3GCPKCEK7TG158470

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,798 miles

$36,393

$705/mo est.

Third-party certified

74 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:: 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

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

89,089 miles

$30,038

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
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 89,089
Stock #:: I160769
VIN:: 1GCPYCEF7MZ160769

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,130 miles

$33,788

$659/mo est.

Brooksville, FL

82 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:: Black
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 59,130
Stock #:: LZ250061
VIN:: 1GCPYCEFXLZ250061

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,876 miles

$38,498

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:: Northsky Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 47,876
Stock #:: 106550T
VIN:: 3GCPDCEK9PG106550

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2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$29,484

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

52,000 miles

$36,920

Home delivery from Brodheadsville, PA

$702/mo est.

Price includes $1,982 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:: 8-Speed Automatic
Mileage:: 52,000
Stock #:: 1119A
VIN:: 3GCPDCEK8PG313754

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,953 miles

$42,370

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:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 20,953
Stock #:: O459343
VIN:: 3GCPDCEK0RG459343

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,655 miles

$34,564

Home delivery from Woodinville, WA

$671/mo est.

Price includes $2,569 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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2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

1,008 miles

$46,560

Home delivery from Deland, FL

$868/mo est.

Price includes $184 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

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

115,642 miles

$26,994

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:: Silver Ice Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 115,642
Stock #:: LG101823
VIN:: 3GCPYCEF2LG101823

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

15,584 miles

$45,767

$856/mo est.

63 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:: Slate Gray Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 15,584
Stock #:: 180209T
VIN:: 3GCPKCEK9SG180209

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

46,331 miles

$37,162

$719/mo est.

Home delivery from Jacksonville, FL

Price includes $290 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

116,709 miles

$24,372

Home delivery from Mt Juliet, TN

$476/mo est.

Price includes $982 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

69,169 miles

$34,431

Home delivery from Louisville, TN

$667/mo est.

Price includes $1,055 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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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,279 miles

$30,484

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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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,322 miles

$42,589

Home delivery from Arlington, TX

$811/mo est.

Price includes $1,476 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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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

42,179 miles

$35,959