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

$877/mo est.

Third-party certified

Mount Dora, FL

9 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:: Jet Black
Transmission:: Automatic
Mileage:: 13,624
Stock #:: T26305A
VIN:: 3GCUKCED6SG156079

Sponsored by Prestige Ford of Mount Dora

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

9,556 miles

$50,800

Year:: 2026
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
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 9,556
Stock #:: TG181997
VIN:: 3GCUKCED2TG181997

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,642 miles

$46,988

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

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

27,091 miles

$35,991

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:: Ash
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 27,091
Stock #:: N225297B
VIN:: 3GCPDCEK2RG334635

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

127,802 miles

$26,000

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Summit White
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 127,802
Stock #:: 26086
VIN:: 3GCUDCET3NG553366

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,798 miles

$35,997

$698/mo est.

Third-party certified

Orlando, FL

21 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

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

10,469 miles

$43,197

Store transfer to Sanford, FL

$809/mo est.

25 mi awayPrice includes $199 store transfer

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:: Gray
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 10,469
Stock #:: 28399229
VIN:: 3GCPKCEK7SG292250

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,753 miles

$21,599

Home delivery from Mechanicsburg, PA

$423/mo est.

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:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 134,753
Stock #:: 278503A
VIN:: 1GCPYCEH0LZ278503

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,953 miles

$39,532

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

Home delivery from West Palm Beach, FL

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

93,755 miles

$24,689

Great Deal

$483/mo est.

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

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,787 miles

$38,693

$737/mo est.

Manufacturer certified

Clermont, FL

12 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:: Red Hot
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 18,787
Stock #:: PPG340790
VIN:: 3GCPDCEK4PG340790

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

117,609 miles

$25,021

Home delivery from Maryland Heights, MO

$490/mo est.

Price includes $1,026 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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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

123,697 miles

$28,244

Home delivery from Athens, TN

$547/mo est.

Price includes $744 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:: White
Fuel type:: Gasoline
Interior color:: Black
Mileage:: 123,697
Stock #:: C18221
VIN:: 3GCPDCED3NG518221

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

119,906 miles

$29,244

Home delivery from Athens, TN

$567/mo est.

Price includes $744 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:: White
Fuel type:: Gasoline
Interior color:: Black
Mileage:: 119,906
Stock #:: C20358
VIN:: 3GCPDCED7NG520358

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

160,293 miles

$17,995

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:: Black
Transmission:: Automatic
Mileage:: 160,293
Stock #:: 2928
VIN:: 1GCRYCEF1KZ297812

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,130 miles

$32,997

$646/mo est.

Manufacturer certified

Brooksville, FL

47 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

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

70,478 miles

$35,049

Home delivery from Houston, TX

$667/mo est.

Price includes $1,050 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:: Gray
Transmission:: Automatic
Mileage:: 70,478
VIN:: 3GCUDCED4PG189356

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

90,838 miles

$29,991

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
Fuel type:: Gasoline
Mileage:: 90,838
Stock #:: TMG351912
VIN:: 3GCPYCEFXMG351912

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$33,421

Home delivery from Louisville, TN

$648/mo est.

Price includes $920 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

30,123 miles

$38,278

Home delivery from Defiance, OH

$742/mo est.

Price includes $1,766 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:: Jet Black
Transmission:: Automatic
Mileage:: 30,123
Stock #:: G534770
VIN:: 3GCPDCED6NG534770

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,137 miles

$41,140

Home delivery from Daytona Beach, FL

$771/mo est.

Manufacturer certified

Price includes $172 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 14,137
Stock #:: 267150A
VIN:: 3GCPKCEK7SG168009

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,624 miles

$46,817