Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Winona, TX

165 results

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

83,891 miles

$32,002

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:: Silver Ice Metallic
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 83,891
Stock #:: 483125
VIN:: 3GCPYCEF0MG483125

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

7,292 miles

$46,125

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:: 7,292
Stock #:: SG277925
VIN:: 3GCUKCEDXSG277925

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

75,907 miles

$38,513

Year:: 2024
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:: 25 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 75,907
Stock #:: DP4563
VIN:: 3GCUDCE8XRG296062

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,011 miles

$39,066

Good Deal

$744/mo est.

Home delivery from Bastrop, TX

Price includes $314 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:: Ash
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 57,011
Stock #:: 261262A
VIN:: 3GCUDCED0PG308729

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,478 miles

$34,428

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:: Red Hot
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 58,478
Stock #:: F26221A
VIN:: 3GCPYCEH9MG316621

Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,752 miles

$39,234

Good Deal

$741/mo est.

Home delivery from Houston, TX

Price includes $292 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:: 51,752
Stock #:: WTRG306431
VIN:: 3GCUDCED5RG306431

Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,908 miles

$39,730

Good Deal

$750/mo est.

Home delivery from Houston, TX

Price includes $284 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:: Summit White
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 31,908
Stock #:: 262812A
VIN:: 3GCPDCEK7RG142241

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

85,808 miles

$28,640

Fair Deal

$560/mo est.

Home delivery from Dayton, OH

Price includes $1,194 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:: 85,808
Stock #:: 16044
VIN:: 1GCRYCEF3KZ315436

Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

52,000 miles

$37,406

Good Deal

$712/mo est.

Home delivery from Brodheadsville, PA

Price includes $2,468 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

Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,655 miles

$33,755

Good Deal

$655/mo est.

Home delivery from Woodinville, WA

Price includes $1,760 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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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,450 miles

$38,437

Fair Deal

$746/mo est.

Home delivery from Bellingham, WA

Price includes $2,439 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:: Shadow Gray Metallic
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 21,450
Stock #:: B10858
VIN:: 1GCPYCEH7MZ125134

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

37,148 miles

$43,025

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:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 37,148
Stock #:: 260866A
VIN:: 3GCUDCED5RG338697

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

7,292 miles

$46,125

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:: 7,292
Stock #:: SG277925
VIN:: 3GCUKCEDXSG277925

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Home delivery

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

8,824 miles

$41,595

Great Deal

$779/mo est.

Home delivery from El Reno, OK

Price includes $795 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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 8,824
Stock #:: T26180A
VIN:: 3GCPKCEK9SG326690

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Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,709 miles

$24,220

Great Deal

$473/mo est.

Home delivery from Mt Juliet, TN

Price includes $831 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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Home delivery

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,205 miles

$36,887

Great Deal

$702/mo est.

Home delivery from Burleson, TX

Price includes $192 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:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 55,205
Stock #:: WPG324321
VIN:: 3GCUDCED4PG324321

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

53,305 miles

$34,274

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:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 53,305
Stock #:: 025668A
VIN:: 3GCPDCEK0NG691595

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

135,379 miles

$22,897

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:: Black
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 135,379
Stock #:: T156468Z
VIN:: 1GCPYCEH6LZ156468

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Home delivery

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$34,586

Fair Deal

$670/mo est.

Home delivery from Louisville, TN

Price includes $1,210 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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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

25,219 miles

$40,744

Good Deal

$769/mo est.

Home delivery from Arlington, TX

Price includes $176 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:: Lakeshore Blue Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 25,219
Stock #:: RG231435
VIN:: 3GCPDCEK5RG231435

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Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$30,473

Good Deal

$596/mo est.

Home delivery from Seffner, FL

Price includes $989 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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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,348 miles

$36,469

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:: Black
Transmission:: 8-Speed Automatic
Mileage:: 74,348
Stock #:: 128611P
VIN:: 3GCPDCEK3PG128611

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

126,807 miles

$29,376

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:: 126,807
Stock #:: G7291A
VIN:: 3GCPDCEK4PG158104

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

17,250 miles

$46,995

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
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 17,250
Stock #:: J4615A
VIN:: 3GCUKCE84SG241490

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Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Winona, TX

2021 Chevrolet Silverado 1500

$32,002

2025 Chevrolet Silverado 1500

$46,125

2024 Chevrolet Silverado 1500

$38,513

2023 Chevrolet Silverado 1500

$39,066

2021 Chevrolet Silverado 1500

$34,428

2024 Chevrolet Silverado 1500

$39,234

2024 Chevrolet Silverado 1500

$39,730

2019 Chevrolet Silverado 1500

$28,640

2023 Chevrolet Silverado 1500

$37,406

2021 Chevrolet Silverado 1500

$33,755

2021 Chevrolet Silverado 1500

$38,437

2024 Chevrolet Silverado 1500

$43,025

2025 Chevrolet Silverado 1500

$46,125

2025 Chevrolet Silverado 1500

$41,595

2019 Chevrolet Silverado 1500

$24,220

2023 Chevrolet Silverado 1500

$36,887

2022 Chevrolet Silverado 1500

$34,274

2020 Chevrolet Silverado 1500

$22,897

2021 Chevrolet Silverado 1500

$34,586

2024 Chevrolet Silverado 1500

$40,744

2020 Chevrolet Silverado 1500

$30,473

2023 Chevrolet Silverado 1500

$36,469

2023 Chevrolet Silverado 1500

$29,376

2025 Chevrolet Silverado 1500

$46,995

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