Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Sun Prairie, WI

$584/mo est.

Third-party certified

Plymouth, WI

77 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:: White
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 68,107
Stock #:: P4193A
VIN:: 1GCPYCEF2LZ325416

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,068 miles

$33,685

$654/mo est.

Manufacturer certified

Madison, WI

14 mi away

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:: Northsky Blue Metallic
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 58,068
Stock #:: P20970
VIN:: 3GCPYCEF3MG481319

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

98,286 miles

$26,539

Home delivery from Elmhurst, IL

$514/mo est.

Price includes $330 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Gray (Satin Steel Metallic)
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 98,286
Stock #:: 3632A
VIN:: 3GCPYCEK2NG153209

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

92,193 miles

$25,499

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:: 6-Speed Automatic Overdrive
Mileage:: 92,193
Stock #:: 184482
VIN:: 1GCRYCEF0KZ184482

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

34,578 miles

$35,796

Home delivery from Pueblo, CO

$694/mo est.

Price includes $1,300 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Blue Metallic
Interior color:: Black
Transmission:: Automatic
Mileage:: 34,578
Stock #:: P149631
VIN:: 1GCPYCEK2NZ149631

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,545 miles

$30,795

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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 71,545
Stock #:: 26300A
VIN:: 3GCPYCEK5NG116803

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

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

108,686 miles

$25,414

Home delivery from Clio, MI

$497/mo est.

Price includes $418 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:: Automatic
Mileage:: 108,686
Stock #:: 12242
VIN:: 1GCPYCEFXKZ379786

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,162 miles

$30,988

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 (Satin Steel Metallic G9k)
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black H1t
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 80,162
Stock #:: 25085A
VIN:: 1GCPYCEF2LZ184766

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

5,642 miles

$41,997

Store transfer to Madison, WI

$793/mo est.

17 mi awayPrice includes $999 store transfer

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:: Black
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 5,642
Stock #:: 28358958
VIN:: 3GCPDCEK0RG303254

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

103,752 miles

$28,651

Home delivery from Colorado Springs, CO

$561/mo est.

Price includes $861 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:: Gray
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 103,752
Stock #:: 24716
VIN:: 1GCPYCEFXLZ101097

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,585 miles

$33,230

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:: 54,585
Stock #:: PU1362
VIN:: 3GCPYCEF6MG481122

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

107,066 miles

$23,929

Home delivery from Plainfield, IN

$468/mo est.

Third-party certified

Price includes $566 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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 107,066
Stock #:: F4518A
VIN:: 1GCPYCEH8KZ294933

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

69,169 miles

$33,708

Home delivery from Louisville, TN

$654/mo est.

Price includes $1,040 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

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

121,168 miles

$24,380

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 121,168
Stock #:: 46084A
VIN:: 1GCPYCEF6KZ266711

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,841 miles

$35,306

Home delivery from Paulding, OH

$684/mo est.

Price includes $417 shipping

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:: Black
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 51,841
Stock #:: 26C10183B
VIN:: 3GCUDCETXNG556037

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,967 miles

$41,284