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

$533/mo est.

Third-party certified

Plainfield, IL

100 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:: Summit White
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 104,536
Stock #:: T26088A
VIN:: 1GCPYCEF4MZ261705

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,654 miles

$37,990

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Summit White
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 59,654
Stock #:: 26F55B
VIN:: 3GCUDCE87PG294329

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,248 miles

$37,897

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:: Sand Dune Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 51,248
Stock #:: D24909D
VIN:: 3GCPDCED3NG579620

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

60,399 miles

$32,902

$644/mo est.

Manufacturer certified

Fox Lake, IL

75 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:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 60,399
Stock #:: P14575
VIN:: 1GCPYCEF4LZ137240

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,609 miles

$31,999

$621/mo est.

Manufacturer certified

Orfordville, WI

18 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:: Red Hot
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 65,609
Stock #:: 36620B
VIN:: 1GCPYCEFXMZ229163

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

106,353 miles

$27,177

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:: Black
Combined gas mileage:: 16 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 106,353
Stock #:: D25087A
VIN:: 1GCPYCEH7MZ317444

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,162 miles

$30,788

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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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

13,599 miles

$41,700

Home delivery from Ashland, OH

$794/mo est.

Price includes $800 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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 13,599
Stock #:: D5861A
VIN:: 3GCPDCEK9PG299945

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

130,046 miles

$25,985

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:: Cherry Red Tintcoat
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 130,046
Stock #:: PU1361
VIN:: 1GCPYCEF4MZ179621

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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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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,170 miles

$35,453

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 47,170
Stock #:: PCP10136
VIN:: 3GCPYCELXMG167138

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

94,883 miles

$30,657

$595/mo est.

Manufacturer certified

Orfordville, WI

18 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 94,883
Stock #:: 37133A
VIN:: 1GCPYCEL0MZ347549

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

134,518 miles

$21,648

Home delivery from Dwight, IL

$424/mo est.

Price includes $148 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:: 6-Speed Automatic Overdrive
Mileage:: 134,518
Stock #:: PR1543
VIN:: 1GCPYCEF7KZ315382

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

137,577 miles

$26,671

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:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 137,577
Stock #:: NG668557
VIN:: 3GCPDCED7NG668557

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,046 miles

$33,877

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:: Sand Dune Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 41,046
Stock #:: J5166A
VIN:: 3GCPDCEK4NG687632

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2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

6,220 miles

$48,604

Home delivery from Herculaneum, MO

$911/mo est.

Price includes $606 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:: Black
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 10-Speed Automatic
Mileage:: 6,220
Stock #:: T87306
VIN:: 3GCUKCED8SG344103

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

86,671 miles

$28,169

Home delivery from Homewood , AL

$551/mo est.

Price includes $1,170 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:: Shadow Gray Metallic
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 86,671
Stock #:: BT-185260
VIN:: 3GCPYCEFXKG185260

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2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,053 miles

$39,566