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

$789/mo est.

Manufacturer certified

Fox Lake, IL

81 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:: Cypress
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 20,860
Stock #:: 50003A
VIN:: 3GCPKCEK1SG296827

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,895 miles

$31,938

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 74,895
Stock #:: 11311A
VIN:: 1GCPYCEF4MZ278262

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

18,974 miles

$38,889

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:: 18,974
Stock #:: BP1717A
VIN:: 1GCPYCEF9MZ382018

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

74,895 miles

$31,938

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 74,895
Stock #:: 11311A
VIN:: 1GCPYCEF4MZ278262

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

20,860 miles

$42,110

$789/mo est.

Manufacturer certified

Fox Lake, IL

81 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:: Cypress
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 20,860
Stock #:: 50003A
VIN:: 3GCPKCEK1SG296827

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

85,808 miles

$27,980

Home delivery from Dayton, OH

$547/mo est.

Price includes $534 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

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,983 miles

$33,049

$640/mo est.

Manufacturer certified

Slinger, WI

55 mi away

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 Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 71,983
Stock #:: S3087
VIN:: 1GCPYCEK8NZ153327

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

39,625 miles

$39,097

Home delivery from Louisville, TN

$757/mo est.

Price includes $1,048 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:: Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 39,625
Stock #:: MX4224
VIN:: 1GCPYCEL0NZ150219

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,995 miles

$35,299

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 54,995
Stock #:: PTS169870A
VIN:: 3GCPYCEF7MG105075

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

47,170 miles

$35,349

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 47,170
Stock #:: PCP10136
VIN:: 3GCPYCELXMG167138

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

80,162 miles

$31,017

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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2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

101,928 miles

$24,096

Home delivery from Petoskey, MI

$471/mo est.

Price includes $792 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:: Northsky Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 101,928
Stock #:: 02307A
VIN:: 1GCRYCEH4KZ373864

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

59,654 miles

$38,174

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

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

26,322 miles

$41,378

Home delivery from Arlington, TX

$788/mo est.

Price includes $1,260 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

69,388 miles

$35,491

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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: jet black
Transmission:: Automatic
Mileage:: 69,388
Stock #:: NZ183115
VIN:: 1GCPYCELXNZ183115

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

57,655 miles

$33,602

Home delivery from Woodinville, WA

$652/mo est.

Price includes $1,607 shipping

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Blue
Interior color:: Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 57,655
Stock #:: P178900
VIN:: 1GCPYCEF3MZ178900

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2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

86,764 miles

$29,706

Home delivery from Cambridge, OH

$581/mo est.

Price includes $342 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 (Satin Steel Metallic)
Combined gas mileage:: 16 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 6-Speed Automatic Overdrive
Mileage:: 86,764
Stock #:: 53714
VIN:: 1GCPYCEF3LZ208380

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2020 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

53,186 miles

$30,661

Home delivery from Seffner, FL

$600/mo est.

Price includes $1,177 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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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

116,709 miles

$24,152

Home delivery from Mt Juliet, TN

$472/mo est.

Price includes $764 shipping

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Black
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

18,974 miles

$38,889

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:: 18,974
Stock #:: BP1717A
VIN:: 1GCPYCEF9MZ382018

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

71,526 miles

$30,624

Home delivery from Cambridge, OH

$593/mo est.

Price includes $342 shipping

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Northsky Blue Metallic
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 71,526
Stock #:: 53595
VIN:: 1GCPYCEK6NZ234598

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2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,769 miles

$27,386

Home delivery from Houston, TX

$536/mo est.

Price includes $1,241 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:: Blue
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 102,769
Stock #:: 332426
VIN:: 1GCPYCEF9KZ332426

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

49,279 miles

$37,852