Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Wisconsin
124 results
- 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:
- 79,370
- Stock #:
- 04P2228
- VIN:
- 3GCPDCEK2RG225897
New arrival
Sponsored by Kunes Ford of Antioch
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
79,370 mi
Antioch, IL
40 mi away
Good Deal
$35,548
- 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:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,138
- Stock #:
- 06T4114A
- VIN:
- 1GCRYCEF0KZ299664
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
77,138 mi
Elkhorn, WI
39 mi away
Good Deal
$28,637
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,642
- Stock #:
- G2658A
- VIN:
- 3GCPDCED4NG663283
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,642 mi
Grayslake, IL
49 mi away
Fair Deal
$36,653
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,339
- Stock #:
- MX4446
- VIN:
- 1GCPYCEL1MZ352307
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,339 mi
Home delivery from Louisville, TN
Price includes $970 shipping
Good Deal
$35,446
- 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
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,860 mi
Fox Lake, IL
46 mi away
Good Deal
$42,110
- 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
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 84,839
- Stock #:
- MX4469
- VIN:
- 1GCPYCEF2LZ149662
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
84,839 mi
Home delivery from Louisville, TN
Price includes $970 shipping
Fair Deal
$30,446
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,825
- Stock #:
- G293416
- VIN:
- 3GCPYCEH5KG293416
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,825 mi
Home delivery from West Palm Beach, FL
Price includes $1,820 shipping
Great Deal
$27,714
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 114,828
- Stock #:
- 02X1151A
- VIN:
- 3GCPYCEF6LG184849
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,828 mi
Delavan, WI
46 mi away
Fair Deal
$27,545
- 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:
- Red
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,138
- Stock #:
- 06T4114A
- VIN:
- 1GCRYCEF0KZ299664
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
77,138 mi
Elkhorn, WI
39 mi away
Good Deal
$28,637
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,526 mi
Home delivery from Cambridge, OH
Price includes $290 shipping
Good Deal
$30,216
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 50,884
- Stock #:
- 244226
- VIN:
- 1GCPYCEF6MZ244226
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,884 mi
Home delivery from Washington, MI
Price includes $255 shipping
Good Deal
$33,755
- 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:
- 94,925
- Stock #:
- W0237
- VIN:
- 1GCPYCEL0MZ347549
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,925 mi
Whitewater, WI
45 mi away
Good Deal
$30,000
- Year:
- 2026
- 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:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,560
- Stock #:
- P25761
- VIN:
- 3GCPKCEK0TG160125
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
3,560 mi
Home delivery from Scottsdale, AZ
Price includes $1,816 shipping
Fair Deal
$47,115
- 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:
- 21,967
- Stock #:
- 13139
- VIN:
- 3GCPDCEK1RG293303
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,967 mi
Home delivery from Mooresville, IN
Price includes $252 shipping
Great Deal
$39,441
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,122
- Stock #:
- 406-B598
- VIN:
- 1GCPYCEF5KZ375743
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,122 mi
Home delivery from Huntington, IN
Price includes $582 shipping
Fair Deal
$32,019
- 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
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,322 mi
Home delivery from Arlington, TX
Price includes $1,308 shipping
Good Deal
$40,310
- 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:
- 53,768
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,768 mi
Home delivery from Pleasantville, NJ
Price includes $1,342 shipping
Good Deal
$36,582
- 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:
- 14,797
- Stock #:
- 150127A_1
- VIN:
- 3GCPDCEK5RG150127
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,797 mi
Home delivery from Sykesville, MD
Price includes $900 shipping
Fair Deal
$43,694
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red
- Fuel type:
- Diesel
- Interior color:
- Black
- Mileage:
- 110,590
- Stock #:
- 301317
- VIN:
- 3GCUDCE84PG301317
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,590 mi
Home delivery from Euless, TX
Price includes $1,296 shipping
Great Deal
$30,291
- 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:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $215 shipping
Great Deal
$29,565
- 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
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 46,199
- Stock #:
- 232880
- VIN:
- 1GCPYCEF5MZ234836
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,199 mi
Home delivery from Terre Haute, IN
Price includes $256 shipping
Fair Deal
$35,479
- Year:
- 2022
- 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:
- 8-Speed Automatic
- Mileage:
- 85,115
- Stock #:
- 26168
- VIN:
- 1GCPYCEK8NZ134843
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,115 mi
Home delivery from Shawnee, KS
Price includes $682 shipping
Fair Deal
$31,170
- 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:
- Automatic
- Mileage:
- 43,773
- Stock #:
- 28792225
- VIN:
- 3GCPKCEK1SG330099
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,773 mi
Store transfer to Milwaukee, WI
Price includes $899 shipping
Good Deal
$39,897
- 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
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,860 mi
Fox Lake, IL
46 mi away
Good Deal
$42,110
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