Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearNorth Webster, IN
227 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 114,479
- Stock #:
- 40467
- VIN:
- 1GCPYCEF9LZ342424
Sponsored by R&B Car Company South Bend
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
114,479 mi
South Bend, IN
36 mi away
Fair Deal
$25,970
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 26,745
- Stock #:
- 63664A
- VIN:
- 3GCUDCED1PG357860
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,745 mi
Lafayette, IN
87 mi away
Good Deal
$41,458
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 12,552
- Stock #:
- GP562
- VIN:
- 3GCUKCED7SG106131
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,552 mi
Demotte, IN
79 mi away
Good Deal
$44,131
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,122
- Stock #:
- 34-1577P
- VIN:
- 3GCUKCED0SG119948
Price drop
-$2,892
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,122 mi
Burns Harbor, IN
76 mi away
Good Deal
$43,171
$40,279
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 863
- Stock #:
- M45201
- VIN:
- 3GCUDCED3PG278724
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
863 mi
Fort Wayne, IN
31 mi away
Good Deal
$43,807
- 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:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,314
- Stock #:
- W48471A
- VIN:
- 1GCPYCEF4MZ316928
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,314 mi
Adrian, MI
94 mi away
Good Deal
$28,309
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 108,735
- Stock #:
- PM31343
- VIN:
- 1GCPYCEF5LZ274946
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
108,735 mi
Kokomo, IN
62 mi away
Fair Deal
$27,528
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,778
- Stock #:
- B19182A
- VIN:
- 3GCUDCE8XRG358530
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,778 mi
Anderson, IN
85 mi away
Great Deal
$35,000
- 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:
- 109,106
- Stock #:
- 85370A
- VIN:
- 1GCPYCEF9MZ268116
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
109,106 mi
Home delivery from Mentor, OH
Price includes $340 shipping
Fair Deal
$27,284
- 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:
- Black
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 42,114
- Stock #:
- MG311737
- VIN:
- 3GCPYCEF5MG311737
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
42,114 mi
Home delivery from Corsicana, TX
Price includes $1,306 shipping
Good Deal
$33,122
- 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 Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 77,425
- Stock #:
- AB1018A
- VIN:
- 1GCPYCEF1MZ289493
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,425 mi
Jackson, MI
90 mi away
Good Deal
$28,814
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,358
- Stock #:
- C9N193663
- VIN:
- 3GCPDCEK2RG193663
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,358 mi
Valparaiso, IN
74 mi away
Fair Deal
$36,122
- 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:
- 93,215
- Stock #:
- TT26205A
- VIN:
- 1GCPYCEF7LZ201335
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,215 mi
Eaton Rapids, MI
97 mi away
Good Deal
$27,190
- 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:
- Sterling Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 12,552
- Stock #:
- GP562
- VIN:
- 3GCUKCED7SG106131
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,552 mi
Demotte, IN
79 mi away
Good Deal
$44,131
- 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:
- 94,751
- Stock #:
- U2859A
- VIN:
- 1GCPYCEF5KZ229441
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
94,751 mi
Archbold, OH
73 mi away
Fair Deal
$26,370
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,341
- Stock #:
- DN680533
- VIN:
- 3GCPDCED9NG680533
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
98,341 mi
Home delivery from Houston, TX
Price includes $875 shipping
Fair Deal
$31,250
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 92,932
- Stock #:
- VC26183
- VIN:
- 1GCPYCEFXKZ269806
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,932 mi
Hicksville, OH
48 mi away
Good Deal
$26,305
- 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:
- GRY
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 62,918
- Stock #:
- 11258
- VIN:
- 3GCPDCED1NG673222
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $567 shipping
Good Deal
$34,349
$33,349
- 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:
- 13,957
- Stock #:
- 113812
- VIN:
- 3GCUDCED5RG113812
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
13,957 mi
Home delivery from Irving, TX
Price includes $1,706 shipping
Fair Deal
$44,407
- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,151
- Stock #:
- 21221169T
- VIN:
- 1GCPYCEL5NZ221169
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,151 mi
Highland, IN
93 mi away
Fair Deal
$36,234
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,316
- Stock #:
- 26623X
- VIN:
- 3GCPDCEK7RG339815
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,316 mi
Defiance, OH
69 mi away
Good Deal
$34,350
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 93,399
- Stock #:
- 26L10338
- VIN:
- 1GCPYCEF8MZ401075
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,399 mi
Kalamazoo, MI
63 mi away
Good Deal
$27,814
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,072
- Stock #:
- HCVPRG216142
- VIN:
- 3GCUDCED8RG216142
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,072 mi
Noblesville, IN
91 mi away
Good Deal
$40,923
- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,151
- Stock #:
- 21221169T
- VIN:
- 1GCPYCEL5NZ221169
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,151 mi
Highland, IN
93 mi away
Fair Deal
$36,234
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in North Webster, IN?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,096.69. The average price has decreased by -4.5% since last year. The 185 for sale near North Webster, IN on CarGurus, range from $16,483 to $62,822 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in North Webster, IN have no reported accidents or damage?
168 out of 185 for sale near North Webster, IN have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 15 and 24 MPG/MPGe.
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.
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