Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Madison, IN
168 vehicles found
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- White Sands
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 5,095
- Stock #:
- 37765A
- VIN:
- 3GCUKCE89TG274289
New arrival
Sponsored by Tom Gill Chevrolet
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,095 mi
Florence, KY
44 mi away
Fair Deal
$50,689
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,042
- Stock #:
- UCP1843
- VIN:
- 3GCUKCED7SG119803
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,042 mi
Carrollton, KY
12 mi away
Fair Deal
$48,455
- 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:
- 110,327
- Stock #:
- CU11031NA
- VIN:
- 1GCPYCEF3KZ344586
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,327 mi
Louisville, KY
41 mi away
Fair Deal
$28,568
- 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:
- NORTHSKY BLUE METALLIC
- Fuel type:
- Gasoline
- Mileage:
- 110,773
- Stock #:
- 26601A
- VIN:
- 3GCPYCEFXKG292258
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,773 mi
La Grange, KY
20 mi away
Good Deal
$26,115
- 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:
- 77,725
- Stock #:
- P13746A
- VIN:
- 3GCPDCEK4PG170463
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,725 mi
Home delivery from Roswell, GA
Price includes $654 shipping
Good Deal
$34,394
- 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:
- 96,632
- Stock #:
- A3564
- VIN:
- 1GCRYCEF8KZ258179
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
96,632 mi
Home delivery from Mentor, OH
Price includes $1,184 shipping
Fair Deal
$26,631
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 31,373
- Stock #:
- P1026
- VIN:
- 1GCPYCEF7MZ409278
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,373 mi
Home delivery from Smithville, TN
Price includes $600 shipping
Good Deal
$38,609
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,333
- Stock #:
- F14457A
- VIN:
- 3GCPDCEK5NG582808
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,333 mi
Home delivery from Atlanta, GA
Price includes $1,155 shipping
Fair Deal
$36,180
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,008
- Stock #:
- V2785
- VIN:
- 3GCPKCEK0SG107097
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,008 mi
Seymour, IN
33 mi away
Good Deal
$38,444
- 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:
- Mosaic Black Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,771
- Stock #:
- 5048
- VIN:
- 1GCPYCEL5NZ100710
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,771 mi
Home delivery from Seffner, FL
Price includes $797 shipping
Great Deal
$32,791
- 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 $1,094 shipping
Great Deal
$36,084
- 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:
- Shadow Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 166,126
- Stock #:
- T26975A
- VIN:
- 1GCPYCEF2MZ333825
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
166,126 mi
Home delivery from London, OH
Price includes $198 shipping
Great Deal
$21,437
- 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
- Fuel type:
- Gasoline
- Mileage:
- 93,416
- Stock #:
- 313326
- VIN:
- 1GCRYCEF8KZ313326
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
93,416 mi
Home delivery from Marietta, GA
Price includes $498 shipping
Fair Deal
$27,816
- 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:
- Glacier Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,571
- Stock #:
- UCP1784
- VIN:
- 3GCPDCEK7RG246485
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,571 mi
Carrollton, KY
12 mi away
Great Deal
$40,061
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 85,712
- Stock #:
- F7954
- VIN:
- 3GCUDCED2RG137730
Price drop
-$1,175
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,712 mi
Home delivery from Savannah, TN
Price includes $870 shipping
Good Deal
$38,327
$37,152
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 72,591
- Stock #:
- C39198
- VIN:
- 3GCPYCEFXKG234862
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,591 mi
Home delivery from Cincinnati, OH
Price includes $126 shipping
Good Deal
$30,113
- 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 $1,168 shipping
Great Deal
$38,388
- 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 $309 shipping
Great Deal
$29,709
- 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:
- Automatic
- Mileage:
- 24,703
- Stock #:
- DT546A
- VIN:
- 3GCUKCED9SG221121
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
24,703 mi
Home delivery from White Hall, WV
Price includes $430 shipping
Good Deal
$44,506
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 95,305
- Stock #:
- T4544A
- VIN:
- 1GCPYCEL7NZ125740
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,305 mi
Home delivery from Eaton, OH
Price includes $123 shipping
Fair Deal
$33,509
- 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:
- 110,327
- Stock #:
- CU11031NA
- VIN:
- 1GCPYCEF3KZ344586
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,327 mi
Louisville, KY
41 mi away
Fair Deal
$28,568
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 93,350
- Stock #:
- 34262M
- VIN:
- 1GCPYCEF1KZ383838
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,350 mi
Home delivery from Channahon, IL
Price includes $242 shipping
Fair Deal
$30,342
- 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
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 33,262
- Stock #:
- MX4598
- VIN:
- 1GCPYCEF4MZ232253
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,262 mi
Home delivery from Michigan Center, MI
Price includes $452 shipping
Good Deal
$37,085
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,008
- Stock #:
- V2785
- VIN:
- 3GCPKCEK0SG107097
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,008 mi
Seymour, IN
33 mi away
Good Deal
$38,444
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Madison, IN?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,179.08. The average price has decreased by -1.4% since last year. The 168 for sale near Madison, IN on CarGurus, range from $18,624 to $59,739 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Madison, IN have no reported accidents or damage?
166 out of 168 for sale near Madison, 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 (or EV battery range).
What fuel types are available?
Diesel, Flex Fuel Vehicle, Gasoline engines are available.
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