Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearMiddletown, IN
169 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 107,978
- Stock #:
- PJA10000
- VIN:
- 1GCPYCEF5LZ274946
Sponsored by Academy CDJR
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,978 mi
Tipton, IN
37 mi away
Good Deal
$25,646
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 50,335
- Stock #:
- T16088A
- VIN:
- 3GCUDCED8RG176872
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,335 mi
Indianapolis, IN
43 mi away
Good Deal
$39,999
- 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 Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 138,166
- Stock #:
- 26344B
- VIN:
- 1GCRYCEF1KZ254975
New arrival
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
138,166 mi
McCordsville, IN
23 mi away
Fair Deal
$22,938
- 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
Price drop
-$3,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
166,126 mi
Home delivery from London, OH
Price includes $166 shipping
Great Deal
$21,406
$18,406
- 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:
- 51,065
- Stock #:
- 22696A
- VIN:
- 3GCPDCEK3PG106074
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,065 mi
Home delivery from Tampa, FL
Price includes $888 shipping
Great Deal
$34,867
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 107,978
- Stock #:
- PJA10000
- VIN:
- 1GCPYCEF5LZ274946
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
107,978 mi
Tipton, IN
37 mi away
Good Deal
$25,646
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,177
- Stock #:
- 331707D
- VIN:
- 3GCPKCEK5SG114322
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,177 mi
Home delivery from Winnsboro, LA
Price includes $645 shipping
Fair Deal
$42,847
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,735
- Stock #:
- P7849
- VIN:
- 3GCPDCEKXPG186070
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,735 mi
Home delivery from Angola, IN
Free home delivery
Fair Deal
$39,258
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,864
- Stock #:
- 175496
- VIN:
- 3GCPYCEF9LG175496
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
122,864 mi
Home delivery from Dawsonville, GA
Price includes $492 shipping
Fair Deal
$26,336
- 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 Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 138,166
- Stock #:
- 26344B
- VIN:
- 1GCRYCEF1KZ254975
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
138,166 mi
McCordsville, IN
23 mi away
Fair Deal
$22,938
- 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:
- Automatic
- Mileage:
- 96,583
- Stock #:
- FIT195897
- VIN:
- 1GCPYCEF4MZ195897
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
96,583 mi
Indianapolis, IN
33 mi away
Great Deal
$27,374
- 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:
- Cajun Red Tintcoat Gpj
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black H1t
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 122,179
- Stock #:
- KZ358984
- VIN:
- 1GCRYCEF7KZ358984
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,179 mi
Home delivery from Howell, MI
Price includes $388 shipping
Good Deal
$21,632
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,252
- Stock #:
- 84999A
- VIN:
- 3GCPDCEK5RG231869
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
10,252 mi
Home delivery from Mentor, OH
Price includes $369 shipping
Fair Deal
$43,812
$42,812
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 68,312
- Stock #:
- Z206955
- VIN:
- 1GCRYCEF6LZ206955
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
68,312 mi
Home delivery from Houston, TX
Price includes $1,366 shipping
Good Deal
$30,590
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 9,820
- Stock #:
- HCVTSG376773
- VIN:
- 3GCUKCE80SG376773
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,820 mi
Noblesville, IN
26 mi away
Fair Deal
$47,592
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 71,130
- Stock #:
- 260940BB
- VIN:
- 1GCPYCEF8LZ353107
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,130 mi
Home delivery from East Liverpool, OH
Price includes $786 shipping
Good Deal
$30,684
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 21,670
- Stock #:
- F22566B
- VIN:
- 3GCUKCED2SG203429
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,670 mi
Home delivery from Parkersburg, WV
Price includes $324 shipping
Fair Deal
$45,866
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,964
- Stock #:
- C26460A
- VIN:
- 1GCPYCEF2MZ364900
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,964 mi
Avon, IN
49 mi away
Good Deal
$30,796
- 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:
- 31,660
- Stock #:
- 26EQ0622A
- VIN:
- 3GCPDCEK9RG188203
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,660 mi
Home delivery from Lewisville, TX
Price includes $1,200 shipping
Fair Deal
$39,942
- 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 $817 shipping
Fair Deal
$32,422
- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 117,795
- Stock #:
- C20535
- VIN:
- 3GCPDCED3NG520535
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
117,795 mi
Home delivery from Athens, TN
Price includes $482 shipping
Fair Deal
$28,470
- 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 $224 shipping
Great Deal
$29,224
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 108,236
- Stock #:
- SS1647
- VIN:
- 1GCRYCEF5KZ181397
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
108,236 mi
Indianapolis, IN
41 mi away
Fair Deal
$24,958
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,692
- Stock #:
- PM31225
- VIN:
- 3GCPDCEK8NG605417
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,692 mi
Kokomo, IN
44 mi away
Fair Deal
$34,521
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Middletown, IN?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,987.62. The average price has decreased by -0.5% since last year. The 169 for sale near Middletown, IN on CarGurus, range from $18,406 to $63,658 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Middletown, IN have no reported accidents or damage?
159 out of 169 for sale near Middletown, 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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