Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearHelena, MT
86 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 120,509
- Stock #:
- O15877B
- VIN:
- 1GCRYCEFXKZ237950
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
120,509 mi
Bozeman, MT
77 mi away
Fair Deal
$23,883
- 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:
- 120,509
- Stock #:
- O15877B
- VIN:
- 1GCRYCEFXKZ237950
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
120,509 mi
Bozeman, MT
77 mi away
Fair Deal
$23,883
- 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:
- White Sands
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 7,994
- Stock #:
- 26P29A
- VIN:
- 3GCPKCEK5TG246630
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,994 mi
Dillon, MT
99 mi away
Fair Deal
$45,863
- 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:
- 58,128
- Stock #:
- DC26250
- VIN:
- 1GCPYCEF6KZ273870
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,128 mi
Home delivery from Delphos, OH
Price includes $1,784 shipping
Fair Deal
$31,379
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,992
- Stock #:
- 144813B
- VIN:
- 1GCPYCEK5NZ144813
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,992 mi
Home delivery from Dallas, TX
Price includes $1,244 shipping
Good Deal
$27,969
- Year:
- 2020
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,426
- Stock #:
- U3581A
- VIN:
- 1GCPYCEH1LZ361258
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,426 mi
Missoula, MT
96 mi away
Good Deal
$25,350
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 81,715
- Stock #:
- 2474534T
- VIN:
- 3GCUDCE87RG174534
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
81,715 mi
Home delivery from Rigby, ID
Price includes $406 shipping
Good Deal
$34,793
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 122,446
- Stock #:
- 40723
- VIN:
- 1GCRYCEF6KZ201043
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
122,446 mi
Home delivery from South Bend, IN
Price includes $1,314 shipping
Fair Deal
$22,567
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,391
- Stock #:
- P010376
- VIN:
- 3GCPDCEK5RG292882
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,391 mi
Home delivery from Zumbrota, MN
Price includes $1,418 shipping
Good Deal
$37,262
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 105,613
- Stock #:
- C4134879AA
- VIN:
- 1GCPYCEFXLZ174700
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
105,613 mi
Home delivery from Ft Benton, MT
Price includes $135 shipping
Good Deal
$26,197
- 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 Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,529
- Stock #:
- 600802
- VIN:
- 3GCPKCEK1SG282099
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
9,529 mi
Bozeman, MT
81 mi away
Good Deal
$41,059
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,187
- Stock #:
- TG462037TA
- VIN:
- 3GCPDCEK0RG225445
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,187 mi
Home delivery from Hillsboro, OR
Price includes $668 shipping
Fair Deal
$38,720
- 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 $2,472 shipping
Great Deal
$40,675
- 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 Hot
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 93,619
- Stock #:
- KZ188219
- VIN:
- 1GCRYCEF5KZ188219
Price drop
-$700
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
93,619 mi
Home delivery from Tacoma, WA
Price includes $498 shipping
Great Deal
$24,636
$23,936
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 76,685
- Stock #:
- 2474720T
- VIN:
- 3GCUDCE84RG174720
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
76,685 mi
Home delivery from Rigby, ID
Price includes $406 shipping
Fair Deal
$37,293
- 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
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 91,364
- Stock #:
- 3386
- VIN:
- 1GCPYCEL8NZ233672
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
91,364 mi
Home delivery from Yakima, WA
Price includes $400 shipping
Great Deal
$28,311
- 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:
- 16,862
- Stock #:
- STK333975
- VIN:
- 3GCUDCED4RG333975
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,862 mi
Home delivery from Westfield, IN
Price includes $1,366 shipping
Good Deal
$41,360
- 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:
- 27,703
- Stock #:
- A18478N
- VIN:
- 1GCPYCEF9MZ273798
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,703 mi
Home delivery from Saint Charles, MO
Price includes $1,211 shipping
Good Deal
$35,932
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 62,120
- Stock #:
- 102757
- VIN:
- 3GCUDCED0PG323361
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,120 mi
Home delivery from Albuquerque, NM
Price includes $1,252 shipping
Fair Deal
$38,100
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 37,517
- Stock #:
- 117339
- VIN:
- 3GCPDCEK2PG117339
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,517 mi
Home delivery from Placentia, CA
Price includes $1,398 shipping
Good Deal
$37,516
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 170,263
- Stock #:
- P66244
- VIN:
- 1GCPYCEF1LZ216459
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
170,263 mi
Home delivery from Schaumburg, IL
Price includes $1,217 shipping
Great Deal
$19,939
- 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:
- 93,033
- Stock #:
- VC26183
- VIN:
- 1GCPYCEFXKZ269806
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
93,033 mi
Home delivery from Hicksville, OH
Price includes $1,744 shipping
Good Deal
$26,999
- 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
-$2,066
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $1,899 shipping
Good Deal
$37,747
$35,681
- 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:
- Automatic
- Mileage:
- 40,574
- Stock #:
- 176773
- VIN:
- 1GCPYCEF3LZ176773
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
40,574 mi
Home delivery from Tucson, AZ
Price includes $1,984 shipping
Fair Deal
$36,454
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Helena, MT?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,665.67. The average price has decreased by -5.6% since last year. The 80 for sale near Helena, MT on CarGurus, range from $19,938 to $56,356 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Helena, MT have no reported accidents or damage?
69 out of 80 for sale near Helena, MT 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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