Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near 39301
166 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 32,247
- Stock #:
- PG365106
- VIN:
- 3GCUDCED7PG365106
Sponsored by Hallmark Hyundai North
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,247 mi
Ridgeland, MS
90 mi away
Great Deal
$39,379
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 7,939
- Stock #:
- LG41196T
- VIN:
- 3GCUKCE82TG241196
Price drop
-$1,096
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,939 mi
Lucedale, MS
97 mi away
Great Deal
$46,421
$45,325
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,970
- Stock #:
- CC14512T
- VIN:
- 3GCUKCED0SG214512
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,970 mi
Chatom, AL
61 mi away
Good Deal
$41,794
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 7,939
- Stock #:
- LG41196T
- VIN:
- 3GCUKCE82TG241196
Price drop
-$1,096
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,939 mi
Lucedale, MS
97 mi away
Great Deal
$46,421
$45,325
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 31,295
- Stock #:
- SG211397
- VIN:
- 3GCUKCED0SG211397
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,295 mi
Home delivery from Benton, AR
Price includes $344 shipping
Great Deal
$41,035
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Mileage:
- 32,247
- Stock #:
- PG365106
- VIN:
- 3GCUDCED7PG365106
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,247 mi
Ridgeland, MS
90 mi away
Great Deal
$39,379
- 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
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $1,347 shipping
Good Deal
$35,342
- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 64,044
- Stock #:
- 290751
- VIN:
- 1GCPYCEL5MZ290751
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
64,044 mi
Home delivery from Gallup, NM
Price includes $1,764 shipping
Good Deal
$34,258
- 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 $400 shipping
Good Deal
$30,775
- 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:
- Gray (Satin Steel Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 23,133
- Stock #:
- 4UT11545
- VIN:
- 3GCPYCEF2MG310044
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,133 mi
Hattiesburg, MS
86 mi away
Fair Deal
$37,383
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,297
- Stock #:
- 270102
- VIN:
- 1GCPYCEF8MZ270102
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $3,870 shipping
Fair Deal
$33,833
- Year:
- 2026
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 1,112
- Stock #:
- P6707
- VIN:
- 3GCUKCED6TG236399
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
1,112 mi
Home delivery from Alpharetta, GA
Price includes $277 shipping
Great Deal
$46,654
- 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:
- 77,279
- Stock #:
- 426901
- VIN:
- 1GCPYCEF1KZ426901
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
77,279 mi
Home delivery from Plano, TX
Price includes $954 shipping
Good Deal
$28,642
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,023
- Stock #:
- SU2056
- VIN:
- 3GCUKCED0SG180328
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,023 mi
Home delivery from Little Rock, AR
Price includes $564 shipping
Good Deal
$39,288
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 36,312
- Stock #:
- 454540A
- VIN:
- 3GCPKCEK5SG300586
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
36,312 mi
Home delivery from Augusta, GA
Price includes $386 shipping
Good Deal
$40,935
- 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 $681 shipping
Great Deal
$32,497
- 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:
- 8-Speed Automatic
- Mileage:
- 7,035
- Stock #:
- WOP2030
- VIN:
- 3GCPKCEK8SG332030
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,035 mi
Home delivery from Jacksonville, FL
Price includes $432 shipping
Good Deal
$43,639
- 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
- Transmission:
- Automatic
- Mileage:
- 28,052
- Stock #:
- J109637A
- VIN:
- 3GCPDCEK7RG214944
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
28,052 mi
Home delivery from Cumming, GA
Price includes $435 shipping
Great Deal
$36,230
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,970
- Stock #:
- CC14512T
- VIN:
- 3GCUKCED0SG214512
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
44,970 mi
Chatom, AL
61 mi away
Good Deal
$41,794
- 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:
- Red (Maroon)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 102,637
- Stock #:
- 382316
- VIN:
- 3GCPYCEF6MG382316
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,637 mi
Home delivery from Albertville, AL
Price includes $334 shipping
Fair Deal
$29,234
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $915 shipping
Great Deal
$34,697
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 80,624
- Stock #:
- Y1652
- VIN:
- 1GCPYCEFXKZ170998
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,624 mi
Home delivery from Kernersville, NC
Price includes $1,106 shipping
Fair Deal
$31,690
- 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 (Charcoal)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,132
- Stock #:
- 250850
- VIN:
- 1GCPYCEF4LZ250850
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
135,132 mi
Home delivery from Salt Lake City, UT
Price includes $2,121 shipping
Good Deal
$24,021
- 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:
- 38,695
- Stock #:
- 308665A
- VIN:
- 3GCUDCED4RG121559
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,695 mi
Kosciusko, MS
79 mi away
Good Deal
$42,308
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in 39301?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,175.04. The average price has decreased by -4.1% since last year. The 161 for sale near 39301 on CarGurus, range from $19,259 to $62,488 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in 39301 have no reported accidents or damage?
134 out of 161 for sale near 39301 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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