Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearTupelo, MS
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:
- Gray (Satin Steel Metallic)
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 124,169
- Stock #:
- 993
- VIN:
- 3GCPYCEF6LG172894


Sponsored by Cowboy Trucks and Auto Sales
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
124,169 mi
$25,433
- 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

-$1,000
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,695 mi
$42,308
$41,308
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,377
- Stock #:
- U10900
- VIN:
- 3GCUDCED7PG176813

Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,377 mi
$36,538
- 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

-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,695 mi
$42,308
$41,308
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,309
- Stock #:
- SG371387
- VIN:
- 3GCPKCEK2SG371387

2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,309 mi
$42,029
- 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)
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 124,169
- Stock #:
- 993
- VIN:
- 3GCPYCEF6LG172894

2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
124,169 mi
$25,433
- 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
$29,684
- 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:
- 6-Speed Automatic Overdrive
- Mileage:
- 59,181
- Stock #:
- 260989A
- VIN:
- 3GCPYCEF6KG111804

2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,181 mi
$31,655
- 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:
- Sand Dune Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,377
- Stock #:
- U10900
- VIN:
- 3GCUDCED7PG176813

2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,377 mi
$36,538
- 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

2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,128 mi
$30,238
- 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:
- 70,422
- Stock #:
- H3735
- VIN:
- 1GCPYCEK4NZ134466

2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,422 mi
$30,547
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 102,293
- Stock #:
- 26CC93A
- VIN:
- 1GCPYCEL6MZ260948

2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,293 mi
$30,072
- 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
$27,202
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,471
- Stock #:
- 2CT7026
- VIN:
- 3GCUKCED7TG347026

2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,471 mi
$44,592
- 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
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 177,572
- Stock #:
- 24861B
- VIN:
- 3GCPDCED1NG667887

2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
177,572 mi
$22,694
- 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
$36,934
- 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
$28,226
- 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:
- 8-Speed Automatic
- Mileage:
- 37,230
- Stock #:
- R10624A
- VIN:
- 3GCPDCEK5PG194044

2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,230 mi
$34,739
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,655
- Stock #:
- 152740
- VIN:
- 1GCPYCEK0NZ152740

2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,655 mi
$29,618
- 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:
- Blue
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,625
- Stock #:
- 70139418
- VIN:
- 3GCPDCEK0PG123320

2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,625 mi
$34,447
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 86,352
- Stock #:
- 9010A
- VIN:
- 3GCPYCEL9NG144497

2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
86,352 mi
$31,118
- 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 63,747
- Stock #:
- 23079
- VIN:
- 1GCPYCEK4NZ172683

2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,747 mi
$31,574
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 101,293
- Stock #:
- B2083
- VIN:
- 1GCPYCEF1LZ157770

-$1,000
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
101,293 mi
$28,138
$27,138
- 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:
- 95,905
- Stock #:
- 26926
- VIN:
- 1GCPYCEF9LZ110261

2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,905 mi
$29,002
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Tupelo, MS?
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Tupelo, MS have no reported accidents or damage?
What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?
What fuel types 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.
Relevant articles

Best Truck Lease Deals in November 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.

Best Car Deals in November 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.

Car Deals with 0% APR in November 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.