Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearMidway, AL
176 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:
- Oakwood Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 138,495
- Stock #:
- KG282145
- VIN:
- 3GCPYCEF2KG282145
Sponsored by AutoNation Chrysler Dodge Jeep Ram South Columbus
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
138,495 mi
Columbus, GA
37 mi away
Good Deal
$24,622
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2,110
- Stock #:
- PRG247157
- VIN:
- 3GCUDCED0RG247157
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
2,110 mi
Montgomery, AL
50 mi away
Fair Deal
$46,997
- 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:
- Cypress Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6,595
- Stock #:
- 560589A
- VIN:
- 3GCUKCED8TG222844
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,595 mi
Prattville, AL
64 mi away
Fair Deal
$49,490
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,703
- Stock #:
- 9217
- VIN:
- 3GCPKCEK9SG334188
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
5,703 mi
Home delivery from Excelsior Springs, MO
Price includes $1,267 shipping
Great Deal
$41,267
- Year:
- 2021
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 67,484
- Stock #:
- UFC1350
- VIN:
- 1GCPYCEH9MZ187988
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,484 mi
Ozark, AL
46 mi away
Great Deal
$30,447
- 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:
- 55,308
- Stock #:
- P1926
- VIN:
- 3GCPDCEK3PG208734
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,308 mi
Unadilla, GA
99 mi away
Good Deal
$37,301
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,720
- Stock #:
- P5511
- VIN:
- 3GCPDCEK3RG218862
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,720 mi
Unadilla, GA
99 mi away
Fair Deal
$38,583
- 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)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 113,720
- Stock #:
- 2F60892A
- VIN:
- 1GCPYCEF2MZ313123
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,720 mi
Newnan, GA
100 mi away
Fair Deal
$28,876
- 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:
- 15,546
- Stock #:
- J26268A
- VIN:
- 3GCUKCED0SG342930
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,546 mi
Home delivery from Cumming, GA
Price includes $584 shipping
Great Deal
$43,272
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,678
- Stock #:
- TZ388614
- VIN:
- 1GCPYCEF4KZ388614
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,678 mi
Sylvester, GA
100 mi away
Fair Deal
$29,994
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 14,105
- Stock #:
- P9991
- VIN:
- 3GCUKCED5SG215235
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,105 mi
Home delivery from Jacksonville, FL
Price includes $260 shipping
Good Deal
$45,920
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 27,061
- Stock #:
- SG210355T
- VIN:
- 3GCUKCED1SG210355
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,061 mi
Albany, GA
80 mi away
Good Deal
$44,127
- 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:
- 26,321
- Stock #:
- 261368B
- VIN:
- 3GCPDCEK3RG367076
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,321 mi
Home delivery from Lithia Springs, GA
Price includes $194 shipping
Good Deal
$40,706
- 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 $762 shipping
Great Deal
$29,662
- 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:
- 70,563
- Stock #:
- 26786C
- VIN:
- 1GCPYCEF5MZ385384
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,563 mi
Home delivery from Batesville, AR
Price includes $662 shipping
Fair Deal
$34,388
- 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:
- 22,069
- Stock #:
- DP038
- VIN:
- 3GCPDCEK2RG191105
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,069 mi
Home delivery from Deland, FL
Price includes $255 shipping
Good Deal
$40,167
- 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:
- 37,008
- Stock #:
- N26550A
- VIN:
- 3GCUDCEDXRG350828
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,008 mi
Home delivery from Waynesville, MO
Price includes $1,668 shipping
Fair Deal
$42,156
- 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:
- 12,609
- Stock #:
- 19575B
- VIN:
- 3GCPKCEK4SG354574
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,609 mi
Home delivery from Marietta, GA
Price includes $212 shipping
Good Deal
$42,278
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red Hot
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,453
- Stock #:
- ZC26344
- VIN:
- 1GCPYCEK2NZ120128
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,453 mi
Home delivery from Hicksville, OH
Price includes $804 shipping
Great Deal
$31,144
- 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:
- 104,108
- Stock #:
- 332395C01
- VIN:
- 1GCPYCEF2KZ332395
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
104,108 mi
Home delivery from Linden , NJ
Price includes $1,290 shipping
Great Deal
$25,089
- 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 $790 shipping
Good Deal
$36,638
- 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:
- 55,283
- Stock #:
- 261236A
- VIN:
- 1GCRYCEF6KZ258438
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
55,283 mi
Home delivery from Palm Coast, FL
Price includes $949 shipping
Fair Deal
$32,781
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 70,854
- Stock #:
- CT261104
- VIN:
- 3GCUDCE81RG261104
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,854 mi
Clanton, AL
90 mi away
Fair Deal
$39,906
- Year:
- 2021
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 67,484
- Stock #:
- UFC1350
- VIN:
- 1GCPYCEH9MZ187988
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
67,484 mi
Ozark, AL
46 mi away
Great Deal
$30,447
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Midway, AL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,775.99. The average price has decreased by -0.8% since last year. The 187 for sale near Midway, AL on CarGurus, range from $20,898 to $66,828 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Midway, AL have no reported accidents or damage?
168 out of 187 for sale near Midway, AL 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.
Relevant articles
CarGurus Editorial Team
Best Truck Lease Deals in August 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.
CarGurus Editorial Team
Car Deals with 0% APR in August 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.
CarGurus Editorial Team
Best Car Deals in August 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.
Chevrolet Silverado 1500 LT in Midway ALChevrolet Silverado 1500 RST in Midway ALChevrolet Silverado 1500 LTZ in Midway ALChevrolet Silverado 1500 LT Trail Boss in Midway ALChevrolet Silverado 1500 LT1 in Midway ALChevrolet Silverado 1500 Custom in Midway ALChevrolet Silverado 1500 High Country in Midway ALChevrolet Silverado 1500 Custom Trail Boss in Midway ALChevrolet Silverado 1500 Work Truck in Midway AL
Chevrolet Silverado 1500 in Columbus GAChevrolet Silverado 1500 in Opelika ALChevrolet Silverado 1500 in Montgomery ALChevrolet Silverado 1500 in Dothan ALChevrolet Silverado 1500 in Lagrange GAChevrolet Silverado 1500 in Albany GAChevrolet Silverado 1500 in Marianna FLChevrolet Silverado 1500 in Bainbridge GAChevrolet Silverado 1500 in Peachtree City GA
Chevrolet Silverado 1500 in Midway ALOld Chevy Trucks for Sale in Midway ALClassic Muscle Cars for Sale in Midway ALChevrolet Trucks For Sale in Midway ALCheap Muscle Cars for Sale in Midway ALWork Trucks for Sale in Midway ALReliable Cars For Sale in Midway ALAmerican Made Trucks For Sale in Midway ALBest Pickup Trucks For Sale in Midway ALBest Cars Under $5,000 For Sale in Midway AL
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in MidwayUsed SUVs / Crossovers for Sale with Low Mileage in MidwayUsed Hatchbacks for Sale with Low Mileage in MidwayUsed Convertibles for Sale with Low Mileage in MidwayUsed Vans for Sale with Low Mileage in MidwayUsed Minivans for Sale with Low Mileage in MidwayUsed Pickup Trucks for Sale with Low Mileage in MidwayUsed Coupes for Sale with Low Mileage in MidwayUsed Wagons for Sale with Low Mileage in Midway
