Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWinfield, AL
168 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:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 92,576
- Stock #:
- CP291561
- VIN:
- 3GCUDCE87PG291561
Price drop
-$2,000
Sponsored by Tony Serra Nissan
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,576 mi
Cullman, AL
56 mi away
Good Deal
$40,785
$38,785
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 6,093
- Stock #:
- TG100420A
- VIN:
- 3GCPKCEKXTG100420
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,093 mi
Birmingham, AL
67 mi away
Great Deal
$44,999
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,210
- Stock #:
- 844045
- VIN:
- 3GCUDCED6RG292717
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,210 mi
Boaz, AL
95 mi away
Fair Deal
$44,380
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 7,840
- Stock #:
- 26-405A
- VIN:
- 3GCUKCED2TG105051
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,840 mi
Arab, AL
78 mi away
Great Deal
$45,176
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,774
- Stock #:
- S19825A
- VIN:
- 3GCUDCED7RG267941
Price drop
-$1,000
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,774 mi
Home delivery from Newton, NC
Price includes $584 shipping
Good Deal
$41,583
$40,582
- 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:
- 19,818
- Stock #:
- G399240A
- VIN:
- 3GCUDCEDXRG445180
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,818 mi
Home delivery from Jacksonville, FL
Price includes $438 shipping
Great Deal
$45,086
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 34,699
- Stock #:
- B22139
- VIN:
- 3GCUDCED5RG199011
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,699 mi
Huntsville, AL
86 mi away
Great Deal
$39,828
- 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 $540 shipping
Great Deal
$36,519
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 60,683
- Stock #:
- PZ378921
- VIN:
- 1GCPYCEF7KZ378921
Price drop
-$1,600
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,683 mi
Home delivery from Cordele, GA
Price includes $405 shipping
Good Deal
$33,650
$32,050
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 6,093
- Stock #:
- TG100420A
- VIN:
- 3GCPKCEKXTG100420
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,093 mi
Birmingham, AL
67 mi away
Great Deal
$44,999
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK
- Transmission:
- Automatic
- Mileage:
- 89,467
- Stock #:
- P581637B
- VIN:
- 3GCPDCED8NG581637
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
89,467 mi
Home delivery from Livingston, TX
Price includes $700 shipping
Good Deal
$33,480
- 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:
- 85,712
- Stock #:
- F7954
- VIN:
- 3GCUDCED2RG137730
Price drop
-$933
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,712 mi
Savannah, TN
91 mi away
Great Deal
$36,282
$35,349
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 92,576
- Stock #:
- CP291561
- VIN:
- 3GCUDCE87PG291561
Price drop
-$2,000
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,576 mi
Cullman, AL
56 mi away
Good Deal
$40,785
$38,785
- 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)
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 70,611
- Stock #:
- 3024283A
- VIN:
- 1GCPYCEF6LZ368902
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,611 mi
Home delivery from Raleigh, NC
Price includes $1,332 shipping
Fair Deal
$33,832
- 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 $663 shipping
Great Deal
$29,863
- 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 $663 shipping
Good Deal
$46,928
- 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:
- 30,068
- Stock #:
- P5346
- VIN:
- 1GCPYCEF7MZ428722
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,068 mi
Home delivery from Columbia, TN
Price includes $188 shipping
Great Deal
$36,140
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,768
- Stock #:
- PM174391
- VIN:
- 1GCPYCEL0NZ174391
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,768 mi
Home delivery from Pleasantville, NJ
Price includes $1,636 shipping
Great Deal
$36,086
- 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:
- Blue
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,128
- Stock #:
- A1219
- VIN:
- 1GCPYCEF4MZ250624
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
87,128 mi
Home delivery from Chattanooga, TN
Price includes $336 shipping
Good Deal
$32,470
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 63,070
- Stock #:
- 128692
- VIN:
- 3GCPDCEK7PG128692
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,070 mi
Home delivery from Smyrna, GA
Price includes $188 shipping
Great Deal
$34,882
- 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
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,453 mi
Home delivery from Hicksville, OH
Price includes $670 shipping
Great Deal
$33,235
- 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 $1,312 shipping
Good Deal
$27,112
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,296
- Stock #:
- NG133777P
- VIN:
- 3GCPYCEK5NG133777
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,296 mi
Birmingham, AL
63 mi away
Good Deal
$32,400
- 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:
- 85,712
- Stock #:
- F7954
- VIN:
- 3GCUDCED2RG137730
Price drop
-$933
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
85,712 mi
Savannah, TN
91 mi away
Great Deal
$36,282
$35,349
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Winfield, AL?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $27,066.14. The average price has decreased by -1.1% since last year. The 148 for sale near Winfield, AL on CarGurus, range from $22,297 to $55,325 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Winfield, AL have no reported accidents or damage?
123 out of 148 for sale near Winfield, 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
Jill Ciminillo
2027 Chevrolet Silverado 1500 Pricing, Specs, and Release Date
The 2027 Chevrolet Silverado 1500 is all-new, entering its fifth generation with new tech, a ground-up redesign, and two new V8 engines.
CarGurus Editorial Team
The Best Pickup Trucks of 2026, Ranked
Pickup truck competition is fierce and change is in the air. Electric trucks and compact pickups are hitting the market, providing new choices for both small businesses and weekend adventurers. But which truck suits your needs best?
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Winfield ALChevrolet Silverado 1500 RST in Winfield ALChevrolet Silverado 1500 LTZ in Winfield ALChevrolet Silverado 1500 LT Trail Boss in Winfield ALChevrolet Silverado 1500 LT1 in Winfield ALChevrolet Silverado 1500 Custom in Winfield ALChevrolet Silverado 1500 High Country in Winfield ALChevrolet Silverado 1500 Custom Trail Boss in Winfield ALChevrolet Silverado 1500 Work Truck in Winfield AL
Chevrolet Silverado 1500 in Jasper ALChevrolet Silverado 1500 in Columbus MSChevrolet Silverado 1500 in Tuscaloosa ALChevrolet Silverado 1500 in Cullman ALChevrolet Silverado 1500 in Tupelo MSChevrolet Silverado 1500 in Florence ALChevrolet Silverado 1500 in Birmingham ALChevrolet Silverado 1500 in Decatur ALChevrolet Silverado 1500 in Huntsville AL
Chevrolet Silverado 1500 in Winfield ALOld Chevy Trucks for Sale in Winfield ALClassic Muscle Cars for Sale in Winfield ALChevrolet Trucks For Sale in Winfield ALCheap Muscle Cars for Sale in Winfield ALWork Trucks for Sale in Winfield ALReliable Cars For Sale in Winfield ALAmerican Made Trucks For Sale in Winfield ALBest Pickup Trucks For Sale in Winfield ALBest Cars Under $5,000 For Sale in Winfield 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 WinfieldUsed SUVs / Crossovers for Sale with Low Mileage in WinfieldUsed Hatchbacks for Sale with Low Mileage in WinfieldUsed Convertibles for Sale with Low Mileage in WinfieldUsed Vans for Sale with Low Mileage in WinfieldUsed Minivans for Sale with Low Mileage in WinfieldUsed Pickup Trucks for Sale with Low Mileage in WinfieldUsed Coupes for Sale with Low Mileage in WinfieldUsed Wagons for Sale with Low Mileage in Winfield
