Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWinston Salem, NC
231 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,195
- Stock #:
- 11011A
- VIN:
- 3GCUKCED8SG275560
Price drop
-$3,116
Sponsored by Thompson Buick GMC
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,195 mi
Raleigh, NC
93 mi away
Good Deal
$45,115
$42,898
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,814
- Stock #:
- G4427A
- VIN:
- 3GCPKCEKXSG193339
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,814 mi
Concord, NC
52 mi away
Good Deal
$42,287
- 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:
- White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,561
- Stock #:
- MZ307709
- VIN:
- 1GCPYCEF2MZ307709
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
47,561 mi
Raleigh, NC
95 mi away
Fair Deal
$36,947
- 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:
- Blue
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 108,275
- Stock #:
- 2626
- VIN:
- 3GCPYCEF2LG154814
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
108,275 mi
Greensboro, NC
25 mi away
Fair Deal
$28,948
- 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:
- 14,120
- Stock #:
- 19C83491A
- VIN:
- 3GCUKCED1SG208198
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
14,120 mi
Lexington, NC
18 mi away
Fair Deal
$44,337
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,501
- Stock #:
- 7007182A
- VIN:
- 3GCPDCEK1NG607137
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,501 mi
Sanford, NC
72 mi away
Good Deal
$34,770
- 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:
- 78,167
- Stock #:
- 24733
- VIN:
- 3GCUDCED6PG220266
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
78,167 mi
Monroe, NC
78 mi away
Good Deal
$35,296
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 48,518
- Stock #:
- 5153
- VIN:
- 3GCUDCED9PG302640
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,518 mi
Home delivery from Seffner, FL
Price includes $601 shipping
Great Deal
$34,093
- 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:
- 21,788
- Stock #:
- PV96560
- VIN:
- 3GCPDCEK7PG296560
Price drop
-$1,239
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,788 mi
Lowell, NC
75 mi away
Good Deal
$39,798
$38,559
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,987
- Stock #:
- 30079
- VIN:
- 3GCPKCEKXSG270842
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,987 mi
Lexington, NC
18 mi away
Good Deal
$40,099
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,669
- Stock #:
- 6961
- VIN:
- 3GCUDCET0NG555740
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,669 mi
Oxford, NC
93 mi away
Fair Deal
$30,797
- 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:
- 52,310
- Stock #:
- DT9C00066B
- VIN:
- 3GCPDCEK1RG286951
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,310 mi
Wake Forest, NC
94 mi away
Fair Deal
$38,599
- 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
- Transmission:
- Automatic
- Mileage:
- 15,907
- Stock #:
- PE149
- VIN:
- 3GCUDCED2RG267152
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
15,907 mi
Morganton, NC
83 mi away
Great Deal
$42,199
- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,826
- Stock #:
- PS34051
- VIN:
- 3GCUKCE82SG134051
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,826 mi
Charlotte, NC
60 mi away
Good Deal
$42,795
- 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:
- 34,197
- Stock #:
- 9C6787
- VIN:
- 3GCUKCED4SG321076
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,197 mi
Charlotte, NC
63 mi away
Good Deal
$40,998
- 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 $1,431 shipping
Great Deal
$39,331
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 7,539
- Stock #:
- SJ4336A
- VIN:
- 3GCUKCED3TG222959
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,539 mi
Sanford, NC
72 mi away
Fair Deal
$47,999
- 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:
- Automatic
- Mileage:
- 38,250
- Stock #:
- ZT11189A
- VIN:
- 3GCPDCEK4RG286281
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
38,250 mi
Cary, NC
84 mi away
Fair Deal
$40,244
- 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:
- 119,622
- Stock #:
- TKZ412807
- VIN:
- 1GCRYCEF4KZ412807
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
119,622 mi
Home delivery from Charleston, SC
Price includes $328 shipping
Fair Deal
$24,398
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,178
- Stock #:
- T1616
- VIN:
- 3GCPDCEK4PG172875
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
23,178 mi
Shelby, NC
92 mi away
Fair Deal
$40,598
- 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 $886 shipping
Fair Deal
$31,682
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,738
- Stock #:
- N26570B
- VIN:
- 3GCUDCED6RG304963
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,738 mi
Fuquay Varina, NC
91 mi away
Good Deal
$42,685
- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 21,000
- Stock #:
- H7616A
- VIN:
- 3GCUKCE8XSG249254
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,000 mi
Martinsville, VA
44 mi away
Great Deal
$40,593
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 43,918
- Stock #:
- NG110407
- VIN:
- 3GCPYCEK0NG110407
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
43,918 mi
Raleigh, NC
95 mi away
Great Deal
$33,502
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Winston Salem, NC?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,507.36. The average price has decreased by -2% since last year. The 198 for sale near Winston Salem, NC on CarGurus, range from $20,995 to $65,813 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Winston Salem, NC have no reported accidents or damage?
178 out of 198 for sale near Winston Salem, NC 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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