Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWindsor, NC
206 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 18,645
- Stock #:
- SG290116A
- VIN:
- 3GCUKCED9SG290116
New arrival
Sponsored by Priority Honda Chesapeake
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,645 mi
Chesapeake, VA
65 mi away
Fair Deal
$46,042
- 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
- Mileage:
- 54,367
- Stock #:
- BF2479
- VIN:
- 1GCPYCEL8NZ133782
Price drop
-$919
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,367 mi
Williamsburg, VA
94 mi away
Good Deal
$34,718
$33,799
- 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:
- 19,852
- Stock #:
- N0725A
- VIN:
- 3GCPKCEK5SG373487
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,852 mi
New Bern, NC
65 mi away
Good Deal
$40,897
- 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:
- 52,310
- Stock #:
- DT9C00066B
- VIN:
- 3GCPDCEK1RG286951
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,310 mi
Wake Forest, NC
95 mi away
Fair Deal
$37,100
- 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:
- 102,679
- Stock #:
- 6961
- VIN:
- 3GCUDCET0NG555740
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,679 mi
Oxford, NC
95 mi away
Fair Deal
$30,387
- 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 $478 shipping
Good Deal
$43,489
- 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
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,987 mi
Home delivery from Lexington, NC
Price includes $190 shipping
Good Deal
$39,445
- 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
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,581
- Stock #:
- Z1309B
- VIN:
- 3GCUDCED8RG225648
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
17,581 mi
Zebulon, NC
78 mi away
Good Deal
$43,944
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Cypress
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,898
- Stock #:
- CU63439
- VIN:
- 3GCUKCE85SG173717
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,898 mi
Newport News, VA
79 mi away
Good Deal
$47,069
- 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:
- 117,261
- Stock #:
- 303419
- VIN:
- 1GCPYCEFXKZ303419
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
117,261 mi
Norfolk, VA
73 mi away
Fair Deal
$25,799
- 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:
- 30,000
- Stock #:
- 3015749X
- VIN:
- 3GCPDCEK1NG607137
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,000 mi
Raleigh, NC
95 mi away
Good Deal
$34,700
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 4,297
- Stock #:
- WNV5556C
- VIN:
- 3GCPKCEK6TG192058
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
4,297 mi
Home delivery from Jacksonville, FL
Price includes $478 shipping
Fair Deal
$47,768
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,868
- Stock #:
- 28210392
- VIN:
- 3GCPDCEK2PG188511
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,868 mi
Store transfer to Winterville, NC
Price includes $1,499 shipping
Good Deal
$37,497
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,852
- Stock #:
- N0725A
- VIN:
- 3GCPKCEK5SG373487
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,852 mi
New Bern, NC
65 mi away
Good Deal
$40,897
- 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 $4,758 shipping
Fair Deal
$34,721
- 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:
- Cypress Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,243
- Stock #:
- P8408
- VIN:
- 3GCPKCEK2TG117034
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
16,243 mi
New Bern, NC
62 mi away
Fair Deal
$44,301
- 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 $1,041 shipping
Fair Deal
$31,416
- 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:
- BURGANDY
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 99,258
- Stock #:
- 153779
- VIN:
- 1GCPYCEF8MZ153779
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,258 mi
Home delivery from Wilmington, NC
Price includes $188 shipping
Good Deal
$28,776
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 72,173
- Stock #:
- PC10985
- VIN:
- 3GCPDCEDXNG581252
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
72,173 mi
Chester, VA
98 mi away
Fair Deal
$34,220
- 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:
- 20,702
- Stock #:
- 14633P
- VIN:
- 1GCPYCEF3MZ265843
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,702 mi
Home delivery from Fredericksburg, VA
Price includes $246 shipping
Fair Deal
$37,595
- 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:
- Summit White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 49,954
- Stock #:
- P35037
- VIN:
- 1GCPYCEF3MZ377848
Price drop
-$1,132
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,954 mi
Norfolk, VA
73 mi away
Good Deal
$35,426
$34,294
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 60,943
- Stock #:
- 29517
- VIN:
- 1GCPYCEKXNZ109832
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,943 mi
Home delivery from Cambridge, OH
Price includes $568 shipping
Good Deal
$30,546
- 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
Price drop
-$1,000
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,918 mi
Home delivery from Blackwood, NJ
Price includes $282 shipping
Great Deal
$34,064
$33,064
- 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:
- 75,661
- Stock #:
- HT23501
- VIN:
- 3GCPYCEK1NG123358
New arrival
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,661 mi
Newport News, VA
83 mi away
Fair Deal
$32,494
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Windsor, NC?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,096.69. The average price has decreased by -4.5% since last year. The 182 for sale near Windsor, NC on CarGurus, range from $18,868 to $63,657 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Windsor, NC have no reported accidents or damage?
160 out of 182 for sale near Windsor, 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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