Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWinslow, IN
203 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 49,226
- Stock #:
- 234370
- VIN:
- 3GCUDCE85RG306562
Sponsored by Auto House Superstore Inc.
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,226 mi
Terre Haute, IN
75 mi away
Fair Deal
$39,998
- 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:
- 29,804
- Stock #:
- T12684
- VIN:
- 3GCUDCED2PG335897
New arrival
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,804 mi
Scottsburg, IN
79 mi away
Good Deal
$40,150
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,678
- Stock #:
- BP4947
- VIN:
- 3GCUKCED2SG118140
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,678 mi
Brazil, IN
79 mi away
Fair Deal
$42,744
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $1,413 shipping
Fair Deal
$34,408
- 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
Home delivery from Monroe, LA
Price includes $489 shipping
Fair Deal
$29,879
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 142,906
- Stock #:
- 43113
- VIN:
- 1GCRYCEF8LZ227855
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
142,906 mi
Home delivery from Springfield, IL
Price includes $161 shipping
Good Deal
$20,534
- 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
Home delivery from Buford, GA
Price includes $1,218 shipping
Good Deal
$36,543
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 136,182
- Stock #:
- T2610529
- VIN:
- 3GCPYCEF4LG198524
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
136,182 mi
Terre Haute, IN
74 mi away
Fair Deal
$24,761
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,678
- Stock #:
- BP4947
- VIN:
- 3GCUKCED2SG118140
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,678 mi
Brazil, IN
79 mi away
Fair Deal
$42,744
- 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
Home delivery from Dallas, TX
Price includes $664 shipping
Good Deal
$27,389
- 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
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,471 mi
Home delivery from Reidsville, NC
Price includes $613 shipping
Good Deal
$44,462
- 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
Home delivery from Corsicana, TX
Price includes $1,014 shipping
Good Deal
$32,120
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 39,306
- Stock #:
- AT6263
- VIN:
- 1GCPYCEFXMZ368466
Price drop
-$889
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,306 mi
Home delivery from West Chester, OH
Price includes $205 shipping
Good Deal
$34,491
$33,602
- 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:
- 60,122
- Stock #:
- T26986A
- VIN:
- 3GCUKCED7SG351348
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,122 mi
Home delivery from London, OH
Price includes $340 shipping
Good Deal
$37,680
- 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:
- 106,418
- Stock #:
- SS1632
- VIN:
- 1GCRYCEF4KZ403413
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
106,418 mi
Home delivery from Indianapolis, IN
Price includes $159 shipping
Good Deal
$23,926
- 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:
- Oxford Brown Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 99,061
- Stock #:
- TMG454384
- VIN:
- 3GCPYCEF0MG454384
Price drop
-$1,533
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,061 mi
Home delivery from Cleveland, TN
Price includes $1,036 shipping
Fair Deal
$29,671
$28,138
- 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:
- 106,643
- Stock #:
- 1P1142
- VIN:
- 1GCPYCEK3NZ120672
Price drop
-$1,878
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
106,643 mi
Camby, IN
98 mi away
Fair Deal
$28,152
$26,274
- 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 #:
- 3U1804
- VIN:
- 1GCPYCEK4NZ172683
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,747 mi
Home delivery from Lenoir, NC
Price includes $371 shipping
Good Deal
$31,350
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,294
- Stock #:
- B10655A
- VIN:
- 1GCPYCEL1MZ352307
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,294 mi
Home delivery from Birmingham, AL
Price includes $341 shipping
Good Deal
$32,730
- 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:
- 29,804
- Stock #:
- T12684
- VIN:
- 3GCUDCED2PG335897
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,804 mi
Scottsburg, IN
79 mi away
Good Deal
$40,150
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2,051
- Stock #:
- C39518
- VIN:
- 3GCUKCED3TG336539
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
2,051 mi
Home delivery from Cincinnati, OH
Price includes $320 shipping
Good Deal
$45,718
- 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:
- 75,367
- Stock #:
- 24242
- VIN:
- 1GCPYCEF3MZ198984
Price drop
-$1,597
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,367 mi
Home delivery from Blue Springs, MO
Price includes $770 shipping
Good Deal
$31,734
$30,757
- 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:
- 27,698
- Stock #:
- A18478N
- VIN:
- 1GCPYCEF9MZ273798
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,698 mi
Home delivery from Saint Charles, MO
Price includes $182 shipping
Fair Deal
$35,703
- 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:
- 7,928
- Stock #:
- BP5033
- VIN:
- 3GCPKCEK0SG133893
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,928 mi
Brazil, IN
79 mi away
Fair Deal
$42,914
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 49,226
- Stock #:
- 234370
- VIN:
- 3GCUDCE85RG306562
Sponsored by Auto House Superstore Inc.
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,226 mi
Terre Haute, IN
75 mi away
Fair Deal
$39,998
- 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:
- 29,804
- Stock #:
- T12684
- VIN:
- 3GCUDCED2PG335897
New arrival
Sponsored Listing
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,804 mi
Scottsburg, IN
79 mi away
Good Deal
$40,150
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,678
- Stock #:
- BP4947
- VIN:
- 3GCUKCED2SG118140
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,678 mi
Brazil, IN
79 mi away
Fair Deal
$42,744
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 41,657
- Stock #:
- 20325
- VIN:
- 1GCPYCEF4MZ289181
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,657 mi
Home delivery from Mesa, AZ
Price includes $1,413 shipping
Fair Deal
$34,408
- 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
Home delivery from Monroe, LA
Price includes $489 shipping
Fair Deal
$29,879
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 142,906
- Stock #:
- 43113
- VIN:
- 1GCRYCEF8LZ227855
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
142,906 mi
Home delivery from Springfield, IL
Price includes $161 shipping
Good Deal
$20,534
- 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
Home delivery from Buford, GA
Price includes $1,218 shipping
Good Deal
$36,543
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 136,182
- Stock #:
- T2610529
- VIN:
- 3GCPYCEF4LG198524
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
136,182 mi
Terre Haute, IN
74 mi away
Fair Deal
$24,761
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,678
- Stock #:
- BP4947
- VIN:
- 3GCUKCED2SG118140
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,678 mi
Brazil, IN
79 mi away
Fair Deal
$42,744
- 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
Home delivery from Dallas, TX
Price includes $664 shipping
Good Deal
$27,389
- 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
New arrival
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,471 mi
Home delivery from Reidsville, NC
Price includes $613 shipping
Good Deal
$44,462
- 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
Home delivery from Corsicana, TX
Price includes $1,014 shipping
Good Deal
$32,120
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 39,306
- Stock #:
- AT6263
- VIN:
- 1GCPYCEFXMZ368466
Price drop
-$889
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,306 mi
Home delivery from West Chester, OH
Price includes $205 shipping
Good Deal
$34,491
$33,602
- 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:
- 60,122
- Stock #:
- T26986A
- VIN:
- 3GCUKCED7SG351348
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,122 mi
Home delivery from London, OH
Price includes $340 shipping
Good Deal
$37,680
- 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:
- 106,418
- Stock #:
- SS1632
- VIN:
- 1GCRYCEF4KZ403413
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
106,418 mi
Home delivery from Indianapolis, IN
Price includes $159 shipping
Good Deal
$23,926
- 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:
- Oxford Brown Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 99,061
- Stock #:
- TMG454384
- VIN:
- 3GCPYCEF0MG454384
Price drop
-$1,533
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
99,061 mi
Home delivery from Cleveland, TN
Price includes $1,036 shipping
Fair Deal
$29,671
$28,138
- 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:
- 106,643
- Stock #:
- 1P1142
- VIN:
- 1GCPYCEK3NZ120672
Price drop
-$1,878
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
106,643 mi
Camby, IN
98 mi away
Fair Deal
$28,152
$26,274
- 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 #:
- 3U1804
- VIN:
- 1GCPYCEK4NZ172683
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,747 mi
Home delivery from Lenoir, NC
Price includes $371 shipping
Good Deal
$31,350
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,294
- Stock #:
- B10655A
- VIN:
- 1GCPYCEL1MZ352307
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,294 mi
Home delivery from Birmingham, AL
Price includes $341 shipping
Good Deal
$32,730
- 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:
- 29,804
- Stock #:
- T12684
- VIN:
- 3GCUDCED2PG335897
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
29,804 mi
Scottsburg, IN
79 mi away
Good Deal
$40,150
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2,051
- Stock #:
- C39518
- VIN:
- 3GCUKCED3TG336539
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
2,051 mi
Home delivery from Cincinnati, OH
Price includes $320 shipping
Good Deal
$45,718
- 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:
- 75,367
- Stock #:
- 24242
- VIN:
- 1GCPYCEF3MZ198984
Price drop
-$1,597
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
75,367 mi
Home delivery from Blue Springs, MO
Price includes $770 shipping
Good Deal
$31,734
$30,757
- 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:
- 27,698
- Stock #:
- A18478N
- VIN:
- 1GCPYCEF9MZ273798
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
27,698 mi
Home delivery from Saint Charles, MO
Price includes $182 shipping
Fair Deal
$35,703
- 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:
- 7,928
- Stock #:
- BP5033
- VIN:
- 3GCPKCEK0SG133893
New arrival
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
7,928 mi
Brazil, IN
79 mi away
Fair Deal
$42,914
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Winslow, IN?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,867.59. The average price has decreased by -5.3% since last year. The 188 for sale near Winslow, IN on CarGurus, range from $20,533 to $59,285 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Winslow, IN have no reported accidents or damage?
153 out of 188 for sale near Winslow, IN 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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