Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Kapaa, HI
1,964 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:
- 355 hp 5.3L V8
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,087
- Stock #:
- 9536P
- VIN:
- 3GCUDCED1PG273246
Sponsored by Mike Castrucci Chevrolet
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,087 mi
Milford, OH
4,489 mi away
Good Deal
$39,177
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 59,609
- Stock #:
- W167457
- VIN:
- 1GCPYCEF3LZ167457
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,609 mi
West Valley City, UT
3,030 mi away
Good Deal
$31,627
- 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:
- 140,550
- Stock #:
- U729803A
- VIN:
- 1GCPYCEF3MZ252882
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
140,550 mi
Winter Haven, FL
4,792 mi away
Fair Deal
$25,919
- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 55,063
- Stock #:
- Y7269
- VIN:
- 1GCPYCEF3KZ428293
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,063 mi
Fort Madison, IA
4,104 mi away
Fair Deal
$31,128
- 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:
- Red
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 96,406
- Stock #:
- M12120
- VIN:
- 1GCPYCEF7MZ179788
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
96,406 mi
Tucson, AZ
3,030 mi away
Great Deal
$28,989
- 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:
- 146,735
- Stock #:
- 205243T
- VIN:
- 1GCPYCEFXLZ295243
Price drop
-$3,100
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
146,735 mi
St Anthony, ID
3,088 mi away
Good Deal
$24,305
$21,205
- 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:
- 88,583
- Stock #:
- 43952
- VIN:
- 1GCPYCEK0NZ156612
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
88,583 mi
Albany, NY
4,976 mi away
Great Deal
$28,175
- 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:
- 80,966
- Stock #:
- G1752A
- VIN:
- 1GCPYCEF7MZ380820
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,966 mi
Rochelle, IL
4,216 mi away
Good Deal
$30,759
- 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:
- 63,452
- Stock #:
- JP524
- VIN:
- 1GCPYCEF5MZ313987
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,452 mi
Ozark, MO
4,023 mi away
Fair Deal
$35,526
- 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:
- 55,918
- Stock #:
- EA19654B
- VIN:
- 3GCPDCEDXNG687376
Price drop
-$3,990
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,918 mi
Clermont, FL
4,782 mi away
Great Deal
$38,060
$34,070
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 130,684
- Stock #:
- UBR3052A
- VIN:
- 1GCPYCEF5MZ242242
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
130,684 mi
Blue Ridge, GA
4,537 mi away
Great Deal
$25,463
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 144,300
- Stock #:
- WEB497575
- VIN:
- 1GCPYCEF2MZ385973
Price drop
-$1,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
144,300 mi
Wichita, KS
3,796 mi away
Great Deal
$23,995
$22,995
- 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:
- 153,929
- Stock #:
- F2558197M
- VIN:
- 1GCRYCEF6KZ295103
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
153,929 mi
Watertown, CT
5,031 mi away
Fair Deal
$20,199
- 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:
- 56,969
- Stock #:
- 3927
- VIN:
- 1GCRYCEF9KZ249670
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
56,969 mi
Belford, NJ
5,001 mi away
Fair Deal
$29,673
- 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:
- Brown (Beige)
- Fuel type:
- Gasoline
- Mileage:
- 92,258
- Stock #:
- 26469A
- VIN:
- 3GCPDCED0NG648974
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,258 mi
Union City, GA
4,543 mi away
Fair Deal
$34,096
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,079
- Stock #:
- SG338349A
- VIN:
- 3GCPKCEK5SG338349
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
11,079 mi
Sanford, FL
4,801 mi away
Great Deal
$41,633
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 166,126
- Stock #:
- T26975A
- VIN:
- 1GCPYCEF2MZ333825
Price drop
-$3,000
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
166,126 mi
London, OH
4,525 mi away
Great Deal
$21,239
$18,239
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,512
- Stock #:
- 26MC126
- VIN:
- 1GCPYCEL9NZ163714
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,512 mi
Colorado Springs, CO
3,389 mi away
Good Deal
$38,097
- 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:
- 57,893
- Stock #:
- P265738A
- VIN:
- 1GCPYCEH9MZ310351
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
57,893 mi
Phoenix, AZ
2,967 mi away
Fair Deal
$32,939
- 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
- Transmission:
- Automatic
- Mileage:
- 142,190
- Stock #:
- A6054A
- VIN:
- 3GCPYCEF6MG288677
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
142,190 mi
Brookings, SD
3,824 mi away
Good Deal
$23,129
- 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:
- 8-Speed Automatic
- Mileage:
- 60,985
- Stock #:
- F0140AE
- VIN:
- 1GCPYCEK5NZ128658
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,985 mi
Columbiana, OH
4,655 mi away
Good Deal
$31,907
- 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:
- 45,023
- Stock #:
- C261376A
- VIN:
- 3GCUDCED7RG382118
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
45,023 mi
Pearland, TX
3,966 mi away
Good Deal
$39,515
- 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:
- 59,215
- Stock #:
- TPG324951
- VIN:
- 3GCUDCED4PG324951
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,215 mi
Sugar Land, TX
3,948 mi away
Good Deal
$37,781
- 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
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
113,720 mi
Newnan, GA
4,533 mi away
Fair Deal
$29,376
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