Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Kentucky
184 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:
- 355 hp 5.3L V8
- Exterior color:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,574
- Stock #:
- R4186
- VIN:
- 3GCUDCED8RG155777
Sponsored by Bob Poynter Chevrolet Buick GMC
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
65,574 mi
Seymour, IN
49 mi away
Fair Deal
$39,261
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 104,046
- Stock #:
- S09314
- VIN:
- 1GCRYCEF4KZ274136
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
104,046 mi
Salem, IN
28 mi away
Fair Deal
$26,240
- 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:
- Glacier Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,571
- Stock #:
- UCP1784
- VIN:
- 3GCPDCEK7RG246485
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
18,571 mi
Carrollton, KY
43 mi away
Fair Deal
$42,746
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8,506
- Stock #:
- P1822
- VIN:
- 3GCPKCEK0SG333141
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,506 mi
Home delivery from Brodheadsville, PA
Price includes $1,162 shipping
Fair Deal
$44,650
- 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
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 104,046
- Stock #:
- S09314
- VIN:
- 1GCRYCEF4KZ274136
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
104,046 mi
Salem, IN
28 mi away
Fair Deal
$26,240
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 46,365
- Stock #:
- P1208
- VIN:
- 1GCPYCEF9MZ293789
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,365 mi
Home delivery from Middlesboro, KY
Price includes $316 shipping
Fair Deal
$35,915
- 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:
- Gray
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,122
- Stock #:
- 406-B598
- VIN:
- 1GCPYCEF5KZ375743
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
69,122 mi
Home delivery from Huntington, IN
Price includes $546 shipping
Good Deal
$29,745
- 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:
- 51,023
- Stock #:
- SU2056
- VIN:
- 3GCUKCED0SG180328
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
51,023 mi
Home delivery from Little Rock, AR
Price includes $896 shipping
Fair Deal
$41,420
- 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:
- Dark Ash Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,405
- Stock #:
- N26269A
- VIN:
- 3GCPDCEK1RG417747
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
41,405 mi
Home delivery from Norwalk, OH
Price includes $398 shipping
Good Deal
$38,336
- 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
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,453 mi
Home delivery from Hicksville, OH
Price includes $272 shipping
Great Deal
$31,228
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 69,041
- Stock #:
- K26986A
- VIN:
- 1GCRYCEF8KZ326786
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
69,041 mi
Home delivery from Ashland, KY
Price includes $507 shipping
Good Deal
$29,790
- 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:
- Blue
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 22,873
- Stock #:
- 402210
- VIN:
- 3GCPDCEK4RG402210
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,873 mi
Home delivery from Orlando, FL
Price includes $718 shipping
Fair Deal
$43,105
- 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:
- Northsky Blue Metallic
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 140,247
- Stock #:
- 286061
- VIN:
- 1GCRYCEF4KZ286061
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
140,247 mi
Home delivery from Houston, TX
Price includes $1,006 shipping
Fair Deal
$21,651
- 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:
- Gray
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 21,670
- Stock #:
- F22566B
- VIN:
- 3GCUKCED2SG203429
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
21,670 mi
Home delivery from Parkersburg, WV
Price includes $352 shipping
Fair Deal
$45,894
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 115,088
- Stock #:
- 144370
- VIN:
- 1GCPYCEF5KZ345870
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
115,088 mi
Home delivery from Fredericksburg, VA
Price includes $668 shipping
Fair Deal
$28,564
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red
- Fuel type:
- Diesel
- Interior color:
- Black
- Mileage:
- 110,590
- Stock #:
- 301317
- VIN:
- 3GCUDCE84PG301317
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
110,590 mi
Home delivery from Euless, TX
Price includes $1,108 shipping
Great Deal
$29,326
- 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 $450 shipping
Fair Deal
$32,228
- 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:
- 12,609
- Stock #:
- 19575B
- VIN:
- 3GCPKCEK4SG354574
Price drop
-$1,000
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
12,609 mi
Home delivery from Marietta, GA
Price includes $460 shipping
Good Deal
$44,248
$43,248
- 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:
- 55,308
- Stock #:
- P1926
- VIN:
- 3GCPDCEK3PG208734
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,308 mi
Home delivery from Unadilla, GA
Price includes $648 shipping
Fair Deal
$37,949
- 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:
- 85,249
- Stock #:
- TG426194A2
- VIN:
- 1GCRYCEF1KZ293839
New arrival
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
85,249 mi
Home delivery from Plainfield, IN
Price includes $364 shipping
Fair Deal
$28,494
- 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:
- 33,293
- Stock #:
- MX4598
- VIN:
- 1GCPYCEF4MZ232253
Price drop
-$1,229
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,293 mi
Home delivery from Michigan Center, MI
Price includes $513 shipping
Good Deal
$36,782
$35,553
- 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 $773 shipping
Great Deal
$35,765
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Fuel type:
- Gasoline
- Mileage:
- 97,494
- Stock #:
- AP001168
- VIN:
- 1GCPYCEL9MZ130212
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
97,494 mi
Home delivery from Fairfax, VA
Price includes $461 shipping
Great Deal
$30,446
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,042
- Stock #:
- UCP1843
- VIN:
- 3GCUKCED7SG119803
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,042 mi
Carrollton, KY
43 mi away
Fair Deal
$47,399
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Kentucky?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,838.96. The average price has decreased by -0.7% since last year. The 183 for sale near Kentucky on CarGurus, range from $21,651 to $67,453 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Kentucky have no reported accidents or damage?
170 out of 183 for sale near Kentucky 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.
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Chevrolet Silverado 1500 LT in KentuckyChevrolet Silverado 1500 RST in KentuckyChevrolet Silverado 1500 LTZ in KentuckyChevrolet Silverado 1500 LT Trail Boss in KentuckyChevrolet Silverado 1500 LT1 in KentuckyChevrolet Silverado 1500 Custom in KentuckyChevrolet Silverado 1500 High Country in KentuckyChevrolet Silverado 1500 Custom Trail Boss in KentuckyChevrolet Silverado 1500 Work Truck in Kentucky
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