Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearWaddy, KY
213 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:
- 310 hp 2.7L I4
- Exterior color:
- Ash
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,507
- Stock #:
- B9535
- VIN:
- 3GCPDCEK7RG192489
Sponsored by Rod Hatfield CDJR Frankfort
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,507 mi
Frankfort, KY
16 mi away
Fair Deal
$36,812
- 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:
- Slate Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,047
- Stock #:
- 101714A
- VIN:
- 3GCUKCED4SG118463
Sponsored Listing
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,047 mi
Georgetown, KY
31 mi away
Good Deal
$41,186
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 33,916
- Stock #:
- CHE324
- VIN:
- 1GCPYCEH2MZ186231
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,916 mi
Eminence, KY
18 mi away
Great Deal
$30,694
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 33,916
- Stock #:
- CHE324
- VIN:
- 1GCPYCEH2MZ186231
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,916 mi
Eminence, KY
18 mi away
Great Deal
$30,694
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 96,248
- Stock #:
- PR9699
- VIN:
- 1GCPYCEF3MZ268919
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
96,248 mi
Lexington, KY
34 mi away
Fair Deal
$29,516
- 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
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,297 mi
Home delivery from Bend, OR
Price includes $3,818 shipping
Fair Deal
$33,781
- 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:
- Red Hot
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,875
- Stock #:
- R6460
- VIN:
- 3GCPDCEK9PG137006
Price drop
-$872
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,875 mi
Lexington, KY
34 mi away
Good Deal
$35,686
$34,814
- 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:
- 52,743
- Stock #:
- P10012
- VIN:
- 3GCPYCEKXNG110012
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
52,743 mi
Nicholasville, KY
33 mi away
Great Deal
$30,747
- 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:
- 182,786
- Stock #:
- F16587
- VIN:
- 1GCPYCEF4KZ234422
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
182,786 mi
Louisville, KY
29 mi away
Good Deal
$18,449
- 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 $747 shipping
Fair Deal
$31,232
- 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:
- Ash
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,507
- Stock #:
- B9535
- VIN:
- 3GCPDCEK7RG192489
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,507 mi
Frankfort, KY
16 mi away
Fair Deal
$36,812
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 90,269
- Stock #:
- 12-5041
- VIN:
- 1GCPYCEF9KZ342034
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
90,269 mi
Home delivery from El Paso, IL
Price includes $417 shipping
Fair Deal
$27,766
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 95,901
- Stock #:
- 110261TK
- VIN:
- 1GCPYCEF9LZ110261
Price drop
-$840
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,901 mi
Home delivery from Noblesville, IN
Price includes $213 shipping
Good Deal
$26,366
$25,526
- 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
Home delivery from Raleigh, NC
Price includes $972 shipping
Fair Deal
$35,672
- 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:
- 48,835
- Stock #:
- P224269
- VIN:
- 1GCPYCEK3NZ224269
Price drop
-$5,983
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
48,835 mi
Home delivery from Hendersonville, NC
Free home delivery
Great Deal
$37,408
$31,425
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,055
- Stock #:
- 26-2836A
- VIN:
- 3GCPYCEK3NG124818
Price drop
-$1,594
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,055 mi
Louisville, KY
27 mi away
Great Deal
$32,009
$30,415
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,000
- VIN:
- 3GCPYCEL8NG165793
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
70,000 mi
Home delivery from Cincinnati, OH
Price includes $82 shipping
Good Deal
$32,427
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 30,723
- Stock #:
- CC2036
- VIN:
- 3GCPDCEK8RG179394
Price drop
-$1,259
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
30,723 mi
Home delivery from Avon, IN
Price includes $201 shipping
Good Deal
$38,807
$37,808
- 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
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 62,775
- Stock #:
- 5019
- VIN:
- 1GCPYCEF0LZ168095
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
62,775 mi
Home delivery from Burton, MI
Price includes $344 shipping
Great Deal
$29,244
- 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:
- 116,781
- Stock #:
- T10604
- VIN:
- 1GCPYCEF3LZ281264
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
116,781 mi
Home delivery from North Canton, OH
Price includes $411 shipping
Fair Deal
$25,775
- 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:
- 92,932
- Stock #:
- VC26183
- VIN:
- 1GCPYCEFXKZ269806
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
92,932 mi
Home delivery from Hicksville, OH
Price includes $278 shipping
Fair Deal
$27,392
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Summit White
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 50,382
- Stock #:
- C16133A
- VIN:
- 3GCPYCEK7NG140231
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
50,382 mi
Home delivery from North Pekin, IL
Price includes $294 shipping
Good Deal
$32,670
- 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 $950 shipping
Fair Deal
$39,874
- 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:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 96,248
- Stock #:
- PR9699
- VIN:
- 1GCPYCEF3MZ268919
Sponsored Listing
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
96,248 mi
Lexington, KY
34 mi away
Fair Deal
$29,516
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Waddy, KY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,279.15. The average price has decreased by -3.5% since last year. The 213 for sale near Waddy, KY on CarGurus, range from $18,449 to $64,320 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Waddy, KY have no reported accidents or damage?
198 out of 213 for sale near Waddy, KY 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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