Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearSimpsonville, KY
212 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 95,605
- Stock #:
- P3497
- VIN:
- 1GCRYCEF3KZ183763
Sponsored Listing
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
95,605 mi
Georgetown, KY
44 mi away
Good Deal
$24,679
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 66,314
- Stock #:
- R7594
- VIN:
- 3GCUDCED5RG291378
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
66,314 mi
Lexington, KY
49 mi away
Fair Deal
$36,969
- 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
49 mi away
Fair Deal
$29,626
- 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:
- Brown
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 63,888
- Stock #:
- 215172
- VIN:
- 1GCPYCEH5MZ215172
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
63,888 mi
Lebanon, KY
44 mi away
Good Deal
$30,199
- 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 $278 shipping
Good Deal
$32,351
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 56,597
- Stock #:
- 26CL47378A
- VIN:
- 3GCUDCED3RG336740
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,597 mi
Home delivery from South Charleston, WV
Price includes $1,100 shipping
Fair Deal
$39,192
- 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
14 mi away
Good Deal
$17,697
- 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 $3,784 shipping
Fair Deal
$33,747
- 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
49 mi away
Great Deal
$29,647
- 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:
- 150,607
- Stock #:
- 7191A
- VIN:
- 1GCPYCEF2MZ255191
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
150,607 mi
Home delivery from Hazard, KY
Price includes $405 shipping
Good Deal
$22,304
- 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
-$1,500
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
59,055 mi
Louisville, KY
12 mi away
Great Deal
$30,415
$28,915
- 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 $742 shipping
Fair Deal
$31,117
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 112,851
- Stock #:
- 277362
- VIN:
- 3GCPYCEF5LG277362
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
112,851 mi
Home delivery from Columbus, OH
Price includes $344 shipping
Great Deal
$24,180
- 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
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
49,226 mi
Home delivery from Terre Haute, IN
Price includes $236 shipping
Fair Deal
$40,234
- 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 $745 shipping
Good Deal
$27,470
- 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:
- White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 95,605
- Stock #:
- P3497
- VIN:
- 1GCRYCEF3KZ183763
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
95,605 mi
Georgetown, KY
44 mi away
Good Deal
$24,679
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 19,054
- Stock #:
- 70253003
- VIN:
- 3GCPDCEKXRG335791
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
19,054 mi
Store transfer to Louisville, KY
Price includes $599 shipping
Good Deal
$37,597
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 153,736
- Stock #:
- G15037A
- VIN:
- 1GCPYCEF2LZ171175
New arrival
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
153,736 mi
Louisville, KY
19 mi away
Fair Deal
$22,065
- 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 $1,128 shipping
Good Deal
$32,243
- 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:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 32,641
- Stock #:
- MX5558
- VIN:
- 1GCPYCEF3MZ296638
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,641 mi
Home delivery from Louisville, TN
Price includes $326 shipping
Fair Deal
$35,681
- Year:
- 2019
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 83,299
- Stock #:
- G4453CB
- VIN:
- 1GCRYCEH0KZ256086
2019 Chevrolet Silverado 1500
Custom Trail Boss Double Cab 4WD
83,299 mi
Home delivery from Tallmadge, OH
Price includes $434 shipping
Good Deal
$25,168
- 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:
- 37,727
- Stock #:
- C260481A
- VIN:
- 3GCPDCEK6NG686093
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
37,727 mi
Home delivery from Columbus, OH
Price includes $255 shipping
Fair Deal
$35,252
- 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
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
34,047 mi
Georgetown, KY
44 mi away
Good Deal
$40,486
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 153,736
- Stock #:
- G15037A
- VIN:
- 1GCPYCEF2LZ171175
New arrival
Sponsored Listing
2020 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
153,736 mi
Louisville, KY
19 mi away
Fair Deal
$22,065
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Simpsonville, KY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $25,981.00. The average price has decreased by -5.2% since last year. The 213 for sale near Simpsonville, KY on CarGurus, range from $17,697 to $62,293 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Simpsonville, KY have no reported accidents or damage?
186 out of 213 for sale near Simpsonville, 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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