Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearLedbetter, KY
183 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:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,087
- Stock #:
- 26GT291A
- VIN:
- 3GCUDCE85PG278582
Price drop
-$2,003
Sponsored by Peppers Chevrolet GMC
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,087 mi
Paris, TN
52 mi away
Good Deal
$42,389
$40,386
- 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/Graystone
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,180
- Stock #:
- D0991
- VIN:
- 3GCPDCEK8NG569891
New arrival
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
83,180 mi
Clarksville, TN
72 mi away
Fair Deal
$31,487
- 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:
- Red Hot
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,874
- Stock #:
- NG637139F
- VIN:
- 3GCPDCEDXNG637139
New arrival
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
33,874 mi
Mount Vernon, IN
69 mi away
Fair Deal
$39,998
- 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 $3,546 shipping
Fair Deal
$33,509
- 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 $386 shipping
Good Deal
$27,735
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,020
- Stock #:
- 93822
- VIN:
- 3GCPKCEK2SG193822
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
54,020 mi
Home delivery from Nashville, TN
Price includes $192 shipping
Good Deal
$36,172
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 35,087
- Stock #:
- 26GT291A
- VIN:
- 3GCUDCE85PG278582
Price drop
-$2,003
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
35,087 mi
Paris, TN
52 mi away
Good Deal
$42,389
$40,386
- 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 $584 shipping
Good Deal
$31,069
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 127,135
- Stock #:
- PN532854A
- VIN:
- 3GCPYCEH0KG135095
Price drop
-$900
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
127,135 mi
Madisonville, KY
58 mi away
Good Deal
$24,299
$23,399
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 46,820
- Stock #:
- 16017
- VIN:
- 3GCPKCEKXSG328917
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
46,820 mi
Home delivery from Smithfield, NC
Price includes $1,148 shipping
Fair Deal
$39,247
- 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:
- 102,183
- Stock #:
- T261117A
- VIN:
- 1GCPYCEF0KZ256997
2019 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
102,183 mi
Clarksville, TN
71 mi away
Fair Deal
$27,872
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 71,342
- Stock #:
- 81060
- VIN:
- 3GCPYCEFXMG481060
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
71,342 mi
Home delivery from Brentwood, TN
Price includes $208 shipping
Fair Deal
$32,607
- 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 $556 shipping
Good Deal
$39,680
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 31,295
- Stock #:
- SG211397
- VIN:
- 3GCUKCED0SG211397
New arrival
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
31,295 mi
Home delivery from Benton, AR
Price includes $347 shipping
Good Deal
$41,774
- 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 $248 shipping
Good Deal
$32,911
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 80,648
- Stock #:
- T4924A
- VIN:
- 1GCPYCEF5MZ257260
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
80,648 mi
Home delivery from Eaton, OH
Price includes $416 shipping
Good Deal
$31,802
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 96,500
- Stock #:
- 90632A
- VIN:
- 1GCPYCELXNZ114425
Price drop
-$1,334
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
96,500 mi
Home delivery from Columbia, TN
Price includes $127 shipping
Good Deal
$31,958
$30,624
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 95,486
- Stock #:
- 291253U
- VIN:
- 1GCPYCELXMZ383541
New arrival
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,486 mi
Home delivery from Columbia, TN
Price includes $127 shipping
Fair Deal
$30,967
- 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:
- 32,017
- Stock #:
- 8T617F
- VIN:
- 3GCUDCED3RG201855
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
32,017 mi
Home delivery from Scottsboro, AL
Price includes $322 shipping
Good Deal
$42,782
- 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 $327 shipping
Great Deal
$38,933
$37,934
- 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:
- 1,112
- Stock #:
- P6707
- VIN:
- 3GCUKCED6TG236399
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
1,112 mi
Home delivery from Alpharetta, GA
Price includes $311 shipping
Great Deal
$47,251
- 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:
- Cypress Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,503
- Stock #:
- P32548A
- VIN:
- 3GCPKCEK0SG355639
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
22,503 mi
Du Quoin, IL
79 mi away
Good Deal
$40,977
- 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 $374 shipping
Good Deal
$26,527
$25,686
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 56,479
- Stock #:
- C10874A
- VIN:
- 3GCPDCED2NG674427
Price drop
-$1,400
Sponsored Listing
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
56,479 mi
Cape Girardeau, MO
63 mi away
Good Deal
$37,249
$35,849
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Ledbetter, KY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,357.42. The average price has decreased by -2.9% since last year. The 174 for sale near Ledbetter, KY on CarGurus, range from $20,950 to $64,469 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Ledbetter, KY have no reported accidents or damage?
148 out of 174 for sale near Ledbetter, 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.
Relevant articles
CarGurus Editorial Team
Best Cars for New Parents
Discover the best family cars for first-time parents in 2025, accounting for door access, car seat compatibility, and other real-world considerations new parents will want to keep in mind.
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
CarGurus Editorial Team
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Ledbetter KYChevrolet Silverado 1500 RST in Ledbetter KYChevrolet Silverado 1500 LTZ in Ledbetter KYChevrolet Silverado 1500 LT Trail Boss in Ledbetter KYChevrolet Silverado 1500 LT1 in Ledbetter KYChevrolet Silverado 1500 Custom in Ledbetter KYChevrolet Silverado 1500 High Country in Ledbetter KYChevrolet Silverado 1500 Custom Trail Boss in Ledbetter KYChevrolet Silverado 1500 Work Truck in Ledbetter KY
Chevrolet Silverado 1500 in Paducah KYChevrolet Silverado 1500 in Cape Girardeau MOChevrolet Silverado 1500 in Carbondale ILChevrolet Silverado 1500 in Clarksville TNChevrolet Silverado 1500 in Evansville INChevrolet Silverado 1500 in Owensboro KYChevrolet Silverado 1500 in Jackson TNChevrolet Silverado 1500 in Cross State TNChevrolet Silverado 1500 in Nashville TN
Chevrolet Silverado 1500 in Ledbetter KYOld Chevy Trucks for Sale in Ledbetter KYClassic Muscle Cars for Sale in Ledbetter KYChevrolet Trucks For Sale in Ledbetter KYCheap Muscle Cars for Sale in Ledbetter KYWork Trucks for Sale in Ledbetter KYReliable Cars For Sale in Ledbetter KYAmerican Made Trucks For Sale in Ledbetter KYBest Pickup Trucks For Sale in Ledbetter KYBest Cars Under $5,000 For Sale in Ledbetter KY
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in LedbetterUsed SUVs / Crossovers for Sale with Low Mileage in LedbetterUsed Hatchbacks for Sale with Low Mileage in LedbetterUsed Convertibles for Sale with Low Mileage in LedbetterUsed Vans for Sale with Low Mileage in LedbetterUsed Minivans for Sale with Low Mileage in LedbetterUsed Pickup Trucks for Sale with Low Mileage in LedbetterUsed Coupes for Sale with Low Mileage in LedbetterUsed Wagons for Sale with Low Mileage in Ledbetter
