Used Chevrolet Silverado 1500 Custom Trail Boss for Sale nearLexington, KY
248 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:
- Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,253
- Stock #:
- S0381
- VIN:
- 3GCUDCEDXPG290823
Sponsored by Jake Sweeney Chevrolet
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
25,253 mi
Cincinnati, OH
86 mi away
Fair Deal
$42,386
- 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:
- Brown (Tan)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 6,843
- Stock #:
- 31TG174308T1
- VIN:
- 3GCUKCED6TG174308
Price drop
-$4,238
Sponsored Listing
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
6,843 mi
Clarksville, IN
71 mi away
Good Deal
$49,828
$45,590
- 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
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,507 mi
Frankfort, KY
20 mi away
Fair Deal
$36,812
- 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 $3,880 shipping
Fair Deal
$33,843
- 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
2 mi away
Fair Deal
$29,516
- 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 $327 shipping
Fair Deal
$36,307
- 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
62 mi away
Good Deal
$18,449
- 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:
- 60,685
- Stock #:
- MZ321296
- VIN:
- 1GCPYCEF7MZ321296
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
60,685 mi
Cincinnati, OH
87 mi away
Good Deal
$33,048
- 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:
- 39,306
- Stock #:
- AT6263
- VIN:
- 1GCPYCEFXMZ368466
2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
39,306 mi
West Chester, OH
88 mi away
Fair Deal
$36,393
- 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 $767 shipping
Fair Deal
$31,252
- 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:
- 1,532
- Stock #:
- 260136A
- VIN:
- 3GCUDCED4PG334766
New arrival
2023 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
1,532 mi
Lebanon, OH
98 mi away
Good Deal
$43,939
- 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 $323 shipping
Good Deal
$32,986
- 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
2 mi away
Good Deal
$35,686
$34,814
- 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
Hazard, KY
92 mi away
Good Deal
$22,499
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 26,321
- Stock #:
- 261368B
- VIN:
- 3GCPDCEK3RG367076
Price drop
-$3,558
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
26,321 mi
Home delivery from Lithia Springs, GA
Price includes $444 shipping
Great Deal
$39,956
$36,398
- 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 $218 shipping
Fair Deal
$32,049
$30,715
- 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
11 mi away
Great Deal
$30,747
- 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 $895 shipping
Fair Deal
$36,195
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 137,800
- Stock #:
- 1017
- VIN:
- 3GCPYCEKXNG192131
Price drop
-$3,200
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
137,800 mi
Home delivery from Marietta, GA
Price includes $426 shipping
Fair Deal
$27,426
$24,226
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,987
- Stock #:
- 30079
- VIN:
- 3GCPKCEKXSG270842
Price drop
-$2,288
2025 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
20,987 mi
Home delivery from Lexington, NC
Price includes $276 shipping
Good Deal
$42,463
$40,175
- 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 $1,192 shipping
Great Deal
$29,636
- 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
New arrival
2024 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
53,507 mi
Frankfort, KY
20 mi away
Fair Deal
$36,812
- 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 $177 shipping
Fair Deal
$31,563
- 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
2 mi away
Fair Deal
$38,804
FAQs
How much does the Chevrolet Silverado 1500 Custom Trail Boss cost in Lexington, KY?
The average Chevrolet Silverado 1500 Custom Trail Boss costs about $26,317.30. The average price has decreased by -3.2% since last year. The 221 for sale near Lexington, KY on CarGurus, range from $20,663 to $64,878 in price.
How many Chevrolet Silverado 1500 Custom Trail Boss vehicles in Lexington, KY have no reported accidents or damage?
208 out of 221 for sale near Lexington, 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 Lexington KYChevrolet Silverado 1500 RST in Lexington KYChevrolet Silverado 1500 LTZ in Lexington KYChevrolet Silverado 1500 LT Trail Boss in Lexington KYChevrolet Silverado 1500 LT1 in Lexington KYChevrolet Silverado 1500 Custom in Lexington KYChevrolet Silverado 1500 High Country in Lexington KYChevrolet Silverado 1500 Custom Trail Boss in Lexington KYChevrolet Silverado 1500 Work Truck in Lexington KY
Chevrolet Silverado 1500 in London KYChevrolet Silverado 1500 in Louisville KYChevrolet Silverado 1500 in Cincinnati OHChevrolet Silverado 1500 in Columbus INChevrolet Silverado 1500 in Huntington WVChevrolet Silverado 1500 in Dayton OHChevrolet Silverado 1500 in Bowling Green KYChevrolet Silverado 1500 in Bloomington INChevrolet Silverado 1500 in Jasper IN
Chevrolet Silverado 1500 in Lexington KYOld Chevy Trucks for Sale in Lexington KYClassic Muscle Cars for Sale in Lexington KYChevrolet Trucks For Sale in Lexington KYCheap Muscle Cars for Sale in Lexington KYWork Trucks for Sale in Lexington KYReliable Cars For Sale in Lexington KYAmerican Made Trucks For Sale in Lexington KYBest Pickup Trucks For Sale in Lexington KYBest Cars Under $5,000 For Sale in Lexington 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 LexingtonUsed SUVs / Crossovers for Sale with Low Mileage in LexingtonUsed Hatchbacks for Sale with Low Mileage in LexingtonUsed Convertibles for Sale with Low Mileage in LexingtonUsed Vans for Sale with Low Mileage in LexingtonUsed Minivans for Sale with Low Mileage in LexingtonUsed Pickup Trucks for Sale with Low Mileage in LexingtonUsed Coupes for Sale with Low Mileage in LexingtonUsed Wagons for Sale with Low Mileage in Lexington
