Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMidway, KY
453 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Summit White
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3,496
- Stock #:
- 289963
- VIN:
- 3GCUKFED2TG305686
Sponsored by Mike Castrucci Ford
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
3,496 mi
Milford, OH
76 mi away
Good Deal
$54,348
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 71,639
- Stock #:
- R8633
- VIN:
- 1GCPYFED5MZ399172
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
71,639 mi
Lexington, KY
15 mi away
Fair Deal
$35,926
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 18,009
- Stock #:
- S11442T-1
- VIN:
- 3GCUDFED6PG249770
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
18,009 mi
Salem, IN
78 mi away
Fair Deal
$47,690
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,004
- Stock #:
- R9751
- VIN:
- 3GCUDFED7RG362579
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
20,004 mi
Lexington, KY
15 mi away
Fair Deal
$50,527
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 172,976
- Stock #:
- KG183842
- VIN:
- 3GCPYFED0KG183842
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
172,976 mi
Somerset, KY
71 mi away
Fair Deal
$21,900
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,456
- Stock #:
- 260601B1
- VIN:
- 3GCUDFEL9PG248507
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
30,456 mi
Lebanon, OH
94 mi away
Good Deal
$44,839
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,426
- Stock #:
- 5307A
- VIN:
- 3GCUDFET7NG622691
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,426 mi
Home delivery from Seffner, FL
Price includes $751 shipping
Great Deal
$36,730
- Year:
- 2025
- 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:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,874
- Stock #:
- SG389741
- VIN:
- 3GCUKFE86SG389741
Price drop
-$2,579
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
12,874 mi
Home delivery from Canton, GA
Price includes $945 shipping
Good Deal
$52,498
$49,919
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,104
- Stock #:
- P245262A
- VIN:
- 3GCUDFE82PG110576
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,104 mi
Home delivery from Archbold, OH
Price includes $702 shipping
Great Deal
$34,155
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,118
- Stock #:
- R8637
- VIN:
- 1GCPYFED9MZ159137
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,118 mi
Lexington, KY
15 mi away
Fair Deal
$32,569
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 91,382
- Stock #:
- 292807A
- VIN:
- 1GCPYFEL5LZ292807
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,382 mi
Home delivery from Addison, TX
Price includes $769 shipping
Great Deal
$27,294
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 21,439
- Stock #:
- 0014A
- VIN:
- 3GCUDFEL9RG305047
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,439 mi
Home delivery from Neosho, MO
Price includes $806 shipping
Good Deal
$49,706
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Silver Ice Metallic
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 13,499
- Stock #:
- L1245
- VIN:
- 1GCPYFEL3NZ231863
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
13,499 mi
Lexington, KY
17 mi away
Good Deal
$41,931
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 119,508
- Stock #:
- RB197606
- VIN:
- 3GCPYFED1LG197606
Price drop
-$1,301
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
119,508 mi
Home delivery from Roswell , GA
Price includes $852 shipping
Great Deal
$27,051
$25,750
- 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:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 69,264
- Stock #:
- CC2124
- VIN:
- 1GCPYFED8MZ382804
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,264 mi
Home delivery from Avon, IN
Price includes $214 shipping
Fair Deal
$35,732
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 92,524
- Stock #:
- KZ131933
- VIN:
- 1GCPYFED7KZ131933
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,524 mi
Campbellsville, KY
65 mi away
Great Deal
$27,367
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,247
- Stock #:
- C7228A
- VIN:
- 3GCUDFED8PG188891
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,247 mi
Radcliff, KY
70 mi away
Great Deal
$35,499
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 72,473
- Stock #:
- R9712
- VIN:
- 1GCPYFED7LZ377916
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
72,473 mi
Lexington, KY
15 mi away
Fair Deal
$34,626
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 87,775
- Stock #:
- GMT780A
- VIN:
- 3GCUDFED9RG252682
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,775 mi
Home delivery from Nitro, WV
Price includes $400 shipping
Good Deal
$39,117
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 11,179
- Stock #:
- S09422-2
- VIN:
- 3GCUKFE87SG161411
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
11,179 mi
Salem, IN
78 mi away
Good Deal
$51,690
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,730
- Stock #:
- BB215095
- VIN:
- 3GCUDFE87PG215095
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,730 mi
Cincinnati, OH
72 mi away
Great Deal
$39,393
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,906
- Stock #:
- 444696A
- VIN:
- 3GCUDFEL6RG444696
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
25,906 mi
Home delivery from Kernersville, NC
Price includes $584 shipping
Good Deal
$49,084
- 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:
- Automatic
- Mileage:
- 65,104
- Stock #:
- P6373A
- VIN:
- 1GCUYFET1NZ216197
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,104 mi
Dry Ridge, KY
37 mi away
Good Deal
$34,926
- Year:
- 2023
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,284
- Stock #:
- G8971
- VIN:
- 3GCUDFEL2PG240698
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,284 mi
Georgetown, KY
11 mi away
Fair Deal
$40,621
Overview
The Chevrolet Silverado 1500 LT Trail Boss is only available from in two body configurations: the Crew Cab Short Bed and the Crew Cab Standard Bed. As the “Trail Boss” name suggests, this trim is only available in four-wheel drive. From there, the powertrain options get a little dizzying. You have four engines to choose from: The 2.7-liter turbocharged four-cylinder, the 5.3-liter EcoTec V-8, the 3.0-liter Duramax Turbo Diesel inline six, and the 6.2-liter EcoTec V-8. The four-cylinder turbo is the only one available with an eight-speed automatic transmission. All of the other engines require the 10-speed automatic.
Key Features
- Standard 355hp 5.3-liter V-8 standard, standard 10-speed automatic transmission
- Two-inch factory suspension lift, 18-inch gloss black wheels, Goodyear Wrangler Duratrac tires, raised hood and styled insert
- Leather-wrapped wheel, remote start, all-weather floor liners, 40/20/40 split bench seat, dual-zone climate control, 10-way power driver’s seat, heated front seats, heated wheel
- 13.4-inch color touchscreen display, 12.3-inch multicolor, reconfigurable Driver Information Center, 6-speaker audio, WiFi hot spot, Wireless Apple CarPlay/Android Auto
Pricing Details
The Chevrolet Silverado LT Trail Boss has a base MSRP of $57,095 with the turbocharged four-cylinder. Used examples on CarGurus range from $13,344.50 to $70,861.20 with an average price of $28,660.53. The 5.3-liter V-8 adds $2,315, the diesel engine adds $3,130 and the 6.2-liter V-8 adds $4,460. There are nine different option packages, ranging from $325 for the Dark Essentials Package, to the $3,685 LT Trail Boss Premium Package, which includes Convenience Package II, Safety Package, Bed Protection Package, a power up and down tailgate and leather upholstery.
Specifications
Performance
Engine
355hp 5.3-liter V8
Transmission
10-speed automatic
Drivetrain
Four-wheel drive
Horsepower/Torque
355hp/383 lb-ft
0-60 mph
15.1 seconds (estimated)
MPG
15 mpg city, 19 highway, 16 combined
Curb weight
5,130 pounds
Dimensions
wheelbase
147.4 inches
length
231.9 inches
width
81.2 inches
height
75.5 inches
*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.
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Midway, KY?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,005.59. The average price has decreased by -5% since last year. The 400 for sale near Midway, KY on CarGurus, range from $13,344 to $70,861 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Midway, KY have no reported accidents or damage?
374 out of 400 for sale near Midway, KY have no reported accidents or damage.
What is the fuel economy of the Chevrolet Silverado 1500 LT Trail Boss?
Depending on the engine and options, the Chevrolet Silverado 1500 LT Trail Boss gets between 15 and 24 MPG/MPGe.
What fuel types are available?
Diesel, 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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