Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Webster, FL
298 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Sand Dune Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,837
- Stock #:
- NG539345
- VIN:
- 3GCUDFEL0NG539345
Sponsored by AutoNation Toyota Winter Park
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,837 mi
Winter Park, FL
43 mi away
Fair Deal
$41,876
- 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:
- 89,836
- Stock #:
- LZ124934
- VIN:
- 1GCPYFED5LZ124934
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,836 mi
Tampa, FL
49 mi away
Fair Deal
$32,484
- 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:
- 82,945
- Stock #:
- 5180
- VIN:
- 3GCPYFED6MG421423
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,945 mi
Seffner, FL
47 mi away
Great Deal
$31,495
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Slate Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,923
- Stock #:
- CP1528
- VIN:
- 3GCUDFE89RG381928
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,923 mi
Dade City, FL
25 mi away
Fair Deal
$49,440
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,365
- Stock #:
- 277974T
- VIN:
- 3GCPKFEK5SG277974
Price drop
-$2,190
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
16,365 mi
Orlando, FL
41 mi away
Great Deal
$46,993
$44,803
- 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:
- 82,945
- Stock #:
- 5180
- VIN:
- 3GCPYFED6MG421423
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
82,945 mi
Seffner, FL
47 mi away
Great Deal
$31,495
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Red
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 53,025
- Stock #:
- A13057
- VIN:
- 1GCPYFED1NZ138753
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
53,025 mi
Home delivery from Clearwater, FL
Price includes $100 shipping
Fair Deal
$39,390
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,405
- Stock #:
- 21682A
- VIN:
- 3GCUKFED9SG174853
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,405 mi
Home delivery from Eufaula, OK
Price includes $1,380 shipping
Fair Deal
$47,779
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,436
- Stock #:
- UT050664
- VIN:
- 3GCUDFE88PG151729
Price drop
-$1,130
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
58,436 mi
Home delivery from Baxley, GA
Price includes $322 shipping
Fair Deal
$43,304
$42,174
- 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:
- Gray
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,444
- Stock #:
- 151304
- VIN:
- 3GCUDFED2PG151304
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
59,444 mi
Home delivery from Kyle, TX
Price includes $622 shipping
Good Deal
$39,842
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 22,226
- Stock #:
- G327548A
- VIN:
- 3GCUDFED4PG152809
Price drop
-$2,637
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,226 mi
Home delivery from Jacksonville, FL
Price includes $113 shipping
Good Deal
$50,203
$47,566
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,733
- Stock #:
- G304763A
- VIN:
- 1GCPYFEL7MZ200033
Price drop
-$4,716
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,733 mi
Tampa, FL
49 mi away
Great Deal
$38,759
$36,128
- 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:
- Summit White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 33,371
- Stock #:
- PG296805
- VIN:
- 3GCPDFEK9PG296805
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,371 mi
Home delivery from Hillsboro, TX
Price includes $1,396 shipping
Fair Deal
$42,322
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 33,977
- Stock #:
- 28790375
- VIN:
- 3GCPDFEK9PG243103
Price drop
-$1,000
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,977 mi
Store transfer to Ocala, FL
Price includes $899 shipping
Good Deal
$41,897
$40,897
- 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:
- Other
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 122,736
- Stock #:
- 329363
- VIN:
- 3GCPYFED5LG329363
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
122,736 mi
Home delivery from Snellville, GA
Price includes $560 shipping
Fair Deal
$27,678
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (Satin Steel Metallic)
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 63,840
- Stock #:
- A17373N
- VIN:
- 1GCUYFET9NZ201088
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
63,840 mi
Home delivery from Saint Charles, MO
Price includes $850 shipping
Fair Deal
$37,271
- 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:
- 89,836
- Stock #:
- LZ124934
- VIN:
- 1GCPYFED5LZ124934
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,836 mi
Tampa, FL
49 mi away
Fair Deal
$32,484
- 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:
- Dark Ash Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 113,758
- Stock #:
- 113758
- VIN:
- 3GCUDFED9NG589105
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
113,758 mi
Home delivery from Buda, TX
Price includes $1,437 shipping
Fair Deal
$33,657
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- White (Iridescent Pearl Tricoat)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 60,882
- Stock #:
- 26C879B
- VIN:
- 3GCUDFE84PG293656
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,882 mi
Home delivery from Jacksonville, FL
Price includes $165 shipping
Fair Deal
$42,789
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 30,158
- Stock #:
- 3024867
- VIN:
- 3GCUDFE81RG214253
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
30,158 mi
Home delivery from Raleigh, NC
Price includes $1,322 shipping
Fair Deal
$49,322
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Sand Dune Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,837
- Stock #:
- NG539345
- VIN:
- 3GCUDFEL0NG539345
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,837 mi
Winter Park, FL
43 mi away
Fair Deal
$41,876
- 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:
- Lakeshore Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 28,692
- Stock #:
- T26384A
- VIN:
- 3GCUDFED2RG192440
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,692 mi
Home delivery from Hicksville, OH
Price includes $1,108 shipping
Good Deal
$46,048
- 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:
- Black
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 20,356
- Stock #:
- 120276T
- VIN:
- 3GCUKFED2SG120276
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
20,356 mi
Orlando, FL
41 mi away
Fair Deal
$51,996
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 97,864
- Stock #:
- MZ123296
- VIN:
- 1GCPYFED3MZ123296
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
97,864 mi
Orlando, FL
44 mi away
Good Deal
$31,492
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 $19,399.00 to $84,648.00 with an average price of $30,047.60. 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
FAQs
How much does the Chevrolet Silverado 1500 LT Trail Boss cost in Webster, FL?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,774.60. The average price has decreased by -0.8% since last year. The 302 for sale near Webster, FL on CarGurus, range from $19,399 to $84,648 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Webster, FL have no reported accidents or damage?
302 out of 302 for sale near Webster, FL 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 (or EV battery range).
What fuel types are available?
Diesel, Gasoline engines are available.
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