Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Mid Florida, FL
307 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,883
- Stock #:
- IT41139A
- VIN:
- 1GCPYFED2MZ220473
Sponsored by Palm Chevrolet
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,883 mi
Ocala, FL
30 mi away
Good Deal
$37,829
- Year:
- 2023
- 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:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 51,527
- Stock #:
- TT5133A
- VIN:
- 3GCUDFE8XPG297646
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,527 mi
Ocala, FL
30 mi away
Fair Deal
$44,744
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 11,019
- Stock #:
- TG114667
- VIN:
- 3GCUKFED7TG114667
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
11,019 mi
Sanford, FL
28 mi away
Good Deal
$52,992
- 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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,713
- Stock #:
- E005107A
- VIN:
- 3GCPYFED0MG247235
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,713 mi
Clermont, FL
25 mi away
Good Deal
$36,585
- 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:
- Cherry Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 126,516
- Stock #:
- A200739A
- VIN:
- 1GCPYFED0MZ428240
Price drop
-$2,724
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
126,516 mi
Fruitland Park, FL
7 mi away
Great Deal
$26,907
$26,268
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 46,883
- Stock #:
- IT41139A
- VIN:
- 1GCPYFED2MZ220473
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
46,883 mi
Ocala, FL
30 mi away
Good Deal
$37,829
- 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:
- 6,046
- Stock #:
- 0966A
- VIN:
- 3GCUKFED4SG371154
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,046 mi
Home delivery from Waynesville, MO
Price includes $2,586 shipping
Fair Deal
$53,071
- 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:
- 60,158
- Stock #:
- G199527
- VIN:
- 3GCUDFED5RG199527
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,158 mi
Fruitland Park, FL
7 mi away
Good Deal
$41,591
- 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 $1,370 shipping
Fair Deal
$50,270
- 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 $71 shipping
Great Deal
$36,050
- 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:
- Red Hot
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 66,445
- Stock #:
- N127
- VIN:
- 1GCPYFED4LZ344615
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,445 mi
Home delivery from Lakeland, FL
Free home delivery
Good Deal
$30,992
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 115,105
- Stock #:
- KG107608
- VIN:
- 3GCPYFED8KG107608
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,105 mi
Home delivery from St Augustine, FL
Price includes $134 shipping
Great Deal
$24,125
- 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 $933 shipping
Great Deal
$27,458
- 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:
- 40,393
- Stock #:
- PG149903
- VIN:
- 3GCUDFED3PG149903
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
40,393 mi
Orlando, FL
41 mi away
Fair Deal
$42,755
- 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:
- 51,238
- Stock #:
- 161583
- VIN:
- 3GCUDFED1PG291568
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,238 mi
Home delivery from Margate, FL
Price includes $207 shipping
Fair Deal
$39,506
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 101,500
- Stock #:
- I442351B
- VIN:
- 3GCPYFED6LG260134
Price drop
-$4,085
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
101,500 mi
Fruitland Park, FL
7 mi away
Good Deal
$30,991
$28,991
- 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 $1,164 shipping
Great Deal
$27,363
$26,062
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,787
- Stock #:
- K170530
- VIN:
- 3GCPDFEK9RG170530
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
14,787 mi
Home delivery from Bradenton, FL
Price includes $324 shipping
Good Deal
$44,026
- 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:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 54,983
- Stock #:
- Z433386
- VIN:
- 1GCPYFELXMZ433386
Price drop
-$700
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,983 mi
Store transfer to Orlando, FL
Price includes $50 shipping
Great Deal
$33,047
$32,347
- 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:
- 70,107
- Stock #:
- SG353177
- VIN:
- 3GCUKFED3SG353177
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
70,107 mi
Ocala, FL
27 mi away
Good Deal
$41,999
- 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
- Mileage:
- 51,009
- Stock #:
- TKG210346
- VIN:
- 3GCPYFED4KG210346
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,009 mi
Clermont, FL
25 mi away
Good Deal
$31,886
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 28,631
- Stock #:
- 29210287
- VIN:
- 3GCPKFEK4SG285516
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
28,631 mi
Store transfer to Sanford, FL
Price includes $1,299 shipping
Good Deal
$44,297
- Year:
- 2025
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 15,701
- Stock #:
- 261161A
- VIN:
- 3GCUKFEL7SG318911
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,701 mi
Home delivery from Palm Coast, FL
Price includes $149 shipping
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:
- Cherry Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,713
- Stock #:
- E005107A
- VIN:
- 3GCPYFED0MG247235
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,713 mi
Clermont, FL
25 mi away
Good Deal
$36,585
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 $19,054.00 to $71,321.85 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 Mid Florida, FL?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,005.59. The average price has decreased by -5% since last year. The 292 for sale near Mid Florida, FL on CarGurus, range from $19,054 to $71,322 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Mid Florida, FL have no reported accidents or damage?
276 out of 292 for sale near Mid Florida, 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/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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