Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMilton, FL
308 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 20,260
- Stock #:
- C316374A
- VIN:
- 3GCUDFE8XRG157552
Sponsored by Chuck Stevens Chevrolet of Bay Minette
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
20,260 mi
Bay Minette, AL
46 mi away
Fair Deal
$49,864
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 107,379
- Stock #:
- CC51275TA
- VIN:
- 1GCPYFED5LZ151275
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
107,379 mi
Chatom, AL
92 mi away
Good Deal
$30,896
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 36,285
- Stock #:
- 252395
- VIN:
- 3GCUDFED6RG252395
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
36,285 mi
Pensacola, FL
17 mi away
Fair Deal
$47,498
- 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:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 81,846
- Stock #:
- T265356A
- VIN:
- 3GCPYFED2MG329676
Price drop
-$1,539
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,846 mi
Mobile, AL
70 mi away
Good Deal
$35,656
$34,117
- 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:
- 102,338
- Stock #:
- 3114
- VIN:
- 3GCPYFED6KG283122
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
102,338 mi
Home delivery from Houston, TX
Price includes $759 shipping
Fair Deal
$29,979
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,389
- Stock #:
- P501677
- VIN:
- 3GCUKFE82TG129595
New arrival
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,389 mi
Home delivery from Albany, GA
Price includes $270 shipping
Great Deal
$48,880
- 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
- Transmission:
- Automatic
- Mileage:
- 78,295
- Stock #:
- T6135A
- VIN:
- 3GCPYFEL4MG421928
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,295 mi
Andalusia, AL
59 mi away
Good Deal
$34,900
- 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:
- Blue
- Fuel type:
- Gasoline
- Mileage:
- 115,044
- Stock #:
- 141164
- VIN:
- 3GCPYFED1LG141164
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,044 mi
Mobile, AL
70 mi away
Great Deal
$27,299
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 73,939
- Stock #:
- 26656A
- VIN:
- 3GCPYFED6LG403020
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
73,939 mi
Fort Walton Beach, FL
29 mi away
Good Deal
$33,794
- 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:
- 42,980
- Stock #:
- GRG137155
- VIN:
- 3GCPDFEK9RG137155
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,980 mi
Home delivery from Morrow, GA
Price includes $906 shipping
Great Deal
$40,674
- 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
Home delivery from Seffner, FL
Price includes $355 shipping
Great Deal
$29,347
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 33,361
- Stock #:
- UT10038
- VIN:
- 3GCUDFED5RG283380
Price drop
-$3,690
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,361 mi
Home delivery from Collins, MS
Price includes $249 shipping
Great Deal
$47,174
$43,484
- 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:
- 87,368
- Stock #:
- 20677389A
- VIN:
- 3GCPYFED8KG239509
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,368 mi
Daphne, AL
49 mi away
Fair Deal
$32,229
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 1,462
- Stock #:
- BR25352C
- VIN:
- 3GCUKFED3TG317054
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
1,462 mi
Home delivery from Diberville, MS
Price includes $166 shipping
Good Deal
$55,586
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 54,272
- Stock #:
- CU179077
- VIN:
- 3GCPYFEL6NG179077
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,272 mi
Bay Minette, AL
46 mi away
Good Deal
$37,888
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,085
- Stock #:
- G224094A
- VIN:
- 3GCPKFEK6SG283024
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,085 mi
Pensacola, FL
21 mi away
Great Deal
$45,651
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 81,687
- Stock #:
- 169326-C
- VIN:
- 3GCPYFEL6NG169326
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,687 mi
Home delivery from Richardson, TX
Price includes $740 shipping
Great Deal
$31,630
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray
- Interior color:
- Bk
- Transmission:
- Automatic
- Mileage:
- 99,274
- Stock #:
- CP2401
- VIN:
- 1GCPYFED8NZ203775
New arrival
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
99,274 mi
Home delivery from Chattanooga, TN
Price includes $800 shipping
Fair Deal
$33,549
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 56,756
- Stock #:
- WOL1939
- VIN:
- 3GCUDFED5RG341939
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
56,756 mi
Home delivery from Jacksonville, FL
Price includes $322 shipping
Great Deal
$44,880
- 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:
- 10-Speed Automatic
- Mileage:
- 39,028
- Stock #:
- 442637A
- VIN:
- 1GCPYFED9MZ442637
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,028 mi
Home delivery from Sykesville, MD
Price includes $900 shipping
Good Deal
$37,694
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 20,541
- Stock #:
- 12P3772
- VIN:
- 3GCUDFED0RG283772
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
20,541 mi
Daphne, AL
52 mi away
Great Deal
$46,798
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 65,598
- Stock #:
- PC26174A
- VIN:
- 3GCUDFET1NG512638
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
65,598 mi
Home delivery from Hicksville, OH
Price includes $936 shipping
Good Deal
$38,326
- 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 $1,740 shipping
Good Deal
$52,225
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 20,541
- Stock #:
- 12P3772
- VIN:
- 3GCUDFED0RG283772
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
20,541 mi
Daphne, AL
52 mi away
Great Deal
$46,798
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 $24,243.75 to $71,202.10 with an average price of $28,755.94. 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 Milton, FL?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,192.85. The average price has decreased by -4% since last year. The 288 for sale near Milton, FL on CarGurus, range from $24,244 to $71,202 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Milton, FL have no reported accidents or damage?
269 out of 288 for sale near Milton, 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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