Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearOcala, FL
359 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Silver
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,459
- Stock #:
- 26F1093A
- VIN:
- 1GCPYFED7KZ408130
Price drop
-$1,077
Sponsored by Ferman Ford of Countryside
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,459 mi
Clearwater, FL
90 mi away
Great Deal
$31,643
$30,566
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6,891
- Stock #:
- 6T26718A
- VIN:
- 3GCUKFE84TG304302
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,891 mi
Lake Wales, FL
93 mi away
Good Deal
$56,394
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 650
- Stock #:
- G288232A
- VIN:
- 3GCUKFE80TG250271
Sponsored Listing
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
650 mi
Jacksonville, FL
82 mi away
Great Deal
$54,063
- 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
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
16,365 mi
Orlando, FL
72 mi away
Great Deal
$44,803
- 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:
- 115,103
- Stock #:
- KG107608
- VIN:
- 3GCPYFED8KG107608
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,103 mi
St Augustine, FL
66 mi away
Good Deal
$29,030
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 650
- Stock #:
- G288232A
- VIN:
- 3GCUKFE80TG250271
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
650 mi
Jacksonville, FL
82 mi away
Great Deal
$54,063
- 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
81 mi away
Fair Deal
$32,361
- 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:
- 91,996
- Stock #:
- 2101110052
- VIN:
- 3GCPYFEDXMG360352
Price drop
-$998
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,996 mi
Clearwater, FL
89 mi away
Great Deal
$31,542
$30,544
- Year:
- 2023
- 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:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,702
- Stock #:
- 26X555A
- VIN:
- 3GCUDFE88PG262796
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
51,702 mi
Home delivery from Hickory, NC
Price includes $682 shipping
Great Deal
$40,476
- 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
82 mi away
Great Deal
$29,992
- 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:
- Automatic
- Mileage:
- 42,249
- Stock #:
- PG286477T
- VIN:
- 3GCPDFEK1PG286477
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,249 mi
Jacksonville, FL
76 mi away
Great Deal
$37,985
- 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:
- 88,588
- Stock #:
- MZ194970
- VIN:
- 1GCPYFED5MZ194970
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,588 mi
Jacksonville, FL
75 mi away
Great Deal
$29,888
- 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:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3,455
- VIN:
- 3GCUKFEDXTG338452
New arrival
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
3,455 mi
Macclenny, FL
75 mi away
Great Deal
$53,750
- 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
60 mi away
Fair Deal
$49,440
- 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:
- Glacier Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 32,882
- Stock #:
- BX24838
- VIN:
- 3GCUDFET9NG599303
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,882 mi
Jacksonville, FL
87 mi away
Good Deal
$45,222
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 77,809
- Stock #:
- PG170712P
- VIN:
- 3GCPDFEK8PG170712
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
77,809 mi
Saint Augustine, FL
68 mi away
Great Deal
$32,205
- Year:
- 2026
- 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:
- 22 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6,891
- Stock #:
- 6T26718A
- VIN:
- 3GCUKFE84TG304302
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,891 mi
Lake Wales, FL
93 mi away
Good Deal
$56,394
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,549
- Stock #:
- MI6489
- VIN:
- 3GCPYFEL3MG456489
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,549 mi
Jacksonville, FL
82 mi away
Good Deal
$39,790
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 66,786
- Stock #:
- TP44346
- VIN:
- 3GCUDFED1PG244346
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,786 mi
Clearwater, FL
88 mi away
Fair Deal
$40,392
- Year:
- 2024
- 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:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 88,642
- Stock #:
- Z263562A
- VIN:
- 3GCUDFE88RG290407
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
88,642 mi
Port Richey, FL
70 mi away
Good Deal
$39,653
- 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:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,260
- Stock #:
- Z404403B
- VIN:
- 1GCPYFED9KZ341210
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,260 mi
Lake City, FL
77 mi away
Good Deal
$31,808
- 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
Price drop
-$659
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
97,864 mi
Orlando, FL
71 mi away
Good Deal
$31,492
$30,833
- 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
Jacksonville, FL
80 mi away
Good Deal
$41,768
- 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:
- RED HOT
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 17,125
- Stock #:
- OT40648A
- VIN:
- 1GCPYFEL7MZ153957
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,125 mi
Ocala, FL
2 mi away
Fair Deal
$44,332
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 $20,555.00 to $74,777.45 with an average price of $29,157.21. 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 Ocala, FL?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,593.15. The average price has decreased by -1.6% since last year. The 310 for sale near Ocala, FL on CarGurus, range from $20,555 to $74,777 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Ocala, FL have no reported accidents or damage?
298 out of 310 for sale near Ocala, 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 16 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.
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.
CarGurus Editorial Team
Best Truck Lease Deals in August 2026
Leasing a truck can be a great way to get into one of the latest models, with the best technology, at a more affordable monthly price. Here are the best deals we've found this month.
CarGurus Editorial Team
Car Deals with 0% APR in August 2026
Our experts have tracked down the latest 0% APR car deals, as well as examined the pros and cons of interest-free car loans versus other financing options.
Chevrolet Silverado 1500 LT in Ocala FLChevrolet Silverado 1500 RST in Ocala FLChevrolet Silverado 1500 LTZ in Ocala FLChevrolet Silverado 1500 LT Trail Boss in Ocala FLChevrolet Silverado 1500 LT1 in Ocala FLChevrolet Silverado 1500 Custom in Ocala FLChevrolet Silverado 1500 High Country in Ocala FLChevrolet Silverado 1500 Custom Trail Boss in Ocala FLChevrolet Silverado 1500 Work Truck in Ocala FL
Chevrolet Silverado 1500 in Leesburg FLChevrolet Silverado 1500 in Crystal River FLChevrolet Silverado 1500 in Gainesville FLChevrolet Silverado 1500 in Brooksville FLChevrolet Silverado 1500 in Orlando FLChevrolet Silverado 1500 in Daytona Beach FLChevrolet Silverado 1500 in Saint Augustine FLChevrolet Silverado 1500 in Lake City FLChevrolet Silverado 1500 in Lakeland FL
Chevrolet Silverado 1500 in Ocala FLOld Chevy Trucks for Sale in Ocala FLClassic Muscle Cars for Sale in Ocala FLChevrolet Trucks For Sale in Ocala FLCheap Muscle Cars for Sale in Ocala FLWork Trucks for Sale in Ocala FLReliable Cars For Sale in Ocala FLAmerican Made Trucks For Sale in Ocala FLBest Pickup Trucks For Sale in Ocala FLBest Cars Under $5,000 For Sale in Ocala FL
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 OcalaUsed SUVs / Crossovers for Sale with Low Mileage in OcalaUsed Hatchbacks for Sale with Low Mileage in OcalaUsed Convertibles for Sale with Low Mileage in OcalaUsed Vans for Sale with Low Mileage in OcalaUsed Minivans for Sale with Low Mileage in OcalaUsed Pickup Trucks for Sale with Low Mileage in OcalaUsed Coupes for Sale with Low Mileage in OcalaUsed Wagons for Sale with Low Mileage in Ocala
