Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearHomosassa, FL
344 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:
- 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
-$1,098
Sponsored by HGreg Auto Tampa
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
54,983 mi
Brandon, FL
62 mi away
Good Deal
$37,995
$36,897
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 100,610
- Stock #:
- 300764Z
- VIN:
- 3GCPYFED8MG300764
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,610 mi
Orlando, FL
79 mi away
Fair Deal
$31,998
- 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:
- Red
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,535
- Stock #:
- IG108759
- VIN:
- 3GCPDFEKXPG108759
Sponsored Listing
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,535 mi
Lake City, FL
97 mi away
Fair Deal
$41,260
- 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
79 mi away
Great Deal
$44,803
- 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
51 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
54 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 $729 shipping
Great Deal
$40,523
- 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
57 mi away
Great Deal
$29,992
- 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
41 mi away
Fair Deal
$49,440
- 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
Home delivery from Jacksonville, FL
Price includes $119 shipping
Great Deal
$54,182
- 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
New arrival
2026 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
6,891 mi
Lake Wales, FL
85 mi away
Good Deal
$56,394
- 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
53 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
34 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
97 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
82 mi away
Good Deal
$31,492
$30,833
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 50,510
- Stock #:
- C262898A
- VIN:
- 3GCUDFED0RG396265
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
50,510 mi
Tampa, FL
60 mi away
Fair Deal
$45,387
- 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
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,125 mi
Ocala, FL
38 mi away
Fair Deal
$44,632
- 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:
- Silver
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 79,704
- Stock #:
- 420298
- VIN:
- 1GCPYFED2MZ420298
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
79,704 mi
Home delivery from Pelham, AL
Price includes $597 shipping
Fair Deal
$34,277
- 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 $1,092 shipping
Fair Deal
$39,482
- 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 $119 shipping
Good Deal
$45,332
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,183
- Stock #:
- 26T205B
- VIN:
- 3GCUDFED7NG674573
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
32,183 mi
Tarpon Springs, FL
43 mi away
Fair Deal
$44,399
$43,399
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 22,406
- Stock #:
- 204898Z
- VIN:
- 3GCUDFEL2RG204898
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,406 mi
Saint Cloud, FL
90 mi away
Fair Deal
$51,884
- 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
Fair Deal
$39,294
- 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
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
69,260 mi
Lake City, FL
97 mi away
Good Deal
$31,808
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 $20,547.50 to $74,740.45 with an average price of $29,175.11. 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 Homosassa, 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 306 for sale near Homosassa, FL on CarGurus, range from $20,548 to $74,740 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Homosassa, FL have no reported accidents or damage?
298 out of 306 for sale near Homosassa, 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 Homosassa FLChevrolet Silverado 1500 RST in Homosassa FLChevrolet Silverado 1500 LTZ in Homosassa FLChevrolet Silverado 1500 LT Trail Boss in Homosassa FLChevrolet Silverado 1500 LT1 in Homosassa FLChevrolet Silverado 1500 Custom in Homosassa FLChevrolet Silverado 1500 High Country in Homosassa FLChevrolet Silverado 1500 Custom Trail Boss in Homosassa FLChevrolet Silverado 1500 Work Truck in Homosassa FL
Chevrolet Silverado 1500 in Crystal River FLChevrolet Silverado 1500 in Brooksville FLChevrolet Silverado 1500 in Ocala FLChevrolet Silverado 1500 in Leesburg FLChevrolet Silverado 1500 in Tampa FLChevrolet Silverado 1500 in Gainesville FLChevrolet Silverado 1500 in Lakeland FLChevrolet Silverado 1500 in Orlando FLChevrolet Silverado 1500 in Lake City FL
Chevrolet Silverado 1500 in Homosassa FLOld Chevy Trucks for Sale in Homosassa FLClassic Muscle Cars for Sale in Homosassa FLChevrolet Trucks For Sale in Homosassa FLCheap Muscle Cars for Sale in Homosassa FLWork Trucks for Sale in Homosassa FLReliable Cars For Sale in Homosassa FLAmerican Made Trucks For Sale in Homosassa FLBest Pickup Trucks For Sale in Homosassa FLBest Cars Under $5,000 For Sale in Homosassa 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 HomosassaUsed SUVs / Crossovers for Sale with Low Mileage in HomosassaUsed Hatchbacks for Sale with Low Mileage in HomosassaUsed Convertibles for Sale with Low Mileage in HomosassaUsed Vans for Sale with Low Mileage in HomosassaUsed Minivans for Sale with Low Mileage in HomosassaUsed Pickup Trucks for Sale with Low Mileage in HomosassaUsed Coupes for Sale with Low Mileage in HomosassaUsed Wagons for Sale with Low Mileage in Homosassa
