Used Chevrolet Silverado 1500 LT Trail Boss for Sale near Windsor, QC
4,711 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:
- Silver Ice Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 68,029
- Stock #:
- EC15251B
- VIN:
- 3GCPYFEL7MG296309
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,029 mi
El Campo, TX
1 mi away
Good Deal
$35,225
- 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:
- White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 126,972
- Stock #:
- 289515-1
- VIN:
- 1GCPYFED9LZ289515
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
126,972 mi
Rogersville, MO
1 mi away
Good Deal
$27,094
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Radiant Red Tintcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 73,785
- Stock #:
- UH4407T
- VIN:
- 3GCUDFE89PG160567
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
73,785 mi
Hicksville, NY
1 mi away
Great Deal
$33,476
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Northsky Blue Metallic
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,752
- Stock #:
- 26367B
- VIN:
- 1GCPYFED6NZ137890
Price drop
-$1,000
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,752 mi
Camp Verde, AZ
1 mi away
Great Deal
$32,169
$31,169
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 167,993
- Stock #:
- 225625
- VIN:
- 1GCPYFED4LZ225625
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
167,993 mi
Morrisville, VT
1 mi away
Fair Deal
$22,200
- 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:
- Gray
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 104,003
- Stock #:
- 114657
- VIN:
- 3GCPYFED6KG295660
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
104,003 mi
Auburn, MA
1 mi away
Great Deal
$25,294
- 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:
- 75,474
- Stock #:
- PMC002
- VIN:
- 1GCPYFED9MZ313619
Price drop
-$856
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
75,474 mi
Tulsa, OK
1 mi away
Good Deal
$34,860
$34,004
- 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
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 49,477
- Stock #:
- 153234
- VIN:
- 3GCPYFEDXMG153234
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
49,477 mi
Newport, NC
1 mi away
Good Deal
$37,484
- 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:
- 20,004
- Stock #:
- R9751
- VIN:
- 3GCUDFED7RG362579
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
20,004 mi
Lexington, KY
1 mi away
Fair Deal
$50,527
- 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 Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 115,323
- Stock #:
- 41F09075
- VIN:
- 1GCPYFED2LZ319440
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
115,323 mi
Hanford, CA
1 mi away
Great Deal
$27,858
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 67,093
- Stock #:
- PPER909
- VIN:
- 1GCPYFELXMZ263174
Price drop
-$1,112
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
67,093 mi
Pryor, OK
1 mi away
Great Deal
$35,619
$34,507
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Red Hot
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 34,815
- Stock #:
- PG229801
- VIN:
- 3GCUDFE88PG229801
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
34,815 mi
Weimar, TX
1 mi away
Fair Deal
$47,386
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 92,118
- Stock #:
- R8637
- VIN:
- 1GCPYFED9MZ159137
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,118 mi
Lexington, KY
1 mi away
Fair Deal
$32,569
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,104
- Stock #:
- P245262A
- VIN:
- 3GCUDFE82PG110576
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,104 mi
Archbold, OH
1 mi away
Great Deal
$33,453
- 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:
- Radiant Red Tintcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,073
- Stock #:
- 785447
- VIN:
- 3GCPDFEK7PG260871
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,073 mi
Brockport, NY
1 mi away
Great Deal
$37,979
- 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:
- 41,386
- Stock #:
- P324114
- VIN:
- 1GCPYFED1MZ324114
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
41,386 mi
Swainsboro, GA
1 mi away
Fair Deal
$38,568
- 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:
- White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 68,701
- Stock #:
- 6439
- VIN:
- 1GCPYFED2KZ343770
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
68,701 mi
Spanish Fork, UT
1 mi away
Fair Deal
$33,594
- 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:
- 87,775
- Stock #:
- GMT780A
- VIN:
- 3GCUDFED9RG252682
New arrival
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
87,775 mi
Nitro, WV
1 mi away
Good Deal
$38,717
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 100,105
- Stock #:
- MZ207772A
- VIN:
- 1GCPYFED2MZ207772
Price drop
-$1,215
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
100,105 mi
Bend, OR
1 mi away
Good Deal
$30,995
$29,995
- 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:
- 47,406
- Stock #:
- CS106432
- VIN:
- 3GCUDFED6PG106432
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
47,406 mi
Pompano Beach, FL
1 mi away
Fair Deal
$40,469
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,095
- Stock #:
- C56094A
- VIN:
- 3GCPDFEK6PG264863
Price drop
-$2,320
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
42,095 mi
Dover, NH
1 mi away
Great Deal
$40,586
$38,266
- 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:
- 66,489
- Stock #:
- RG181474
- VIN:
- 3GCUDFE84RG181474
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
66,489 mi
Mineola, TX
1 mi away
Fair Deal
$43,644
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 33,730
- Stock #:
- BB215095
- VIN:
- 3GCUDFE87PG215095
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
33,730 mi
Cincinnati, OH
1 mi away
Great Deal
$39,393
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 74,174
- Stock #:
- AC9469
- VIN:
- 3GCPYFEL3MG146472
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
74,174 mi
Old Saybrook, CT
1 mi away
Fair Deal
$35,373
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 $24,307.00 to $72,146.95 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 Windsor, QC?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,005.59. The average price has decreased by -5% since last year. The 213 for sale near Windsor, QC on CarGurus, range from $24,307 to $72,147 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Windsor, QC have no reported accidents or damage?
176 out of 213 for sale near Windsor, QC 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.
Relevant articles
Drew Johnson
The Cheapest New Trucks on Sale in 2026
Is there such a thing as a cheap new truck any more? Absolutely! Here's our expert guide to the top 10 cheapest new trucks on sale.
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
The Best Gas Mileage Trucks of 2026
No one wants to cover unnecessary fuel expenses, particularly when operating a business. Here are the top 9 pickup trucks in the US market with the best fuel efficiency.
Chevrolet Silverado 1500 LT in Windsor QCChevrolet Silverado 1500 RST in Windsor QCChevrolet Silverado 1500 LTZ in Windsor QCChevrolet Silverado 1500 LT Trail Boss in Windsor QCChevrolet Silverado 1500 LT1 in Windsor QCChevrolet Silverado 1500 Custom in Windsor QCChevrolet Silverado 1500 High Country in Windsor QCChevrolet Silverado 1500 Custom Trail Boss in Windsor QCChevrolet Silverado 1500 Work Truck in Windsor QC
Chevrolet Silverado 1500 in Montpelier VTChevrolet Silverado 1500 in Burlington VTChevrolet Silverado 1500 in Auburn MEChevrolet Silverado 1500 in Augusta MEChevrolet Silverado 1500 in Portland MEChevrolet Silverado 1500 in Manchester NHChevrolet Silverado 1500 in Portsmouth NHChevrolet Silverado 1500 in Brattleboro VTChevrolet Silverado 1500 in Groton MA
Chevrolet Silverado 1500 in Windsor QCOld Chevy Trucks for Sale in Windsor QCClassic Muscle Cars for Sale in Windsor QCChevrolet Trucks For Sale in Windsor QCCheap Muscle Cars for Sale in Windsor QCWork Trucks for Sale in Windsor QCReliable Cars For Sale in Windsor QCAmerican Made Trucks For Sale in Windsor QCBest Pickup Trucks For Sale in Windsor QCBest Cars Under $5,000 For Sale in Windsor QC
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 WindsorUsed SUVs / Crossovers for Sale with Low Mileage in WindsorUsed Hatchbacks for Sale with Low Mileage in WindsorUsed Convertibles for Sale with Low Mileage in WindsorUsed Vans for Sale with Low Mileage in WindsorUsed Minivans for Sale with Low Mileage in WindsorUsed Pickup Trucks for Sale with Low Mileage in WindsorUsed Coupes for Sale with Low Mileage in WindsorUsed Wagons for Sale with Low Mileage in Windsor
