Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearMarkesan, WI
372 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:
- Red Hot
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 35,062
- Stock #:
- 30X418
- VIN:
- 3GCUDFE84RG106189
Sponsored by Kunes Chevrolet GMC of Lake Geneva
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
35,062 mi
Lake Geneva, WI
85 mi away
Good Deal
$46,208
- 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:
- 89,008
- Stock #:
- P13485
- VIN:
- 1GCPYFED8KZ349962
Sponsored Listing
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,008 mi
Mount Pleasant, WI
89 mi away
Fair Deal
$29,693
- 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:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 25,348
- Stock #:
- 02T2958A
- VIN:
- 3GCUDFED4RG236440
New arrival
Sponsored Listing
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
25,348 mi
Delavan, WI
79 mi away
Fair Deal
$47,936
- 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, CLOTH SEAT TRIM
- Transmission:
- Automatic
- Mileage:
- 37,271
- Stock #:
- 42478A
- VIN:
- 1GCPYFED5MZ342390
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
37,271 mi
Baraboo, WI
39 mi away
Good Deal
$37,397
- 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:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 25,654
- Stock #:
- C15413A
- VIN:
- 3GCUDFED9RG454907
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
25,654 mi
Milwaukee, WI
72 mi away
Fair Deal
$48,414
- 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:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 22,211
- Stock #:
- W632A
- VIN:
- 3GCUDFED0RG192887
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
22,211 mi
West Bend, WI
47 mi away
Fair Deal
$48,399
- 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 $1,516 shipping
Fair Deal
$30,736
- 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:
- SHADOW GRAY METALLIC
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- JET BLACK
- Transmission:
- Automatic
- Mileage:
- 76,016
- Stock #:
- 2610058A
- VIN:
- 1GCPYFED9LZ218475
New arrival
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
76,016 mi
Green Bay, WI
75 mi away
Good Deal
$32,844
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 91,634
- Stock #:
- K260521A
- VIN:
- 3GCPYFEL9LG417856
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,634 mi
Kenosha, WI
98 mi away
Fair Deal
$33,500
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 113,010
- Stock #:
- KB3333A
- VIN:
- 3GCUYFET7NG206578
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
113,010 mi
Kenosha, WI
98 mi away
Good Deal
$31,000
- 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:
- Summit White
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 134,890
- Stock #:
- 90434A
- VIN:
- 1GCPYFED4KZ196125
New arrival
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
134,890 mi
Beloit, WI
83 mi away
Fair Deal
$26,200
- 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 Ice Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 81,744
- Stock #:
- 40P1282B
- VIN:
- 1GCPYFED9MZ169568
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
81,744 mi
Home delivery from Sycamore, IL
Price includes $178 shipping
Good Deal
$32,081
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- White
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 44,431
- Stock #:
- 2511
- VIN:
- 3GCUDFE81RG144348
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
44,431 mi
Milton, WI
66 mi away
Fair Deal
$46,488
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 15,683
- Stock #:
- T262428A
- VIN:
- 3GCUDFEDXPG239016
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
15,683 mi
Kenosha, WI
98 mi away
Fair Deal
$46,386
- 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:
- 89,008
- Stock #:
- P13485
- VIN:
- 1GCPYFED8KZ349962
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
89,008 mi
Mount Pleasant, WI
89 mi away
Fair Deal
$29,693
- 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:
- 93,874
- Stock #:
- T1480B
- VIN:
- 3GCPYFED4KG212520
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
93,874 mi
Green Bay, WI
76 mi away
Fair Deal
$31,189
- 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:
- 44,023
- Stock #:
- C0750A
- VIN:
- 1GCPYFED6MZ401964
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
44,023 mi
Wausau, WI
87 mi away
Fair Deal
$38,446
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 92,428
- Stock #:
- 12410
- VIN:
- 1GCUYFET3NZ168895
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
92,428 mi
Home delivery from Fayetteville, AR
Price includes $735 shipping
Good Deal
$31,863
- Year:
- 2023
- 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:
- 76,912
- Stock #:
- 266817A
- VIN:
- 3GCUDFED8PG270507
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
76,912 mi
Middleton, WI
48 mi away
Fair Deal
$38,858
- 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:
- Blue
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 94,043
- Stock #:
- 187641
- VIN:
- 3GCPYFEDXKG187641
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
94,043 mi
Home delivery from Springfield, IL
Price includes $275 shipping
Good Deal
$27,148
- 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:
- Blue
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 98,127
- Stock #:
- WYC-327096
- VIN:
- 3GCPYFED7MG327096
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
98,127 mi
Home delivery from Waukegan, IL
Free home delivery
Fair Deal
$32,776
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 80,500
- Stock #:
- 2600775A
- VIN:
- 1GCPYFED8MZ326748
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,500 mi
Home delivery from El Paso, IL
Price includes $399 shipping
Fair Deal
$34,774
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 83,645
- Stock #:
- 71997
- VIN:
- 3GCUDFED0NG672888
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
83,645 mi
Sun Prairie, WI
39 mi away
Fair Deal
$36,734
- 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:
- 91,317
- Stock #:
- 612449
- VIN:
- 1GCPYFED6LZ355423
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,317 mi
Pulaski, WI
76 mi away
Fair Deal
$30,995
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 $23,177.00 to $71,113.30 with an average price of $28,692.42. 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 Markesan, WI?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $26,239.30. The average price has decreased by -3.8% since last year. The 292 for sale near Markesan, WI on CarGurus, range from $23,177 to $71,113 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Markesan, WI have no reported accidents or damage?
242 out of 292 for sale near Markesan, WI 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 Car Deals in October 2026
In the market for a new or used car this year? Whether you’re looking to buy or lease, we’ve collated a list of the best car deals available this month.
CarGurus Editorial Team
Best Truck Lease Deals in October 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 October 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 Markesan WIChevrolet Silverado 1500 RST in Markesan WIChevrolet Silverado 1500 LTZ in Markesan WIChevrolet Silverado 1500 LT Trail Boss in Markesan WIChevrolet Silverado 1500 LT1 in Markesan WIChevrolet Silverado 1500 Custom in Markesan WIChevrolet Silverado 1500 High Country in Markesan WIChevrolet Silverado 1500 Custom Trail Boss in Markesan WIChevrolet Silverado 1500 Work Truck in Markesan WI
Chevrolet Silverado 1500 in Fond du Lac WIChevrolet Silverado 1500 in Appleton WIChevrolet Silverado 1500 in Madison WIChevrolet Silverado 1500 in Milwaukee WIChevrolet Silverado 1500 in Janesville WIChevrolet Silverado 1500 in Green Bay WIChevrolet Silverado 1500 in Marshfield WIChevrolet Silverado 1500 in Kenosha WIChevrolet Silverado 1500 in Rockford IL
Chevrolet Silverado 1500 in Markesan WIOld Chevy Trucks for Sale in Markesan WIClassic Muscle Cars for Sale in Markesan WIChevrolet Trucks For Sale in Markesan WICheap Muscle Cars for Sale in Markesan WIWork Trucks for Sale in Markesan WIReliable Cars For Sale in Markesan WIAmerican Made Trucks For Sale in Markesan WIBest Pickup Trucks For Sale in Markesan WIBest Cars Under $5,000 For Sale in Markesan WI
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 MarkesanUsed SUVs / Crossovers for Sale with Low Mileage in MarkesanUsed Hatchbacks for Sale with Low Mileage in MarkesanUsed Convertibles for Sale with Low Mileage in MarkesanUsed Vans for Sale with Low Mileage in MarkesanUsed Minivans for Sale with Low Mileage in MarkesanUsed Pickup Trucks for Sale with Low Mileage in MarkesanUsed Coupes for Sale with Low Mileage in MarkesanUsed Wagons for Sale with Low Mileage in Markesan
Vande Hey Brantmeier ChevroletHeiser Chevrolet of West BendNapleton Chevrolet Buick GMC Beaver DamKayser Chevrolet Sauk CityZimbrick ChevroletDon Larson SuperstoreHoman Chevrolet GMC of RiponBergstrom GM of OshkoshHoman Chevrolet BuickBergstrom Chevrolet of AppletonBergstrom Chevrolet of MiddletonBergstrom GM of Neenah
