Used Chevrolet Silverado 1500 LT Trail Boss for Sale nearWindsor, MO
338 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,051
- Stock #:
- 201259A
- VIN:
- 3GCUDFED0PG260215
Sponsored by Max Curnow Chrysler Dodge Jeep Ram
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,051 mi
Cameron, MO
92 mi away
Fair Deal
$39,343
- Year:
- 2025
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 43,450
- Stock #:
- TR446204B
- VIN:
- 3GCUKFEL3SG258206
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
43,450 mi
Springfield, MO
98 mi away
Fair Deal
$48,498
- 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:
- Gray (SATIN STEEL METALLIC)
- Fuel type:
- Gasoline
- Mileage:
- 131,681
- Stock #:
- T1183704A
- VIN:
- 3GCPYFED5MG385627
New arrival
Sponsored Listing
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
131,681 mi
Smithville, MO
81 mi away
Fair Deal
$28,499
- 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
100 mi away
Good Deal
$27,094
- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Mileage:
- 114,937
- Stock #:
- 16059
- VIN:
- 1GCPYFED9MZ387025
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
114,937 mi
Home delivery from Smithfield, NC
Price includes $1,724 shipping
Fair Deal
$31,223
- 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:
- Summit White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,426
- Stock #:
- 5307A
- VIN:
- 3GCUDFET7NG622691
2022 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
57,426 mi
Home delivery from Seffner, FL
Price includes $1,021 shipping
Great Deal
$37,000
- 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:
- 8-Speed Automatic
- Mileage:
- 39,433
- Stock #:
- T1300611A
- VIN:
- 3GCPDFEK6PG105194
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,433 mi
Springfield, MO
98 mi away
Fair Deal
$39,716
- 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, Cloth Seat Trim
- Transmission:
- Automatic
- Mileage:
- 38,523
- Stock #:
- T512C
- VIN:
- 3GCUDFED9RG233694
Price drop
-$2,544
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
38,523 mi
Republic, MO
98 mi away
Great Deal
$44,997
$42,952
- 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:
- Slate Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gideon/Very Dark Atmosphere
- Transmission:
- Automatic
- Mileage:
- 21,439
- Stock #:
- 0014A
- VIN:
- 3GCUDFEL9RG305047
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
21,439 mi
Home delivery from Neosho, MO
Price includes $186 shipping
Good Deal
$49,086
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Dark Ash Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 52,847
- Stock #:
- TZ343506C
- VIN:
- 3GCUDFE84PG110031
Price drop
-$2,327
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
52,847 mi
Springfield, MO
98 mi away
Good Deal
$42,885
$40,558
- 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:
- 17,473
- Stock #:
- RG188709
- VIN:
- 3GCUDFED0RG188709
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
17,473 mi
Home delivery from Heber Springs, AR
Price includes $342 shipping
Good Deal
$48,372
- 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:
- 44,958
- Stock #:
- P3648
- VIN:
- 3GCPKFEK9SG284894
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
44,958 mi
Home delivery from Pryor, OK
Price includes $273 shipping
Great Deal
$38,287
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,179
- Stock #:
- CT11729A2
- VIN:
- 3GCUDFE86RG343184
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
60,179 mi
Lebanon, MO
76 mi away
Great Deal
$39,198
- 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 $630 shipping
Good Deal
$37,275
- 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:
- Northsky Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 91,382
- Stock #:
- 292807A
- VIN:
- 1GCPYFEL5LZ292807
2020 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
91,382 mi
Home delivery from Addison, TX
Price includes $427 shipping
Great Deal
$26,952
- Year:
- 2023
- 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:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 55,025
- Stock #:
- 3226T383A
- VIN:
- 3GCUDFELXPG359907
New arrival
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
55,025 mi
Kansas City, MO
70 mi away
Good Deal
$42,621
- 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:
- Summit White
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 78,051
- Stock #:
- 201259A
- VIN:
- 3GCUDFED0PG260215
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
78,051 mi
Cameron, MO
92 mi away
Fair Deal
$39,343
- 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:
- Cypress Gray
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 24,576
- Stock #:
- TG269637A
- VIN:
- 3GCUKFED4SG194864
New arrival
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
24,576 mi
Springfield, MO
98 mi away
Fair Deal
$49,907
- 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:
- 80,108
- Stock #:
- LNA9004
- VIN:
- 1GCPYFED2MZ422830
Price drop
-$744
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
80,108 mi
Lees Summit, MO
51 mi away
Good Deal
$33,029
$32,285
- 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:
- 39,967
- Stock #:
- MX5560
- VIN:
- 1GCPYFED7MZ266977
New arrival
2021 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
39,967 mi
Home delivery from Louisville, TN
Price includes $995 shipping
Fair Deal
$39,082
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 19,125
- Stock #:
- A07612
- VIN:
- 3GCUDFE82PG190140
2023 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
19,125 mi
Jefferson City, MO
71 mi away
Good Deal
$46,626
- 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, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 49,718
- Stock #:
- RG330213
- VIN:
- 3GCUDFED3RG330213
2024 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
49,718 mi
Springfield, MO
97 mi away
Great Deal
$41,522
- 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:
- 8-Speed Automatic
- Mileage:
- 106,104
- Stock #:
- 16149
- VIN:
- 1GCPYFED7KZ271822
Price drop
-$3,639
2019 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
106,104 mi
Home delivery from Dayton, OH
Price includes $896 shipping
Good Deal
$30,728
$27,487
- 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:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 2,680
- Stock #:
- DV12385B
- VIN:
- 3GCUKFED1SG197480
Sponsored Listing
2025 Chevrolet Silverado 1500
LT Trail Boss Crew Cab 4WD
2,680 mi
Marshfield, MO
89 mi away
Good Deal
$51,605
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 $20,804.50 to $75,999.10 with an average price of $28,578.01. 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, MO?
The average Chevrolet Silverado 1500 LT Trail Boss costs about $25,981.00. The average price has decreased by -5.2% since last year. The 289 for sale near Windsor, MO on CarGurus, range from $20,804 to $75,999 in price.
How many Chevrolet Silverado 1500 LT Trail Boss vehicles in Windsor, MO have no reported accidents or damage?
241 out of 289 for sale near Windsor, MO 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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