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Used Chevrolet Silverado 1500 LT Trail Boss for sale near Fort Atkinson, WI

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21 matches 30 miles from 53538
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Est. $400 /mo*
Down Payment
$0
Net trade-in value
$0
Months
72
APR
7.0%
Sales tax
0.0%

*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

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Used

2021 Chevrolet Silverado 1500 LT Trail Boss

103,593 mi.
$33,295
Est. $599/mo*
Free CARFAX Report
Ewald Chevrolet, LLC
(926 reviews)
Oconomowoc, WI (24 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Northsky Blue Metallic
Int. color: Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: 25C934A
VIN: 3GCPYFED7MG455600

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Backup Camera, Brake Assist, Stability Control

Reviews

Ewald Chevrolet, LLC review

Alex did a great job assisting us with our vehicle

September 22, 2025
By James from WI

Alex did a great job assisting us with our vehicle purchase. Our finance gentleman was great as well. Highly recommend Ewald.

2021 Chevrolet Silverado 1500 LT Trail Boss review

2021 LT Trail Boss has great styling, powerful engines,

June 5, 2025
By Gene from Rochester, NY
Owns this car

2021 LT Trail Boss has great styling, powerful engines, and tons of technology in a great package. A commanding view of the road, a nice comfortable interior, amazing Bose Stereo system, tons of storage and tons of space for adults in the crew cab. But there are issues, side mirrors are too small, harsher ride (which I expected), and DFM, GDI engines, and questions on the 10 speed transmissions. I recommend disabling DFM ASAP or using the L9 trick to overide the system, to help prolong the life of the engines from lifter failure. Mine is under warranty for another 18K miles, if it acts up at all its into the dealership for warranty service.

2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss View all 28 photos
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Used

2023 Chevrolet Silverado 1500 LT Trail Boss

30,794 mi.
$49,000
Zimbrick Buick GMC Eastside
(805 reviews)
Madison, WI
View on dealer's site

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2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss View all 27 photos

Used

2021 Chevrolet Silverado 1500 LT Trail Boss

94,209 mi.
$31,299 $626 price drop
Est. $563/mo*
Free CARFAX 1-Owner Report
Advantage Chevrolet of Bridgeview
Bridgeview, IL (98 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-21
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: C23863A
VIN: 1GCPYFED0MZ124017

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss View all 35 photos

Used

2021 Chevrolet Silverado 1500 LT Trail Boss

71,972 mi.
$37,395 $300 price drop
Est. $673/mo*
Free CARFAX Report
Gordie Boucher Nissan of Greenfield
Greenfield, WI (42 mi.)

Vehicle information

Ext. color: Satin Steel Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-21
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: PF13059
VIN: 1GCPYFED6MZ430784

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss View all 16 photos

Chevrolet Certified

2023 Chevrolet Silverado 1500 LT Trail Boss

38,337 mi.
$46,962
Est. $845/mo*
Free CARFAX Report
Symdon Motors
Mount Horeb, WI (46 mi.)

Vehicle information

Ext. color: Sterling Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 17-18
Fuel type: Diesel
Transmission: Automatic
Engine: 3.0L I6 24V DDI DOHC Turbo Diesel
Stock #: 50387A
VIN: 3GCUDFE88PG299265

Features

Convenience: Heated Steering Wheel, Keyless Start, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss View all 24 photos

Used

2021 Chevrolet Silverado 1500 LT Trail Boss

74,261 mi.
$33,997 $214 price drop
Est. $611/mo*
Free CARFAX Report
Old Orchard Nissan
Skokie, IL (83 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 14-19
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 6.2L V-8 gasoline direct injection, variable valve contr
Stock #: M1388
VIN: 1GCPYFELXMZ207543

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
Seating: Leather Seats
2020 Chevrolet Silverado 1500 LT Trail Boss
2020 Chevrolet Silverado 1500 LT Trail Boss
2020 Chevrolet Silverado 1500 LT Trail Boss
2020 Chevrolet Silverado 1500 LT Trail Boss
2020 Chevrolet Silverado 1500 LT Trail Boss
2020 Chevrolet Silverado 1500 LT Trail Boss View all 33 photos

Chevrolet Certified

2020 Chevrolet Silverado 1500 LT Trail Boss

64,829 mi.
$38,519 $476 price drop
Est. $693/mo*
Free CARFAX 1-Owner Report
Boucher Buick GMC of Waukesha
Waukesha, WI (35 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 16-22
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 6.2L V8 16V GDI OHV
Stock #: 26GR129A
VIN: 1GCPYFEL1LZ360696

Features

Convenience: Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Backup Camera, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss View all 24 photos

Used

2021 Chevrolet Silverado 1500 LT Trail Boss

46,553 mi.
$39,692 $799 price drop
Est. $714/mo*
Free CARFAX 1-Owner Report
St Charles Chrysler Dodge Jeep RAM
Saint Charles, IL (76 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-21
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: C9331
VIN: 1GCPYFED9MZ434800

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Stability Control
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss View all 19 photos

Used

2021 Chevrolet Silverado 1500 LT Trail Boss

34,235 mi.
$41,386 $379 price drop
Est. $744/mo*
Free CARFAX Report
Miller Motors
Burlington, WI (35 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 6.2L V8 16V GDI OHV
Stock #: P3246A
VIN: 1GCPYFEL9MZ355375

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Backup Camera, Brake Assist, Stability Control
2024 Chevrolet Silverado 1500 LT Trail Boss
2024 Chevrolet Silverado 1500 LT Trail Boss
2024 Chevrolet Silverado 1500 LT Trail Boss
2024 Chevrolet Silverado 1500 LT Trail Boss
2024 Chevrolet Silverado 1500 LT Trail Boss
2024 Chevrolet Silverado 1500 LT Trail Boss View all 28 photos

Used

2024 Chevrolet Silverado 1500 LT Trail Boss

30,634 mi.
$51,998 $2,000 price drop
Est. $935/mo*
Free CARFAX 1-Owner Report
CarMax Kenosha
Kenosha, WI (53 mi.)

Vehicle information

Ext. color: Blue
Int. color: BLACK
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: Automatic
Engine: Gas
Stock #: 27663783
VIN: 3GCUDFEL0RG267272

Features

Convenience: Heated Steering Wheel, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch
Safety: Backup Camera, Lane Departure Warning
Seating: Leather Seats
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss
2021 Chevrolet Silverado 1500 LT Trail Boss View all 23 photos

Used

2021 Chevrolet Silverado 1500 LT Trail Boss

67,690 mi.
$34,989 $900 price drop
Est. $629/mo*
Free CARFAX Report
Maserati of Naperville
Naperville, IL (87 mi.)

Vehicle information

Ext. color: Cherry Red Tintcoat
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 6.2L V8 16V GDI OHV
Stock #: NU2667A
VIN: 1GCPYFEL2MZ443250

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Backup Camera, Brake Assist, Stability Control
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss
2023 Chevrolet Silverado 1500 LT Trail Boss View all 27 photos

Used

2023 Chevrolet Silverado 1500 LT Trail Boss

34,358 mi.
$48,440
Est. $871/mo*
Get the AutoCheck Report
Uptown Motorcars
Slinger, WI (42 mi.)

Vehicle information

Ext. color: Sterling Gray Metallic
Int. color: Black
Drivetrain: Four-wheel Drive
MPG: 15-18
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 20884-1
VIN: 3GCUDFEDOPG214707

Features

Convenience: Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, LED Headlights, Lane Departure Warning, Stability Control
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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.

**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.

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Chevrolet Silverado 1500 LT Trail Boss by city

Chevrolet Silverado 1500 by trim
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