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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.
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New and used
2026 Chevrolet Silverado 1500 Custom Trail Boss trucks
for sale
near
Oakland, MO
25 matches
30 miles from 63126
Be the first to know!
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.
**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.
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$43,745
Jim Trenary Chevrolet
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-20
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: F261018
VIN: 3GCPKCEK1TG119230
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Jim Trenary Chevrolet review
Thank you Jim Trenary
I was a little leery to have my vehicle serviced here after reading some of the reviews but decided to give them a chance. I couldn't be happier with the service I received from everyone at Jim Trenary. They got my vehicle in right away and kept me up to date on my repairs. I would absolutely recommend Jim Trenary for sales or service.
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$43,670
Jim Trenary Chevrolet
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-20
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: F260143
VIN: 3GCPKCEK8TG106362
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Jim Trenary Chevrolet review
Paula Crabtree
Andrew Chavez is a step above! He was quick to respond to my inquiries and basically had the deal made before we traveled 409 miles from Arkansas. He has followed up by mail, email, and text to assure we are satisfied. Very pleased with him. The finance person (I think Ryan) was also very good at signing. Have already recommended to friends.
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$43,670
Jim Trenary Chevrolet
Vehicle information
Ext. color: Red Hot
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-20
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: F260141
VIN: 3GCPKCEK7TG106384
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Jim Trenary Chevrolet review
Great dealership for servicing your car.
Great dealership for servicing your car. Setting up appointment is super easy, great reminders and the people working there are friendly and great to work with.
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$53,025
Weber Chevrolet Creve Coeur
Vehicle information
Ext. color: Sterling Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
21-24
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 3L I-6 diesel direct injection, DOHC, variable valve con
Stock #: T19998
VIN: 3GCUKCE81TG116657
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, 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, Lane Departure Warning, Stability Control
Reviews
Weber Chevrolet Creve Coeur review
Service write up was quick and easy, my technician was
Service write up was quick and easy, my technician was Stephen Billet, he is very good at what he does. Everything done perfectly. I will continue to ask for him when my vehicles are there.
No photo available
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$47,155
Weber Chevrolet Granite City
Vehicle information
Ext. color: Cypress
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: 39610
VIN: 3GCUKCED0TG166933
Features
Convenience:
Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Reviews
Weber Chevrolet Granite City review
If you are looking for a new car, I highly recommend
If you are looking for a new car, I highly recommend going to see Kevin. He makes buyin a new car seem easy. He was great to work with and made the process seem like a breeze. I was very satisfied with the service I received from Kevin. I will definetly go back again when I am in the market for a new car.
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$51,045
Poage Chevy Buick of Hannibal
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: T6163
VIN: 3GCUKCEDXTG134510
Features
Convenience:
Keyless Start, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$52,535
Pearl Motor Company
Vehicle information
Ext. color: White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: 26040
VIN: 3GCUKCED4TG114561
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
New
2026 Chevrolet Silverado 1500 Custom Trail Boss
$52,187
MSRP $59,985
$2,699 price drop
Steve Schmitt, Inc.
Vehicle information
Ext. color: Red Hot
Int. color: Jet 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 #: 38674
VIN: 3GCUKCED0TG107820
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System, 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, 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.
Chevrolet Silverado 1500 trims
-
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-
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-
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37 listings starting at $54,705
-
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34 listings starting at $40,355
-
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30 listings starting at $52,740
-
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26 listings starting at $31,190
-
Chevrolet Silverado 1500 2026 Custom Trail Boss
25 listings starting at $43,670
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