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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
Olympia Heights, FL
- 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
Vehicle information
Features






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Michael Nicolas at Homestead Chevrolet made my new
Michael Nicolas at Homestead Chevrolet made my new vehicle purchase a fast, easy and pleasurable experience. 10 out of 10






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Great service Michael Nicolas my salesman has even been
Great service Michael Nicolas my salesman has even been great after the sale with explaining all the bells and whistles.






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Muy buena atencion por parte del vendedor llamado Capote
Muy buena atencion por parte del vendedor llamado Capote al igual que el financista tambien






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Very profesional,good customer service thank you Martin
Very profesional,good customer service thank you Martin Centeno for your help and all attention






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Super asistencia y profesionalidad el desmerecido número
Super asistencia y profesionalidad el desmerecido número uno magnífico trato de parte de Jose Cedeño






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Mr. Martin Ramon Centeno was wonderful and assistant with
Mr. Martin Ramon Centeno was wonderful and assistant with all the process, also he explains to me how I Handled all the cars equipment super customer services thank you Martin






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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Reviews
Whole team at Bomnin Chevrolet is professional and should
Whole team at Bomnin Chevrolet is professional and should be proud of what they accomplished as a team, the whole process was smooth, quick and I wasn’t left guessing.






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
Loved my experience with Angel Hernandez Easier deal
Loved my experience with Angel Hernandez Easier deal I’ve ever done. Would definitely recommend him to my friends and family






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
Reviews
They are of excellent sales team I’ve ever known.
They are of excellent sales team I’ve ever known.I had a Very nice purchasing experience with Angel Hernandez.






New
2026 Chevrolet Silverado 1500 Custom Trail Boss
Vehicle information
Features
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.






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2026 Chevrolet Silverado 1500 Custom Trail Boss
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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New
2026 Chevrolet Silverado 1500 Custom Trail Boss
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2026 Chevrolet Silverado 1500 Custom Trail Boss
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2026 Chevrolet Silverado 1500 Custom Trail Boss
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About the 2026 Chevrolet Silverado 1500 Custom Trail Boss
Custom Trail Boss shown.
- Seating
- 6
- Door count
- 4
- Drivetrain
- Four Wheel Drive
- Combined MPG
- 18
- Transmission
- 10-Speed A/T
- Engine
- 310.0-hp, 2.7-liter, 4 Cylinder Engine (Gasoline Fuel)

How much does the 2026 Chevrolet Silverado 1500 Custom Trail Boss cost?
The 2026 Chevrolet Silverado 1500 Custom Trail Boss price depends on optional features. Prices typically start at $52,800.
What is the MPG of the 2026 Chevrolet Silverado 1500 Custom Trail Boss?
The 2026 Chevrolet Silverado 1500 Custom Trail Boss offers up to 17 MPG in city driving and 20 MPG on the highway for a combined rating of 18 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle options, driving conditions, driving habits, vehicle maintenance, and other factors.
What are some similar vehicles and competitors of the 2026 Chevrolet Silverado 1500 Custom Trail Boss?
The 2026 Chevrolet Silverado 1500 Custom Trail Boss compares to and/or competes against the following vehicles:
Custom Trail Boss (2 styles)
Style | |
---|---|
4WD Crew Cab 147" Custom Trail Boss | 4WD Crew Cab 157" Custom Trail Boss |
Inventory price | |
Starting at $52,800 | Starting at $53,100 |
Combined MPG | |
18 | 18 |
Engine | |
310.0-hp, 2.7-liter, 4 Cylinder Engine (Gasoline Fuel) | 310.0-hp, 2.7-liter, 4 Cylinder Engine (Gasoline Fuel) |
*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
-
Chevrolet Silverado 1500 2026 Custom
528 listings starting at $34,085
-
Chevrolet Silverado 1500 2026 RST
246 listings starting at $42,628
-
Chevrolet Silverado 1500 2026 LT
141 listings starting at $40,871
-
Chevrolet Silverado 1500 2026 LTZ
59 listings starting at $56,095
-
Chevrolet Silverado 1500 2026 High Country
52 listings starting at $57,495
-
Chevrolet Silverado 1500 2026 LT Trail Boss
36 listings starting at $60,590
-
Chevrolet Silverado 1500 2026 WT
36 listings starting at $32,645
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.