Contact seller

Contact seller

By clicking here, you authorize Cars.com and its sellers/partners to contact you by text/calls which may include marketing and be by autodialer. Calls may be prerecorded. You also agree to our Privacy Notice. Consent is not required to purchase goods/services.

We value your privacy. Cars.com Privacy Notice

Customize your budget

Est. max vehicle price based on your desired monthly budget (...% APR*. and ...% sales tax)
$...*
See matching cars

*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.

About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.

Used Chevrolet Silverado 1500 Custom Trail Boss for sale near Sienna Plantation, TX

Filters 4 Year Trim Model Price & payment Make Mileage Ext. color All filters
21 matches 30 miles from 77459
Be the first to know!

Save your search and get notified when new inventory arrives.

Prequalify now

It only takes a few minutes and won't affect your credit.

Get Prequalified
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.

2021 Chevrolet Silverado 1500 Custom Trail Boss

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

92,296 mi.
$28,999
Est. $535/mo*
Free CARFAX 1-Owner Report
Lone Star Chevrolet
(1,451 reviews)
Houston, TX (27 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Northsky Blue Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 13-18
Fuel type: Gasoline
Transmission: Automatic
Engine: Gas V8 5.3L/325
Stock #: TMG379668
VIN: 3GCPYCEF0MG379668

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Backup Camera, Stability Control

Reviews

Lone Star Chevrolet review

MJ is the best.

November 4, 2025
By Roger Allgood from Cypress, Texas

MJ is the best. He explained everything and then when over it again to make sure. He had the patience and knowledge that makes him the greatest. Before you buy a new vehicle talk to Michael Jackson.

2021 Chevrolet Silverado 1500 Custom 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.

There are additional matching cars outside your search area.

Sorted by premium dealers first

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.
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss
2021 Chevrolet Silverado 1500 Custom Trail Boss View all 34 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

84,955 mi.
$30,998
Est. $572/mo*
Free CARFAX 1-Owner Report
Group 1 Chevrolet Spring
Houston, TX (36 mi.)

Vehicle information

Ext. color: Red
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: MG312580
VIN: 3GCPYCEF3MG312580

Features

Convenience: Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch
Safety: Backup Camera, Brake Assist, Stability Control
2026 Chevrolet Silverado 1500 Custom Trail Boss
2026 Chevrolet Silverado 1500 Custom Trail Boss
2026 Chevrolet Silverado 1500 Custom Trail Boss
2026 Chevrolet Silverado 1500 Custom Trail Boss
2026 Chevrolet Silverado 1500 Custom Trail Boss
2026 Chevrolet Silverado 1500 Custom Trail Boss View all 82 photos

Chevrolet Certified

2026 Chevrolet Silverado 1500 Custom Trail Boss

140 mi.
$49,652
Est. $916/mo*
Get the AutoCheck Report
Group 1 Chevrolet Spring
Houston, TX (36 mi.)

Vehicle information

Ext. color: Sterling Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 16-17
Fuel type: Gasoline
Transmission: 10-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: TG127072
VIN: 3GCUKCEDXTG127072

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
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss
2020 Chevrolet Silverado 1500 Custom Trail Boss View all 31 photos

Used

2020 Chevrolet Silverado 1500 Custom Trail Boss

65,469 mi.
$30,998
Est. $572/mo*
Get the AutoCheck Report
Mercedes-Benz of The Woodlands
The Woodlands, TX (48 mi.)

Vehicle information

Ext. color: Shadow Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: U120008
VIN: 1GCPYCEF3LZ120008

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Backup Camera, Brake Assist, Stability Control
  • Prev
  • 1
  • 2
  • Next

*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.

21 matches Clear
Reset
21 matches
Be the first to know!

Save your search and get notified when new inventory arrives.
Basics
Chevrolet models
Silverado 1500 trims
Price & payment Full Price Monthly
‡Monthly budget search results are estimated based on a 72-month loan term with $0 down payment, $0 trade-in value, 0.0% sales tax and 7.0% APR. Inputs can be personalized using the calculator.
Financing
Deal rating
Vehicle history
Awards
Style
Body style
Vehicle size
Cab type
Exterior color
Interior color
Performance
Transmission
Drivetrain
Cylinders
Fuel type
EV range
EV charge time
Features
Convenience
Entertainment
Exterior
Safety
Seating
Door count
Seller info
Seller type
Keyword
Update
Show only

Chevrolet Silverado 1500 Custom Trail Boss by city

Chevrolet Silverado 1500 Custom Trail Boss by year

Chevrolet Silverado 1500 by trim
[{"applied_filter_criteria":"{\"cpo_indicator\":false,\"make_model_trim\":[{\"trim\":\"custom_trail_boss\",\"make\":\"chevrolet\",\"model\":\"silverado_1500\"}],\"search_range\":\"30\",\"shippable\":true,\"sort_field\":\"searchRank1\",\"sort_order\":\"desc\",\"stock_type\":\"used\"}","search_type":"general-inventory-search","sponsored_type_eligible":["inventory_ad"],"vehicle_array":[{"price":"28999","msrp":"0","trim":"Custom Trail Boss","seller_type":"dealership","exterior_color":"Northsky Blue Metallic","interior_color":"Jet Black","sponsored":false,"cpo_package":null,"canonical_mmt":"Chevrolet:Silverado 1500:Custom Trail Boss","model":"Silverado 1500","sponsored_type":"standard","drivetrain":"Four-wheel Drive","photo_count":1,"badges":["good_deal"],"fuel_type":"Gasoline","nvi_program":false,"stock_type":"Used","listing_id":"e4c12d62-7375-4e5f-9793-29c1c61a5ca4","mileage":"92296","dealer_zip":"77065","customer_id":"97046","stock_sub":"","certified_preowned":false,"cat":"truck_fullsize","canonical_mmty":"Chevrolet:Silverado 1500:Custom Trail Boss:2021","dealer_name":"Lone Star Chevrolet","cpo_indicator":false,"make":"Chevrolet","year":"2021","bodystyle":"Truck","vertical_position":1,"vin":"3GCPYCEF0MG379668","relevancy_score":null},{"price":"30998","msrp":"31653","trim":"Custom Trail Boss","seller_type":"dealership","exterior_color":"Red","interior_color":"Jet Black","sponsored":true,"cpo_package":null,"canonical_mmt":"Chevrolet:Silverado 1500:Custom Trail Boss","model":"Silverado 1500","sponsored_type":"search_expansion|radius_paid","drivetrain":"Four-wheel Drive","photo_count":34,"badges":["price_drop_in_cents","good_deal"],"fuel_type":"Gasoline","nvi_program":false,"stock_type":"Used","listing_id":"6474caa7-2a02-401a-8554-4d4f2796b755","mileage":"84955","dealer_zip":"77090","customer_id":"5343507","stock_sub":"","certified_preowned":false,"cat":"truck_fullsize","canonical_mmty":"Chevrolet:Silverado 1500:Custom Trail Boss:2021","dealer_name":"Group 1 Chevrolet Spring","cpo_indicator":false,"make":"Chevrolet","year":"2021","bodystyle":"Truck","vertical_position":2,"vin":"3GCPYCEF3MG312580","relevancy_score":null},{"price":"49652","msrp":"49998","trim":"Custom Trail Boss","seller_type":"dealership","exterior_color":"Sterling Gray Metallic","interior_color":"Jet Black","sponsored":true,"cpo_package":"Chevrolet","canonical_mmt":"Chevrolet:Silverado 1500:Custom Trail Boss","model":"Silverado 1500","sponsored_type":"search_expansion|radius_paid","drivetrain":"Four-wheel Drive","photo_count":82,"badges":["price_drop_in_cents","cpo"],"fuel_type":"Gasoline","nvi_program":false,"stock_type":"Used","listing_id":"05d27b71-7aae-47cc-b403-527806241483","mileage":"140","dealer_zip":"77090","customer_id":"5343507","stock_sub":"","certified_preowned":true,"cat":"truck_fullsize","canonical_mmty":"Chevrolet:Silverado 1500:Custom Trail Boss:2026","dealer_name":"Group 1 Chevrolet Spring","cpo_indicator":true,"make":"Chevrolet","year":"2026","bodystyle":"Truck","vertical_position":3,"vin":"3GCUKCEDXTG127072","relevancy_score":null},{"price":"30998","msrp":null,"trim":"Custom Trail Boss","seller_type":"dealership","exterior_color":"Shadow Gray Metallic","interior_color":"Jet Black","sponsored":true,"cpo_package":null,"canonical_mmt":"Chevrolet:Silverado 1500:Custom Trail Boss","model":"Silverado 1500","sponsored_type":"search_expansion|radius_paid","drivetrain":"Four-wheel Drive","photo_count":31,"badges":["price_drop_in_cents","good_deal"],"fuel_type":"Gasoline","nvi_program":false,"stock_type":"Used","listing_id":"29bd3346-690a-4baf-bffe-f7cee63a5b85","mileage":"65469","dealer_zip":"77385","customer_id":"5355380","stock_sub":"","certified_preowned":false,"cat":"truck_fullsize","canonical_mmty":"Chevrolet:Silverado 1500:Custom Trail Boss:2020","dealer_name":"Mercedes-Benz of The Woodlands","cpo_indicator":false,"make":"Chevrolet","year":"2020","bodystyle":"Truck","vertical_position":4,"vin":"1GCPYCEF3LZ120008","relevancy_score":null}]}]