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Used
Chevrolet Silverado 1500 Custom Trail Boss
for sale
near
Thomaston, CT
24 matches
30 miles from 06787
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.
Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
17,573 mi.
$45,734
$532 price drop
Ingersoll Auto of Pawling
Vehicle information
Ext. color: Slate Gray Metallic
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 #: A232741
VIN: 3GCUDCED0RG232741
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
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, Rear Cross Traffic Alert, Stability Control
Reviews
Ingersoll Auto of Pawling review
I just purchased my first ever brand new car from here.
I just purchased my first ever brand new car from here. I traded in my well loved used car. Mike was super helpful and kept me at ease through out the whole experience. Answered every question I had. Ellie was great at helping me get a good loan and rate. Highly recommend this dealership. ~Amy
2024 Chevrolet Silverado 1500 Custom Trail Boss review
My 2024 Chevy Silverado LTZ provides a deluxe large SUV
My 2024 Chevy Silverado LTZ provides a deluxe large SUV interior and a standard (short) tuck bed all in one vehicle. It is loaded with features to make it look and operate very well, and it provides mid 20's regular unleaded fuel mileage. The dynamic fuel management system combined with the 10 speed automatic transmission work together flawlessly to deliver smooth power without being able to realize what gear or how many cylinders the powertrain is using at any given time.
Used
2019 Chevrolet Silverado 1500 Custom Trail Boss
81,267 mi.
$30,995
A Better Way Wholesale
Vehicle information
Ext. color: Summit White
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic Electronic with Overdrive
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 115249N
VIN: 3GCPYCEF2KG115249
Features
Convenience:
Keyless Entry, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Reviews
A Better Way Wholesale review
Overall it was a good experience!
Overall it was a good experience! I had no issues during the process as everything ran smoothly.
2019 Chevrolet Silverado 1500 Custom Trail Boss review
Thumbs up
Since I've owned it, so far so good. I like my truck and I appreciate it everyday. A little bit of shaking in the steering at high speeds but I'm not concerned with it. Overall, pretty great.
No photo available
Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
24,248 mi.
$36,495
D'Addario Cadillac Buick GMC Nissan
Vehicle information
Ext. color: Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: G6079A
VIN: 1GCPYCEF5LZ175480
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
Reviews
D'Addario Cadillac Buick GMC Nissan review
great experience
Quick and easy beginning to end. I saw vehicle online the price was good and drove it off same day. highly recommend this dealership. thanks colley
2020 Chevrolet Silverado 1500 Custom Trail Boss review
I have a 2020 1500 RST with the 5.
I have a 2020 1500 RST with the 5.3 engine and 8 speed transmission. My truck now has 67,000 miles. The acceleration is outstanding and smooth from gears 3-8. Probably could use more torque for gears 1-2, but not weak by any means. I have had no mechanical problems outside of the clunking rear suspension which was fixed by retorqueing the rear leaf spring suspension bolts. Other than that minor issue, it has been very reliable. I have heard these transmissions have had issues, but nothing that has caused issues for me. It has the 60-70 MPH shutter that is common to these transmissions, but I have learned how to drive to avoid the shutter, as I did with my 2011 1500. Overall pretty satisfied at this point. Comfort and amenities could be better for the front seats for the price, but I bought it knowing that. FYI my front brakes at this point are still 50%, and I have invested very little outside of a few fluid exchanges and routine maintenance. Excellent fuel mileage: 20 mpg with 50% highway vs city driving.
Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
18 mi.
$43,252
$428 price drop
Ingersoll Auto of Pawling
Vehicle information
Ext. color: Sterling Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: A304261
VIN: 3GCPDCEK2RG304261
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
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, Rear Cross Traffic Alert, Stability Control
Reviews
Ingersoll Auto of Pawling review
Justin at Ingersoll was wonderful to deal with, he is
Justin at Ingersoll was wonderful to deal with, he is knowledgable and caring. Dom the manager came out to introduce himself and welcome us. Ellie went out of her way for us re our new registration.
2024 Chevrolet Silverado 1500 Custom Trail Boss review
What I am most satisfied with is its color.
What I am most satisfied with is its color. This matte silver color is matched with silver wheels, which is really unique. The matte texture is very good, and the personality is low-key but full of connotation. I just like not to follow the crowd.
There are additional matching cars outside your search area.
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As a benefit to some of our dealer customers, we display their listings first.
Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
81,083 mi.
$29,999
Stevens 112 Ford
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 #: UV11892
VIN: 1GCRYCEF7LZ231704
Features
Convenience:
Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Stability Control
Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
131,735 mi.
$26,500
$500 price drop
Atlantic Toyota
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: U35169T
VIN: 3GCPYCEF5MG349890
Features
Convenience:
Keyless Entry, 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, Stability Control
Used
2023 Chevrolet Silverado 1500 Custom Trail Boss
33,377 mi.
$38,999
Mazda 112
Vehicle information
Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
17-18
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: U45250
VIN: 3GCPDCEK0PG165311
Features
Convenience:
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
Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
34,385 mi.
$38,596
Performance Buick GMC
Vehicle information
Ext. color: Black
Int. color: Gideon/Very Dark Atmosphere
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 6-Speed Automatic Electronic with Overdrive
Engine: EcoTec3 5.3L V8
Stock #: B1721
VIN: 1GCPYCEF2MZ261735
Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
9,848 mi.
$44,989
Sayville Ford
Vehicle information
Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: 32658
VIN: 3GCPDCEK6RG224851
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
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, Rear Cross Traffic Alert, Stability Control
Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
9,642 mi.
$46,750
Chevrolet Buick GMC of Attleboro
Vehicle information
Ext. color: Slate Gray Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: 2.7L I4 16V GDI DOHC Turbo
Stock #: X97
VIN: 3GCPDCEK2RG257149
Features
Convenience:
Keyless Entry, Keyless Start, Remote Start
Entertainment:
Bluetooth®, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior:
Alloy Wheels, Tow Hitch, Tow Hooks
Safety:
Backup Camera, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Used
2020 Chevrolet Silverado 1500 Custom Trail Boss
62,902 mi.
$34,691
Ron Bouchard Kia
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
15-20
Fuel type: Gasoline
Transmission: Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: K011246B
VIN: 1GCPYCEF5LZ350987
Features
Convenience:
Keyless Entry
Entertainment:
Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Tow Hitch
Safety:
Backup Camera, Brake Assist, Stability Control
Used
2024 Chevrolet Silverado 1500 Custom Trail Boss
2,121 mi.
$44,477
$500 price drop
Imperial Toyota
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
16-17
Fuel type: Gasoline
Transmission: Automatic
Engine: TurboMax 2.7L I-4 gasoline direct injection, DOHC, variable valv
Stock #: TP5989
VIN: 3GCPDCEK6RG149312
Features
Convenience:
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, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
57,490 mi.
$37,795
$200 price drop
Hawthorne Chevrolet
Vehicle information
Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG:
13-18
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 4952A
VIN: 1GCPYCEF4MZ451245
Features
Convenience:
Keyless Entry, 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, Stability Control
Used
2021 Chevrolet Silverado 1500 Custom Trail Boss
89,919 mi.
$31,170
$970 price drop
Empire Pre-Owned Superstore
Vehicle information
Ext. color: Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
15-20
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 5.3L V8 16V GDI OHV
Stock #: HP16177
VIN: 1GCPYCEF8MZ392653
Features
Convenience:
Keyless Entry, 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
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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 Custom Trail Boss by city
-
Chevrolet Silverado 1500 Custom Trail Boss in Thomaston, CT
1 Great Deal out of 24 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Watertown, CT
1 Great Deal out of 26 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Oakville, CT
1 Great Deal out of 26 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Bethlehem Village, CT
1 Great Deal out of 24 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Morris, CT
1 Great Deal out of 23 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Bethlehem, CT
1 Great Deal out of 23 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Litchfield, CT
1 Great Deal out of 22 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Wolcott, CT
20 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Waterbury, CT
1 Great Deal out of 26 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Bantam, CT
1 Great Deal out of 21 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Woodbury, CT
1 Great Deal out of 25 listings starting at $28,949
-
Chevrolet Silverado 1500 Custom Trail Boss in Middlebury, CT
1 Great Deal out of 26 listings starting at $28,949
Chevrolet Silverado 1500 by trim
-
Chevrolet Silverado 1500 LT
11 Great Deals out of 74 listings starting at $11,900
-
Chevrolet Silverado 1500 WT
6 Great Deals out of 32 listings starting at $14,999
-
Chevrolet Silverado 1500 RST
2 Great Deals out of 30 listings starting at $19,999
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Chevrolet Silverado 1500 LT Trail Boss
3 Great Deals out of 26 listings starting at $28,726
-
Chevrolet Silverado 1500 Custom
4 Great Deals out of 25 listings starting at $19,300
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Chevrolet Silverado 1500 Custom Trail Boss
1 Great Deal out of 24 listings starting at $28,949
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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.