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Used Chevrolet Silverado 1500 Custom Trail Boss for sale near Watertown, CT

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24 matches 30 miles from 06795
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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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2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss View all 33 photos

Used

2019 Chevrolet Silverado 1500 Custom Trail Boss

81,267 mi.
$30,995
Est. $562/mo*
Free CARFAX 1-Owner Report
A Better Way Wholesale
(1,423 reviews)
Naugatuck, CT (10 mi.)
Call Check availability Check availability

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
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss View all 33 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

17,573 mi.
$45,734 $532 price drop
Est. $829/mo*
Free CARFAX 1-Owner Report
Ingersoll Auto of Pawling
(132 reviews)
Pawling, NY (25 mi.)
Call Check availability Check availability

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
No photo available

Used

2020 Chevrolet Silverado 1500 Custom Trail Boss

24,248 mi.
$36,495
Est. $662/mo*
Free CARFAX 1-Owner Report
D'Addario Cadillac Buick GMC Nissan
Not rated Dealerships need five reviews in the past 24 months before we can display a rating. (31 reviews)
Shelton, CT (23 mi.)
Call Check availability Check availability

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
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss View all 33 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

18 mi.
$43,252 $428 price drop
Est. $784/mo*
Get the AutoCheck Report
Ingersoll Auto of Pawling
(132 reviews)
Pawling, NY (25 mi.)
Call Check availability Check availability

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

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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 16 photos

Certified

2021 Chevrolet Silverado 1500 Custom Trail Boss

45,842 mi.
$37,000
Est. $671/mo*
Free AutoCheck Report
Flood Ford of East Greenwich
East Greenwich, RI (85 mi.)

Vehicle information

Ext. color: Summit White
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 #: Y751A
VIN: 1GCPYCEF6MZ261981

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss View all 31 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

9,848 mi.
$44,989
Est. $816/mo*
Free CARFAX 1-Owner Report
Sayville Ford
Sayville, NY (59 mi.)

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
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 87 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

29,541 mi.
$35,888 $1,000 price drop
Est. $651/mo*
Free CARFAX 1-Owner Report
Unique Auto Mall
South Amboy, NJ (100 mi.)

Vehicle information

Ext. color: Northsky Blue Metallic
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 #: CP235025
VIN: 1GCPYCEF6MZ235025

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
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 40 photos

Used

2020 Chevrolet Silverado 1500 Custom Trail Boss

62,902 mi.
$33,992 $699 price drop
Est. $616/mo*
Free CARFAX Report
Ron Bouchard Kia
Lancaster, MA (96 mi.)

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
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss
2019 Chevrolet Silverado 1500 Custom Trail Boss View all 30 photos

Used

2019 Chevrolet Silverado 1500 Custom Trail Boss

85,650 mi.
$24,577 $400 price drop
Est. $446/mo*
Free CARFAX 1-Owner Report
Capital Motor Group
Medford, NY (57 mi.)

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
MPG: 14-18
Fuel type: Gasoline
Transmission: Automatic
Engine: EcoTec3 5.3L V-8 gasoline direct injection, variable valve contr
Stock #: 351566
VIN: 1GCRYCEF9KZ351566

Features

Convenience: Keyless Entry
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss
2023 Chevrolet Silverado 1500 Custom Trail Boss View all 28 photos

Used

2023 Chevrolet Silverado 1500 Custom Trail Boss

33,377 mi.
$38,999
Est. $707/mo*
Free CARFAX 1-Owner Report
Mazda 112
Medford, NY (57 mi.)

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
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 20 photos

Used

2020 Chevrolet Silverado 1500 Custom Trail Boss

81,083 mi.
$29,999
Est. $544/mo*
Free CARFAX Report
Stevens 112 Ford
Patchogue, NY (58 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 #: 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
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 30 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

57,490 mi.
$37,795 $200 price drop
Est. $685/mo*
Free CARFAX 1-Owner Report
Hawthorne Chevrolet
Hawthorne, NJ (70 mi.)

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
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 28 photos

Used

2021 Chevrolet Silverado 1500 Custom Trail Boss

131,735 mi.
$26,500 $500 price drop
Est. $480/mo*
Free CARFAX 1-Owner Report
Atlantic Toyota
West Islip, NY (63 mi.)

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
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss
2024 Chevrolet Silverado 1500 Custom Trail Boss View all 30 photos

Used

2024 Chevrolet Silverado 1500 Custom Trail Boss

9,642 mi.
$46,750
Est. $848/mo*
Free CARFAX 1-Owner Report
Chevrolet Buick GMC of Attleboro
Attleboro, MA (94 mi.)

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
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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 Custom Trail Boss by city

Chevrolet Silverado 1500 by trim
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