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Used Chevrolet Silverado 2500 trucks for sale near Hebron, CT under $100,000

Filters 5 Year Trim Model Price & payment Make Mileage Ext. color All filters
22 matches 30 miles from 06248
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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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No photo available

Used

2020 Chevrolet Silverado 2500 Custom

53,227 mi.
$39,965
Est. $725/mo*
Get the AutoCheck Report
Executive Chevrolet
(1,575 reviews)
Wallingford, CT (27 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: 6.6L V-8 gasoline direct injection, variable valve control, regu
Stock #: 26068A
VIN: 1GC4YME7XLF127525

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

Reviews

Executive Chevrolet review

The dealer knew their product, fair and let you make your

June 10, 2025
By William S from Cheshire, CT

The dealer knew their product, fair and let you make your own decision. The sales person was wonderful.

2020 Chevrolet Silverado 2500 Custom review

love my Truck

June 7, 2021
By sensihorse from Cocoa,Fl
Owns this car

It exceeds my needs. I tow two horse trailer fully loaded maybe 8000 lbs but it has never felt like I had anything behind it. it breaks well and handles like a dream for truck. Love the extras like cooling seats and exhaust breakn ever been happier with a truck. I am sure I can haul a living quarters 3 horse gn with it
No photo available

Used

2015 Chevrolet Silverado 2500 WT

120,125 mi.
$18,196
Est. $330/mo*
Free CARFAX 1-Owner Report
Hitchcock Motor Car
(0 reviews)
Wolcott, CT (30 mi.)
Call Check availability Check availability

Vehicle information

Ext. color: Summit White
Int. color: Dark Ash With Jet Black Interior Accents
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 6-Speed Automatic HD Electronic with Overdrive
Engine: Vortec 6L V-8 variable valve control, regular unleaded, engine w
Stock #: HM3103
VIN: 1GC0KUEG3FZ521693

Features

Convenience: Keyless Entry
Entertainment: Bluetooth®, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control

Reviews

2015 Chevrolet Silverado 2500 WT review

2500 High Country

August 23, 2020
By Happy owner from Wisconsin
Owns this car

Rides like my Tahoe and is a 2500. Plenty of power pulling a load of horses. Interior is immaculate for a truck. Shame to use on the farm. Thanks Chevrolet.

There are additional matching cars outside your search area.

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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.

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2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom View all 36 photos

Used

2022 Chevrolet Silverado 2500 Custom

82,863 mi.
$40,998
Est. $743/mo*
Free CARFAX 1-Owner Report
Colonial South Chevrolet
North Dartmouth, MA (74 mi.)

Vehicle information

Ext. color: Northsky Blue Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: 6.6L V-8 gasoline direct injection, variable valve control, regu
Stock #: S25349A
VIN: 2GC4YME72N1224664

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
2022 Chevrolet Silverado 2500 LTZ
2022 Chevrolet Silverado 2500 LTZ
2022 Chevrolet Silverado 2500 LTZ
2022 Chevrolet Silverado 2500 LTZ
2022 Chevrolet Silverado 2500 LTZ
2022 Chevrolet Silverado 2500 LTZ View all 15 photos

Used

2022 Chevrolet Silverado 2500 LTZ

39,273 mi.
$58,995 $2,000 price drop
Est. $1,070/mo*
Free CARFAX 1-Owner Report
Elmwood Chrysler Dodge Jeep RAM
East Providence, RI (56 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: 10-Speed Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: D65090A
VIN: 2GC4YPEY4N1214101

Features

Convenience: Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat
2021 Chevrolet Silverado 2500 High Country
2021 Chevrolet Silverado 2500 High Country
2021 Chevrolet Silverado 2500 High Country
2021 Chevrolet Silverado 2500 High Country
2021 Chevrolet Silverado 2500 High Country
2021 Chevrolet Silverado 2500 High Country View all 31 photos

Used

2021 Chevrolet Silverado 2500 High Country

59,151 mi.
$56,647
Est. $1,027/mo*
Free CARFAX Report
Imperial Chevrolet
Mendon, MA (52 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black/Umber
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: C47556
VIN: 1GC4YREY0MF275979

Features

Convenience: Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom
2022 Chevrolet Silverado 2500 Custom View all 28 photos

Used

2022 Chevrolet Silverado 2500 Custom

33,356 mi.
$47,865 $914 price drop
Est. $868/mo*
Get the AutoCheck Report
Rodman Ford
Foxboro, MA (66 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: T14374A
VIN: 2GC4YMEY0N1211467

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
2018 Chevrolet Silverado 2500 LT
2018 Chevrolet Silverado 2500 LT
2018 Chevrolet Silverado 2500 LT
2018 Chevrolet Silverado 2500 LT
2018 Chevrolet Silverado 2500 LT
2018 Chevrolet Silverado 2500 LT View all 33 photos

Used

2018 Chevrolet Silverado 2500 LT

160,079 mi.
$17,995 $755 price drop
Est. $326/mo*
Free CARFAX 1-Owner Report
Ingersoll Auto of Danbury
Danbury, CT (57 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: E85 Flex Fuel
Transmission: 6-Speed Automatic
Engine: 6.0L V8 16V MPFI OHV Flexible Fuel
Stock #: P211354
VIN: 1GC2KVEGXJZ211354

Features

Convenience: Keyless Entry, Remote Start
Entertainment: Bluetooth®, CD Player, Premium Sound System, Satellite Radio, USB Port
Exterior: Alloy Wheels
Safety: Backup Camera, Brake Assist, Stability Control
2023 Chevrolet Silverado 2500 LT
2023 Chevrolet Silverado 2500 LT
2023 Chevrolet Silverado 2500 LT
2023 Chevrolet Silverado 2500 LT
2023 Chevrolet Silverado 2500 LT
2023 Chevrolet Silverado 2500 LT View all 38 photos

Used

2023 Chevrolet Silverado 2500 LT

65,964 mi.
$47,500 $398 price drop
Est. $861/mo*
Free CARFAX 1-Owner Report
North End Motors
Canton, MA (75 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: B24690
VIN: 1GC1YNEY9PF225811

Features

Convenience: Heated Seats, Heated Steering Wheel, 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, Stability Control
2023 Chevrolet Silverado 2500 High Country
2023 Chevrolet Silverado 2500 High Country
2023 Chevrolet Silverado 2500 High Country
2023 Chevrolet Silverado 2500 High Country
2023 Chevrolet Silverado 2500 High Country
2023 Chevrolet Silverado 2500 High Country View all 32 photos

Used

2023 Chevrolet Silverado 2500 High Country

43,695 mi.
$61,998
Est. $1,124/mo*
Get the AutoCheck Report
Romeo Chevrolet Buick GMC
Lake Katrine, NY (85 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black/Umber
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: 25766A
VIN: 2GC4YREY0P1721592

Features

Convenience: Cooled Seats, Heated Seats, Heated Steering Wheel, 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, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat
2024 Chevrolet Silverado 2500 High Country
2024 Chevrolet Silverado 2500 High Country
2024 Chevrolet Silverado 2500 High Country
2024 Chevrolet Silverado 2500 High Country
2024 Chevrolet Silverado 2500 High Country
2024 Chevrolet Silverado 2500 High Country View all 34 photos

Used

2024 Chevrolet Silverado 2500 High Country

59,037 mi.
$62,446
Est. $1,132/mo*
Free CARFAX Report
Loehmann-Blasius Chevrolet
Waterbury, CT (33 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Black
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: 51574AQ
VIN: 1GC4YREY5RF131769

Features

Convenience: Adaptive Cruise Control, Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, LED Headlights, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats, Memory Seat
2020 Chevrolet Silverado 2500 LT
2020 Chevrolet Silverado 2500 LT
2020 Chevrolet Silverado 2500 LT
2020 Chevrolet Silverado 2500 LT
2020 Chevrolet Silverado 2500 LT
2020 Chevrolet Silverado 2500 LT View all 28 photos

Used

2020 Chevrolet Silverado 2500 LT

98,375 mi.
$37,900 $1,000 price drop
Est. $687/mo*
Free CARFAX Report
Atlantic Chevrolet Cadillac
Bay Shore, NY (80 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: 10-Speed Automatic
Engine: 6.6L V8 32V DDI OHV Turbo Diesel
Stock #: 54538T
VIN: 1GC1YNEY4LF306516

Features

Convenience: Keyless Entry, Navigation System
Entertainment: Apple CarPlay®, Bluetooth®, Premium Sound System, USB Port
Exterior: Alloy Wheels, Tow Hitch
Safety: Backup Camera, Brake Assist, Stability Control
Seating: Leather Seats
2022 Chevrolet Silverado 2500 WT
2022 Chevrolet Silverado 2500 WT
2022 Chevrolet Silverado 2500 WT
2022 Chevrolet Silverado 2500 WT
2022 Chevrolet Silverado 2500 WT
2022 Chevrolet Silverado 2500 WT View all 31 photos

Used

2022 Chevrolet Silverado 2500 WT

113,058 mi.
$29,955
Est. $543/mo*
Free CARFAX Report
Prestige Auto Mart of Westport
Westport, MA (71 mi.)

Vehicle information

Ext. color: Summit White
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: 6.6L V-8 gasoline direct injection, variable valve control, regu
Stock #: C24095
VIN: 1GC3YLE72NF332507

Features

Convenience: Keyless Entry, Navigation System
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, USB Port
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
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Chevrolet Silverado 2500 prices by year

Model year Prices from Deals
2025 Chevrolet Silverado 2500 $52,500

*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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Used Chevrolet Silverado 2500 by price

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Chevrolet Silverado 2500 under $100,000 by city
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