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

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28 matches 30 miles from 06098
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Est. $400 /mo*
Down Payment
$0
Net trade-in value
$0
Months
72
APR
7.0%
Sales tax
0.0%

Vehicle information

Ext. color: 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 #: H25022
VIN: 1GC4YREY8LF254456

Features

Convenience: Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Folding Mirrors, Remote Start
Entertainment: Android Auto®, Apple CarPlay®, Bluetooth®, HomeLink, Premium Sound System, Satellite Radio, 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

Reviews

Full Throttle Powersports review

I recently purchased a used 2015 Toyota 4Runner from Full

I recently purchased a used 2015 Toyota 4Runner from Full Throttle PowerSports. Overall, the experience was mixed but worth sharing for others considering buying from this dealership. Pros:
The sales team was friendly and low-pressure, which made browsing their inventory feel relaxed and comfortable. If you're someone who doesn't like being hounded by pushy sales tactics, this is a good place to go. They also have a unique and interesting selection of vehicles on the lot. Baker from the dealership stood out for being especially fair and reasonable when post-purchase issues arose. Suggestions & Cautions:
While the customer service was pleasant, I didn’t receive much detailed information about the vehicle itself, so I highly recommend doing your own research before heading in. Be prepared with questions and know the car’s background in advance. Communication-wise, skip the online chat and email—neither worked well for me. Calling the dealership directly is the best way to get a timely and clear response. I did run into some problems shortly after bringing the vehicle home, including needed repairs that continued over a few visits. Thankfully, Baker was helpful in resolving things fairly, but I can’t recommend their service department based on my experience. One big red flag came during financing. Rodney, who handles that side (under Prime Wheels), insisted I had to purchase a two-year warranty—costing nearly $3,000—or my loan through Westlake would be denied. This is absolutely not true; I’ve been approved by Westlake at other dealerships without being forced into buying a warranty. I felt pressured, and while he did lower the cost to fit my budget, I only agreed out of desperation and convenience. Bottom Line:
If you're looking for a no-pressure buying environment with a cool selection of cars, Full Throttle is worth a visit—but do your homework ahead of time, be cautious during financing, and don’t rely on their service department. With the right prep, you could walk away with a solid deal, just stay sharp and advocate for yourself.

2020 Chevrolet Silverado 2500 High Country review

love my Truck

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

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 #: U9956
VIN: 1GC1YNE7XNF175151

Features

Convenience: 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, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats

Reviews

Blasius Pre-Owned Auto review

Jerry is amazing!

Jerry is amazing! I really enjoyed finding my car online, and when I left a message about the one I was interested in, Jerry responded that same night. He even followed up with a text the next morning to let me know he’d check to make sure the car wasn’t already sold. Jerry—and everyone else at the dealership—treated us with genuine kindness and respect. I absolutely love my Rogue, and the color is beautiful! If you’re looking for a used car, I highly recommend coming here and asking for Jerry!

2022 Chevrolet Silverado 2500 LT review

Red is My Favorite Color

This Truck is for Farm and Liesure use. We take it everywhere. Hwy, City, Country Roads, Fields. I haven't had a problem yet with this truck. Pulls a 3 panel Weekender with ease. Don't really realize it is back there. I've had alot of compliements on this truck. Chevrolet has never let me down. This truck will last us for the rest of our lives. I highly recommend this truck if you own a ranch, farm, or travel alot. Go Chevy!!

Vehicle information

Ext. color: Black
Int. color: Jet Black/Graystone
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: Automatic
Engine: Duramax 6.6L V-8 diesel direct injection, intercooled turbo, die
Stock #: X310199
VIN: 1GC4YYEY6RF310199

Features

Convenience: Adaptive Cruise Control, Cooled Seats, 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, 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

Reviews

GMC of Watertown review

Rob and his team are very good, always satisfied with

Rob and his team are very good, always satisfied with work and service. Rob always try to help when a l repair is needed to hold down cost.

2024 Chevrolet Silverado 2500 4WD Crew Cab Standard Bed ZR2 review

Was trying to chose between Chevrolet and Ram.

Was trying to chose between Chevrolet and Ram. To get the options I wanted I would have to shop the Laramie trim package. Chevrolet offers the LT trim level that allows you to load it up with the options I needed and at a lower price than the Ram. Chevy beats Ram on tow capacity, bed legnth, flex tailgate, and camera system is better. The new 10 speed transmission delivers great mpg. In my first long distance trip I averaged 19.5 mpg Better than my old Ram 1500.

Vehicle information

Ext. color: Red Hot
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 #: U9892
VIN: 1GC4KNE71SF229060

Features

Convenience: 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, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control

Reviews

Blasius Pre-Owned Auto review

I bought a 2018 Nissan pro x a little over a year ago.

I bought a 2018 Nissan pro x a little over a year ago. I drove from ny to look at it it was clean except for front bumper was hit in corner and paint was scraped. They repaired the damage perfectly by the time I picked it up. I was impressed by their professionalism. The only thing that I thought was a little extravagant was the dealer fee. We negotiated a fair price and now it’s mine. I’ve had the vehicle for over a year and it is flawless. I felt I needed time to make a fair judgement of the vehicle before my review. I would not hesitate to buy another vehicle from thi dealership

2025 Chevrolet Silverado 2500 LT review

great experience working with Shawn Breish if you are in

great experience working with Shawn Breish if you are in the market looking for the best Deale call him he will work with you happy

Vehicle information

Ext. color: Deep Ocean Blue Metallic
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 #: B15744
VIN: 1GC1KWEY1HF161725

Features

Convenience: Heated Seats, Keyless Entry, Navigation System, Remote Start
Entertainment: Bluetooth®, CD Player, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

2017 Chevrolet Silverado 2500 LTZ review

Transmission issues

For the most part we do like this truck. It tows our 31’ TT wonderfully. One major problem the transmission went at 68000 miles last month 6/14. Also the factory warranty expired in January along with the extended warranty that we never should have bought. Rip off for sure. We never needed it. So angry. The estimate was 7000$! And then when the transmission goes you have to replace the radiator another 1500$! We did get it repaired with everything done for 6900$. Chevy did help out some as well as the dealership. But I’m still angry that it went with low mileage and I will never ever get sucked in again on an extended warranty

Vehicle information

Ext. color: Lakeshore Blue Metallic
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 #: N5374
VIN: 1GC4KNEY2SF262223

Features

Convenience: 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, Brake Assist, Lane Departure Warning, Stability Control

Reviews

Blasius North review

I've bought 2 cars here and am headed in soon to buy

I've bought 2 cars here and am headed in soon to buy another. THE BEST.

2025 Chevrolet Silverado 2500 LT review

Great work truck has all the higher end features of the

Great work truck has all the higher end features of the fancier trucks plus the heavy capability of pulling or hauling heavier loads I has a smooth firm ride and handles well

Vehicle information

Ext. color: Blue Metallic
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: 6-Speed Automatic
Engine: 6.6L V8 16V GDI OHV
Stock #: 9625
VIN: 1GC1YNE70NF172615

Features

Convenience: Heated Steering Wheel, Keyless Entry, 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

Reviews

Terryville Chevrolet review

Very good overall experience.

Very good overall experience. My salesman Harry was very friendly and knowledgeable. The whole purchase went through smoothly. The couple of minor issues (as it was a used vehicle) were taken care of by the service department and it was ready for pickup on time. Thanks guys!

Vehicle information

Ext. color: Black
Int. color: Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: Vortec 6L V-8 variable valve control, regular unleaded, engine w
Stock #: 164488
VIN: 1GC1KWEG0FF164488

Features

Convenience: Heated Seats, Keyless Entry, Navigation System, Remote Start
Entertainment: Bluetooth®, CD Player, Satellite Radio, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
Seating: Leather Seats, Memory Seat

Reviews

Ful-Line Auto review

Ful-line fixed my front breaks and rotors and changed my

Ful-line fixed my front breaks and rotors and changed my oil at an amazing price under the warranty I got with the car I bought from them. The communication and work done was all so smooth and efficient. Definitely will be going back for all other repairs and services:)

2015 Chevrolet Silverado 2500 LTZ review

2500 High Country

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.

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Vehicle information

Ext. color: Sterling Gray Metallic
Int. color: Jet Black/Graystone
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: 6.6L V-8 gasoline direct injection, variable valve control, regu
Stock #: P2485
VIN: 1GC4YYE70RF389862

Features

Convenience: Adaptive Cruise Control, Cooled Seats, 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, 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

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 #: 1776830
VIN: 1GC1KWEY7HF176830

Features

Convenience: Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Folding Mirrors, Remote Start
Entertainment: Bluetooth®, CD Player, HomeLink, Premium Sound System, Rear Seat Entertainment, Satellite Radio, USB Port, WiFi Hotspot
Exterior: Alloy Wheels, Tow Hitch, Tow Hooks
Safety: Automatic Emergency Braking, Backup Camera, Brake Assist, Lane Departure Warning, Stability Control
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Iridescent Pearl Tricoat
Int. color: Jet Black/Umber
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: 6.6L V-8 gasoline direct injection, variable valve control, regu
Stock #: T192808B
VIN: 1GC4YRE79RF192808

Features

Convenience: Adaptive Cruise Control, Cooled Seats, 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, 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

Vehicle information

Ext. color: White
Int. color: Black
Drivetrain: Four-wheel Drive
Fuel type: Diesel
Transmission: 10-Speed Automatic
Engine: 6.6L V8 32V DDI OHV Turbo Diesel
Stock #: 27305B
VIN: 1GC4YPEY9RF130094

Features

Convenience: Heated Steering Wheel, 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
Seating: Leather Seats, Memory Seat

Vehicle information

Ext. color: Silver Ice Metallic
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 #: BM4142
VIN: 1GC4YREY1PF137226

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

Vehicle information

Ext. color: Cypress Gray
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 #: 26068B
VIN: 1GC4KNE77TF123391

Features

Convenience: 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, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
Seating: Leather Seats

Vehicle information

Ext. color: Black
Int. color: Dark Ash/Jet Black
Drivetrain: Four-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: Vortec 6L V-8 variable valve control, regular unleaded, engine w
Stock #: 1755419
VIN: 1GC2KUEG2HZ355419

Features

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

Vehicle information

Ext. color: Northsky Blue Metallic
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 #: A223192
VIN: 2GC4YREY7N1223192

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

Vehicle information

Ext. color: Black
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 #: T186961
VIN: 1GC4YPEY1MF186961

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

Vehicle information

Ext. color: Summit White
Int. color: Black
Drivetrain: Rear-wheel Drive
Fuel type: Gasoline
Transmission: Automatic
Engine: 6.6L V-8 gasoline direct injection, variable valve control, regu
Stock #: 10824
VIN: 1GB4WLE72NF265955

Features

Convenience: Keyless Entry
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
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Chevrolet Silverado 2500 prices by year

Model year Average price Deals
2026 Chevrolet Silverado 2500 $63,505

*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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Used Chevrolet Silverado 2500 by price

Compare the Chevrolet Silverado 2500

Chevrolet Silverado 2500 under $100,000 by city

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