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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.
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Used
trucks
for sale
near
Winchester, IL
under $899,990
- 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
2023 Ford F-350 XLT
Vehicle information
Features
Reviews
Great dealership!
If Cierra and Brad are a reflection of the dealership as a whole, then this is one of the best dealerships in the Midwest without questions. Great people to work with.
Used
2017 Chevrolet Silverado 1500 High Country
Vehicle information
Features
Reviews
Very good truck, bought it used, inside is comfortable
Very good truck, bought it used, inside is comfortable lots of features, engine runs good for now. enough power to pull a trailer and good on mileage for a truck
Used
2014 Chevrolet Silverado 1500 LTZ
Vehicle information
Features
Reviews
I was given this truck in a will.
I was given this truck in a will. Not only did it sir for 2 years straight, but it still cranked and ran like it was brand new. I would recommend buying this truck.
Used
2023 Ford F-150 XLT
Vehicle information
Features
Reviews
Buy a jackpot
Very friendly staff that goes out there. Vicki showed me everything on my Ford Escape. I realized I knew more staff. I am trying nickname my car wither goldmine or jackpot
A little choppy on dirt roads, feel the uneven paved
A little choppy on dirt roads, feel the uneven paved road surfaces. I attribute this to the 4X4 suspension. Excellent payload , 1865 lbs.for the non-turbo 3.3 liter which has been stellar performer in 35K miles. I average 24mpg all weather. Very good drive modes, sport kicks it up to V8 feel, shift on the fly seamless. Handles great with loads 1000 lbs. plus. Hot riding vinyl seats are sport like hugging you, difficult to turn around to look out the back window. I don't rely solely on back up camera because it does hide the corners where pedestrians are. Confining driving position barely allows for my 6 foot frame. Seats belong in a sports car, not a truck! I should have got the cloth seats! The cab lacks much space behind seats for a small cooler of water or duffel bag. The transmission was clunky in the first 4 months. I think it was the computer adjusting for driving habits. The 12" touch screen has many features and can be turned off. Integrated phone is easy set up, Personal music can be played or built in music apps. The maps are great showing satellite view and North South configuration based on direction view. Service often freezes when you get in valleys. The worst feature is vehicle manual on computer, takes 10x longer to find what you are looking for. Ask Ford to order a printed booklet! The instrument panel is well laid out however the steering wheel sometimes obstructs information. The tilt, telescope wheel is perfect for shorter drivers. There are many cluster views to choose from and two trip odometers, a big plus. I choose one layout for all driving. Took a long time to get used to where radio controls are as I was always turning down the blower motor switch. Blower motor has 8 speeds and whisper quiet up to 5. Also has an ac booster for quick cab cooling, heat, nice! The stereo has equalizer, 4 speakers and will blow out your ear drums unless you have deafness. I find the adjustments for instrument brightness, headlights, fog, and bed lights to be very awkward, An afterthought by Ford engineers? Placed at lower left below segregated instrument layout. Needs to be easily visible, not hidden from view and adjustment. The high beams light up the next county and 50 feet up the treeline. Not sure I need to see owls in the trees, but I can. The flash to pass feature needs to be more blinks, changing lanes that fast is dangerous. The windshield is large and raked offering a full road view and pillars don't obstruct the roadway. The rear view camera can be used while driving and shows tailgaters. The rear window has defrost, tint. The tint is great but defrost is imo a dumb idea. Window easily defrosts with heat or defogs with ac. This isn't a car! I chose Ford over competition because my last F150 gave me 400K, never left me stranded, had a great V6, super good tranny and decent fuel mileage. I like the payload, handling, maps and my music from my apps. I like the aluminum clad where my last steel truck started rusting everywhere. The weight is nimble feel while driving, almost sporty on twisty roadways with very good acceleration and quicker stopping. The cost of ownership is less than foreign and many domestic. I have no recalls in 2 years. I drive in snow often, the handling and my confidence level are excellent but I still have weight in the bed for traction since this is 700 lbs. lighter than my 2013. Overall, I like this vehicle very much and look forward to a new one, better designed or upgraded 2028.
Used
2023 Ford F-150 XLT
Vehicle information
Features
Reviews
Cierra Burns is the best.
Cierra Burns is the best. Always finding a way to get us in the vehicle we want with the best deal that works for our budget. Always have the best customer service and friendly staff. Thanks again Cierra!!!!!
I have 2 F150s.
I have 2 F150s. A 2013 with 286,000 miles and a 2017 with 152,000 miles. They both run perfect and they are very impressive vehicles. I owned a 1500 Z71 prior and that was basically junk.
Used
2021 GMC Sierra 1500 AT4
Vehicle information
Features
Reviews
Service was excellent.
Service was excellent. Corey was spectacular and very knowledgeable. He went above and beyond with commitment of helping me get a vehicle!
This truck has a jerk when changing gears sometimes.
This truck has a jerk when changing gears sometimes. I enjoy the truck overall easy to handle and comfortable. Drive with ease sight is good when driving.
Used
2023 Chevrolet Colorado Z71
Vehicle information
Features
Reviews
Buying Experiencw
I've just purchased a car. While I haven't taken delivery as of yet the interactions with sales personnel and financial personnel have been stellar. Initially I was treated professionally and now I feel like family. Although I'm an out-of-state buyer I be been treated as though I was a neighbor. Can't wait to take delivery thanks.
Bought the truck with 3000 miles on it.
Bought the truck with 3000 miles on it. engine feels strong had no mechanical issues with almost 20,000 miles on it now knock on wood I drive it on 300 mile road trips regularly back and forth to college and with just a few infotainment issues such as Bluetooth not connecting the screen taking over 3 minutes to turn on which are frustrating but not devestating overall for the price this thing should be flawless and not have these basic issues but hasn't left me stranded. (PS don't buy OnStar Wi-Fi it is terrible never works interferes with your service)
Used
2024 GMC Sierra 1500 AT4X
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Features
Reviews
Exceptional Automotive Team
I was leaving for a week on vacation when my car started acting up. I called Russ (my salesman from a year ago) and he had me drop it off that Saturday. The Service Department looked at it on Wednesday, ordered the part and fixed my car before I returned from vacation at no cost to me as it was covered under my powertrain warranty. I was super excited that they went above and beyond to bring my car home for me. I want to personally thank Derrick (hopefully I spelled it right) for keeping me updated while I was in Tennessee and for making sure everything went smoothly. They are definitely one of the best automotive teams I have had the pleasure of dealing with. Thanks guys!!
I love it the look the interior mine is a red one and it
I love it the look the interior mine is a red one and it looks so good and it’s my baby and it runs so good and the technology is off the chain
Used
2019 Chevrolet Silverado 1500 LD LT
Vehicle information
Features
Reviews
Service Dept
Smoky Jennings staffs are awesome! They are really good take care of my truck while oil change and inspection.. Service dept came to me that found some issue with truck and they gave me options for repair. I definitely recommended to anybody come their business.. T H A N K Y O U!!
Purchased a 2019 Silverado RST Double Cab, & was
Purchased a 2019 Silverado RST Double Cab, & was immediately impressed with the power in quickness of the 5.3. Had one issue with torque converter which dealer replaced for free due to purchasing the extended warranty. I kinda wish the leather seat had and arm rest, but other than that for the past 9-months it has been the most comfortable and quickest truck I have ever owned. And I have owned quite a few since 1978. Very fine truck the Silverado RST. But always watch your speedometer. You can be driving down the road thinking you’re doing the speed limit and you’re actually running 15 20 mph faster. The only reason I knew I was going too fast was I was passing cars more than usual. You just don’t realize how fast you’re going due to the power and the smooth ride in these Silverado RST’s. I’ve owned a lot of trucks and I would highly recommend this truck for anybody looking for one.
Used
2018 Chevrolet Silverado 2500 LTZ
Vehicle information
Features
Reviews
Great dealership to work with
Satisfying. The dealership located the vehicle we were looking for and were very easy to work with.It is much more easy to work with small town dealer than it is to work with big city dealer.
New purchase
This is the second day I've owned the vehicle I am impressed with the power and the handling of this truck. Driving it is most comfortable compared to what I trade it in for it
Used
2025 Chevrolet Silverado 1500 LTZ
Vehicle information
Features
Reviews
Customer Service
Smoky Jennings in Palmyra has phenomenal customer service. I went in for an oil change and was told the 4th oil change was free. I was shocked but pleased and when they brought my car around it had just been washed. Wow-I was impressed with their customer service. They continually exceed my expectations!!! Amazing employees and service!!!! As a side note, the woman I met while waiting was from Godfrey which is approximately 50 minutes away and she ALWAYS comes to Smoky Jennings because of the great service!!! We both appreciate great customer service and I know I'll will definitely buy my next vehicle there!!!
Love this car.
Love this car. I wish there was more to the interior though, as it is pretty plain and nothing extraordinary. If they had the bigger infotainment screen for the front bench seat it would have a gotten that one. This car over all is great bang for the buck.
Used
2022 Chevrolet Silverado 2500 High Country
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Reviews
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!!
Used
2025 Chevrolet Silverado 2500 Custom
Vehicle information
Features
Reviews
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
Used
2025 GMC Sierra 2500 Denali Ultimate
Vehicle information
Features
Reviews
So far so good!
So far so good! This truck is the nicest truck I have ever driven. The stance, ride comfort and options are top notch. I went from a 2023 High Country that was having drive train issues but had all the creature comforts that you would expect in a top of the line truck. With the lack of confidence in that particular models 10 speed transmission issues, it became necessary to reestablish my confidence in my General Motors product.
Used
2018 Chevrolet Silverado 1500 LT
Vehicle information
Features
Reviews
I had a base 2018 LT for just over 4 years.
I had a base 2018 LT for just over 4 years. I bought it used off a lease buy back. I loved the truck, and if I didn’t end up needing a bigger back seat, for car seats, I’d probably still have it. I thought the ride was bouncy, almost too bouncy. I had no issues mechanically. The antenna was stuck and I marred it up trying to replace it. And the sunglasses holder started falling. The tpms sensors failed. But no big issues. That’s why I give it 4 of 5.
Used
2024 GMC Sierra 2500 Denali Ultimate
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Features
Reviews
One very awesome vehicle.
One very awesome vehicle. Checks all the boxes you need in a truck and exceeds expectations on quality, performance, and looks great ,too. Love my nre truck.
Used
2019 GMC Sierra 1500 Denali
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Reviews
2019 Sierra SLT X31
I purchased a new 2019 SLT with the X1 package. It has the Red Quartz Tintcoat paint. I usually never leave reviews, but honestly this is the most comfortable, nicest loking truck I've owned , and I've ownwd alot of them. The only issues I've had was the brake software was flawed, took it to the dealer on recall and they installed a new software patch, Other then that I love the styling, performance and the interior is very nice. No regrets
Used
2015 Chevrolet Silverado 3500 LT
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Features
Reviews
Best pulling truck!! Top notch.
Best pulling truck combined with smooth ride and comfort. Design of the transmission keeps it cool to last longer going through torture. Dually configuration is preferred for great stability. 5 stars in my book.
Used
2024 Chevrolet Silverado 1500 WT
Vehicle information
Features
Reviews
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
2024 Chevrolet Silverado 1500 High Country
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Features
Reviews
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.
*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.
Find great prices by city
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Trucks under $899,990 in Winchester, IL
17 Great Deals out of 82 listings starting at $15,999
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21 Great Deals out of 111 listings starting at $4,950
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12 Great Deals out of 43 listings starting at $15,999
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12 Great Deals out of 43 listings starting at $15,999
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Find great prices on used Trucks in Winchester, IL
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