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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
cars
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
2018 Chevrolet Silverado 1500 LT
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.
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
Vehicle information
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!!
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
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!!
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
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.
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
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!!!
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
2025 Chevrolet Express 2500 Work Van
Vehicle information
Features
Used
2022 Chevrolet Traverse Premier
Vehicle information
Features
Reviews
I bought a 2018 Traverse new.
I bought a 2018 Traverse new. I still have it in 2025. I bought it because it was an inexpensive truck. I have to say that it really grew on me as I have owned it. It is very reliable. I had only 1 check engine light after 4 years and cheap to fix. It runs great! Its fast and has a super comfortable suspension and interior. The stereo has a really good sound. It holds a lot of cargo at Costco for me. I take beach trips (total 7) with my gf and 3 children and their friends and everybody fits! I also tow with it. My son has a 16 foot Boston Whaler that it pulls no problem. Strong at the boat ramp as well. This is a great versatile truck and I will probably buy another one after 10 years. I am very pleased 4 stars for this truck. Almost perfect. Improvements: I would like a better and bigger touch screen and real usb hook up in car.
Used
2014 Chevrolet Impala 2LZ
Vehicle information
Features
Reviews
Bought new in January 2014.
Bought new in January 2014. So far it's been a reliable car. It's been back to the shop twice in almost 11 years for a leaking transmission line & a emission issue. Other than two recalls it's been good. Of course, I'm only at 67,676 miles. Oh, I forgot I had to replace the front two struts. When it was wet outside while turning I would get some vibration. Dealer had a TSB on it, the cost was 1,500 dollars. But overall the car has been fairly reliable. It's been quiet, roomy, comfortable and has decent power.
Used
2018 Buick Enclave Essence
Vehicle information
Features
Reviews
One of the most fun SUV’s I have driven!
The vehicle was great EXCEPT for the shifter which was the worst type EVER that GM designed!! I had family that could not figure out how to use it!!
Used
2008 Buick Lucerne CXL
Vehicle information
Features
Reviews
Very smooth and very comfy
It's very smooth to drive and it's a good first car. I have heard of kultiple people using these things past 200,000 miles. I recommend.
Used
2024 Chevrolet Silverado 1500 High Country
Vehicle information
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.
Used
2021 Jeep Wrangler Unlimited 4xe Sahara
Vehicle information
Features
Reviews
Owning a Jeep is more than just having a car — it’s a
Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!
Used
2022 Chevrolet Silverado 2500 LTZ
Vehicle information
Features
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
2023 Chevrolet Silverado 1500 LTZ
Vehicle information
Features
Reviews
good trk
been buying dhevy trucks since 1976 was my 1st truck, now i got a 2022 silverado with a 6.2 last Feb. of 2023,kicked up the computer kicking out 454 horse power to the wheels, still waiting on my tow mirrors dont make the wiring harrness for my modle is the only problem im having with this truck, will never buy any other truck.
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2023 Ford F-150 LARIAT
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2023 Lincoln Aviator Reserve AWD
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2021 Buick Enclave Avenir
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2020 GMC Sierra 1500 SLT
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2023 Ford Escape Active
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2020 Chevrolet Colorado LT
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2024 Ford Transit-250
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2019 Ford Ranger LARIAT
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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.
Cars under $899,990 in Winchester, IL by make
-
Chevrolet under $899,990 in Winchester, IL
21 Great Deals out of 84 listings starting at $12,985
-
Ford under $899,990 in Winchester, IL
24 Great Deals out of 78 listings starting at $9,995
-
GMC under $899,990 in Winchester, IL
3 Great Deals out of 23 listings starting at $21,991
-
Jeep under $899,990 in Winchester, IL
7 Great Deals out of 20 listings starting at $13,592
Find great prices by city
-
Cars under $899,990 in Winchester, IL
69 Great Deals out of 254 listings starting at $8,495
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Cars under $899,990 in Bluffs, IL
41 Great Deals out of 141 listings starting at $10,990
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Cars under $899,990 in Roodhouse, IL
89 Great Deals out of 365 listings starting at $8,277
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Cars under $899,990 in Murrayville, IL
69 Great Deals out of 258 listings starting at $7,500
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Cars under $899,990 in South Jacksonville, IL
119 Great Deals out of 485 listings starting at $4,950
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Cars under $899,990 in White Hall, IL
89 Great Deals out of 365 listings starting at $8,277
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Cars under $899,990 in Jacksonville, IL
119 Great Deals out of 485 listings starting at $4,950
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Cars under $899,990 in Meredosia, IL
41 Great Deals out of 141 listings starting at $10,990
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Cars under $899,990 in Griggsville, IL
41 Great Deals out of 141 listings starting at $10,990
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Cars under $899,990 in Pittsfield, IL
41 Great Deals out of 141 listings starting at $10,990
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Cars under $899,990 in Franklin, IL
202 Great Deals out of 817 listings starting at $3,488
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Cars under $899,990 in Carrollton, IL
100 Great Deals out of 406 listings starting at $8,277
Find great prices on used cars in Winchester, IL
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