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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
2021 Chevrolet Silverado 1500 WT
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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.
2021 LT Trail Boss has great styling, powerful engines,
2021 LT Trail Boss has great styling, powerful engines, and tons of technology in a great package. A commanding view of the road, a nice comfortable interior, amazing Bose Stereo system, tons of storage and tons of space for adults in the crew cab. But there are issues, side mirrors are too small, harsher ride (which I expected), and DFM, GDI engines, and questions on the 10 speed transmissions. I recommend disabling DFM ASAP or using the L9 trick to overide the system, to help prolong the life of the engines from lifter failure. Mine is under warranty for another 18K miles, if it acts up at all its into the dealership for warranty service.
Used
2018 Chevrolet Silverado 1500 1LT
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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
2019 Chevrolet Silverado 1500 LT Trail Boss
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Reviews
Thumbs up
Since I've owned it, so far so good. I like my truck and I appreciate it everyday. A little bit of shaking in the steering at high speeds but I'm not concerned with it. Overall, pretty great.
Used
2022 Jeep Gladiator Overland
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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!!
The best vehicle that I've ever owned!
The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!
Used
2024 Buick Enclave Essence
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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!!
Used
2025 Chevrolet Silverado 2500 High Country
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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.
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
2019 Ford Mustang EcoBoost
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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.
I love this car, drive it right and she’ll be fuel
I love this car, drive it right and she’ll be fuel efficient, but quick enough to outpace traffic. I will say the transmission can feel a little clunky sometimes.
Used
2006 Chevrolet Silverado 2500 LT3 H/D Crew Cab
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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!!!
This really is the most reliable truck I've owned
The really is the most reliable truck I've ever owned. Every truck I've ever owned was in the shop at one time or another, for various reasons. Since I've owned it, it has never had any issues, and only needed maintenance work done.
Used
2023 Chevrolet Silverado 1500 LTZ
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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.
Used
2024 Chevrolet Malibu LT
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Reviews
This is my fourth Malibu, first one was a 2004 Maxx,
This is my fourth Malibu, first one was a 2004 Maxx, second one was a 2017 Malibu LS, third one was a 2022 LS and now I have a 2024 RS, all four have been good cars with excellent fuel economy and space inside, maybe not as refined as some Japanese models but great cars regardless, give one a try....
Used
2025 GMC Acadia Elevation
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Reviews
I saw this car driving by the dealership and
I saw this car driving by the dealership and automatically was drawn to it because of its color. GMC calls it brown but one print out called it crystal metallic purple. It changes colors depending on the weather. I love the handling, the dash and all the bells and whistles! My grandchildren love how much room that it has!
Used
2023 Chevrolet Tahoe RST
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Reviews
23 is big improvement over 2015
This is the third Tahoe I've purchased. My first was an '07 and I loved it. Second was a 15 and I hated it. This one is a 23 and I once again love myTahoe!! I love the new look of the body - that was one thing I never could say I loved about the 15. I was highly concerned about buying a "COVID car" because I had so many issues with the 15 that never should have happened so I couldn't imagine how COVID would affect things. I only have 6,000 mi on it so far but, absolutely no problems and only praises. Love the longer body and the fact that the second row captain's chairs can move. I love these 22-in rims more than any of the other rims that have been available on the Tahoe since 07 when I bought my first one. It does sit taller than the old ones so it takes a little getting used to. I have very long legs but now I have to use the running board when I get in and out but, I definitely like setting up taller in traffic. I know it comes with the territory owning a big four-wheel drive vehicle but, I do hate the gas mileage. I tow a 22 ft open trailer with a car on it and you'd never know it was back there. The Tahoe handles it beautifully
Used
2024 Chevrolet Traverse RS
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I bought the 2024 Chevy Traverse RS and it’s by far the
I bought the 2024 Chevy Traverse RS and it’s by far the best vehicle I’ve ever driven. I’ve had it for 1 year and have absolutely no complaints. My wife and I are retired and use this car primarily for road trips; the Super Cruise has confirmed that I will drive whenever possible. Our annual month long trip to Florida in the winter is actually a pleasure to drive.
Used
2024 GMC Yukon XL Denali
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I have owned 3 yukons
I just purchased a 2024 Yukon Denali XL. This is my 3rd Yukon. So needless to say I am sold on this style of vehicle. The style and comfort are impeccable. Had a 2009, 2019 and now a 2024 XL. Never had any problems.
Used
2025 Chevrolet Tahoe Premier
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Reviews
great vehicle /a bit expensive but you get a lot/this is
great vehicle /a bit expensive but you get a lot/this is my 7th tahoe and planning on another in about 2 years.vehicle speaks for itself.always had great service out of all that i have owned
Used
2022 GMC Sierra 1500 AT4X
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Reviews
2022 GMC Sierra SLT 3.0 Duramax
My 2022 GMC Sierra 3.0 Duramax pickup truck is a good truck. I work on a farm and I also drive an hour to see my girlfriend. For the farm, it has excellent towing capability and for the hour long drive to go see my girlfriend, depending on the weather for traveling, I can get up to 35 miles to the gallon!
Used
2023 Chevrolet Traverse Premier
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Reviews
Love this car!
Love this car! This is our 2nd Traverse. My wife loves it. I have 180,000 miles on it and still going strong. We will definitely be looking for our 3rd one. It has the most room of all SUV in its classs. The v-6 has very good power with lots of pickup.
Used
2023 Chevrolet Tahoe Z71
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Reviews
Awesome vehicle!
Amazing world class vehicle. Ride quality and driving dynamics are greatly improved over previous generations. Interior quality is among the best in the world. My only complaint is I wish they would build more so they are easier to find and a little cheaper to buy.
Used
2023 Ford F-150 XLT
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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
2020 Lincoln Aviator Reserve AWD
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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!!!!!
Well, first thing is first.
Well, first thing is first. This is a great American luxury suv, problem, just that. We Americans worry too much about things we don't need and forgo things we do and thus you have most American companies especially auto manufacturers. Charge a lot but receive very little in durability but ague that it's offered at least. Precisely why the Japanese and recently the German luxury manufacturers do it better. They are not just trying to make a xxxx load of money, they actually care that their products are what they are being hyped as and stand the test of time regardless of the deepness of their customers pockets. So does the Lincoln produce a great product, Yes and No and that's a problem in this class as their asking price. For $60+k the vehicle shouldn't have any negative reviews let alone quality issues. The American car makers are an unfortunate mixed bag and leave me always expecting more. Maybe the true intent after all, planned obsolescence. Non the less I'd recommend a good extended warranty because when things fail outside of warranty, most likely it will cost more then the vehicle in the 1st place.
*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
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Chevrolet under $899,990 in Winchester, IL
19 Great Deals out of 84 listings starting at $12,985
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Ford under $899,990 in Winchester, IL
21 Great Deals out of 77 listings starting at $9,995
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GMC under $899,990 in Winchester, IL
6 Great Deals out of 23 listings starting at $21,991
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Jeep under $899,990 in Winchester, IL
8 Great Deals out of 21 listings starting at $13,592
Find great prices by city
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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 137 listings starting at $10,990
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Cars under $899,990 in Roodhouse, IL
92 Great Deals out of 366 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
121 Great Deals out of 483 listings starting at $4,950
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Cars under $899,990 in White Hall, IL
92 Great Deals out of 366 listings starting at $8,277
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Cars under $899,990 in Jacksonville, IL
121 Great Deals out of 483 listings starting at $4,950
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Cars under $899,990 in Meredosia, IL
41 Great Deals out of 137 listings starting at $10,990
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Cars under $899,990 in Griggsville, IL
41 Great Deals out of 137 listings starting at $10,990
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Cars under $899,990 in Pittsfield, IL
41 Great Deals out of 137 listings starting at $10,990
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Cars under $899,990 in Franklin, IL
205 Great Deals out of 813 listings starting at $3,488
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Cars under $899,990 in Carrollton, IL
111 Great Deals out of 421 listings starting at $8,277
Find great prices on used cars in Winchester, IL
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