Used Jeep cars for sale near Winchester, WI under $19,996

Excellent experience. Honest people, great prices, amazing service. Would recommend, highest quality vehicles I've seen. I've recommended several family members and close friends here and they've had the same experience. Gave the best financing options and a low price for a 10 year warranty, even gave $2,000 more for my sisters trade in than any other dealership offered.

They care overall is great. Fred is fixing any of the little things that we knew about it prior to me taking it!!! Fred added on so much and is putting new tires on and fixing any of the little things!!!!!

Eventually I didn't buy the car, but all things considered I received a great service and Joe (Kirsten) was very helpful, polite and made a great offer. Due to other circumstances I could not buy the car, but I would surely recommend this dealer.

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

HIGHLY RECOMMENDED! I would give 10 stars if I could! You will love doing business with Jeff at Boyle Auto Sales. Jeff is EXTREMELY helpful and honest and patient and goes above and beyond to EARN YOUR BUSINESS! He answered all my questions...and there were A LOT. Jeff even texted me several additional pictures to help answer my questions. I have been wanting a RAM Longhorn, white/gold with filigree seats for more than 10 years. Many I have looked at over the last several years had things wrong with them that the salesman chose not to tell me before coming to see it. Jeff was TOTALLY honest and told me EVERYTHING. After talking with Jeff for over a week about the truck, my husband and I took the 4 hour trip from Indiana to see the truck and meet Jeff. Jeff is very friendly and witty and I truly feel as if I've made a new friend! This is a long-time family business and we got to meet his father and he was also charming and funny! We were not disappointed at all when we inspected/drove the truck....it was everything Jeff said it was! We bought the truck and the smile hasn't left my face since! THANKS Jeff for making this such a SPECIAL experience!!!!!! It just doesn't get any better than this!!!!

The most American vehicular on the planet. I love my Jeep. It’s an acquired taste but I do so love my taste. Lift kit, 35’s, black and sexy as xxxx!!

I experienced friendly service and good follow from at this dealer. Even though I have not purchased the vehicle yet... I will be back soon.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

Greenville Auto has a great selection of quality vehicles. Everyone is friendly, helpful, and extremely low-pressure. Our family and friends all shop at Greenville and we have never been disappointed.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

Anti-Freeze and oil leak discovered during routine servicing. Called my SD, Nick, at Kolosso Dodge in Appleton to have it repaired. He got me in as quickly as possible based on repairs needed. All repairs completed in one day, to my satisfaction. Nick, as always, was polite, efficient and prompt. They are the best.

  I have the Trailhawk trim, the serious off-road version.  Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck.   It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go.   If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant.   I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.

Good communication. Reasonable pricing... Easy to work with. Would buy from again... would recommend to anyone.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

I had a pleasant experience. The people there are always kind, the place is clean, a shuttle was offered, I turned it down but I like the idea that they will drop me off somewhere, then pick me up when my vehicle is ready

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

We enjoyed working with this Dealership. Our salesperson Scott was super. He took the time to listen and was quite patient. We did not buy the Equinox but bought another car that he showed us. He seemed to know just what we were looking for and we did not have to spend the whole day looking. He made looking for a car easy. Thanks Scott for a great day and I would recommend this Dealership to everybody. Thanks againg Scott.

I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!

I was so impressed with my experience at Vande Hey Brantmeier. They listened to my needs and helped me find the vehicle that fit my budget. Cody was helpful in showing me everything about my vehicle and Hillary was wonderful with the finances. I felt like family!

Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car

I,ve had several Jeeps and Subarus and Chevys and my Compass Latitude 4x4 is as good as any for around the city and my freeway trips. Better than the Subaru for the highway and offroad. I feel safe. posted this as i feel some people are harsh and wrong about Jeeps. Do the required oil and transmission services as requested.

Had my 2008 Dodge Dakota in for new tires. Steve in the service department informed me that I needed to have my truck inspected to continue the lifetime engine and drive train warranty. As it turned out several items that needed repair were found and I was able to have them repaired under warranty. I've dealt with Steve for over 10 years. He has always treated me fair and has saved me from paying for repairs that were covered by warranty. He is a credit to the dealership and is a perfect example of why it is best to have your vehicle serviced at an authorized dealer. I've saved money in the long run by doing so. Thank you Steve!!!!

I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.

I own a 2018 Compass with 1.4 l gas engine, 125 kw, 170 HP. This is not mentionned in the article. And this engine is quite more powerful than the American atmospheric one. Still, the Jeep is not quick :) The gas pedal still 'creates more sound than speed' :) Giedrius, Europe

I have a 2010 Dodge Journey SXT front wheel drive 3.5 V-6. I brought it in for an excessive oil useage problem.(2 Quarts between changes). I have been to 4 other shops before Bergstrom Kaukauna, who did not take care of the problem. When I called Bergstrom Kaukauna, to explain my issue, Morgan from service was very helpful, and recommended a bg engine cleaning product with my next oil change. This took care of the problem. I was so frustrated before going to Bergstrom Kaukauna, and talking to Morgan, I was ready to get rid of my Journey. Thank you Morgan, and thank you Bergstrom, you have gained a customer for life. My deepest appreciation Todd

I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.

I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.

The people were so nice!!! I recommend them, they have a large selections if cars. If you need a new car then go to Dante auto!!

Positive reviews, good vehicle choice. Awd suspension and a drive mode change selector. (Styling Vehicle) Good performance, fuel mileage is efficient. Comfortable seats heated, cargo area is spacious. Very nice quality interior design and the leather. Touchscreen stereo with navigation and other apps. Reliability, Good vehicle value!!

This was the best car buying experience! Jeff was amazing to work with. He was able to make a possibly stressful and dreadful experience easy and very pleasant. Jeff gave me a great deal on my trade in. Went over and above in service with including new tires, rechecking the vehicle over with any cost to me! Jeff, Boyle Auto is a treasure! I am so grateful I was directed here by my credit union. I thoroughly enjoy driving once again. Thank you Jeff! It was so worth the drive from Green Bay, WI, Sylvia

I have a red 2017 Jeep Cherokee that I bought used, and I love it. I live in the blue ridge mountains of Virginia and this car has been able to deal with everything i've thrown at it. Deep snow, muddy trails, icy roads... You name it. I have the V6 and I can hook up a heavy uHaul trailer and go up and down all the mountains with it. My wife even hit a deer in this car... It obviously had to go to the repair shop, but my wife was safe. The only thing that bothers me a little is that you can't slam on the brakes and throw it in reverse... You need to stop completely, take two seconds and then put it in reverse.