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Used
Jeep cars
for sale
near
Windsor, WI
under $20,000
- 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
2017 Jeep Wrangler Willy Wheeler 4x4
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Reviews
tranny issues for manual 6 speeds
i have a 2017 wrangler unlimited sport with a 6 speed ..at 18 000 miles they had to drop the tranny ..now at 49 000 they will need to do it again and its pissing me off. Plastic parts in a tranny is stupid . And a reverse gear too pointy and too thin ..Seriously ? You know its an issue and still no recall?






Used
2020 Jeep Grand Cherokee Trailhawk
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Reviews
Snow commuter
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.






Used
2016 Jeep Grand Cherokee Limited
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Features
Reviews
Aaron is a great person to work with.
Aaron is a great person to work with. Made a tough situation much easier for us in a very difficult buying market. The people, service and selection are unmatched. It was a fantastic overall experience.
My dream car since a teenager was a grand Cherokee and
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.






Used
2014 Jeep Grand Cherokee Overland
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Reviews
Okay but not for us right now
Starting the process for looking for a new to us van and CarMax was one of our stops. They had one we were really interested in, but between trade-in value and non-negotiable pricing (which we knew in advance) we realized it wouldn't fit our price range. Ryan was responsive, but not oppressive.
We purchased our 2014 Grand Cherokee Overland new and
We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.






Used
2017 Jeep Grand Cherokee Laredo
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Reviews
Great Buying Experience
I recently purchased my 2015 BMW through German Auto House. The entire process was professional and fast. I really appreciated how,Javan, owner, went above and beyond to provide timely, responsive, and honest communication from beginning to end. He spent a considerable amount of time with me and help me to find a BMW which i wanted for a long time. He was able to find me a car with exact options, right color and packages that I was looking for. Even though at the beginning he did not have one in stock which meet my requirement, less that two weeks my beautiful White 4 series was delivered. To top it off, I received great financing ,a low APR, deal, which saved me a lot. Thanks for making my vehicle purchase a great experience!
2017 GC Limited 4WD.
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.






Used
2019 Jeep Grand Cherokee Summit
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Reviews
Car salesmen review
So appreciated this car dealership. They were open honest, answered my phone calls and texts in more than a timely fashion. Accommodated my time schedule to pick up the car. Provided more than a fair deal. Competitive in their pricing
The 2019 Grand Cherokee Limited was the Jeep I had my eye
The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.






Used
2010 Jeep Wrangler Sport
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Reviews
Remote purchase of a used 2019 F150 STX 4x4.
Armand did a bang-up job. Truck was delivered as viewed on-line. No surprises when signing paperwork remotely. There was a floor mat missing when delivered. I sent an email to Armand and I had the missing mat in days. 5 STAR approval!
Solid Car
Great experience. The people love it, and for good reason. It’s like having a toy car that you can actually use on a day to day basis






Used
2022 Jeep Renegade Altitude
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Features
Reviews
The only car of it's kind
I picked the Jeep Renegade in the Trailhawk model because it is the only car in the compact category that also has excellent off roading capabilities. It completely beats out the other "off road" vehicles in its class like the Crosstrek or trailblazer. It also works excellent as a daily driver and great on long highway drives, having way better gas mileage than a pickup or wrangler. No road noise like you get in a wrangler or a truck with big off road tires. I've had this car for a little over a year at this point, with about 7000 miles, and the only thing I can say was any kind of issue was I got warning lights on my dash for the lane sensors, but they were just dirty and a quick wash fixed that problem. I can't say much for reliability just because the car is still so new. I have the leather trim upgrade that you can get with the trailhawk, but even with that the quality of the interior is lacking compared to other vehicle brands at the same price range and category, like the Crosstrek, but looking at Jeep's other vehicles like the Gladiator or Wrangler, it fits right in. Everything does feel high quality. I'm very picky about road noises and rattling panels or vibrations while driving, and I haven't had anything at all yet with this vehicle even when driving on rough roads or hitting bumps. The only reason why I gave this car a lower interior rating is just because of the excessive use of plastic. The exterior is very unique. At first I absolutely hated the blocky look of the renegade, but with all the iconic Jeep stying mixed in and the upgraded look of the trailhawk front bumper, I have grown to really love the way this little SUV looks. The blocky shape gives it extremely good headroom and gives it extra cargo space in the rear. The trailhawk model has armor on the underside to prevent damage by anything you're climbing over when going off road. There are some gaps in the armor that you can fill with available aftermarket parts. I will say that I think the cardboard box aerodynamics are the main reason why the gas mileage is so poor even with such a small engine. With about 55/45 split between in-town and highway driving respectively, on roads with large elevation changes, I do still get 24 mpg combined which is decent. The road handling is also great, the Renegade is a very light car, and even with being a little top heavy it zooms around corners almost like a small sports car. The 1.3l engine is surprisingly torque-y, it took me a little while to get used to being gentle on the throttle, the first few gears are very deep and the tiny turboed engine makes 210 foot pounds of torque so it will launch very quickly until it gets to 3rd/4th gear. The absolute worst and best thing about this car is it's transmission and the way it's programmed. In regular driving, it seems like the transmission has to stop and think about what gear to go to, so swapping gears is a little slow and not as smooth as other cars. At the same time, the transmission is the main reason why this car does extremely, unexpectedly well off road and in poor driving conditions. It will always keep power to wheels that have traction, and so gives impressive control. I have driven this up a mountain trail in the middle of a Montana winter and it felt like a leisurely drive, even purposely drove into tall snow drifts to give myself a challenge and plowed over them without any issue. When I got to the peak in my stock renegade trailhawk the only other vehicle on the peak was a modified, lifted Tacoma with large off road tires that had chains wrapped around them. I'm extremely impressed with how well this compact SUV really does off road. Overall I'm extremely happy with my renegade, and hope to have it for the next decade as a light trail/off road adventure car and daily driver.






Jeep Certified
2020 Jeep Renegade Altitude
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Reviews
Dodge Journey
I have bought 4 vehicles from Russ Darrow, three from this dealership. You can’t beat them anywhere else! They are fair and truly listen to your needs.
Owning my 2020 Jeep Renegade Limited has been an absolute
Owning my 2020 Jeep Renegade Limited has been an absolute joy. This SUV strikes the perfect balance between style, comfort, and capability. From the moment I got behind the wheel, I was impressed by its smooth ride, responsive handling, and surprisingly spacious interior. The premium features—like the leather-trimmed seats, intuitive Uconnect infotainment system, and advanced safety technology—make every drive comfortable and convenient. Whether I’m commuting in the city or taking a weekend getaway, the Renegade Limited handles it all with ease. What really stands out is its versatility. The 4x4 capability gives me confidence in any weather condition, and the fuel efficiency is great for an SUV of its size. Plus, the unique design turns heads wherever I go—Jeep really nailed the balance between rugged and modern. If you're looking for a compact SUV that delivers reliability, technology, and a sense of adventure, the 2020 Jeep Renegade Limited is a fantastic choice. I couldn’t be happier with mine!






Used
2017 Jeep Cherokee Trailhawk
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Reviews
Awesome buying experience
Awesome buying experience working with Robyn and TJ my finance guy. Great staff and dealership! I keep coming back car after car and will recommend East Madison Toyota to anyone!
I have the Trailhawk trim, the serious off-road
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.






Used
2023 Jeep Renegade Latitude
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Reviews
VERY HAPPY with the service I received, especially my
VERY HAPPY with the service I received, especially my sales person, Anotonio Lopez. Antonio answered all question and anticipated things I did not think to ask. When he was unsure of something he did not make up an answer he got someone who could answer my question. The sales manager Alex and GM Devin were helpful too. This is the second consecutive car I purchased from them. My only issue (my fault) I chose to take Kia's follow up survey. I felt the survey was too long so I just started clicking.
Double dipping
After 100,000 trouble free miles we bought a second Renegade this February. Good car, reasonable mileage, no complaints. Moved up to the Trailhawk trim package






Used
2017 Jeep New Compass Trailhawk
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Reviews
Great vehicle
I leased a 2015 jeep compass, I loved it. My daughter is now driving it and she loves it as well. I'm now leasing a 2019 Jeep Trailhawk and couldn't be happier.






Used
2016 Jeep Cherokee Altitude
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Reviews
My Dream Car Come True!
Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!






Used
2021 Jeep Compass Latitude
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Reviews
My jeep compass is very good.
My jeep compass is very good. I, been really happy with mine. The performance, suspension handling plus the fuel mileage is all pro's. Comfortable seating heated, cargo area is spacious. Touch screen stereo with navigation apple car play etc. Really good resale value reputation. Good reliability, the ratings.






Used
2020 Jeep Compass Limited
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Reviews
Our sales representative Mike Krumm was very helpful.
Our sales representative Mike Krumm was very helpful. I would buy from Mike again. He answered all our questions about the car.
I love my little JEEP compass!
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!






Used
2019 Jeep Cherokee Latitude Plus
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Reviews
Excellent Service from Jimmy!
Excellent service from Jimmy worked very hard to find the car that was right for me. I can say this. If I happen to be on the market for another vehicle. Definitely I will work with Jimmy again!
Like the look and has plenty of power we have the v6
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.






Used
2015 Jeep Cherokee Sport
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Reviews
Great buying experience had plenty of cars in price range
Great buying experience had plenty of cars in price range we were looking for with low miles. Aaron A was great
Purchased new in 2015.
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






Used
2020 Jeep Cherokee Limited
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Reviews
Looking for a Jeep Grand Cherokee for my son.
They just got a Jeep in on trade and were able to deliver it the same day we looked at it. Terry is a great salesman and a pleasure to work with. I recommend him and Don Miller Chrysler for a great buying experience.
2020 Jeep Cherokee Limited
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.






Used
2019 Jeep Cherokee Limited
Vehicle information
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Reviews
Buyer
Overall we are extremely happy with our experience with the dealership and our salesman, Steve. Steve did a very excellent job going over everything about our truck.
Great car!
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.






Used
2019 Jeep Cherokee Overland
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Reviews
Awesome dealership. Travis rocked !!!!
I searched for several months for a specific used car that had all of the options I wanted. I found it at Zimbrick Nissan. I worked with Travis over the phone since I live in Kentucky. He answered every question and sent me all the additional information and pictures I asked for. 4 days later I flew up there and in less than two hours I was driving my car home. I highly recommend this dealership and Travis to anybody looking for a great deal on a used car and an overall positive experience.
Great Crossover
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.
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,537.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Compass with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 3949 great deals out of 14486 listings starting at $800.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Deerfield, WI with 30 great deals out of 83 listings starting at $7,700.
*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 Jeep by price
Jeep under $20,000 by city
-
Jeep under $20,000 in DeForest, WI
25 Great Deals out of 77 listings starting at $7,700
-
Jeep under $20,000 in Sun Prairie, WI
28 Great Deals out of 92 listings starting at $7,700
-
Jeep under $20,000 in Arlington, WI
25 Great Deals out of 79 listings starting at $7,700
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Jeep under $20,000 in Waunakee, WI
25 Great Deals out of 77 listings starting at $7,700
-
Jeep under $20,000 in Maple Bluff, WI
21 Great Deals out of 63 listings starting at $7,700
-
Jeep under $20,000 in Dane, WI
25 Great Deals out of 77 listings starting at $7,700
-
Jeep under $20,000 in Cottage Grove, WI
28 Great Deals out of 81 listings starting at $7,700
-
Jeep under $20,000 in Poynette, WI
22 Great Deals out of 69 listings starting at $7,700
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Jeep under $20,000 in Madison, WI
20 Great Deals out of 56 listings starting at $7,700
-
Jeep under $20,000 in Marshall, WI
26 Great Deals out of 80 listings starting at $7,700
-
Jeep under $20,000 in Monona, WI
26 Great Deals out of 75 listings starting at $7,700
-
Jeep under $20,000 in Lodi, WI
21 Great Deals out of 68 listings starting at $7,700
Jeep under $20,000 in Windsor, WI by model
-
Jeep Cherokee under $20,000 in Windsor, WI
7 Great Deals out of 24 listings starting at $7,700
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