Used Jeep cars for sale near Cumberland, WI under $599,963

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.

They were very helpful ,and were very good and working with us on our schedule stayed until we could get there after hrs are salesmen was chris super nice.

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

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.

I bought a 2023 Jeep compass Latitude Lux. Wish they come with all the other specs in driver assists like wireless charging, power tailgate, dual zone AC control, adaptive cruise control etc.

Bought this 2022 Compass Trail Hawk new for my wife. Earlier this year (2025) we landed a sweetheart deal on a new 2024 Wrangler Sport S. Guess who inherited the Compass ? I stepped down from a Grand Cherokee but I have no regrets. It has had a few electrical teething issues but all have been resolved and have not come back. The handling and fuel economy are much better than the Grand Cherokee. There are only 2 downsides..........the size of the gas tank (13.5 gal vs 24.5) and the cargo space behind the 2nd row seats. I have easily adapted to both ! I want to give a shout-out to our local dealership, Tri-City CDJR. Start to finish, an excellent place to purchase and maintain our Jeeps. BRAVO ZULU !

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

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.

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

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.

Go with the 3.2 V 6 it has plenty of power. The Auto engine stop/start is terrible even if it does save gas it is too jerky

We like the Jeep because I have a good experience with those cars, the first one was a Cherokee, the Compass it is very economical on gas especially on the highway, the only thing is that it doesn't have to open the trunk from inside the car not even with the key, I like it.

I bought a trailhawk, thought it would be the best for resale value. The new engine is terrific besides better gas mileage better air quality it feels just as fast as the six-cylinder I used to have in the Cherokee. The new interior feels like it was made for me. I fit in it perfectly. Easy to scoot around in easy to park!

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've owned my 2023 Jeep Compass High Altitude for 3 months and have put 2,000 miles on it, and overall it's a really good vehicle but would be better with a few improvements. The interior layout of the car is excellent -- everything is easy to reach, navigate, and adjust. The center screen is bright, crisp, and snappy and was one of the major draws for me over the prior models. The interior in general feels much roomier than other small SUVs in this class. The ride is smooth and comfortable on long trips, though I do find the premium leather seats to be stiffer than the "standard" leather seats in the lower trim models, which is surprising. The gas mileage is quite good and the brakes are fantastic. I also like the exterior design because it looks even more like a baby Grand Cherokee, and the two-tone paint looks sharp if you're into that. Also, the moonroof is huge and really opens up the interior of the car. I haven't owned the car long enough to comment on reliability, but so far so good in that department. Now for the things that need improvement. First, the engine sounds like a literal go-kart and is quite loud inside the vehicle. Yes, the engine is small but I feel like they could have done something to alter the sound or at least dampen the cabin noise better. Second, there are rattles coming from various places in the car, most notably from the headliner around the moonroof. Considering I paid 42k for the top trim, this is disappointing and quite annoying. Makes the car feel a little cheap and/or hastily assembled. Also cheap feeling are the buttons under the center screen and the interior/exterior door handles. I came from a 2018 Audi Q3 and the fit and finish just doesn't compare in that regard. Overall it's a minor thing but worth mentioning. The last thing (and maybe my biggest gripe) that I'm really bummed the Compass doesn't have is an adjustable tailgate. I have a small garage with low headroom and I have to unload anything from the back of the car before I pull into the garage because the tailgate would most certainly bang into the overhead garage door when fully opened. I believe the Cherokee and Grand Cherokee both had the option to set the max tailgate height and I don't see why they couldn't include that feature in the new Compass. Overall, it's a good car with more positives than negatives, but with a few improvements it could be the perfect small SUV.

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

It is a great car, my uncle drove it in the west hamptons in New York to the beach. Very fun when the roof is not there.

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.