Used Jeep SUVs for sale near Cumberland, WI

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.

I spoke to the owner of Cars on SS and he was a great guy and sounds very honest. I did not go look at the truck I'm interested in, but might go this weekend.

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.

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

I love my new Wagoneer Series II in white with sea salt interior. It has a big punch from the twin turbos, the ride is like my Cadillac Deville. It raises and lowers it's own height based on speed and road conditions. My only complaint is that the seams on the trim at the two back windows don't seem to be sealed properly so the water after washing it continues to drip down leaving a calcium line down the vehicle. I'd would also love it if you could add more apps to the infotainment center. Overall I'd buy it again. I've had two Gukon XL Denalis and the amenities on the Wagoneer at a lower price point far surpasses the GM vehicles.

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

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 recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.

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.

I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!

I’m a 19 year old kid who bought his first car from this dealership. Very patient people and easy to work with. Didn’t rush me or scam me and let me take my time with my purchase. Likely will buy there again in the future. Gave me a very good deal to work with and a great car with no problems.

driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep

i drive a Cadillac SRX luxury and i had this jeep rented for four months and i found it difficult to get back in my car after having the 2.0 turbocharged model unlimited 4 door hard top!

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.

Beautifully made vehicle. Drives very smooth, very spacious and comfortable. Leg room in backseat is great for tall passengers and seats recline for best comfort.

Great little vehicle for the money. Good amount of space inside, easy on gas and fun to drive. Can park anywhere! It could do with a little more power but it does fine as is. This is my third Renegade I have owned and I love it. I will buy another one for sure!!

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

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 !

Carolyn does a great job going thru all the results of the “Works” service done on the vehicle!

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 was a Jeep Grand Cherokee for about 10 years.It was not a two thousand fifteen , it was older and it was a V8, not this V6 or those I4 4 cylinders. I actually got the vehicle from my brother, same color black leather interior sunroof I took over his payments and ended up paying it off. That was the strongest 4 wheel drive I'd ever owned, let alone driven up to that point that car was a Beast. I never got stuck one time in the snow here in Iowa.. The only thing I've noticed that has changed over the years is the emphasis on eliminating the V8 engine, which is totally wrong. Because I want something with power, those 4 cylinder SUVs, they ought to fire every single one of them engineers who decided to put a 4 cylinder engine in a heavy vehicle like that, and naturally, it's gonna burn oil, a 4 cylinder S. U. V. Is about like dancing with your sister. It screams, it wants to be like its Big Brother, the v6, and v8. I'm just glad we're not hearing more about these electric vehicles cause that was the biggest joke I've ever heard of they never have enough batteries to service them. If the industry went all electric bad, a joke, there'd be a lot of stranded vehicles on the interstates bring back the VA engine, take the crossover. I4. And drive him into the river , they're xxxx , they're junk

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.