Used Jeep cars for sale near Oconomowoc, WI under $899,990

Quick and easy buying experience. Nice dealership, no pushy sales people. Everyone is very helpful and friendly. Yes, I would recommend this dealership to others.

In my many years of car driving and ownership, I have rarely had a better vehicle than my 2019 Jeep Compass Latitude. It has been reliable, comfortable, fun to drive and, for its' size and type, very good on gas. In April, I will have been driving "Lattie"for 5 years. My upkeep has been minimal. She is pretty and still looks new. This vehicle is such a pleasure to drive. Handling and response are excellent. Controls are super easy to manage and absolutely love the heated seat and steering wheel. On a long trip, it is very comfortable (yes, I have ridden in the back seat, too) and fuel economy was just great...fully loaded with air-conditioner on and travelling at highway speeds gave me 30+ mpg. Really can't complain. My Neon didn't do any better. This is a great vehicle. Oh, and I had leased it new, and purchased it when the lease was up..that's how good this car is!

Amazing from start to finish! 5 different people checked with us as we were waiting. Salesman had a lot of information to share on our vehicle. Financing and warranty was a pleasure with no high high pressure sales at any time. We will go there again!

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.

Great service would recommend to friends and family

This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.

Good service. Great Service Manager! Always pleasant!

  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.

I purchased a new Jeep Wrangler Rubicon X from Uptown. The entire experience was incredibly positive. There was no pressure. My trade in value was fair. Overall I was very pleased with my purchase and the process of buying the vehicle.

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Sales person was extremely helpful and friendly. She is very knowledgeable about the features of the vehicle and patient in showing us how things work.

Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!

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.

Big thank you to David Ulwelling. He was so knowledgeable and so easy to work with. He made the buying process so easy.

Now have 110,000 miles on vehicle and had to pay out 1800 on some mechanical parts. For the most part my 2014 Jeep Patriot has been pretty good. Great in snow.

This was car shopping made easy! Very friendly and down to earth sales staff. No hassle! No low-ball offers on my trade, offered me a great deal on it right away. I walked out with a NEW vehicle for a little less than the used one I initially looked at. Tiffany, Josh and Adam were wonderful to work with! Highly recommend going here!

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

Everything was great. I had no problems. I would recommend a friend or anyone to go there and buy a 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.

Just started looking for different car. No pressure. Let us look at our pace and we're available to answer questions as needed. Good experience.

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

I was in the market to replace my 13-year-old Jeep Liberty and I've had my eye on the Renegade for the past year or so. I worked with an awesome sales guy who was patient and answered all of my questions. Russ Darrow had an amazing inventory compared to some other dealerships.

Bought my 2024 used with 13k miles on it. Maybe I'm old school due to prior life with a 97 TJ and and 01 XJ but this car is fantastic to drive and very luxurious. Perhaps not as tech heavy as other SUVs, but it does everything I could hope for, and has been fun for road driving and light off roading.

Gary Smith was wonderful to work with and very knowledgeable about my vehicle. I will be recommending and using his services in the future. The staff at Russ Darrow made car buying easy!

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

Only dealership in milwaukee that had the car i was looking for and was patient enough with me to ensure i pulled off in the vehicle of my choice. as a first time buyer, i was very satisfied with their service.

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.

I bought my 2022 Wagoneer this week and could not have been happier with the entire experience. Joe, Brian, Chris, Krissy, and the finance team we’re all phenomenal. I have a lot of vehicle purchases under my belt and this team has without a doubt been the best. They have earned our business for years to come. Thanks to everyone on the team for making us feel like more than just a sale.

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

Very pleasant auto buying experience. Great people to talk with and fair in their negotiations. I pointed out a scrape on the vehicle and they made a fair adjustment. It was the perfect buying experience … until I woke up this morning. I went out to wash the bugs off from driving home the night before and found several breaks and cracks in the grill and fender that I didn’t notice when I bought it the night before. They of course didn’t point them out to me. All I can say is, “Shame on me,”. My responsibility for not looking it over more closely. My bad not them. Buyers Beware! Look over every inch, twice. Everything is made of plastic these days.

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!

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!

The customer service was amazing. The buying process was very easy. They were very upfront about each car and never bs you with there sales pitch. The store was very clean and nice inside and outside

Vehicle is beautiful, but has cracks on the rims and heated seat features do not work or the spotlights Oil change was not done, this is why I wanted to go through a dealer than a private party, for maintenance

The customer service was thorough, super-quick, and the work done on my vehicle was done quickly, efficiently, and definitely solved the issues I was having with my vehicle. Thank you!

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

It felt like family while purchasing my vehicle. Everyone was so friendly and we all were telling family stories from buying vehicles to our kids talking driving lessons or learning to walk. The salesperson was great, the finance person was great, the receptionist was great. I love the pecks that come with the vehicle and I love my Corsair, it's perfectly lovely!

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.