Used Jeep cars for sale near Waunakee, WI under $99,946

Brian stayed in touch with me, eager to meet with me and help in any way. He showed me the cars I was focused on and didn't try to steer me in another direction. A very nice experience. Haven't completed the sale. Probably going somewhere else.

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.

Helpful staff, and they didn’t waste time or dilly dally. Gave a good and fair offer on trade in vehicle. Also we’re able to move a vehicle from one dealership to one closer to my location.

Best vehicle I’ve ever owned, fuel savings combined with functionality! Highly recommend for outdoor enthusiasts who want to decrease their dependency on gasoline! Get one!

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.

I’ve had mostly BMWs and Audis over the years and cycled through a few TJs and a YJ as a weekend car. I’ve been driving my 4Xe as a daily for 6 weeks now and love it. It’s quiet, comfortable and generally fun to drive. Not a rocket but definitely quick enough to merge. It is loud on the highway and something to consider if you travel long distances. For me and my short commute, it’s perfect. I got 900 miles on my first tank of gas and average 32 MPG in hybrid. With everything going on in the world, it just makes me smile. Is it for everyone? No.

Dennis was very knowledgeable and was a great help. I highly recommend shopping with him. There were a few hiccups outside of the sale, but everyone at Van Horn helped make sure things were resolved.

The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.

Evan did a great job from start to finish. Gave me all the information I needed, helped with my trade, had the vehicle pulled up and ready when I arrived and made the signing portion effortless. I highly recommend him and would give him and the dealership 10 stars if the ratings went that high.

We have a 2022 Wagoneer Series II rear-wheel drive. It's got nearly 47,000 miles on it now. We absolutely love it. "Silver Zenith" exterior and the two-tone black/Baltic salt interior. It is SO roomy and comfortable, and quiet! Ride quality is smooth as the suspension absorbs just about anything. The exhaust note has an amazingly deep note to it. We love this Wagoneer.

I had an amazing experience searching for my new car! This Carmax has great customer service and salesmen!

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.

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.

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.

They were able to get me an appointment very quickly. Their Service Department staff are very friendly and knowledgeable. Everything was explained to me very clearly and the billing was exactly what they said it would be.

A great looking car. We will probably never learn all of the features the car has. Dealer was excellent and no problems working with them. Only one thing not to like was the location of the Emergency Brake lever. Things seem to get set there, and locking the lever.

I think the Wagoneer is a beautiful car. I think of the various colors, the Wagoneer looks better in white. The ride is smooth and comfortable. It has so many practical features such as the GPS system. After travelling routinely to the same place, it remembers. I love that the side mirrors turn downward when in reverse to ensure that the area is clear. Having 3 rows of seating is very helpful and passengers riding in the 3rd row have raved about the leg room. When in reverse, you are alerted that a vehicle is approaching way before the vehicle reaches you. I also liked that I could program my garage so that I don't have to get out of the vehicle. I just press the button and the garage automatically opens/closes. It has a great sound system and I just love the exterior paint. Whenever I give it a wash, it looks like showroom elegance. It also has a screen on the passenger side that you can plug your HDMi cable to watch different things. Sooooooo many features that I love on this beautiful car. Performance has been great. I have a 2022 Wagoneer so I'm not sure if the newer Wagoneer gives you more gas mileage. The amount of gas it uses would be my only set back to this vehicle but I still love my Wagoneer!

Stopped in after 5pm and Jason was very kind & helpful. He helped solve courtesy light question.

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.

After seeing the car I was interested in online and posting an inquiry, Trevor Alfson quickly contacted me. He ultimately honored my request not to call but to text. He was so gracious to honor my timeline. He gave me first refusal until I saw the car in person. The sale was low-pressure with Trevor as he did not push. He just allowed us to decide on our own time. We closed a nice deal and Middleton Ford was extremely helpful in finalizing everything and getting us on our way. A follow-up with a defective seat handle was also quickly remedied with Trevor's help. Such a wonderful, rare buying experience!

This is my 2nd Jeep Wrangler. I absolutely love it!!!! I ordered it new, so I have all the bells and whistles I wanted. The SOT is fabulous. It is so fun to drive and I get compliments all the time about how beautiful it is. Receiving ducks and giving out ducks is a blast. The Jeep wave is awesome, too. Wranglers also keep their value.

Jean, was very helpful and pleasant with our purchase yesterday. We had been looking for a Grand highlander and he had it ready for us when we arrived. The vehicle was also discounted after only 11 days on the lot which was also great. Had just the right features and we like it very much so far! The purchase did take 2 hours, but we were not sitting around much the attendant who told us about our car features, was also great although I cannot quite remember his name at the moment. We are a satisfied customer. All the employees we interacted with were great!

Amazing customer service from this dealer. Highly recommend. The dealer showed a high expertise and helped a lot with all the paper work and bureaucracy

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.

Robert delivered great service and I appreciated that they were able to transfer the vehicle to the Stoughton location for easier pick up.

It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.

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.

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!

This was my second time purchasing a vehicle through Carmax. My first time, three years ago, was for myself purchasing and exact vehicle I wanted. I called ahead, was able to work through what I wanted, and re-directed to another location that had the exact vehicle I was looking for. No hassling about buying something from their specific location. Great customer service, the car was in excellent condition (as confirmed by the Volvo dealership I had it serviced at subsequently). I still have and love that car. My most recent experience was at Carmax in Madison, WI. I have been searching for a well-maintained used vehicle for my newly-licensed teen. With the used car market spiking, I've been monitoring my searches for months. The perfect vehicle (with everything both my teen wanted and I required from a safety perspective) popped up in New York. For a reasonable fee they were able to put the vehicle on hold and transfer it to my local dealership in WI. I was able to do the financing over the phone in advance of the vehicle's arrival. Once it arrived, I was notified and an appointment set to test drive. The car was exactly as described, in good condition and no hassling or negotiations needed. The prices are reasonable based on current market conditions with a set margin built in. The financing is a little on the high side, but they provide a 3 day window to bring in a check from your own lender so it makes it easy to balance the rate vs convenience (and GAP coverage). I had one issue with the vehicle after getting it home. I contacted the dealership and it was addressed within a half hour. I am absolutely happy with both my experiences at Carmax and would (and have) recommend them for your next vehicle.

We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own

MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!

Very attentive listened and found the right fit for us. Many vehicles to choose from.

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.

Wonderful experience. This is my third purchase from this dealership and working with Jared. Would not go any other place

Had a rear end collision with it a few days ago. Handled it well. Car that hit me, as I was standing still a traffic light must have been going 40-50 mph. My car took the brunt of the crash, sparing me I am sure. If totaled, will look at same manufacturer.