Used Jeep cars for sale near Winamac, IN under $100,000

Josh did a great job on getting me into my jeep!! Really happy great job!

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

Tim and Dave were very helpful and worked with me with a lease that works well for me. They were both very professional and made me feel comfortable.

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.

Wonderful shopping experience! Drove 4 hours from Michigan for the possible purchase of my dream truck. Vehicle was ready and waiting for us when we got there. Not only did I end up buying it, but Shawn worked with me to get me out of my lease and get my payments on the new vehicle down to where I wanted them to be! Ended up going home with only my dream truck instead of both car and truck. No other dealer even took the time to ask me questions or try to help out, they were only worried about the sale. Beyond happy with this whole experience. Would highly recommend giving Shawn a call if you’re looking for a 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.

Great service, fast and easy ! I would recommend this seller for sure !! Mike was very helpful and made the sale easy. I will tell my friends !

Very nice vehicle with many hi-tech & comfort features. V-6 engine performs well for a 6 cyl. engine but would prefer a V-8, which is no longer an option. Very happy with over all performance.

I found the perfect car online and sent a request for someone to contact me. In a few hours I had an email and then a phone call. Lonnie answered all my questions to my satisfaction, so, I drove 6 hrs to pick up my new car. It was everything that it was advertised to be and was detailed and ready to go for me! The paperwork was quickly taken care of so I could get back on the road. Overall I had a very good experience with the staff at Hubbard and would not hesitate to visit them again someday.

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.

Awesome sales staff there. This is the first time you'll hear me say this about a dealer. They were good to me.

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 bought a truck from Jeremy. He was great to deal with. He was very laid back, and didn't pressure me. The truck wasn't as clean as he would like when I bought it so he had me bring it back and had it detailed. Nice place, good selection, would buy from him again.

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

Jeff Odell is the salesman to see..he will do his best to make sure you get what you want and what you are looking for. He is the best,

I never thought I'd own a Jeep in my lifetime, then five years ago I bought a used 2014 Jeep Patriot and was amazed by its fuel economy and reliability for a mid-size SUV. Then three months ago my sister needed a car, and I passed the Patriot along to her, so I began doing research to buy another used car for myself and found the 2014 Jeep Compass. Now I'm the proud owner of not one but two Jeeps! I fell in love with it because of its looks as it is "less boxy" than the Patriot and the interior is basically a replica of a car I'm already used to driving. Find it a little bit roomier than the Patriot, love the top of the gate spoiler and the headlights design as well as the focused (foglights?). I can carry a ton of stuff in the back specially since I added the retractable cargo cover for privacy and safety. I definitely recommend this crossover SUV, it delivers a ton for its value. Definitely money well invested.

Annie was wonderful and went out of her way to help us. She was organized and the sale went very quickly

Great car so far. Still learning drivability. Tinted driver’s windows reflect light from dashboard which interferes with side mirror and external view, to the extent that window has to be rolled down to be able to see side mirror.

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.

We had a great buying process from Dobson!!! Spencer was our salesman? will def be back to him on our next car!!! 5 STAR !!!!!

Great SUV with 3rd row seats and captains chairs in the middle. It drives so smooth for being a larger SUV. Surprisingly it has been great on gas for me. The exterior is so sleek and looks incredibly high end. The interior is true comfort and the Jeep brand has definitely thought of everything. This has been my favorite Jeep by far.

This dealership is the best of the best. They price to sell and don?t add fees. What they quote you is actually what you pay. They don?t pressure you and actually are extremely knowledgeable about the cars on their lot. I have never experienced a car dealer like this one.

Our 22 Wagoneer Series II is awesome. So quiet and the ride quality is like there's a layer of cream cheese between the road and the tires. Totally reliable, nothing but oil/filter changes. Super roomy and comfy interior.

Smooth, professional transaction! Easiest car buying experience I?ve ever had!! Spencer was polite, friendly and determined to find exactly what I was looking for. Thank you so much, I love my aviator!

The dealer and sales people everyone was amazing. G was awesome! He stayed late and worked with me through everything! I could not have asked for a better experience with everything that happened this day.

Spencer went above and beyond to get me exactly what I wanted. He was a pleasure to work with. I love my Explorer?? If you are looking for a dealership I highly recommend Jim Dobson Ford!!

Positive reviews, good vehicle choice. Awd suspension and a drive mode change selector. (Styling Vehicle) Good performance, fuel mileage is efficient. Comfortable seats heated, cargo area is spacious. Very nice quality interior design and the leather. Touchscreen stereo with navigation and other apps. Reliability, Good vehicle value!!

Salesman Rick Schott is very nice and informative!. I really appreciate your communication efforts.

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.

Well did not make it home with this care as it started overheating and no heat. Emailed Jeremy at dealership about this and they were very good about it, had me fix 1 issue at a local mechanic as I am 1.5 hrs from dealership. I was informed from local mech. that radiator had stop leak in it, and that it prob plugged up heater core, told dealership and they wanted me to bring back to them to look at it so I did. The dealership so far has been very good about this issue, still waiting to see if they get it fixed.

Interior is wonderful, love everything about this vehicle. Drives great, looks great, and was very affordable. I just feel very safe in this vehicle and I love it.

Oliver ford is the best John son jeff will be the boss some day he is 100: percent to his job &will is a keeper also thanks for all your support

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.

Overall very capable vehicle. 3.2L with 4wd/factory trailer tow. Silly things show up like the service 4wd light that comes/goes and radio/controller that resets after replacement. Solid car with a good pedigree.

Even though throughout the 18 years that I've owned her, I have put quite a bit of money into her, I feel that she's a dream!!