Used Jeep cars for sale near Simpsonville, KY under $100,000

Service is excellent!! Extremely knowledgeable staff who treat you like family!!. I’ve been going to them for 6yrs.

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.

Alex made the process smooth and easy. He made sure everything was to my satisfaction. He was very helpful in finding the car that I wanted.

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

I had an excellent experience with the OXMOOR Team. The process was quick, thorough and easy. The team was very knowledgeable and supportive during the process.

I love my jeep Sahara I put a 2in lift in it and 20 in rims with 35 in wide tires , I took it on a 5000 mile road trip it did great on the highway and over the mountains of Colorado I hit a lot of snow and rain on the trip to the west coast and back to Oklahoma I loved the drive it does not drive like a sport car but better then my work truck does , for the whole trip I avg 20 miles to the gal even with the over size tires on it and the off road is just what you think a jeep would be , if you want a good on and off road then I say this is a good jeep for you

I want to say that the team in place at this dealership has left a huge impression on me. They are a group of individuals that if I was to open a dealership of my own I would try and convince them to come to work for me. Our salesman was on point with answering all of our questions and going up and beyond to get us into our new Jeep Gladiator X rubicon.I love this truck.iwent to look at another Gladiator that I saw on a YouTube video hosted by our salesman and unfortunately for us our salesman sold it hours before we got there however our salesman took the time to show us different Vehicles they had in stock without missing a beat he said I have something you will like better and he was right I could not be happier. They have a huge selection with more on the way so he was convinced he would get us into a ride of our dream and was right about that. I am looking forward to enjoying our ride and and will definitely return when it’s time for our next. Do not hesitate on going there in person for your ride the team in place will go out of their way to see you find more then you hoping for they stayed hours after closing never once complained in fact offered snakes and drinks and asked if we needed anything all along the way.jeep well done by experts thank you Cross motors for making our dreams come true. Sincerely Robert a customer for life

Purchased as a retirement gift. Met or exceeded all my expectations. The 2021 Islander has the 4cylinder turbo engine and is smooth at all applications.

Good experience , chatted online and received texts and am currently receiving emails about vehicle models that I am searching for . We plan on purchasing a certified used Toyota highlander or a Honda Pilot early 2025. Doing our research now and waiting on another interest rate drop that should be coming soon

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

Very helpful the whole team. From the time I try to buy a car. The seller was very helpful and honest with every questions that I have. The service team are very helpful and outstanding great job to them. I recommended anyone who need to buy a car go to them and buy a car.

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!

Smooth and easy process when buying a new ram 2500. Aaron Keith was pleasant to deal with, knew his stuff on the RAM 2500 and worked with us to be able to drive it off the lot that day timely.

This is the first keep I have owned. So far I am not disappointed. Performance and comfort is good. Perfect for my pup and I.

Great experience. 😊 thanks 44 auto mart for making car buying easy and enjoyable all the way around!!

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

My car was recalled due to potential engine issues. Consequently, my engine was replaced in one day. Great service, repair and communication. I appreciated the courtesy car and the car wash. Great job!

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.

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

Never expected to find the car of my dreams at the price I could afford! They made it happen!

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

this was a great experience I recommend most defiantly getting my next car from them

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!

Every time we go to Volkswagen of Clarksville, the process is smooth and easy. As soon as you walk in the door the staff are helpful and pleasant. They price their vehicles very reasonably. The service department is great. The technicians sent us a video with anything that they found on our vehicle to help us decide what to fix.

I love my new car! Great look, and drives awesome. Very reliable, and plan to keep it forever. Plan to get more Jeep’s in the future.

Melvin was great I had the best experience today. Thank you Melvin for going the extra mile for me.

This is my 3rd Jeep and everyday driver. My husband bought her for me because he knew I wanted another Wrangler again. We live in Colorado, and go off-roading in the mountains; she amazes me every time! She handles in-town and highway driving great, too. I have customized her (bulbar, angry eyes grille, lift kit, etc..), which is all part of the fun!

Excellent customer service in all aspects of the transaction, from first contact through finalization of the sale. Couldn't be happier with my purchase from Neil Huffman Honda.

Jeep passing jobs have been corroding at welds & hinges due to 2 diff. Metals built together. Issue for 15+ years!, recalled opens need to be addressed, my 3 rd wrangler and loved it! Great freedom ride, sport driven, outdoorsy attitude, love Jeep Wrangler the makers need to fix this cheap paint job causing our jeeps to rust prematurely!

From the 1st phone call to the moment we drove our "new" car off the lot, James was friendly and made the car-buying process enjoyable. We never felt pressured, and they were very upfront about every detail. James even went above-and-beyond by helping us return the rental car we were in. Do yourself a favor and start your search @ CarMax!

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

Very professional, knowledgable, helpful, and courteous. Explained every detail. Outstanding young man and experience. The dealership did not have what I was looking for in a vehicle but has all the information to notify me when they have it available.

I am new to Wrangler and have not had it long enough to speak to the overall reliability. However, it has been every bit of what I had expected. I am glad I got the JL as it has many preferred features over the JK. I am keeping mine stock but a buyer can do anything they like to modify their Jeep. It is a true do what you like vehicle, very versatile. Enjoy.

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

The guys at Cliff and Sons made the entire buying process very easy. This was the best experience I have ever had at a used car dealer. They were very professional and definitely held my best interest in mind. I would highly recommend this place when searching for a new vehicle.

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.

Ken and his team were fantastic. They bought a great car at a great price. I drove it home, 900 miles with absolutely no issues.

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.