Used Jeep Cherokee for sale near Loughman, FL under $99,951

Bill Raynor was wonderful; full of knowledge, patience, and enthusiasm. He took time to fully educate us on settings and how to use the technology. Careful to offer lots of facts, he was willing to share opinions, but only if specifically asked. His years in the business have not jaded his tactics, and he continues making the customer feel they are at the center of the sale. Bill was thoughtful in his questions to help guide the customer to the best possible deal without imposing frivolous charges. If you need a reliable, kind, and well educated person to help on your vehicle purchasing journey, I recommend giving Bill a visit in Winter Haven (well worth a drive if you’re not already in the area).

I like this car a lot. I gave up a lot of interior space when I traded in my Journey for the Cherokee and the ride is not quite as smooth along with less gas milage but every other way it is far superior. Love the 4x4 and how it handles in snow. The interior design is very nice as is the exterior design. More sleek. It is still a nice comfortable ride, especially on the highway. It is much more reliable than my last car. The seat and steering wheel warmers are an extremely nice touch. Yea, I like the Jeep Cherokee very much.

Great JENKINS MITSUBISHI SERVICE DEPARTMENT! Very atuned to the customer and it was in and out with the complimentary oil change first 3k and other service!

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.

Overall my experience was great, I had to wait on my car while it was being serviced due to battery replacement and an oil change that needed to take place. The waiting experience was not bad, it was done and less than two hours. Cristopher, my service representative kept me updated, throughout the process, and was very polite . No complaints, the prices are decent, and overall customer experience was nice.

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

We Love our new 2021 Challenger! We Had the pleasure of working with Nicholas. He actually made it fun to shop for a new car!!!

Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!

Repairs and recall was done in 1 day. Tom Deluca was courteous and honest about all the info he provided. He was able to get my repairs done under the warranty which was greatly appreciated. They even provided a car service back to my house while my car was being worked on and vacuumed my car, which was a nice surprise!

I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.

Im extremely happy with the service Gabriel Torres always provides at Greenway Kia thank you so much much for always providing great and fast service!

Love the interior and exterior , has all the features I need and will use ! Very sexy car :) I love the fact I can take my fur babies to beach now . They love to ride.

Thank you Jason for helping me pickout my dream car! Jason was very helpful and Knowledgeable on all my needs and answered all of my questions.

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.

Andy was so helpful and made sure I was taken care of he has the best customer service and really looks out for his customers.

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.

We have always gone to Holler Honda to care for our Hondas and have always gotten a fair estimate along with recommendations for timely repairs. We take their recommendations under consideration and if it is something we can do ourselves we buy the parts and do them at home. This visit was no exception. Holler performed the service and included a recall that was pending for quite sometime. Along with this service I had reported a nagging problem I was having with apple carplay and our Hondas. In the past I have just mentioned I was having the issue and was looking for advice but this time I needed it documented because I had reported it to hondaamerica. When I picked up my car, carplay was reported fixed by rebooting the infotainment system. At that time I was warned to always use an apple certified cable to connect carplay. Carplay worked until that evening when we went out for dinner. My phone would not connect. I repeated Holler's recommendation to reboot infotainment and I also got a new apple approved cable at the apple store. Neither solution fixed the problem. What did fix the problem was the realization that even though my phone was plugged into our honda ridgeline, it was also interacting with our other car in the driveway and would not connect with the honda. When I made an adjustment to the settings in carplay on the phone it immediately connected to the honda and now works without issue. When I reported this to Holler they agreed to give me a service credit to use in the future. We are satisfied, as usual.

Great gas mileage an very comfortable car. Love the different gears to shift to for us snow. Very reliable only thing for service oil changes

I bought my car on 8/16/2025 and had the pleasure of working with Mathew Andrade. He’s an excellent salesman—very professional, kind, and easy to work with. I recommend asking for him if you’re looking to purchase a car. On the finance side, I had to switch the car from my business name to my personal name, and both the sales manager and finance department made the process smooth. Even when I pushed hard on my interest rate and monthly payment, they stayed patient, professional, and willing to work with me. Great overall experience!

Great SUV...BOUGHT in 2017...good on gas penalty of zip with V6 engine. The start stop stop working last year and found out why.I needed a new battery as went dead this year...now start stop feature works 100 percent. Have low milage 30000 miles or 50000 kms here in Canada. .

I just got home. I left my house at 7:30 this morning and was at the dealership for five hours. BUT I had asked them to do a complete assessment and they did everything. I love these people. As I drove up my little four legged service person got all excited. She knew where we were and she has a lot of friends there. Everybody came out to greet us and help us descend. As a rule I am treated as someone special. I'm not but I am 87 years old and they are careful to take good care of me. I know them all but am losing my ability to remember names so please forgive me guys but Roderick, Arsenio, Luis, Denisa are so kind and I wrote down their names so I could remember them. My car was very happy and I don't know what all they did but she was very happy. (Yah! She's a lady). I have a very serious suggestion: Now I have no intention of ever buying another car , BUT, wouldn't it be great if you could go to a dealership, (as a woman not knowing much), and find a salesperson there, (of the female persuasion) who not only knows cars but knows the mechanics and has been taught the correct way to sell? I would scout places that teach car mechanics and see if a female is part of the student body and offer her a course in selling and a job. Maybe she just wants to be a mechanic but you could still call on her when you have a woman to sell to. Just an old lady's idea. I encountered a super female salesperson at a Honda dealership in Kissimmee, FL about 25 years ago. The only reason I didn't buy her car right then and there was I had decided I wanted a Chrysler. Anyway, You guys get all the stars. I know i can trust you.

I have just bought this used Cherokee. 70,000 miles I Like it a lot so far. Except I am having a little trouble with my blind spots. Not used to being so low compared to my Ranger Truck. I have a good upgrade. Pretty good milage. Everybody says I got a good deal and so far so good. Drives very nice.

El mejor servicio que me han podido dar en cualquier empresa. Y Oscar fue el encargado de sentirme como en familia.

I love my jeep. But my biggest issue is if you live somewhere where it get cold and you don't have somewhere to park it like a garage, be warned it might not let you drive it no matter how long you let it warm up. I have had this for almost 2 years now and both winters I have had trouble with the dashboard lights coming on. Lights like collusion lights, engine, and airbag. The problem is when all these lights come on, it shuts the car off and refused to left you move or change shifts. I will admit the first time it happen, I accidently left my phone charger plug in over night. I have now made sure everything is unplug and off before I leave my jeep. But every time since, when the weather get cold and it still had this issue. I have reported this to the dealer ship I got my jeep from but they say it just the battery volt being low from the cold. But I need my vehicle to work due to my job being one where I work all years including holidays.

I flew in from New Orleans to buy a new truck. They had a great selection. The guys were super helpful. Definitely would recommend. They had a great selection of F-450?s

Would recommend this vehicle. Overall very good value and has proven very reliable. Sorry to hear it is being discontinued Jeep had a winner and what I thought was a great tweeter between the Compass and Grand Cherokee.

We purchased the same night a wrangler sport JLU 3.6 manual trans and this Cherokee Limited with the same engine and the 9-speed automatic. And oh boy, these cars were completely different despite having the same 3.6 Pentastar engine. Launching the Wrangler was never an issue. Launching the Cherokee and even more reaccelerating was truly painful and required a lot of preparation. Sometimes, the transmission would take few seconds before downshifting making the throttle response slow at best. Other than that, the car proved to be reliable and was extremely silent and very well equipped. I would recommend that car as a commuter for someone who is not seeking any driving fun. For families who enjoy long trips, there are better and more responsive options out there.

I did everything online. Got the clear to fly down; got there and signed paperwork & off the lot in less than 15 minutes

Came out of a Ford Fusion due to lease ending. Getting older, past 70 yearsof age, and my wife thought I would benefit from an suv with a higher seating position for entry and egress. My wife had a Grand Cherokee for 16 years and loved it. I drove it many times and enjoyed the versatility of an suv. Love my ‘21 Cherokee. The right size, great styling and image too. Power beaucoup with the V-6 engine and averaged 30 + mpg on road trip to Arizona and back. Interior is nicely appointed, the leather seating is good quality and comfortable. The Jeep handles well at all speeds and I feel safe and confident behind the wheel.

the car is largest enough to haul baseball equipment around, yet easy parking and handling. i like the interior and the room. the seats are very comfortable

I had the best experience with the whole process of my vehicle purchase. I had an awesome salesman, Jeremy Violet. He was friendly and very professional. Will refer them to anybody I know that is need of a car.

Great place to purchase a vehicle. I purchased a Grand Wagoneer and the salesman knew the features of the car and answered all our questions. Very professional staff here. Professional and they made us feel very comfortable and relaxed. Service was fabulous also. I drove 3 hours to get here and it was well worth the extra time and money. 8 dealers in my area didn’t know the car or it’s features, and told me that it only came in black or white. There loss. Winter Havens gain.

Really liked the car and staff was great to work with. Good variety and salesperson was very helpful. They followed up and made sure everything was good. Did everything they said they would.

Built for the Do It Yourselfer's. You can play Dress Up and be Stylish or Go camping, Bike riding, weekend get away. a do it all type of vehicle. GREAT on Gas!!