Used Jeep cars for sale near Willow Oak, FL under $100,000

Came for an oil change, had an amazing breakfast omelette, and then looked at a new civic!

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 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 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.

Easy process, good communication, great employees, thank you David, drove the vehicle 2 hours to deliver it on time and displayed the image of why buying from you guys is a must

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 took my Jeep in for routine maintenance and the experience was great. Everyone was friendly and helpful. While waiting for the car we looked around and was amazed how great the place is.

I purchased a special ordered Jeep Wrangler RubiconX with the 3.6 engine from our local Dealership! When I first drove this this vehicle I knew it may be rough riding, but after having this for for over 6 months it now is our main vehicle for getting around town. I get 17.1-18.3mpg. It's a 4dr and we enjoy it every day for shopping and other chores. We had it on the main highway and do between 65 and 70mph. It handles great and the ride is actually pretty good. Has great passing power as it has 4:56 gearing! We just recently took our vehicle to Keene Dodge/Jeep to have the tires rotated and were very impressed with the service and the entire staff as they treated us very special.

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!

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!

The dealership is very helpful, the personal service is great, especially Luis. I shall return next time I need work on my Dodge.

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!

They always get me in to service my truck in a timely manner. Waiting area is clean, quite, neat and has refreshments. I am able to work from my laptop while waiting.

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.

5-Star Review for Brandon Honda I want to extend my heartfelt thanks to the amazing team at Brandon Honda for their outstanding support during my recent visit. A special thank you to Edwin and Jade from the sales department, whose kindness, patience, and professionalism made the process of trading in my vehicle incredibly smooth. I also deeply appreciate Mr. Ivan Colina, the financial service manager, for guiding me through the financing process with such care and clarity. Thanks to their efforts—and the support of the entire management team—I was able to lease a beautiful New Honda Accord with a deal that truly exceeded my expectations. I felt valued, respected, and genuinely cared for throughout the entire experience. I’m so grateful for your professionalism and compassion. Thank you again for everything! Rizwan Shaikh

2024 refresh Willy’s edition 2 door soft top , love the refresh, most notably the radio 12.3” upgrade, I’ve owned 5 wranglers in the past starting with the 1988 model , prior to the 2024 I had a 2 door 2011 . Well built , great driving on an off road , amazed at the little turbo motor, smooth, great acceleration and gas mileage, around 20/21 in winter and 23/24 in summer , which I think is great considering the size , shape and 33” tires etc. overall super happy with my jeep , for me the refreshed Willy’s edition is the sweet spot in the line up

While my personal Service Advisor had a personal emergency, the gentleman who took care of me provided the ultimate service! I always receive excellent service from the scheduling to the service to when I leave.

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

This is our third time purchasing from regal Kia of Lakeland. Second time purchasing with Amy C. HIGHLY recommend. She has been the absolute best at getting us in the car we want. Couldn’t recommend her enough. Go to Regal Kia see Amy and get yourself a new vehicle

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.

Replaced telescoping steering column and power rear view side mirror. All parts were in stock. And vehicle was ready early. Service was completed under Factory warranty!

Absolutely LOVE my 392 20th Yr edition!! She’s a stingray grey beast, that is just as powerful and fun to drive as my Ftype Jaguar! The detail and design is comfortable and I am addicted to the powerful exhaust rumble on her! Puts any previous year Wrangler in a different class- my opinion, after having other Rubicon’s. Well worth taking the leap and spending the +$100k on her! No regrets!

The dealership contact me promptly and set an appointment which the salesman was very nice and accommodating.

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).

LaurenLynn was amazing and very professional. Definitely recommend this dealership to anyone I know. My car came out perfect and definitely going back for more service work.

Incredible vehicle. Especially if you put a manufacturer 3 inch lift on it and aftermarket wheels and tires and running boards. A total beast if you can’t afford the Renegade or if you are too upside down on your trade. If you don’t know the Jeep go get one. It’s life-changing.

Ask for Bradley B. at Regal Honda of Lakeland, he is the best! He goes above and beyond for his customers and tries to help as much as possible. He is a professional and polite salesperson. There was no-pressure and I didn’t feel rushed. It was a very positive car shopping experience.

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.

Jarrod Goldberg was a treat to work with. Still don't understand the hard sell on the APR by the Finance Dept, but as soon as I showed the online loan approval from my bank suddenly we dropped over 3%. Otherwise a very nice experience.

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.

Lawrence was fantastic in providing the information we requested. He even sent a walk around video showing th features of the vehicle. Sadly we have found a vehicle closer to our home staw !

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

I saw a vehicle on Carfax that I was interested in and made an appointment to check it out. Kent did a great job of showing me the vehicle and worked with me to a deal that fit my budget. I returned several days later to pick up the vehicle and Kent wasn't in, but Jose stepped up to help complete the deal and made sure I got the truck and went over all the details of the truck's operation. I had a very good experience. John K

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 !

The service, attention, and sale went so smoothly and pleasantly. Gabby Pinto made the car purchase transaction a breeze and really ensured our satisfaction throughout the process. I whole heartedly recommend her and the dealership.

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.

We brought our car in for service today 8/16/25 our service advisor John Kidd was wonderful, he kept us informed on everything, John is very knowledgeable and an asset to your company. Thank you John,for all your hard work.see you next visit Doreen Gaeta

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

it went very smoothly , very noligable. Curious friendly. I think I'll buy a car from them

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.