Used Jeep Grand Cherokee for sale near Howey-in-the-Hills, FL under $100,000

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.

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.

Great experience! Hope to do business with them someday again. A+ professional and very thorough!

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.

Eugene made our car buying experience comfortable and easy. Great selection of vehicles. Well worth the drive from Citra.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

I bought a 2020 Chevrolet Malibu LT and it looked like a new car interior and exterior, clean, new car smell, runs great, no problems.

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).

All great people and all kinds of cars. I bought a restored classic vette. they restored it to a level it could be driven and enjoyed. Not parked in a garage to look at. Everybody treated me like family. They are honest and trustworthy.

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!

after 13 years looking to buy a truck, I went to Sam Boswell GMC. I got a 1500 Sierra GMC a very nice ride. sales person Trent Rice was the best made sure I was well aware of truck I was buying , and explaining everything inside the truck. I have recommended Trent Rice to family members.

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.

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 had a wonderful experience selling my automobile to AutoNation. Andrew was really professional and kind and made things simple for me. He assisted me every step of the way. Dealing with him was a genuine joy. Strongly advised!

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.

Don the service rep has performed way above my expectations . This is the second time he has delivered on repairs and warranty issues 5star employee thanks Don

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 !

One thing I could say , they are very responsive. I wish I was able to make a deal if it wasn’t for my down payment amount I would taken that car so bad . I need it too .

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.

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.

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

I had an excellent experience buying my car with Nestor. From the first moment he was very attentive, patient and professional. He explained all the details of the vehicle and solved all my doubts without pressuring me at any time. The purchase process was fast, transparent and uncomplicated. It shows that he really cares about the customer and seeks to be satisfied. I recommend 100% working with him if you are thinking of buying a car. Thank you for all your help!

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.

Darrin Grant was the most personable and easy going sales person! He got us what we wanted for our trade and sat with us in the back seat of the car introducing us to the car, like connecting our phones and going over the options on the dashboard. He helped us for 15 or 20 minutes. He then told us to call him from home anytime we have a question about the car and he would talk us through it. 10 out of 10!

Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.

Extremely profesional and knowledgeable! No xx dealership! I highly recommend them!! I visited the dealership and appraised (based on milage and real condition of the car), once I had the correct value for the car and interest rate for financing, I made my offer, and once they confirmed the numbers, we made the deal in less than 15 minutes! I did visit a few dealerships were I wasted my time! Some dealerships don’t take the time to look at garbage they are selling. They go by time on the lot, the make and models and average market sale price not really looking into the real condition of the car. All the information I needed is easily accessible, if you know where to look. I deal with facts not averages!

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!

Don Juan fue muy amable con nosotros y tiene mucho de vehículos, lo recomiendo muchísimo

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.

My experience at Plaza Cadillac in Leesburg, Florida were excellent in every way and especially with Jesse in sales and Eve who answered the phone and helped greatly in making connections and schedules.

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!

My experience with the Classic Honda dealership is great. They gave me a service cost and time before looking at the car. They only took around an hour for repairs. They also went over what they did with my car after completing the service.

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

Great experience with Ramone Watson in sales and Brianna Bates in the finance department at Seminole County CDJR! They helped me get my Jeep Compass last month and it was a fantastic experience! I have been going to this dealership for all my auto needs for so many years, and always have the most pleasant experience with my Jeeps! Give them a try if you are in the need for a new automobile! They have new and used Jeeps! I love my Jeep Compass!!! Thanks to Ramone and Brianna for assisting me in the most professional way! - From Wanda C.

This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.

Exceptional service and courteous staff. May I mention Alan Woodyard, Mario, Serhan, Pepper and RJ. I have been a customer since 2020 for servicing of my Kia Soul and recently I purchased a newer Kia Soul. The standards at this dealership are high and customer service exceptional. Thank you!!

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.