Used Jeep Grand Cherokee for sale near Madeira Beach, FL under $100,000

Loved my experience with Sun Toyota, Olivia was a huge help and made the entire process smooth and enjoyable. She never made you feel like she was trying to sell the car to you too much which was very refreshing to be around. She was extremely personable and I’d highly recommend her to anyone looking for a new ride!

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.

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

Had a great experience with friendly professionals who sped the process along. Usually buying a car can be stressful this was not.

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.

The staff was nice and very helpful. Jerry Ulm is very personable and sweet. They made the car buying process easy. I will definitely return to buy my next car. Special thanks you to Yazzy for making this process a pleasure

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.

Clearwater Toyota gets a big spot out from Rita B. Taylor, you knocked it out of the park! No pressure, genuine and just dynamite! Your manager and Ed in finance were great too. Can't forget he beauty cutie who charmed me right into the seatt of the car I love!

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).

I purchased a used vehicle from the Hyundai dealership which I am happy with and was a stress free process. Less than a week after the purchase I had a problem with the windshield. I contacted the Used car sales manager Kevin Allen and explained the situation, without hesitation he said we will take car of it and did so with my complete satisfaction. Great experience.

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.

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!

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.

My experience with JEEP New Port Richey was excellent throughout. Highly professional, very good communication very personable staff. The only difficulty with the experience was the delayed manufacturing and delivery time of the vehicle. This took about six months. The dealership was helpful and communicative throughout this delay and I am very appreciative of their service. Other than that, everything was great.

Nice hellcat red eye jeep Chrysler ram good drive suspension engine and supercharger. Great exhaust 6 seconds on track and review 5 star safety rating

My Rep was Cary I came as always very delightful and well informed by him. I thought I needed new tires but found out I didn’t. I can appreciate this dealership honesty and Cary integrity. Because some would have tried to sell me something I didn’t need. I also came in for few recalls. And was taken care promptly. I will always return to this branch. Great job Cary

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.

This is the third Ford dealership I have had experience with and was by far the best. Everyone I worked with was very friendly and helpful, they didn't hide any of the fees and were straight forward with the price the quoted(actually wound up being a little cheaper than their initial quote!) And helped me out with getting an explorer foe my family. This was also while I was juggling 3 kids under 5 with a stroller. All in all great experience and I would definitely recommend them.

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 !

Purchased 2012 Acadia entire experience was fantastic. All the guys were super nice, our salesman, paul was on task and professional. The vehicle is in excellent condition.

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.

Rudy was Great got me the truck of my dreams. Go see my dude Rudy

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.

Bought My first car today and the employees we're amazing very polite and helpful. Sometimes buying a car can be stressful but I really enjoy myself and couldn't be happier.

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.

I had a great experience dealing with GAA Auto Sales. From car test drive until the purchase, they guided me in every step very smoothly All the team members are professional and helpful. I would definitely go with them for my next purchase.

The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Awesome experience! Ask for Jeff Thompson. Got a price on a target vehicle and was credit approved same day. All I had to do was show up, sign and drive 🙂

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

Jeff Thompson at the Palm Harbor Auto Lenders dealership was amazing! He helped my son and me purchase his very first truck/vehicle, which made the experience even more special. The truck was super clean and in great shape. The whole process went smoothly from start to finish. I couldn’t be happier with the service we received and will definitely be coming back when it’s time for another vehicle.

Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.

Anthony was awesome, helped us find the car we wanted and get it done quickly.

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!

Am very pleased with Car select staff. Mounir helped me out and I got a car that I love been driving it for two weeks now and no complains if I ever need a car in the future I know where to go I will do business with Mounir anytime of the year a very great guy. Thank you again for everything you did for me

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.