Used Jeep Grand Cherokee for sale near Glenvar Heights, FL under $40,000

I normally feel uncomfortable whenever I enter a car dealership; many bad experiences have led me to that point. I can say with all honesty that this time was extremely different. I met with Carlos Torres, the gentleman extraordinaire, extremely patient, honest, and very transparent; something to cherish very much in a person. I also appreciate Steve for greeting me in the parking lot, showing me a round, and ensuring I was always comfortable throughout the process; a wonderful and extremely valuable team member!! Several staff members greeted me during my visit and offered their service for anything I needed from water, tea, to moments of their great sense of humor. Other places usually spend their time trying to assume my financial status and treat or ignore me according to their assessment; NOT HERE!! I commend all of their staff, from sales to finance, for their well-constructed team of great individuals. I loved it and highly recommend. This is it!

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.

Great experience overall. Good selection of cars, helpful staff, and no pressure. Would definitely buy from them again!

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.

Vladimir Rivas excelente profesional de ventas. Me atendió en Kendall Dodge en la compra de mi 2022 Ram 1500. Recomendaré este dealer y sobre todo a Vladimir

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!

I highly recommend Chris Piriz for your buying experience, he got me a good deal.

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).

Los trabajadores son excepcionales me atendi� Luis Mej�a todo el tiempo dispuesto a ayudar muy buen vendedor complaciente vaya divino y el Financista Daniel s�per nice hombre amigo tremenda persona se los recomiendo vayan a ese dealer

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.

gracias a humberto monier por la ayuda me voy con el carrito contenta my contenta

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 !

Hoy fuimos a mirar y nos atendio Vladimir Rivas, muy profesional. Salimos con un 2022 jeep wrangler rubicon. Recomendaremos a Vladimir a todos mis amigos.

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.

Great Dealership, team was very professional and was easy to deal with which led to a favorable transaction.

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.

Great costumer service very friendly and helpful. Would recommend to anyone in my close family and friends

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.

Experience was great. Smooth process from drop off to pickup no issues at all. The associate who assisted me was very nice and communicative. After the vehicle was dropped off I was called back immediately once the vehicle was ready for pickup.

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.

Orlando has been great. He has been so helpful and communicates well. He is always welcoming.

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'd like to thank Hollywood Chrysler Jeep, specifically Jeff Issner service adviser. I took my car in and had recall repairs done and I'm able to say the car runs like a dream. I've been dealing with Hollywood Chrysler Jeep for 7 years and my experiences have been good. I must also say that salesman Leslie Gray was very helpful when a bought a new car a year ago(there was no BS). I was able to find what I liked, afford what I found, and to this day I haven't had any problems other than recall issues.

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.

I was very happy with my experience working with Fabio. Me and my family are very happy with my new car.

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.

Jesse Marrero really help me get my car. He was patient and made my car buying process so easy and fast. Make sure you guys ask for him

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.

My experience was good and I will be back again,for my car serviced or repaired the customer service representative is very good, the place is a good place to spend time very clean i recommend everyone to go visited the place

Love my jeep. They have come a long way baby!! I am now a Jeep girl for life and recommend them highly. No matter the weather my Grand Cherokee gets me there in comfort and safety.

I had the most wonderful experience purchasing a vehicle. From the first phone call with Orlando to the sales manager Jesse and David the finace manager. I would recommend if you need a vehicle call them! Susan Ohearn

No games at this dealership no time waisted always professional best prices don?t waste your time anywhere else. Joel was great on point ask for him.

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.

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.

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.

Mi experiencia con Gus Machado Hialeah 49 St, es excelente con la atención de Maria Vargas y Luis el mecánico, son los mejores, hasta la comodidad de tu hogar 100% garantizados y recomendado ❤️❤️❤️🥰🥰🥰

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.