Used Jeep Grand Cherokee Overland for sale near Watergate, FL

Excellent service and great staff. Very reasonable cost. Service area is very clean and comfortable. They update you thru-out the entire service process. Customers get great care.

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.

Chase Merck worked with me on buying the new car & he was very thorough in explaining everything and he was such a nice, personable, likeable guy. It was a pleasure having him as my salesman I was nervous & he made me feel very comfortable in the whole process.

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 with Ronnie Ghaida is what every car buying experience should be, easy going, a very knowledgeable salesperson, took the time to answer all my questions in detail and told me things about the car I didn't even ask about, it was truly a very easy going and pleasant experience, I'm glad that Ronnie was my salesperson

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.

This is my second Impreza from Wakefield Subaru. Love the car and impressed by the salesperson, Christian Finch. Knowledgeable and not pushy, which I really appreciate. Definitely recommend.

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.

I was there for an oil change great Job . Mrs Ana Valenzuela and Ford Team.. thank you all very satisfied customer!

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.

Cory Reno helped us buy our cars. We just bought our sixth car from Cory on Saturday. He is very knowledgeable and easy to work with. Highly recommend him!

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

Samir Sanif made our truck purchase experience the best we have ever had. I live a busy life with family and work, so Samir made sure I was taken care of and made sure my time was not wasted. I have ptsd from previous dealership interactions and purchases, but I did not feel any of that working with Samir. Working with Samir and his team has made me a forever customer with CDJR!

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.

Trip Ellis Walser Polar Chevrolet Sales Specialist did an excellent job helping us select a replacement vehicle for our 2004 Chevrolet Trailblazer. He carefully explained all of our options and and answered all of questions and concerns. On a scale of 1 to 10 we would rate him as a 10.

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.

everyone at hampstead pre owned was very kind and helpful, i would definitely come back again.

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.

After 3 frustrating days and countless hours of attempting to buy a car for the advertised price, only to have the total price significantly inflated when it came time to sign on the dotted line, I looked outside my area of Northwest Arkansas and found very fair online prices with Tulsa Hyundai. Jerry Byrd assured me that the price I saw would be exactly what I would pay. He was a man of his word. He put me in the exact car I was hoping to find. Even better, it was a brand new car priced $2000 LOWER, 2 years NEWER, and with 39,000 FEWER miles than the previous one found in my local area. It was so worth the drive to Tulsa Hyundai. Thank you Jerry for truly putting the customer’s needs priority one and for making this the best car buying experience I have ever had!

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 !

We Just bought our third used car from AutoNation Ford. Always happy with the results! Will buy our fourth one here as well. Great selection and not too much pressure.

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 brought ny husband’s car in to Fred Anderson Toyota today for service. Lonnie was the tech/ customer service rep. Great job, quick turnaround on service, great communication. Thank you Lonnie

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.

Outstanding customer service, really made me feel like they were going to do everything to satisfy everything all my request that they could do within their power

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.

Best dealer ever. Tatiana did a great job..She is very smart respectful and she has a lot of knowledge. My next car l m going to buy with them also and with Tatiana of course. If you are looking for a good price and a solid car go there and ask about Tatiana. Mike volvo v v90 cross country

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.

If you need service on your BMW, I highly recommend scheduling with Samantha. She makes sure everything is handled the right way!

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

I recently purchased my dream car from BMW of Ocala. It was my first ever car build according to my specifications and color choice, Vegas Red . Kevin and the entire dealership team went far beyond my expectations . From start to finish, everything was first class even to the red bow on my Red 2026 BMW convertible ! Kevin made sure that I was fully informed about all the special features and capabilities. My own special Genius walked me through the amazing safety features on my car . I felt so special !!!! BMW of Ocala deserves the 2025 Consumer Satisfaction Award and Kevin deserves all his Outstanding Salesman trophies.

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).

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.

Efficient, polite, considerate and knowledgeable! I did call Zander after I left the Honda Service Center to ask a question. He was able to explain the recall explanation.

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.

Ricardo was a great salesman to work with. He's very sweet and personable. Easy process to purchase. Ricardo did a great job explaining all of the steps in the process.

I already owned this vehicle when I took it in for service. But. I love the vehicle. I haven't had any major problems with my Jeep Summit

Jason Yap at CBB was amazing. Professional, no pressure and super easy to work with. Car was exactly as described. Would absolutely buy from him again!

I have that car and I’m happy with it. Yes it have some problems, need some care, you can just go to speedway and fuel up it would be your last fuel up with diesel on speedway. To previous review: I bought the car with 185000 miles. After I fuel up at speedway 😁, I sen car to dealership. They replace entire emission system with brand new. No problems after that. Just fuel up at good stations, I prefer Sheetz or BP or shell. About $300 oil changes: I do my oil changes by my self: 2, 5 quart oil canisters and $25 filter and it’s don for $75. I change oil every 5k miles. About fuel filters: I do it by myself too. So 2 filters on Amazon for $17-25 and you have done it for $35-50. I change them every 20k miles.