Used Jeep Grand Cherokee for sale near Winter Park, FL under $50,000

We went to get information and we were very pleased with the way they treated us with such respect. They are very welcoming and are willing to help you out through the whole process. Thank you Faisal for going above and beyond. You're truly amazing with customer service, very friendly and very informative.

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.

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!

EXCELLENT SERVICE and ATTENTION !! received from Fernelys Santana. Excellent Sales Agent. Patient, Knowledgeable and very helpful. Im very happy with my new Honda Accord 2020

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.

Yesterday I had a wonderful experience buying my car from Napleton Volkswagenof Sanford, Cliff was really patient and compliance of my demands. Nick went above and beyond to provide me with numbers that could accommodate my necessities.

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.

This is an amazing dealership. I highly recommend them. They have a wonderful selection of vehicles to choose from and the staff was fantastic and helpful. Victoria was our salesperson and we were her first sale. She did a great job and I know she’s going to do great. Thank you, I can honestly say it was a pleasure doing business here.

This car has met my needs and want's. Looking forward to comfort and reliability. Once again Lonnie there was no pressure in the buying process. Thank you all at Miller Motor's

My salesman was Harold King, he was personable, which was essential for me when buying my 2021 Dodge Charger. The transaction was a smooth process & I would recommend him & this reputable dealership to anyone who’s interested in buying a dependable car!

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.

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.

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.

I visited the dielership for an oil changed and was assisted by Jeannie Seville. She was extremely professional courteous and informative throughout the entire process. Everything was handled efficiently and with great attention to detail. Excellent costumer service...thank you Jeannie

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.

“I had a great experience with Arturo Reyes at Winter Park Auto Exchange. He was professional, friendly, and really made the whole process easy. Arturo listened to what I needed, showed me the best options, and got me a deal I’m very happy with. If you’re looking for a car, definitely ask for Arturo—he’ll take good care of you!”

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!

Smooth process and excellent customer service. Hiram went above and beyond to ensure I would be happy with my purchase. Very grateful and happy to have found my dream car at a good price!

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 was impressed with how easy and seamless it was to trade in old vehicle for a newer Lexus. The deal was fair and the customer service was outstanding. Thanks guys...

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.

We Love our new 2021 Challenger! We Had the pleasure of working with Nicholas. He actually made it fun to shop for a new car!!!

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.

A very good experience dealing with Greenway Dodge and especially my salesman. Would recommend this car dealership to anyone looking for a new car. Highly recommend using my salesman for getting the best deal and good buying experience.

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 turning radius is the best for the size of this suv. The brakes are quick to respond. The 4x4 is a must. The only downside is that they aren't all standard with a trailer hitch. Love the sunroof, the all leather interior.

I worked with 2 different salesmen which I initially thought was weird, but both were very professional. One would pick up where the other left off. Overall, a good experience.

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.

We had an excellent experience with our Salesman Jay and the rest of the staff we encountered at the dealership. Friendly, helpful and professional. We did not have trade-in so with their no price haggling policy it was easy before we even arrived to figure fairly closely what our out the door price would be. Though their add-on "junk fees" ($1400 + $399 and added to any vehicle purchased) added more than 10% to the total purchase price, but appeared to be average to moderate to the market and was clearly indicated on their website so there were no surprises to the final number. We would definitely come here again for our future transportation needs. Thank you Jay and crew for doing a great job.

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.

Eddie was fantastic in his presentation in knowledge and understanding in my buying needs. He took extra time in explaining to me all about the 2022 Tesla model 3 that I knew nothing about. I would give him 10 stars if you had them. Thank you Eddie. Kevin Boutwell

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).

Everyone is amazing they really go out their way to make sure your happy with your purchase big thanks to Amie and Dave for ensuring that everything would get done and it did

Hands down the best Jeep ever.. would take it over the Santa Fe any day of the week.. there’s no comparison.. performance is excellent.. have 70,000 miles on a 2018 and a 2019.. ac went out on one but warranty covered it🙂🙂

Bought a car sight unseen. Came as described. Best price in the state as well. Will buy again from them again.

Purchased my 2007 Grand Cherokee Laredo with 87,200 miles and am proud to say this Jeep is the best vehicle I’ve ever owned. At 192,500 miles and it still runs beautifully and has withstood New England weather.

Just moved to the area and now have a dealership for life! You will not be disappointed with their employees we felt very happy with our deal!

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.