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*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
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Used
Jeep Grand Cherokee
for sale
near
Winter Garden, FL
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used
2018 Jeep Grand Cherokee Trailhawk
Used
2019 Jeep Grand Cherokee Upland
Vehicle information
Features
Reviews
I HAD AN AWESOME EXPERIENCE WITH THE SANFORD BUNCH.
I HAD AN AWESOME EXPERIENCE WITH THE SANFORD BUNCH...BRAD,JOE,TN AND FRANK IM SO PLEASED WITH MY PURCHASE..THEY ALL WAS KNOWLEDGEABLE AND PATIENT ..I WOULD RECOMMEND DRIVE TIME TO ANYBODY LOOKING FOR A UP TO DATE RELIABLE REGARDLESS OF YOUR CREDIT CARS...
The 2019 Grand Cherokee Limited was the Jeep I had my eye
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.
Used
2014 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
We purchased our 2014 Grand Cherokee Overland new and
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.
Used
2017 Jeep Grand Cherokee Limited
Vehicle information
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Reviews
Still loving my Jeep
Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.
Used
2017 Jeep Grand Cherokee Limited
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Reviews
I’m shopping for a used car.
I’m shopping for a used car. The salesman was attentive and courteous. Answered all my questions. Nice guy.
Jeep Guy
I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.
Used
2021 Jeep Grand Cherokee Laredo
Vehicle information
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Reviews
Found the car I?
Found the car I?ve been looking for at their Winter Park Location. From the moment I connected by email with the dealership to the moment I drove off with the car, everything was smooth! Christian and Gerald were courteous, professional and kind, a pleasure to do business with! Absolutely recommendable.
I just love everything about my 2021 80th anniversary
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.
Used
2021 Jeep Grand Cherokee Limited
Vehicle information
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Reviews
Fabulous and off the scale honest
I traded in a 6 month old Lexus hybrid for a Mitsibushi lancer. I paid $20k for the lexus and my 16 year old pretended to like it but he hated it. It was a lame hybrid and his friends laughed at him. So before he even got his license and had only added 400 miles to the car I took it back. Eliot got me a deal on a Mitsibushi with 19,000 miles. The trade in came back at $14,000. Eliot WENT BACK AND GOT ME A BETTER DEAL! because I was a previous Carmax customer. I ended up with a 5 year warranty on the Mitsubishi and a $700 refund... You cannot beat Carmax. If you buy cars from this dealership THEY LOOK AFTER YOU. Genuine customer.
Perfect New England Vehicle !
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 !
Used
2021 Jeep Grand Cherokee 80th Anniversary 4x2
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Reviews
The people I was very nice and work with you 💯 very
The people I was very nice and work with you 💯 very recommended migdalys Ocasio I just bought toyota highllander thanks
GREAT SUV - GOES ANYWHERE
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.
Used
2024 Jeep Grand Cherokee Limited
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Reviews
Jonathan Lee was great.
Jonathan Lee was great. Made the sale super easy and convenient for me. Would do a sale with him again. The finance guy was also very good and informative. They stayed late to get us taken care of.
Have owned Jeeps for 35 years.
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
Used
2021 Jeep Grand Cherokee Laredo E
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Reviews
My family has bought 35 cars from carmax, never had an
My family has bought 35 cars from carmax, never had an issue.We had some issues with some of the cars but they took care of it right away. What gained my respect for carmax is that we bought a car a HYUNDAI ELantra 2012. DROVE THE CAR A LITTLE OVER A YEAR. Went to trade it in and we found out the car was in a bad car accident in the front, and that's why it was pulling to the right. We were never told that this car was in an accident. We were told that it never was. Immediately they paid off our loan and put us in another new car. That's a good company. Therefore in my opinion they are awesome
Frustrated but happy
Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!
Used
2021 Jeep Grand Cherokee Trailhawk
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Best Jeep Ever!
We special ordered the 2021 Jeep Grand Cherokee Trailhawk. The vehicle is all black inside and out. The paint is a Diamond Gloss Black Metalic. The day after delivery we had the entire finish done with Ceramic Coating. We've had this vehicle for a year and the fit and finish is like new. The Ride is tight and still handles great. Fuel mileage is now 21 City. We're sorry to see they will no longer produce this vehicle!!
Used
2020 Jeep Grand Cherokee Upland
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Reviews
Melinda & Joy are excellent.
Melinda & Joy are excellent. They were very helpful & trusty. Highly recommended. Alexis also was on top of it. Will recommend this dealer to all my friends
Snow commuter
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.
Used
2020 Jeep Grand Cherokee Limited
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Features
Reviews
Make the Two Hands on Wheel feature stand a lone.
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).
Used
2021 Jeep Grand Cherokee Laredo X
Vehicle information
Features
Reviews
⭐️⭐️⭐️⭐️⭐️ Smooth, Transparent, and 100% Recommended!
⭐️⭐️⭐️⭐️⭐️ Smooth, Transparent, and 100% Recommended! We had an outstanding lease experience at Carroll Cadillac of North Orlando! From start to finish, everything was handled with professionalism, efficiency, and genuine courtesy. 🙌 Christian Rodriguez in Sales was exceptional—no pressure at all, just honest guidance and support throughout the process. He made everything feel smooth and stress-free, answering every question with clarity and patience. 💼 Mike in Finance was equally impressive. He walked us through every term from the beginning with total transparency—no surprises, no manager runaround, just clear, straightforward service. We truly appreciated how professional and on-point everything was. ✅ If you're looking for a dealership that values your time, treats you with respect, and makes the entire purchase or lease process seamless, we highly recommend the team at Carroll Cadillac 100%. This is how car buying should be done! 🚗💨👏
Used
2021 Jeep Grand Cherokee Laredo
Vehicle information
Features
Used
2020 Jeep Grand Cherokee Limited
Vehicle information
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Reviews
My Jeep saved me!
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.
Used
2022 Jeep Grand Cherokee Summit Reserve
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My opinion of 2022 Jeep Grand Cherokee
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.
Used
2015 Jeep Grand Cherokee Laredo
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Great experience!
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
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.
Used
2014 Jeep Grand Cherokee Overland
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Reviews
Eugene made our car buying experience comfortable and
Eugene made our car buying experience comfortable and easy. Great selection of vehicles. Well worth the drive from Citra.
I have that car and I’m happy with it.
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.
Used
2020 Jeep Grand Cherokee Limited
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Reviews
Very good experience!
Very good experience! My daughter was looking for two specific used car models, and we had spent the entire day driving from one dealership to another. Winter Park Auto Mall was our last stop, and we weren't hopeful, because the price was lower than any we had seen advertised, and the vehicle had 20,000 fewer miles. However, it turned out to be exactly what she was looking for. The trunk liner was missing, but the dealership ordered one and had it sent to my daughter in MD as promised. Also, there was a small stain on one of the seats, so they gave the whole car a steam cleaning and detailing while we waited. If you are looking for a shiny dealership with free coffee, this is not your place. If you are looking for a no-nonsense car purchase with lower-than-average dealer fees, this is your place! Thank you for your help, Tim!
Most advanced car I’ve owned
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.
Used
2018 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
I initially leased my Grand Cherokee Limited but ended up
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!
Jeep Grand Cherokee prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2025 Jeep Grand Cherokee | $41,520 | |
| 2024 Jeep Grand Cherokee | $34,169 | 5 Great deals |
| 2023 Jeep Grand Cherokee | $28,248 | 6 Great deals |
| 2022 Jeep Grand Cherokee | $28,291 | 7 Good deals |
| 2021 Jeep Grand Cherokee | $22,578 | 5 Great deals |
| 2020 Jeep Grand Cherokee | $18,633 | 10 Good deals |
| 2019 Jeep Grand Cherokee | $19,436 | 6 Great deals |
| 2018 Jeep Grand Cherokee | $17,659 | 6 Great deals |
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep Grand Cherokee by price
- Jeep Grand Cherokee for sale under $15,000 in Winter Garden, FL
- Jeep Grand Cherokee for sale under $20,000 in Winter Garden, FL
- Jeep Grand Cherokee for sale under $25,000 in Winter Garden, FL
- Jeep Grand Cherokee for sale under $30,000 in Winter Garden, FL
- Jeep Grand Cherokee for sale under $40,000 in Winter Garden, FL
- Jeep Grand Cherokee for sale under $50,000 in Winter Garden, FL
- Jeep Grand Cherokee for sale under $100,000 in Winter Garden, FL
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41 Great Deals out of 129 listings starting at $2,700
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Jeep Grand Cherokee in Montverde, FL
43 Great Deals out of 140 listings starting at $2,700
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Jeep Grand Cherokee in Paradise Heights, FL
43 Great Deals out of 151 listings starting at $2,700
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Jeep Grand Cherokee in Horizon West, FL
40 Great Deals out of 124 listings starting at $2,700
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Jeep Grand Cherokee in Clermont, FL
41 Great Deals out of 132 listings starting at $2,700
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38 Great Deals out of 124 listings starting at $2,700
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Jeep Grand Cherokee by trim
-
Jeep Grand Cherokee Limited
17 Great Deals out of 47 listings starting at $9,249
-
Jeep Grand Cherokee Laredo
10 Great Deals out of 35 listings starting at $2,700
-
Jeep Grand Cherokee Altitude
7 Great Deals out of 20 listings starting at $13,495
Used Jeep Grand Cherokee by body style
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
