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Used
Jeep Grand Cherokee
for sale
near
Windermere, 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
2021 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Brandon was phenomenal, it’s a super clean facility nice
Brandon was phenomenal, it’s a super clean facility nice supply of snacks very spacious no private offices for sales to my knowledge so feels a little chaotic. The Cary buying process took a few hours but ultimately we were able to find our dream car. The fees were a little high but the big man needs to make that money. Pleasant staff lots of parking and clean rest rooms. Handicap accessible. But the staff we worked with Connor and Brandon were great great communication and tried their best to get us in and out and get us the deal we wanted.
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
Features
Reviews
Don Mealey's personnel including Sales (Barbara C.
Don Mealey's personnel including Sales (Barbara C.), Finance, etc... were great to work with & provided a nice low/no pressure car buying experience.
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
2015 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
So far I have bought (12) vehicles from this dealership
So far I have bought (12) vehicles from this dealership if I’m not forgetting one or two. The last a 2023 power wagon - I love coming here everyone here is very polite and helpful. I deal mostly with Tarek and Bill and they are both very professional. I have never had a problem at the service center that I didn’t get resolved. If you give these guys a chance I think you will be very happy in the in.
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
2012 Jeep Grand Cherokee Overland
Vehicle information
Features
Reviews
Great experience!
Great experience! Hope to do business with them someday again. A+ professional and very thorough!
The 2012 Gran Cherokee Overland has been my car for over
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.






Used
2019 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Manny was a pleasure to work with!
Manny was a pleasure to work with! Andrew was very quick and through with the finance team! Aside from a little miscommunication on the front end my experience was very good.
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
2019 Jeep Grand Cherokee High Altitude
Vehicle information
Features
Reviews
Service advisor are very knowledgeable of your vehicle
Service advisor are very knowledgeable of your vehicle always willing to go that extra mile to help the customer. I?ve dealt with my service advisor Aaron for a few years always the best service.
We love our new Jeep
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.

Used
2018 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Autonation and their team were helpful.
Autonation and their team were helpful. Patrick was awesome, will go to bat for you and a man of his word. He was helpful through the car buying process and look forward to working with him again.
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!






Used
2015 Jeep Grand Cherokee Overland
Vehicle information
Features
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.
Long lasting Jeep
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!
Vehicle information
Features
Reviews
I bought mine ( 04 overland) w/ 250k miles on it, in
I bought mine ( 04 overland) w/ 250k miles on it, in great condition. Owner had carfax for both his big diesel pusher and matching Jeep - it was towed the majority of its travels. It’s record of maintenance matched by almost half of motor homes service records. it has never had a single issue other than standard maintenance- I jokingly said ‘I’d drive it till it dies”. And. It looks like I’ll be doing just that- I think about it’s not so good ‘gas Guzzling’. But it’s a second vehicle, fits my grandkids,tows most of our toys and is comfortable and sure beats being stuck with 💰
Used
2024 Jeep Grand Cherokee Altitude
Vehicle information
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Reviews
I have always got my vehicle serviced at Sanford since I
I have always got my vehicle serviced at Sanford since I purchased it there and Luis is always my guy. When I have a problem with my vehicle I just call him and he always get me in and repaired in a good amount of time. He?s always have a smile on his face and explains everything he finds where I truly understand what?s going on with my vehicle. With employee like Luis y?all will always be in business.
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
2017 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Great price for a reliable, used vehicle.
Great price for a reliable, used vehicle. Minimal dealer fees. Fair, honest, and quick buying process. Great communication, and even delivered the car to my home.
2017 GC Limited 4WD.
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.
Used
2021 Jeep Grand Cherokee Trailhawk
Vehicle information
Features
Reviews
Brian and Jeff went above and beyond to get me in the car
Brian and Jeff went above and beyond to get me in the car I was interested in. Super nice people. Overall great experience unlike a lot of car shopping these days.
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
2023 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Was in to see Ty, a service guy!
Was in to see Ty, a service guy! He was very pleasant and had my kia soul checked out after we bought it second hand. Would recommend him,as he explained things to us, had it ready for us on time ,etc. And trust the check up was well done. Truly a great guy and will see him again Sandra Lewis
Natural upgrade choice
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.
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Used
2018 Jeep Grand Cherokee Altitude
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2021 Jeep Grand Cherokee Limited X
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2025 Jeep Grand Cherokee Altitude
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2024 Jeep Grand Cherokee Altitude
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Used
2018 Jeep Grand Cherokee Trackhawk
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2021 Jeep Grand Cherokee Summit
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Used
2025 Jeep Grand Cherokee Limited X
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Used
2019 Jeep Grand Cherokee Laredo
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Used
2019 Jeep Grand Cherokee Summit
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Used
2021 Jeep Grand Cherokee Limited X
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Jeep Grand Cherokee prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Grand Cherokee | $28,916 | 2 Good deals |
2024 Jeep Grand Cherokee | $26,799 | 6 Good deals |
2023 Jeep Grand Cherokee | $23,995 | 10 Good deals |
2022 Jeep Grand Cherokee | $21,495 | 5 Good deals |
2021 Jeep Grand Cherokee | $14,477 | 14 Good deals |
2020 Jeep Grand Cherokee | $11,495 | 6 Great deals |
2019 Jeep Grand Cherokee | $14,998 | 6 Great deals |
2018 Jeep Grand Cherokee | $12,995 | 5 Great deals |
2015 Jeep Grand Cherokee | $7,090 | 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 Windermere, FL
- Jeep Grand Cherokee for sale under $20,000 in Windermere, FL
- Jeep Grand Cherokee for sale under $25,000 in Windermere, FL
- Jeep Grand Cherokee for sale under $30,000 in Windermere, FL
- Jeep Grand Cherokee for sale under $40,000 in Windermere, FL
- Jeep Grand Cherokee for sale under $50,000 in Windermere, FL
- Jeep Grand Cherokee for sale under $100,000 in Windermere, FL
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Used Jeep Grand Cherokee by city
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Jeep Grand Cherokee in Windermere, FL
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42 Great Deals out of 131 listings starting at $2,900
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Jeep Grand Cherokee in Ocoee, FL
44 Great Deals out of 138 listings starting at $2,900
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44 Great Deals out of 137 listings starting at $2,900
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Jeep Grand Cherokee in Horizon West, FL
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Jeep Grand Cherokee by trim
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Jeep Grand Cherokee Limited
16 Great Deals out of 45 listings starting at $4,900
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Jeep Grand Cherokee Laredo
13 Great Deals out of 34 listings starting at $2,900
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.