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Used
Jeep cars
for sale
near
Windermere, FL
under $899,990
- 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
2019 Jeep Grand Cherokee Laredo
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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
2022 Jeep Wrangler Unlimited 4xe Sahara
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Reviews
Great dealership
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!
Best vehicle I’ve ever owned!
Best vehicle I’ve ever owned, fuel savings combined with functionality! Highly recommend for outdoor enthusiasts who want to decrease their dependency on gasoline! Get one!
Used
2021 Jeep Wrangler Unlimited 4xe Sahara
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Features
Reviews
Look for Jose Williams
Jose Williams as always goes above and beyond. My third vehicle purchased with him. If your looking to buy ask for him and Ricky they’ll take care of you.
Owning a Jeep is more than just having a car — it’s a
Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!
Used
2019 Jeep Cherokee Trailhawk
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Reviews
What can I say about my experience at Chrysler Jeep Dodge
What can I say about my experience at Chrysler Jeep Dodge in Kissimmee I can tell you one thing. Cory took his time with me and help me get into the best rate and the best vehicle for me and my family. It did not feel like Cory was out for a sale it felt like he truly wanted to help me and which he did. I want to give a big shout out and the thanks to everyone at the dealership is was great but a special thanks to Cory and the finance team. You guys are the best!!!
Like the look and has plenty of power we have the v6
Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.
Used
2020 Jeep Gladiator Sport
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Reviews
Had exactly what I wanted
Without a doubt a good dealership to do business with. They handled my sale professionally in every way. . Absolutely no pressure and they were honest with me unlike the previous dealership I had dealt with. In particular Jeff A. did a great job making us feel comfortable with our purchase. I highly recommend this dealership.
my grandmother sadly traded in this gladiator i wish she
my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.
Vehicle information
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Reviews
Bought my first JEEP at 56 years old with 123k on the
Bought my first JEEP at 56 years old with 123k on the clock the 3.6 is a great little 6banger has cold air intake , yellow top Optima battery 3 in. lift on MT 35s with Rough Country suspension, rock lights , Niilights out front and back on and in Rough Country bumpers and 10k lb winch up front with new Peddle Commander under the dash .
Used
2023 Jeep Compass Limited
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Features
Reviews
Onesh deserves a bonus
Thank you Onesh for a being a true pro, my situation wasn't easy, a true professional who goes out of his way to help you. Thank you, FLA
My wife and I bought a 23' Jeep Compass Limited with 15K
My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.
Used
2021 Jeep Grand Cherokee Laredo
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Reviews
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 Compass Latitude
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Features
Reviews
Erick was amazing and made the whole process simple and
Erick was amazing and made the whole process simple and easy. Excellent customer service. Treated me with respect and professionalism. Definitely coming back!!
Hello, my review is positive.
Hello, my review is positive. I'm happy with my jeep compass limited. Stylish body design. I, like having fuel efficiency mileage. Pretty good performance and awd suspension. Comfortable heated seats. Plenty of cargo area for my items. Very cool ride, reliable fun to drive.
Used
2016 Jeep Compass Latitude
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Features
Reviews
Mario was very honest and professional, helped me get
Mario was very honest and professional, helped me get into a car that I could afford. The whole staff was nice and tried to get us in and out as fast as possible and I certainly appreciated that!
Good Vehicle
Car was perfect and price was under budget for what I was looking for love the feel of the ride and the seats are very comfortable for a woman, my husband is a big guy and he does not fit too good.
Used
2022 Jeep Cherokee X 4x4
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Reviews
Zach Adams was great!
We had the pleasure of working with your salesman Zach Adams today! He was very professional, helpful and made buying our vehicle much easier & faster. Zach handled everything from showing us the truck, personally cleaning it and all financial paperwork. He went above & beyond to make sure we were satisfied customers!!
Still A Jeep Girl...BUT
I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.
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It was a great experience still looking just moved back
It was a great experience still looking just moved back to Florida but once I'm stable will be getting back to you
I love my Jeep.
This is my first SUV. I like that it’s not really huge but big enough for what I need. I also really enjoy the comfortable seating.
Used
2022 Jeep Gladiator Overland
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Reviews
My wife and were looking for a vehicle and in process she
My wife and were looking for a vehicle and in process she found a couple. She worked with the salesman, Sunny who was beyond knowledgeable, and very helpful in the process of narrowing down exactly what we wanted. Originally we found a couple that we liked but there was one that my wife really wanted. Long story short Sunny went above and beyond, to help her get exactly what she wanted. Honestly what more can I say, at 54 yrs old this was by far the easiest vehicle purchase I have ever had. I do know when it comes times for me to trade my truck in, I know who will be the first person i call. Thank you Sunny, sincerely.
The best vehicle that I've ever owned!
The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!
Used
2019 Jeep Cherokee Limited
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Reviews
I was at that store yesterday, and I was able to buy my
I was at that store yesterday, and I was able to buy my car quickly and without bureaucracy. Thank you very much.
Great car!
Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.
Used
2021 Jeep Wrangler Unlimited Willys
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Reviews
You found the best place to buy a used car.
You found the best place to buy a used car. Shortly after purchasing the car, it developed a problem. The dealership did not say sorry it's a used car purchased as is but they "stepped up to the plate" to take care of the problem. The service advisor Sebastian, service manager, Eddie, sales manager, Bryan and Claudio , our salesman all provided excellent customer service. I am so glad I went to Napleton's Volkswagen to purchase a used care for my daughter.
I have a 2021, 2 door, Jeep Wrangler Rubicon.
I have a 2021, 2 door, Jeep Wrangler Rubicon. Is it a decent vehicle - yes. Is it for everyone? Probably not. But if you like to drive with the roof off, don't mind bouncing around on the road a little bit....and it is bouncing around, ok with the wind noise, then this is the vehicle for you. The V6 engine is decent. Do the maintenance and it will be fine long term. I have the manual transmission. Works fine and makes it more enjoyable to drive. It is a very nimble vehicle, no problem on the highway, comfortable, and the noise is not that bad when travelling. Is it a vehicle I would drive in bitterly cold winters and icy roads - I am in Canada where winter is winter and -40 is real....nope I would not. However there are thousands of people around here that do. This vehicle is an acquired taste with a variety of uses, applications, and lots of strengths. Does it have many weaknesses - no not really. But you need to be sure why you have it, accept its nuances - which are not that bad, and enjoy it!! It is a fun vehicle to have especially in the summer when the sun is blazing!!!
Used
2018 Jeep Grand Cherokee Laredo E
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Empathy goes a long way
I was there about 4 hours total, they gave me a fair trade value for my ca. I was upside-down in the loan, but they found a way to make the deal happen. The staff I dealt with was kind and empathetic to my situation. I appreciate real people.
Because it a great car because the car has 118k miles on
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
Used
2025 Jeep Compass Limited
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Reviews
Joe in Winter Park
Joe was an amazing car sales man. He was true to what he said and if he didn?t know the answer he found it out for you. Every time I called Hertz Joe would answer it was like he was running the place. Anytime I went to the dealership Joe was out in the heat showing a customer a car. He is just so great. When we went inside the other car sales men were just sitting around eating or chitchatting. Joe was an amazing experience just in himself I have never felt so confident in buying a car and not feeling preassured or stressed. I?m sending all my friends to hertz but not for just hertz but to speak with Joe because he is truly amazing.
Bought brand new 9 miles on it now 5400 went from Iowa
Bought brand new 9 miles on it now 5400 went from Iowa through Colorado to Arizona no problems other that forward Collison sensors getting dirty and the auto stop start not always working.I used rock mode on my trailhawk in canyon land it was a blast
Used
2022 Jeep Wrangler Unlimited Rubicon
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Great buying experience
Had a great experience with Jased. He was great with communications and they honored everything they said. I would recommend anyone to go check out Ford of Clermont.
The Sahara high altitude with the sky one touch roof is
The Sahara high altitude with the sky one touch roof is awesome. The one touch opens or closed in 15 seconds. This is a game changer as we do not hesitate to open the roof in all different weather conditions. Reason is if bad weather or hot weather gets us we can have the roof closed in little time. The ride is very smooth. Noise is low at highway speeds. Overall, we really all the accessories and sound system. Definitely, recommend.
Used
2025 Jeep Compass Trailhawk
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Reviews
Process made simple
I had the best experience with the whole process of my vehicle purchase. I had an awesome salesman, Jeremy Violet. He was friendly and very professional. Will refer them to anybody I know that is need of a car.
This is a great vehicle for the money.
This is a great vehicle for the money. Strong engine, and getting over 30 mpg. Comfortable, and with Jeep capability. Very happy with our choice.
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Reviews
Great small dealership!!
I have nothing but good things to say about the guys at Winter Park Auto Mall. I purchased my car in February and I love it, I smile every-time I get into it and drive it. They went above and beyond to make sure that I was happy with my purchase. They are a very upfront and honest small dealership. I will definitely purchase from them again. Thank you guys keep up the good work.
One of the Best!
This vehicle has been amazing for me. It does have a CVT Transmission (the only real issue with it) and CVT sucks. But it has been so reliable, I love it!
*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.
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Jeep under $899,990 by city
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Jeep under $899,990 in Windermere, FL
246 Great Deals out of 730 listings starting at $2,890
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Jeep under $899,990 in Lake Butler, FL
245 Great Deals out of 727 listings starting at $2,890
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Jeep under $899,990 in Gotha, FL
246 Great Deals out of 730 listings starting at $2,890
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Jeep under $899,990 in Bay Hill, FL
241 Great Deals out of 708 listings starting at $2,890
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Jeep under $899,990 in Winter Garden, FL
260 Great Deals out of 769 listings starting at $2,890
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Jeep under $899,990 in Doctor Phillips, FL
241 Great Deals out of 708 listings starting at $2,890
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Jeep under $899,990 in Ocoee, FL
263 Great Deals out of 773 listings starting at $2,890
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Jeep under $899,990 in Orlovista, FL
248 Great Deals out of 730 listings starting at $2,890
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Jeep under $899,990 in Horizon West, FL
240 Great Deals out of 699 listings starting at $2,890
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Jeep under $899,990 in Tangelo Park, FL
241 Great Deals out of 708 listings starting at $2,890
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Jeep under $899,990 in Oakland, FL
257 Great Deals out of 764 listings starting at $2,890
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Jeep under $899,990 in Pine Hills, FL
249 Great Deals out of 743 listings starting at $2,890
Jeep under $899,990 in Windermere, FL by model
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Jeep Wrangler Unlimited under $899,990 in Windermere, FL
30 Great Deals out of 122 listings starting at $10,999
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Jeep Grand Cherokee under $899,990 in Windermere, FL
46 Great Deals out of 111 listings starting at $4,250
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Jeep Compass under $899,990 in Windermere, FL
38 Great Deals out of 100 listings starting at $3,900
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Jeep Wrangler under $899,990 in Windermere, FL
29 Great Deals out of 92 listings starting at $7,400
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Jeep Gladiator under $899,990 in Windermere, FL
23 Great Deals out of 84 listings starting at $20,394
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Jeep Cherokee under $899,990 in Windermere, FL
16 Great Deals out of 57 listings starting at $2,890
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Jeep Grand Cherokee L under $899,990 in Windermere, FL
17 Great Deals out of 55 listings starting at $20,650
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Jeep Renegade under $899,990 in Windermere, FL
2 Great Deals out of 23 listings starting at $7,995
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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.
